Subject: Randy and Stephanie (MF, Mg, adultery, xdress, m-solo, cheat) Written by: Randy Posted by: Kelly -------------------------------------------------------------------------------- !!!WARNING!!!! This file is a work of fiction containing sexually explicit material which may include depictions of underage, nonconsensual and unprotected sex as well as incest and adultery. It is not intended to implicate any person or action by them or me, nor advocate such practices. If you can't separate fantasy from reality, get professional help - FAST! The material is distributed as "For Adults Only" and possession by a minor is strictly forbidden. If you are not legally empowered to be in possession of this material, do not read it and delete it immediately. This work is copyrighted to the author ©2010. It may be posted to non-commercial "free" sites, or in the "free" area of commercial sites so long as no changes are made AND the author information is retained. -------------------------------------------------------------------------------- Summary: Randy is married to Stephanie and serves in the Air Force. Stephanie, his overweight wife, enjoys sex but doesn't approve of his "special" sexual interests which include cross-dressing - but she tolerates it. What she doesn’t know about is his deep hunger for young girls such as Hailey, her sister Diane's eight year-old daughter. She also has no idea what he did with his younger sister DeeDee when they were younger. Imagine if Stephanie knew her husband's TRUE feeling about her or what he was telling people on-line about their marriage, including posting nude pics of her! Table of Contents: Chapter 1 - Introduction Chapter 2 - My Personal Survey Chapter 3 - A Confession to My Wife Chapter 4 - A Cross-Dresser's Confession Chapter 5 - A Pedophile's Confession Chapter 6 - My Early Masturbation Experiences Chapter 7 - My High School Adventures Chapter 8 - Playing With My Sister Deanna Chapter 9 - Fun Exploring Gini Chapter 10 - Masturbating for My Wife Chapter 11 - Camming With My Wife Chapter 12 - Asking My Wife To Helps With My Makeup Chapter 13 - A Letter to My Wife on Our 6th Anniversary Chapter 14 - Cheating With My Sister-In-Law and Niece Chapter 15 - A Letter to My Sister-In-Law Chapter 16 - My Love Letter to Kelly Chapter 17 - My Wet Dream About Kelly Chapter 18 - My Fantasy Sex With Kelly and Her Cousin Kristi Chapter 19 - Kelly Chats With Stephanie Chapter 1 - Introduction ======================== Randy has written two introductions for me. The first one was what he thought he SHOULD write while the second was what he WANTED to write. First Introduction... What I SHOULD Say Hi! I’m Randy and I am 33 years old and am about to celebrate six years of marriage to a wonderful woman named Stephanie. We have 2 little boys, Jake who is 4 and Alex who is 1 years. I am in the military so I am away from my family (unfortunately) quite a bit during any given year. Thank GOD for webcams, email, and a very active imagination... Kelly’s stories never hurt either. For both of us, this is our second and hopefully LAST marriage. I was married for 5 years the first time to (think typical stereotype) a Red-Headed Irish- Italian girl whose great-grandfather was part of the Sicilian Mob. Needless to say she had a temper that could kick and elephants ass. How I ever managed to stay with her for 5 years is a wonder to me. Trust me, I didn’t stay just for the sex... she would usually just lie there while I did all the work. I mainly stayed because at the time I didn’t believe in divorce and she was a pretty good cook... love me some pasta. But, like the old saying goes... ”all bad things must come to an end.” Well, thankfully, I met Stephanie after I was divorced and ours is kind of a romance story as to how we met. When I first moved out of my parents house back in 1994, I got an apartment with another guy from my church. We started going to a new church and even went to the college group for Bible Study. Well, as time went on, my roommate went on one date with a girl named Stephanie. I never got to meet her as she could tell right away that he wasn’t the right one for her, so she called it off and that was that. Well, after my divorce and her divorce, she finds my profile on a Christian Singles dating website. We start exchanging emails and I find out that we had been going to the same church, and had even been in the college group. It was like fate wanted us to get together but life kept throwing up roadblocks. Well, in December 2000 we started dating and our first real date was for lunch after church and then to a movie………The Emperor’s New Groove (Disney cartoon). After the movie she had to go to her school (she is an Elementary School teacher... just like our favorite Ms. Kelly) and I asked if I could go with her. We got there and I helped her grade some papers and stuff. When it was time to leave and go our separate ways I walked her to her car and I told her that I really wanted to kiss her…….then I leaned in and we had the MOST BEAUTIFUL kiss ever. I knew from that very moment that I was madly in love with her... she finally realized it the next day. Well, it has been nearly 8 years and we are still going strong. As you will learn from my stories, fantasies, and other postings, I really do love my wife and I absolutely LOVE making love to her. Of course I also have my fantasy life as well as my own history. History meaning exploring all aspects of my younger sister’s sexuality as well as my own when we were kids ages 11 - 13 (Me) and 9 – 11 (Her). I also have a few fantasies about my wife’s sister-in-law and her daughter. I even have a couple of other adventures I will share. Enjoy!!!! Randy Second Introduction... What I WANT to Say Hi, my name is Randy. I am 33 years old and not so happily married to my wife Stephanie. We have been married for 6 years now and our sex life has become all but non-existent. With a floundering sex life with my wife, I have begun to discover new sexual outlets. Our dear Kelly has opened a whole new world to me and I thank her every chance that I get. I have rediscovered the love that I had with my younger sister when we were younger and how much I would love to reawaken that love. I have also uncovered my infatuation for my sister-in-law Diane and her eight year old daughter Hailey. I would love to experience the joy of having sex with Diane and being the first to enjoy Hailey. I have also finally opened up about my love of dressing in women’s clothes to someone other than myself. Even better, I have found someone who actually finds it to be a turn-on (Kelly). I hope that you enjoy the stories, letters and chats. I know that I am definitely enjoying writing them. Cum back soon for more in the saga that is me. Randy Chapter 2 - My Personal Survey ============================== PERSONAL DATA ============= 1. Age? 33 2. Birthday? January 9, 1975 (1-9-75 or just 1975....kind of unique that way) 3. Ethnic group? Caucasian 4. Profession? (if student, year in School) Air Force & Junior in College 5. Place of birth? Coupeville, Washington 6. Religious affiliation? Baptist 7. Education? Working on a BA in History and then eventually a MA in Secondary Education (want to teach high school history someday) 8. Marital status? Married - 6 years to Stephanie 9. Greatest hero? Indiana Jones or Dr. Daniel Jackson (Stargate SG-1) 10. Kids? 2 boys - Jacob 4 and Alexander 2 11. Vital statistics a) height 5'8" b) weight 170 c) waist size 32" d) hair color (natural or colored) Light Brown e) penis size 6" f) circumcised (Y/N) Yes g) pubic hair (shaved, trimmed, natural) Shaved 12. Clothing sizes a) shirt Large c) pants 32x32 d) boxers or briefs? Briefs or Panties (I like the soft materials) e) shoes 9 13. Favorite part of your body? Eyes (color is baby blue) 14. Least favorite part of your body? Small beer belly 15. What do you usually wear to bed? Nothing 16. Car you drive? Isuzu Ascender (SUV) and getting a motorcycle next month 17. Kind of car you would LIKE to drive? 1967 Shelby Cobra 18. Favorite color? Blue 19. Piercings and/or tattoos? None yet......maybe a tattoo someday ENTERTAINMENT ============= 1. Favorite TV shows? Stargate (SG-1 & Atlantis); Lost; Numbers; Ghost Whisperer 2. Favorite movies? Lord of the Rings; Star Wars (NOT Trek); Indiana Jones 3. Favorite music? Like almost everything except rap, heavy metal (the kind where they are just yelling in the mike) and satanic music 4. Favorite book? Lord of the Rings series 5. Which Hollywood actor and/or actress you would like to have sex with? Jennifer Love Hewitt; Anne Hathaway; Emmy Rossum 6. Do you watch porn? Yes.......girl-girl is my favorite 7. Favorite porn star? Don't really have a favorite but if I had to pick....Jenna Haze 8. Have you ever visited a strip club? Yes, had several private lap-dances and once even closed out the bar plus 5 hours just dancing with the girls and drinking champagne. 9. Have you ever hired an escort/hooker for sex? Twice.....but only for a massage and a blow-job SEXUAL HISTORY ============== 1. When did you start masturbating? When I was about 11 2. When did you get your first BJ? Who gave it? I think I was about 16 and it was my girlfriend Jennifer 3. When did you first have sex? My first wife at the age of 21 4. How many sexual partners have you had? 0 male and 7 female 5. What is the age of oldest/youngest person you have had sex with? Your age? Her 9 Me 11 (youngest) & Her 38 Me 28 (oldest) 6. Biggest age differential between you and your sexual partner? 10 years 7. Last time you had sex? With who? Last night........my wife Stephanie 8. Growing up, did you ever see your parents having sex? No 9. Have you ever been paid to have sex with someone? No 10. If married, have you ever cheated on your wife? Yes 11. Have you ever been involved in a gang-bang? No 12. What is the most number of times you have had sex in one day? 7 MASTURBATION ============= 1. How many times a week on average do you masturbate? 3 - 7 (depends on my mood) 2. Where is the naughtiest place you have masturbated? In church with my sister there 3. Which hand do you prefer to masturbate with? Right 4. What is your favorite sexual fantasy when you masturbate? Currently = making LOVE (not just sex) with Kelly 5. What is your nastiest sexual fantasy when you masturbate? Imagining I am the girl 6. Growing up, did you ever see your parents masturbate? No 7. If you have kids, have you seen them masturbating? No SEXUAL PREFERENCES ================== 1. Are you straight, bi or gay? Straight but possibly bi-curious 2. What is your favorite position during sex? Cowgirl 3. Do you like to cum in a girl's mouth? Yes 4. Do you like the taste of cum? Sometimes 5. Do you prefer a girl to swallow or spit? Swallow 6. Do you like giving facials? Sometimes 7. Do you like having sex during a girl's period? Sometimes even though it is a bit messier 8. Do you use a condom? Not when I can help it 9. Birth control method? She is on birth control SEXUAL FETISHES =============== 1. Do you practice anal sex? Yes 2. Do you like to lick assholes? No 3. Is it OK to fantasize about sex with young children? Have you? As long as it remains fantasy....yes, about my wife's niece 4. Have you ever had sex with an animal? No 5. Do you like to watch other people have sex with animals? Sometimes....depends on my mood 6. What is the wildest thing you have ever done sexually? Fingered a girl (I was 17 she was 13) in a van full of people for 3 hours 7. Have you ever cammed nude? If yes, who was watching? Yes, my wife. I would cam for Kelly in a heart beat 8. Do you like to role-play? If yes, favorite scenario? Sometimes, Teacher - Student 9. Do you enjoy BSDM? Light bondage (handcuffs) and blindfold 10. Is rape ever justifiable (i.e. can a woman "ask for it"?) Never........unless it is a planned role-play between a loving couple INCEST ====== 1. Have you ever had an incestual relationship? If so, with who and when? Yes, my sister......I was 11 she was 9 2. Did you fantasize about sex with a family member when you were growing up? Yes....my sister 3. Have you ever fantasized about sex with your children? No, they are boys. If I had girls, that would be completely different 4. If you had kids, would you like them to have sex with each other? No 5. At what age should a parent start touching/fondling their daughter/son? At an age when the daughter could conceivably consent to it and enjoy it 6. Would you like to be the first to have sex with your daughter? If I had a daughter, most definitely 7. Would you teach your son to masturbate? If yes, would you help him? Probably let him learn on his own but then give him pointers and tricks to make it more fun. 8. If a girl is pregnant with her father or brother's child, what should she do? Keep it and enjoy it MISCELLANEOUS ============= 1. Minimum age for your daughter to give her first blowjob? Whatever age she is ready for it 2. Minimum age for your daughter to have sex? Whenever she is mentally ready for it 3. Minimum age for your son to get his first blowjob? Whenever he is ready 4. Minimum age for your son to have sex? Whenever his girl is ready 5. Would you allow your daughter to use birth control pills? If yes, whatage? Most definitely, whenever I can get her on them 6. What about you would shock your neighbors the most if they knew about it? That I like to dress in women's clothes (Love Victoria's Secret) 7. What about you would shock your spouse the most if he/she knew about it? That I secretly fantasize about being a REAL woman (i.e., born into it) 8. What about you would shock your kids the most if they knew about it? Not sure.......they are still too young to care Chapter 3 - A Confession to My Wife =================================== Stephanie, My dearest love, I am writing to you to express my feelings to you. You know me; I have never been very good with verbal communication. Even in our casual conversations, I usually just tend to throw in a statement or two while you do most of the talking. For that I am sorry. I am also sorry for neglecting you on so many occasions. I know that I should be able to just come out and tell you how I am feeling and what I am thinking, but because of a particular topic, I am leery of doing just that. As the picture to the left illustrates, I am talking about my dressing. I am hoping that this letter will serve to adequately illustrate my thoughts and feelings on the subject. I am hoping that I will never have to do this again because I do know how you feel about the subject. I promise that after this, I will do my best to never mention the subject again, but I need to be completely and openly honest with you it. I am sorry if this letter hurts you in any way as that is by no means my reason for telling you this. I hope that someday you can find it in your heart to forgive me for my shortcomings and failures to you as a man and as a husband and father to our boys. Don’t get me wrong, I in no way intend to ever leave you or change who I am for the worse. I will always be me and I can never be anything but that. I love you with all of my heart and all of my soul and nothing will ever change that. I will be completely honest with you, on more occasions than I would like to admit even to myself, the picture above accurately describes my thinking and feeling about who I am. I suppose, I should probably start at the beginning with how my thought patterns began and how I started my life of dressing. Maybe some of this will make sense and maybe some of it won’t but I need to do it anyway even if it is just for my own peace of mind. Some of it may be hard to read due to its semi-graphic nature, but it is how I came to be who I am. Once again, I am sorry if any of this hurts you because that is not my intention. Just please read the entire letter and everything, I hope, will be made clear. I Love You Angel!!! I know that I have told you about my brief, yet very inappropriate, sexual relationship with my sister and that was just the beginning. I don’t remember how much I told you so I will just tell you everything. When I was eleven years old (Deanna was 9), my family moved from San Diego, California to Yarnell, Arizona. After living there for a few months, we moved to a two-bedroom house in Prescott Valley, Arizona. Well, needless to say, my sister and I were forced to share a bedroom. This is where it all started. While living in this house, I had discovered a couple of tapes that my dad had hidden and started watching them which in turn got me interested in girls as sexual beings. Being as shy as I was at that age, I couldn’t approach girls I knew at school. Having to share a room with my sister afforded me the opportunity to witness things that most boys that age would never even begin to imagine. On many occasions, I got to watch her get dressed, often seeing her nude or only partially dressed. On a few occasions during that first winter (1986) in Arizona, at night we would cuddle together in the same bed trying to stay warm. This is when I first started to explore her body. At this point, it didn’t happen very often at all but I did get to feel her through her clothes a couple of times. During the summer of 1987, we moved to a three-bedroom house across town so our little adventures together ended; at least for a while. When my father was asked to start his first job as a preacher in the town of Bagdad, Arizona, we had a two hour drive each way, every Sunday. The truck that my parents had at the time had a camper-shell on it and this is where my sister and I sat during these long trips. After having made several of these trips, we would get bored and our explorations of each other’s bodies began again. On a couple of these trips, we would pile the pillows that we had brought for comfort (hard wooden carpeted floor in the back of the truck) against the opening between the front and back. It was then that I would either feel her up or we would slowly dry hump until I came in my pants. Eventually, we moved to Bagdad and these long trips came to an end. As the pastor of the local Baptist Church, my father worked very long hours. Preparing his sermons and visiting with the members of the church, who were almost exclusively senior citizens, consumed most of his time. My mother also had a new full time job working for the local mining company that the town was built around. This left my sister and me alone most afternoons after school to fend for ourselves. Bagdad was the type of town where if you weren’t born and raised there, you were branded an outsider. This meant that Deanna and I had to rely on each other for friendship. All of this alone time together meant that we had plenty of time to do whatever we wanted and thus began our next round of exploration. Over the course of the next several months, we grew closer and closer to each other and began to express it in sexual ways. During this time, while I still remained mostly clothed, my sister became increasingly less and less dressed. Each time I would finger her pussy and then we would rub our bodies together until I came. At this point in my life, unfortunately for Deanna, I was only thinking about myself and my pleasure. If I had only known, I would have realized that girls can orgasms too and that would have added to our fun. Eventually we had worked her down to being completely nude while I kept on my underwear and pajama bottoms at the very least. During one of our last encounters, my sister told me that if I didn’t get nude then we wouldn’t be continuing these explorations. Well, I was so worried about the extremely remote possibility of getting her pregnant that I just couldn’t bring myself to do it. Even as much as my body wanted me to strip completely nude and have sex with her, I just couldn’t. If I had gotten nude, there is no doubt in my mind that we would have had many more adventures to possibly include further sexual “explorations” as well as the very real possibility of us having sex with each other. But alas, it was not to be, and we never mentioned it ever again, nor did we ever continue our adventures together. Eventually, we moved to Kingman and after a year and a half of renting, my parents bought a nice roomy house for us to live in. Since Deanna and I were no longer experimenting with each other’s bodies, I started to explore other aspects of my newly discovered sexuality. One day when I was home alone, I snuck into my sister’s room and borrowed some of her clothes to masturbate to. I always avoided actually cumming on the clothes so as to not give away what I was doing. The only time I ever came in her clothes was when it was her dirty panties that I had pulled out of the laundry basket. The more I did this, the more I realized how good some of the materials felt against my skin. Soon I started putting her panties and bras on just to see how they would feel as I masturbated. Luckily, I was a really skinny kid so most if not all of her clothes fit me. I began to really enjoy the feeling of having her clothes on, the feeling of the soft, sensual material as it caressed my body. I loved how the tight panties fit so perfectly against my crotch, how the bra gently squeezed my chest, how her skirts and dresses caressed my legs as I moved. One night, one of her friends spent the day and night at our house and went swimming. Inadvertently, she had left her bathing suit at our house when she went home and didn’t realize it. I pulled it out of the dirty clothes hamper and it became my first piece of clothing in my collection. Wearing that one-piece bathing suit was like magic for my young body as it fit like a glove. I really enjoyed how the spandex material covered my upper body and it looked really cute as well. Shortly after we moved to Kingman, another family moved to town from New Mexico. The kids’ names were John and Carla Colson. John became my best friend and Carla became Deanna’s best friend. Every so often, Deanna or I would spend the night at their place and vice-versa. One night, Carla spent the night at our house and I spent the night at their house. I don’t know where Carla slept, but I slept in her bed that night. After everyone had gone to bed with me sleeping in her room, I locked the door and proceeded to explore her closet. I tried on her bras, panties, swimsuits, dresses and other clothes as well. Needless to say, I came in my own clothes a couple of times that night. I did make sure that everything made it back into its rightful place before I went to sleep. After that night, and a couple other instances, my dressing adventures came to an end. After that, my main focus became girls. I had a couple of girlfriends, the longest of which was Jennifer Crowley. I know that I told you that Tracy was the first person I ever had sex with, well, that isn’t entirely accurate. Aside from my encounters with my sister, Jennifer was the first person I ever had real sexual relations with. On numerous occasions, we would have long heated kissing sessions at her house, at my house, and even at school. Aside from our heated kissing sessions, we would explore each other’s bodies with our hands, and mouths. She was the first person to ever give me a blow-job and I was the first person to ever go down on her. While the blow-jobs occurred only a couple times, I went down on her nearly every chance that I got. As I have told you several times, I love the way a woman tastes especially when she cums. Every time I went down on her, she came hard. Nearly every time after I made her orgasm, we would dry hump the way my sister and I would, with her being naked and me still having my bottoms on. I would always do my best to make sure that she came this way as well. Our last encounter started out very nicely. We planned on having our first intercourse that day. We both got naked and I went down on her and made her cum as usual. After that, I opened the condom that I had bought and put it on. She lay down on her back and I knelt over her and we carefully positioned the head of my penis at the opening of her pussy. As you are well aware, I have a fairly quick trigger when I am inside you; well, it was the same way with her. She was incredibly tight as I began to push into her. I don’t think I even made it as far as her hymen but I do remember that as I was starting to cum in the condom, she started asking me to pull out. I was already in the middle of cumming so I just held it there till I was done and then pulled out of her. I don’t think I actually went in far enough to pop her cherry but I personally consider that my introduction into manhood and no longer being a virgin. About a week later my family made its next migration all the way down to Mesa, Arizona. While I was dating Jennifer, I had a chance relationship that I still think about to this day and am still ashamed of at the same time. This was the one and only time I have ever cheated on a girl and it WILL remain the only time I have ever cheated on a girl. I was in my junior year of high school and Chenelle was still in 8th Grade. When I started dating Jennifer, I started going to her church. Well, Chenelle was also in the youth group. On several occasions, the group would go out and do things. One night on the way back from somewhere, I was sitting in the back row of the 15 passenger van, Jennifer was sitting next to me, and Chenelle was sitting next to her. It was late at night and it was very dark. Chenelle had her back turned toward Jennifer who was lying against me and my arm was around her back. I don’t know why she did it, but Chenelle grabbed my hand, put it under her shirt and bra and directly on her young teenaged breast. I don’t know why but I left it there and continued to fondle her breast until we arrived at our destination. This was the start of a lot of fun. On another occasion, the youth group took a trip up Grand Canyon Caverns. On both the elevator ride down and back up she situated herself right behind me and put my hand on her jean covered pussy. After we came out of the cavern, we all had lunch at the restaurant there and then we played a long game of hide and go seek. During the game, I found a great place to hide that I didn’t think anyone would ever find me. I saw Chenelle start to pass by on her way to find a place to hide and I called to her to join me as there was plenty of room. While we were hiding there, she wanted me to continue what we had started in the elevator only this time, she put my hand inside her pants and under her panties. She was incredibly wet and I eventually made her orgasm a little with my fingers. Eventually, after we hadn’t been found, we came out of hiding and realized it was time to head back home. While driving back home in the van, she once again placed my hand on her pussy under a blanket. A few weeks later, on a return trip from Magic Mountain in the same van, we had another encounter. The van was completely full and I was once again seated in the back row with Jennifer. Well, I needed to stretch my legs for a while so at our next stop I moved up to the front of the van and took a seat on the floor right next to Chenelle. She had her legs propped up on an ice-chest in front of her and she had a blanket draped over her. I started out by just rubbing her legs under the blanket and eventually started rubbing her pussy through the thin fabric of her loose shorts. Eventually, I worked my fingers inside her shorts and under her panties and continued rubbing her pussy. After a few minutes of playing on the outside, I gently moved a finger inside and continued playing. After a while, I managed to work a second and then a third finger into her pussy and continued to finger-fuck her. Every once in a while I would feel her pussy squeezing my fingers and I figured she was orgasming. More than an hour later, we finally arrived back at the church and I pulled my fingers out of her pussy; they were literally covered in her white, creamy girl-cum. The last encounter happened only a few weeks before my last encounter with Jennifer. The youth group had taken a day trip up to a park/campground up in the Havasupai Mountains where we once again played hide and go seek. As usual, I found a great hiding spot that was nearly impossible to get to and once again I invited Chenelle up and even helped her climb up the rock-face to get there. We found a nice little secluded hiding spot up there and proceeded to enjoy each other’s bodies. I opened her shirt and pushed her bra up and suckled on her young breasts, we kissed long and hard, and then we went even further. I pushed my hand into her pants and fingered her pussy and she pushed her hand into my pants and began stroking my hard dick. I eventually made her cum but not before I came all over her hand. This was our last encounter and I promise you that I have NEVER and will NEVER cheat on you, but I thought you should know everything about my life and sexual history. While I am ashamed of the entire relationship between Chenelle and myself, I will tell you that it does occasionally occupy my masturbatory thoughts as does my relationship with Jennifer and even my sister at times. I know that I should only be thinking about you during times like that, but that is a time for fantasizing and I just use my memories. After my final encounter with Jennifer and subsequent move to Mesa, Arizona, my love life took a decidedly nasty turn towards non-existent. I finished out my senior year of high school and never even had a girl-friend although I did have a lot of friends that were girls. Most guys prefer to hang out with other guys and just be guys. Me, I always preferred to hang out with the girls. I wasn’t and am not gay in any sense but I have always felt more feminine than masculine. I didn’t have any other encounters or adventures until I met Tracy. My relationship was Tracy was fueled mostly by the fact that I just wanted to get laid. Luckily, she was on the pill because the first time we had sex, I found out that she was a virgin. If you don’t include Jennifer, Tracy was my first full intercourse, meaning full penetration and the popping of her cherry. As we continued to date for those six months and the subsequent five years of marriage, sex became the only really good thing between us. Tracy and I were occasionally very experimental with our sex. On a few occasions we tried anal sex (me in her), we often used the dildo that I got her, a few times we tried double vaginal penetration (me and her dildo), and we were even practicing fisting (my hand almost all the way in her pussy; i.e., all four fingers and thumb plus almost all of the knuckles). If we had kept going, I probably would have been able to get my whole hand in. I would still like to try this with you eventually and maybe a few other things. Unfortunately, our relationship was not very successful and was more often than not filled with arguing, fighting, and unfortunately her throwing punches and me trying to defend myself. At around the fourth year of marriage, my inner feminine desires began to resurface. Tracy always had a distinctly masculine air about her (i.e., brutish, never wore dresses, almost never tried to look feminine, etc.) and this combined with my more feminine mentality helped to push me even further towards dressing. It was at about this time that I ordered my first pair of breast forms off of EBay. While I was waiting for them to arrive in the mail, I went to Savers and bought a few pieces of clothing as well. I had a couple of dresses that I really loved, my favorite of which was a turquoise blue crushed velvet tank dress. I also had a couple of nice Vassarette bras that Tracy had actually bought for me. I kind of went overboard a little bit by wearing my outfits all the time, whether she was home or not. When I was alone, I would sometimes experiment with anal sex on myself, using my fingers (a couple of times I managed to get all five fingers inside but not the knuckles, although I tried), her dildo, and even an empty wine bottle. I had a lot of fun doing this and it usually felt really good. Yes, I still try anal every now and then as you are well aware but, no, it is not a regular occurrence. Anyways, my dressing was a partial factor in why Tracy and I got divorced. Even after we separated and eventually divorced, I still dressed. My last sexual encounter before I started dating you was when I was still living in the house with Tracy. Her best friend Nicole, a girl that I had had a crush on since I met Tracy, was going to spend the night after they got back from a night of partying. As they were getting ready to go out, Tracy called me in to look at her new nipple piercings. I told her that I would look at them if I could also look at and feel Nicole’s breasts. Nicole agreed to the terms and pulled her leopard print halter top down and allowed me free access to her breasts. At the time, Nicole was working as a stripper, model, and fitness trainer. She always did have a beautiful body and up until about two years prior, she had had very flat breasts. I think it was around 1997 or maybe 1998; she opted to get breast enlargement surgery and went from a 32AA to a 32C bra size. Needless to say, after I fondled her breasts that night for a minute or two, she pulled away and I agreed to look at Tracy’s new nipple rings. I have to admit they did kind of turn me on seeing them and I wondered why she hadn’t gotten them before. In case you are wondering, I definitely would not mind if you got your nipples pierced. After that I asked Nicole how much she usually gets paid for a lap dance at the club, she told me and I propositioned her for a lap dance. Once again, she agreed and told me that she would dance to any song that I picked. Well, I paid the amount, it was a ridiculously low amount, and picked a song for her to dance to. I managed to find one of those ridiculously long songs and started it playing. I think that song was about fifteen minutes long or so and I enjoyed every minute of it. As the song began, she started stripping for me right there in my room all the way down to her black nylon thong panties. I was wearing a t-shirt, underwear and a pair of loose sweatpants so I was able to really feel every single bump and grind. After the song was over, she got up, got dressed and she and Tracy headed out to the club where she worked. So that was my very first lap dance and stripper. I still occasionally fantasize about that night. There is only one other piece to this story, that night when they came back home, they slept together in what was then Tracy’s bed and then Nicole left in the morning. When she left, she left behind all of her clothes and stuff. Well I got it into my head and went and appropriated the skirt and halter top that she had worn the night before and proceeded to try them on. Well, the halter top wouldn’t fit so I didn’t even try as I probably would have ripped it; but the skirt did fit. It was incredibly tight and extremely sexy but it fit. I managed to hold onto those two items of clothing for a while until I figured it was time that I return them. Well, I didn’t just give them back; I put them in Tracy’s laundry like they might have been put there on purpose by Nicole or Tracy. Anyway, to make a long story short…too late…that was the last encounter that I had with anyone outside of our relationship. Aside from a few harmless lap dances at Pure Platinum in Germany (before Frankfurt closed for good), I have never been unfaithful to you and I never will. I pray to God that for as long as I live, you will be the only person I will ever have sexual relations with. Now let’s move on to my current situation. By this, I mean my needs to dress as a woman. Since I have known you, I have gone through two cycles in my dressing. The first cycle being when you initially discovered my clothing stash and I told you about my dressing habits. As you are well aware, I sold all of my initial collection on EBay and called it quits, at least for a little while. My second cycle started when I was at Altus. I remember you actually sent me two pairs of women’s thong panties for Valentine’s Day that year. The cycle has just continued from there. My gift to you was some new bras and panties that year I believe, from Victoria’s Secret. Well, while I was at Victoria’s Secret shopping for you, I also picked out a bra and some panties for me. Next, I ordered a skirt and blouse that I still have and wear occasionally. After that, I didn’t purchase any more for quite a while. As you may have noticed, I have since bought quite a few new outfits, panties, and bras to add to my collection. There was a period there when I would wear my stuff semi-openly in front of you. After our candid discussion about it, I promised you that I would keep the dressing to a minimum in the house and only when you weren’t around to see it. For the most part, I have tried to stick to that arrangement. Well, I have no plans on changing that arrangement and will stick to it as long as I must. Of course, I do still have a need to get dressed up and to wear my breast-forms occasionally. I have tried very diligently to only dress when you are not home (i.e., out shopping, at a movie, at Jessica’s house, etc.). When I do dress while you are gone, I always try to make sure that I am back to normal, for the most part, before you come home. Occasionally, you will get home before I have a chance to change back and so I run upstairs and try to change really quickly so that you won’t have to see me dressed up. So far, I have been successful at this but I know there will come a day when you do see me all dressed up and I want to apologize for that in advance. I want you to know that I am not doing it to hurt you. I just have certain feelings in my heart that I have to express every once in a while. Like I stated earlier in this letter, I am in NO WAY homosexual, but I do feel much more feminine than I do masculine. Even though I do have many feminine characteristics about my personality, I do still love being a man. I love being able to hold you and love you and take care of you and, most importantly, make love to you. I love being a father to Jacob and Alexander and I would never change that for anything in the world. My dressing has become my way of expressing those feminine characteristics of my personality. I just love the way the clothes feel on me and for the most part I love how I look in them; aside from the belly and hairy legs that is. This past Thursday, I purchased a wig from a seller on EBay and it should be arriving this week. I promise you that the only time I will wear it is either when you are not home or at Halloween if I ever get up the courage to dress as a woman for my costume. I don’t know if you remember it or not, but when I was still living in the apartment before I moved in with you, you got the inkling to make me over (i.e., makeup and nails). Well, I absolutely loved it when you did that and I secretly hope that you will someday do that again. Maybe you can do it again for that eventual Halloween costume somewhere down the road. I will tell you that the cross-dressing is only one side of my need to express my femininity. The breast-forms actually serve a dual purpose, the first of which is to complete the female look when I am dressing. The other reason for the breast forms is much deeper. I can’t remember if I ever told you this or not but here it goes. I have always had a secret desire to not only know what it feels like to be a woman but also to actually be a woman. I don’t mean the surgery version of being a woman but instead an actual woman who really was a female from birth just like you were. I secretly wish that I had my own breasts and not just the breast-forms. I secretly wish that I had a real vagina and womb. I wish that I had those natural womanly curves and figure and yes, although to a much lesser degree, the monthly periods. I have wanted the long hair, silky skin, sexy lips, and feminine voice. I have also secretly desired to know what it is like to make love or just have sex as a woman; having my cherry popped and everything. I will say it again, if I was a woman, I would definitely be a lesbian because I am in NO WAY attracted to men. I am sorry that it took me ten pages to say it, but there you have it. The graphic at the top of this letter explains exactly how I feel. I feel like a woman trapped in a man’s body at times. I will tell you that I will never consider hormone therapy, sexual reassignment surgery, or anything along those lines. I am, for the most part, perfectly happy with just dressing occasionally and imagining my fantasies. At times, I wish that I could just undo a zipper and step out of my male body as a woman and just experience life as a woman. I will forever be your husband, the father of our children and I will never do anything that would ever jeopardize that. I want you to know that no matter what life may throw at us, I will forever love you and our boys. I am so sorry for all of the crap that I have put you through over the years. I know that I am not perfect but I will try my best to be perfect for us. I know that I will make mistakes along the way, some bigger than others, but I want you to know that I love you and I cherish every moment that I have with you. I believe that we were destined by God to be together and I thank God every day for bringing you into my life. All Of My Love, Randy Chapter 4 - A Cross-Dresser's Confession ======================================== Here is my full confession about my dressing: I have actually been dressing off and on for the better part of the last 18 years. I have had several breaks in the middle but now I love dressing every chance I get.....which isn't very often. I started back in the late 80's and early 90's sneaking my sisters panties, bras, swimsuits, and clothes and wearing them. At first it was just a sexual thrill for me as I explored my own sexuality. Now, while I still sometimes get a sexual thrill from it, it is mostly just because I like how the clothes feel on me. If I had the choice (which I obviously don't), I would definitely go back and be born into the world as a female instead of a male. To have breasts, a pussy, long silky hair, a feminine voice, long sexy legs. Also for all of the wonderful sexy clothes that a woman gets to wear.....if she chooses to. My dressing is my way of dealing with the fact that I wasn't born as a girl. If I didn't have a single care or attachment in the world, and if I could afford it, I would probably go through the pain of hormone therapy and Sex Reassignment Surgery. But, because I do have people and things that I care about, I could never go through with it. Anyways, back to the dressing. I started with my younger sister's clothes and underwear and they actually fit me pretty good because at the time, I was a pretty skinny kid and just happened to be about the same size as my sister. One day, she had a friend spend the night and they went swimming. Well, when she went back home, she forgot her bathing suit at our house. I found it in the hamper and it quickly became the first piece in my own clothing collection followed by a pair of my sister's panties and a bra. I wore that one-piece sexy bathing suit as often as I could while in my room alone. After a while, they managed to get lost in a move and I was once again without any clothes to dress in. It wasn't until after high school that I started dressing again. During the third of fourth year of my first marriage, I started once again collecting clothes that I could wear. I went to a local thrift store and bought a couple of dresses, some shirts and a skirt. I also started borrowing my ex- wife's (Tracy) bras and panties. I would wear the bras and panties under my clothes when I got to work and would often find myself in the bathroom masturbating during my breaks. Eventually, I had purchased my first set of breastforms on eBay and had started to wear them at home. Tracy eventually got tired of me wearing her bras and panties so she actually bought me two bras and about five or six pairs of sexy panties for me to wear. Over time, I got more and more adventurous and would often wear the clothing full time while I was at home, saving my boy clothes for when I went out. A couple of times, I even wore my girl clothes while taking out the trash and checking the mail. I couldn't convince myself to get any more brave than that. Over time, aside from all of the other problems in our marriage, Tracy and I decided to get a divorce. A few months after our divorce proceeding had started, we were both still living in the same house but in different bedrooms (we had two master bedrooms). One night, Tracy was having one of her friends stay the night after they went out. Actually, her friend, Nicole, was a model, fitness trainer, and a stripper. Tracy and Nicole were going to Nicole's strip club for a night of fun. Before they went out, Tracy wanted me to look at her brand new nipple piercings. I told her that I would look at them if I could look at and fondle Nicole's breasts as well. I had always had a crush on Nicole and she had just gotten a boob-job taking her from an 32A- to a 32C. Nicole agreed, took off her top, and allowed me to feel her up. I then enjoyed Tracy's breasts for a little bit as well. After that, I asked Nicole how much it would be to get a lap dance from her. It was like $10 and she said should would dance for me to any one song of my choosing. I paid the $10 and picking out one of those ridiculously long songs. She began dancing for me and had eventually taken off her leopard print halter top and her incredibly tight black mini-skirt leaving her dancing for me in just her black satin thong panties. I was only wearing a pair of underwear, a t- shirt, and a pair of spandex bike shorts (was planning on going for a ride that evening). She made my cock so incredibly hard during that dance that I am still surprised that I didn't cum all over her through my clothes. After the lap- dance, she got dressed and she and Tracy headed out to the club. When they came back, they were both pretty hammered and after undressing in Tracy's room they both went to bed together. I don't know what all happened behind the closed doors but I am guessing that they both fell asleep because they were both really drunk and it 3:00 in the morning. The next day, Nicole left early and Tracy left shortly after. Nicole had left her bag with her clothes and stuff at our place and I decided to get nosy. In her bag, I found the halter top and her skirt. Thinking I would only borrow them for a little while, I took them back to my room proceeded to try them on. First I held them up to my nose and took a deep breath of the wonderful scent that was Nicole. I still remember it today, her clothes smelled so sweet, like she sweat pure sugar and honey. I tried putting the halter top on but it didn't fit because she was a several sizes smaller than I was. I then tried on the skirt. It was incredibly tight but I managed to get it all the way on. It looked so sexy and felt incredible on me. Wearing my own panties, I masturbated several time while wearing that skirt and came on the skirt and halter top multiple time. I actually kept both for several weeks before I eventually returned them to Tracy's room, with her thinking they had just been misplaced. While still living in the house with Tracy, I met Stephanie and we had started dating. We were both going through a divorce so unfortunately, I wasn't going to be her first. But we still had plenty of sex and conversations. Eventually, I moved out of the house and into an apartment of my own and I took brought all of my girl clothes with me. Up to this point, Stephanie didn't know that I dressed. After living in the apartment for a few months, Stephanie discovered my stash of girl clothes and I explained everything to her. That night, she actually got really adventurous and had me dress up in once of my dresses with the panties, bra, and breastforms included. She then took me into the bathroom and used her make-up on me. Her make-up was a little pale for me but it still felt really REALLY good to be wearing it and even though I looked pale, I thought I looked pretty good.........just wish that I had had long hair at the time (had cut my long hair off about a year earlier). I will see if I can find a picture of me with long hair for you. If I wasn't in the Air Force, I would definitely grow my hair long again so that I could style it like a girl does. Shortly thereafter, she asked me to get rid of everything and I did it for her. After I joined the Air Force and graduated basic training, I moved to a new base for technical training. While at my last tech school, I had a private room. One day I got a Valentine's day present from Stephanie and in it were three pairs of sexy thong panties that I still have today. A few days earlier, I had gone to Victoria's Secret to get some bras and panties for Stephanie for Valentine's day. While I was there, I got a bra and some panties for myself as well. Still have them as well. I even went online and bought a nice black mini skirt and a lace back red and black blouse, both of which I still have and enjoy. Since then I have slowly and steadily added to my collection of girl clothes. Stephanie know that I have them and she allows me to wear panties anytime but she prefers that I only wear the clothing and breastforms when she isn't around. I can live with that as I get the chance anytime she goes out to a movie or shopping or anything else that leaves me home alone. I currently have 5 dresses, 4 skirts, 2 shorts, 1 pants, 7 shirts, 4 camis, 8 bras, and about 20 - 30 pairs of panties, as well as 3 one-piece bathing suits and 2 bikinis. When I fly missions out of town, I like to take a small assortment of clothes and my breastforms with me to dress while I am sitting in my hotel room all alone with nothing else to do. I hope that you have enjoyed my full confession. I love wearing my clothes and I can't wait to wear them for you, my Goddess, my Kelly. If you like, I can give you my sizes and mailing address if you ever want to send me something to wear just for you; especially if it is something of yours. Just let me know and I will send you that info. All My Love, Randy Chapter 5 - A Pedophile's Confession ==================================== My Dearest Angel Kelly, For as long as I can remember, I have been attracted to teen and pre-teen girls. I have always loved seeing these young girls as they walk down the street or around the mall. I love seeing these thin, not skinny, girls wearing their incredibly short shorts and nearly criminally short skirts showing me their tight long or short, as the case may be, legs. I love seeing their still developing perky breasts going from flat to not so flat to fully developed. Generally speaking, I prefer girls that are between the ages of about 11 and 16. At this age, they are just developing physically and are not fully aware of how their hot little bodies turn men/ME on. Although, I have on rare occasions found a few girls that were younger than 11 that I found myself attracted to. I remember one time that I was at a water park with Stephanie and we were going up the stairs to a water slide. Right behind us were a couple of young teens in their bikinis. As we were standing in one place waiting for the line to move again, I turned around mainly just to look at the scenery. As I looked around, I noticed this hot little brunette that was standing right behind me. She was wearing a sexy salmon colored bikini and I noticed that the top was just a little bit bigger than she was developmentally. As I looked down at her, I noticed that there was about a half-inch gap between her breast and the fabric of her bikini. This meant that I had a very good view of sexy growing breast and her hard little nipple. And yes, I did notice that her nipple was indeed hard. Thankfully, she never noticed that I was looking at her and neither did Stephanie. There have been several times that I tried to touch a girl without her knowing it. I will try to tell you a few of the times, hopefully I can remember all of the details for you. I remember one time back in high school, I stayed the night with a friend of mine. He had four other younger brothers and one younger sisters. His younger sister was about 11 I think and very cute. Thin with long brown hair, and I think she was already a 32A by this point. Well, on this night, I kind of got into a tickly fight with her. I can’t even tell you how many times I was able to get a handful of her perky breasts as I was tickling her sides and stomach as well as the occasionally sneaky feel of her little pussy through her thin cotton pajamas as I was tickling the insides of her thighs. I also remember getting into a couple of tickle fights with my Hailey and although she doesn’t have any breast development yet, I was able to get a couple of sneaky feels of her young little pussy through her tights or shorts. When I masturbate about them, I think about how virginal and innocent they are. I think about hugging then to me and gently kissing their soft sweet lips. About feeling their perky growing breasts pushing against my stomach and/or chest (depending on how tall they are). I think about taking their shirts off revealing the small sexy bras that they are wearing. I think about kneeling in front of them and undoing the button and zipper of her incredibly short tight little shorts. I then slowly pull them down and work them over the growing hump that will one day be a very perfect womanly ass and then I slide them down her thin, tight legs and help her to step out of them. At this point I would quickly strip down to my own underwear so that we are both standing there in just our underwear. I then hug her to me again, feeling her satiny bra against my chest and satiny matching panties as they press against my underwear covered dick. As I am hugging her to me, I reach behind her back and undo the clasp of her bra. She feels this and steps away from me slightly and allows me to slip the straps off of her shoulders uncovering the perfect perky breasts that she has been hiding from me. Her soft skin feels so sensual against me and I can finally feel her hard little nipples pressing into my chest. Next, we continue kissing and I carefully lay her down in her canopy bed with pink and purple fabrics. Her long brown hair cascading out around her head like a crown. I kneel on the ground between her spread legs and begin teasing her panty covered pussy. I can feel the warmth that is emanating from her through the satiny red panties. Even though the fabric feels good against my hand, I know that she will feel even better without them. I wrap my fingers inside the waistband of her panties and slowly begin to peel them off of her. Slowly I unveil the sliver of heaven that awaits me. I continue to remove her tiny little panties and throw them onto the floor with her bra, shirt and shorts. She is now naked before me and I can smell the scent of ambrosia that is emanating from within her. I then lean in and begin a slow methodical feasting on the juices that are slowly dripping from her virgin pussy. After several minutes, I feel her body start to tense up and shiver and I realize that she is starting to have her first orgasm that she didn’t give herself. All of a sudden she pussy erupts and the lava flow of her heavenly pussy juices shoot into my waiting mouth. I drink her down as quickly as I can and the rest floods over my face and shoulders and chest and onto the bed. Once she has recovered, I stand up and have her remove my underwear and she takes me into her mouth and begins sucking on my dick like she was a seasoned pro. As erotic as this situation has been so far, I know that I will not last very long. After several minutes of her sucking on me, I pull out of mouth and we both lay down on the bed. I lay on my back and I pull her up on top of me. She is now straddling my legs holding my hard dick in her small hands trying to decide what else she is supposed to do with it. I reach up and begin fondling her small breasts, teasing her nipples between my fingers. She then moves up and carefully positions the head of my dick at the entrance to her virgin pussy. Next she slowly starts to sit down on my dick, slowly pushing more and more of me into her. Eventually, I reach her hymen and she knows it. She seems to want this more than I do, if that is even possible, and raises up a little and then quickly drops all of her weight down on top of me, shattering her virginity and driving me into the depths of her newly deflowered pussy. As I rip through her cherry, she screams in pain but that is quickly replaced by pleasure as she then begins to raise and lower her pussy on my dick. After a few minutes, her tight little pussy squeezes down on my dick as she is having another orgasm. Not wanting to get left behind, I start to feel my own orgasm starting to build in my balls. I tell her that that I am about to cum but she seems not to hear me as she starts to move even faster up and down the length of my dick. I can’t hold back any long and my dick literally explodes within her. Jet after jet of warm cum shoots out of me into her waiting quivering pussy which sends her into yet another orgasm. That scenario is just one of the hundreds of things that I think about when I am masturbating about teen and pre-teen girls. If I could only fuck one age group for the rest of my life, it would definitely be the hot girls that are within the 11 – 16 age bracket. I can’t even tell you how many times I have been sitting somewhere like the mall food court or at a playground with my kids and some teen or pre-teen sits down or plays around us wearing on a short skirt and not caring that I could see everything that she has to offer. On a few occasions, there were even a few who weren’t even wearing panties under their skirts. Needless to say, as soon as I got back home, I went to the bathroom and masturbated to what I had just seen. After thinking about all of this, I would love to see pictures of both you and Kristi from when you were in the 11 – 16 age range and wearing your sexy if not slutty outfits. From what I have read, I know that you, on several occasions, would wear sexy outfits just to tease the boys and men who you walked past. PLEASE!!!!!!! All My Love, Your Ever Devoted Lover, Randy *************** From: Randy To: Kelly Subject: RE: Young Girls Kelly, It really is a shame that I can’t discuss my feeling about teen and pre-teen girls with Stephanie. It would be very nice if I was able to walk through the mall and look at the young girls there and be able to tell her how I feel about them and would I would love to do with them. I am very glad that I have you to tell all of my secret desires and fantasy to. When I am at the mall or out by myself, when I see a hot sexy young girl walking around, I often times will follow her around for a while, trying not to give away the fact that I am following her. One thing I forgot to tell you about me was that one of the last jobs I had before I joined the Air Force, was being a Model Scout for an agency that has since gone bankrupt. I can’t even tell you how many times I would follow girls and more specifically hot teen and pre-teen girls around and into clothing stores and lingerie stores all under the guise of scouting them for modeling. It always made me so hot getting to talk to them and flirt with them and tell them how beautiful they were. I had a partner that I went out scouting with. Her name was Christine and she was the epitome of the blonde bombshell. She was incredibly gorgeous and I always got so hot thinking about her. Unfortunately, nothing ever happened between me and Christine but God knows that I really wish that it had. I really wish that Stephanie would support my cross-dressing. I would love to be able to dress up with her and go out to a club or restaurant or something down in San Francisco (1 hr away from here). I agree that she really should learn to deal with it and accept it because she married me and the cross-dressing is a part of me. Her lack of a sex drive sounds more like an excuse than anything else. The fact is that she has never been very interested in sex, let alone with me, and now she is blaming me for her lack of sexual desire. You asked if I was going to start looking for another woman to satisfy my needs since Stephanie won’t. Simple answer is yes. Just today, I signed up for a site called AshleyMadison.com. The whole site is dedicated to helping married people have an affair. I have already found the profile of several hot women within about 50 miles of me that just want to have an affair, whether it be through email or actually in person. I hope to hear from some of them and maybe even arrange a hook-up. Love, Randy Chapter 6 - My Early Masturbation Experiences ============================================= During the two years that DeeDee and I played together, I got to see her in and out of many very cute outfits and enjoyed getting to feel her through the sensually soft materials of her bras and panties. Well, after we stopped playing with each other I began to miss the feeling of that soft material against the skin of my hands, chest and hard cock; not to mention the feel of her against me as well. Eventually, we moved to Kingman and after a year and a half of renting, my parents bought a nice roomy house for us to live in. Since DeeDee and I were no longer experimenting with each other’s bodies, I started to explore other aspects of my newly discovered sexuality. One day when I was home alone, I snuck into my sister’s room and borrowed some of her clothes to masturbate to. I always avoided actually cumming on the clothes so as to not give away what I was doing. The only time I ever came in her clothes was when it was her dirty panties that I had pulled out of the laundry basket. The more I did this, the more I realized how good some of the materials felt against my skin. Soon I started putting her panties and bras on just to see how they would feel as I masturbated. Luckily, I was a really skinny kid so most if not all of her clothes fit me. I began to really enjoy the feeling of having her clothes on, the feeling of the soft, sensual material as it caressed my body. I loved how the tight panties fit so perfectly against my crotch, how the bra gently squeezed my chest, how her skirts and dresses caressed my legs as I moved. One night, one of her friends spent the day and night at our house and went swimming. Inadvertently, she had left her bathing suit at our house when she went home and didn’t realize it. I pulled it out of the dirty clothes hamper and it became my first piece of clothing in my small little collection. Wearing that one-piece bathing suit was like magic for my young body as it fit like a glove. I really enjoyed how the spandex material covered my upper body and it looked really cute as well. I wore it every chance that I got and came in it several times. I even wore it under my regular clothes a few times. Surprised I never got caught. Shortly after we moved to Kingman, another family moved to town from New Mexico. The kids’ names were John and Carla. John became my best friend and Carla became Deanna’s best friend. Every so often, Deanna or I would spend the night at their place and vice-versa. One night, Carla spent the night at our house and I spent the night at their house. I don’t know where Carla slept, but I slept in her bed that night. After everyone had gone to bed with me sleeping in her room, I locked the door and proceeded to explore her closet. I tried on her bras, panties, swimsuits, dresses and other clothes as well. Needless to say, I came in my own clothes a couple of times that night and one very sexy pair of satin panties. I did make sure that everything made it back into its rightful place before I went to sleep. After that night, and a couple other instances, my dressing adventures came to an end, for the most part. Chapter 7 - My High School Adventures ===================================== During high school, I was very active in the band and became great friends with a lot of the girls that I hung out with. Being in the marching band and concert band, we made many trips to other towns and cities around Arizona for competitions. It was during many of these bus rides back to our town that one of my girl/friends (notice not girlfriends) would lay her head against my chest under a blanket or coat or something and attempt to get some sleep (this happened several times with a few different girls). While they were laying there against me, I would wrap my hands around her so that my hands were right below her breasts. As we laid there together I would slowly start to move my thumbs, rubbing them against the bottoms of her breasts. Eventually, I would carefully move my hand further up until they were fully covering her soft breasts. On a couple of occasions, the girl would even let my move my hand up underneath her shirt and fondle her breasts over her satiny or lacy bra. The girls didn’t seem to mind and from what a few of them told me, it was very comforting and they slept really well while I was doing it. For me, on the other hand, this was very erotic and was my introduction to girls aside from my sister. After that, my main focus, aside from music, became girls. I had a couple of girlfriends, the longest of which was Jennifer. While I usually tell people that Tracy (my-first wife) was the first person I ever had sex with, well, that isn’t entirely accurate. Aside from my encounters with my sister, Jennifer was the first person I ever had real sexual relations with. On numerous occasions, we would have long heated kissing sessions at her house, at my house, and even at school. Aside from our heated kissing sessions, we would explore each other’s bodies with our hands, and mouths. She was the first person to ever give me a blow-job and I was the first person to ever go down on her. While the blow-jobs occurred only a couple times, I went down on her nearly every chance that I got. As I have told you several times, I love the way a woman tastes especially when she cums. Every time I went down on her, she came hard. Nearly every time after I made her orgasm, we would dry hump the way my sister and I would, with her being naked and me still having my bottoms on. I would always do my best to make sure that she came this way as well. On several occasions, during lunchtime at school, our band teacher would lock up the band room to go have lunch. Well, Jennifer and I would hide out until the room was locked up and then we would make out and bring each other to an orgasm in many different ways, usually stroking and fingering, and the occasional BJ and pussy feast. All of this was in the privacy of the locked-up band room. We even did this several times during our last class of the day, Photography. Needless to say, I got a few good shots of her in the darkroom as we were developing our pictures. Unfortunately, I think she kept all of them along with the negatives. Our last encounter started out very nicely. We planned on having our first intercourse that day. We both got naked and I went down on her and made her cum as usual. After that, I opened the condom that I had bought and put it on. She lay down on her back and I knelt over her and we carefully positioned the head of my penis at the opening of her pussy. She was incredibly tight as I began to push into her. I don’t think I even made it as far as her hymen but I do remember that as I was starting to cum in the condom, she started asking me to pull out. I was already in the middle of cumming so I just held it there till I was done and then pulled out of her. I don’t think I actually went in far enough to pop her cherry but I personally consider that my introduction into manhood and no longer being a virgin. About a week later my family made its next migration all the way down to Mesa, Arizona. While I was dating Jennifer, I had a chance relationship that I still think about to this day and am still ashamed of at the same time. I was in my junior year of high school and Chenelle was still in 8th Grade. When I started dating Jennifer, I started going to her church. Well, Chenelle was also in the youth group. On several occasions, the group would go out and do things. One night on the way back from somewhere, I was sitting in the back row of the 15 passenger van, Jennifer was sitting next to me, and Chenelle was sitting next to her. It was late at night and it was very dark. Chenelle had her back turned toward Jennifer who was lying against me and my arm was around her back. I don’t know why she did it, but Chenelle grabbed my hand, put it under her shirt and bra and directly on her young teenaged breast. I don’t know why but I left it there and continued to fondle her breast until we arrived at our destination. This was the start of a lot of fun. Chapter 8 - Playing With My Sister Deanna ========================================= Hi Kelly, I figure the best way to start this page of mine is to start at the very beginning. The beginning just happens to start when I was 11 years old. My family and I had just moved from San Diego, California to the small towns of Arizona. This was back in the summer of 1986. It was just my mom and dad, me, and my 9 year old sister Deanna (we called her DeeDee for short). When we first moved to AZ, we lived on a ranch in the back hills of a small town called Yarnell. We didn’t own the ranch but were but church we were attending was using it as a boy’s ranch for juvenile delinquents. We were so poor living on that ranch that my bedroom was the front screened in porch with all of the daddy long leg spider and huge centipedes (my dad actually killed one that was heading straight for my head). Well, after about 3 months, the owner of the ranch decided to sell it so we were forced to move again. This time we moved to PreRandy Valley into a 2 bedroom house. This is where the fun began. At this time, I was 11 and my hormones were starting to rage and my sister was only 9 years old and just starting to develop. As this was only a 2 bedroom house, my sister and I had to share a bedroom. My brain was on sexual overdrive. With us sharing a room, I constantly got to see her in various stages of dress and undress. On numerous occasions I even got so see her fully nude. It was about this time that I discovered my dad’s collection of porn tapes. I started watching them when I was alone and a couple of times, DeeDee actually watched them with me. Seeing my sister nude on numerous occasions and seeing what was happening on the tapes, I began to get very curious. After several months of living in the bigger bedroom with my sister, my parent’s decided they wanted the bigger room so that traded with us and gave us the bedroom with the private bathroom. At the time, my sister and I had bunk beds………me on top of course. Many nights after my parents went to bed, I would climb down and get into bed with my sister to sleep. Her breasts hadn’t started to grow yet so I started with other areas of her body. She usually wore a nightgown and panties to bed and I usually wore just pajama bottoms and a t-shirt. With her consent of course….both of us being curious….I slowly slid my hand up under her nightgown and started to explore her virgin pussy through her panties. For a while, I was too nervous to try going underneath her panties. Needless to say, I usually got a good handful before eventually stopping and going back to bed. At this point, I didn’t really have a clue as to what I was actually doing, although, DeeDee certainly seemed to be enjoying it as she would squirm around on the bed with a big smile on her face while I was feeling her up. For a while this was about as far as we went….me fondling her panty-covered pussy while we snuggled in her bed. One time our parents actually caught us in bed like this and we used the excuse that we were just trying to keep warm as it was cold in the house. It was the middle of winter and the house actually was pretty cold but our parents made me climb back up into my own bed to sleep. Oh well, I knew that wasn’t going to be the last time that I would get to enjoy my sister’s body. When August rolled around, my dad accepted a preaching position at a church in the small mining town of Bagdad, AZ. While still living in PreRandy Valley, every weekend we would make the 3 hour drive to Bagdad so my dad could preach. We had a pickup truck with a camper shell on it where my sister and I would sit while our parents would sit in the front seat. My sister and I would stack all of the pillows, blankets, suitcases, and everything else we could find into the open space between the front of the truck and the back so that our parents couldn’t see what we were doing. It was during the long road trips every weekend that DeeDee and I would play. Mostly it was me teasing her still virgin pussy through her shorts, pants, or under her skirts but sometimes, I even got brave enough to pull her panties aside and actually use my finger inside her tiny little pussy. On a few occasions, she would lie down on her back and I would climb up on top of her and we would dry hump with our clothes on. Definitely not as pleasurable as what it could have been but still a lot of fun. Still surprised our parents never caught us. Around December of 1987, my parents decided to actually move to Bagdad. With the exception of DeeDee, that was the worst year of my life. Bagdad is one of those towns where if you weren’t born there you were an outsider and we were definitely that. DeeDee became not only my sister but also my best friend and sexual partner. As my Dad was the pastor of the local church, he was out visiting the church patrons a lot and my mom had her own job as well. This left me and DeeDee alone a lot of the time. With all that free time on our hands, we decided to advance our exploration of each other. One day while playing with her virgin pussy through her panties, I leaned in and kissed her, not a brother/sister kiss but more along the lines of a kiss between lovers. It was kind of weird at first but it soon became very nice. By now she was 10 and her breasts were starting to develop so she had on a training bra over her newly forming breasts and puffy nipples. While exploring her panty covered pussy, I used my other hand and brought it up under her shirt and started to gently fondle her breasts through her training bra. This was the first time I had ever felt a girls breasts, and thankfully, it wasn’t the last time. Over the course of the next several months, as our curiosity increased, we began to wear less and less clothing during our encounters. We would always kiss and her lips tasted so sweet. I would suckle on her developing breasts and tease her hard little nipples with my tongue. For the most part, I still didn’t really have a clue as to what I was doing but we were having fun regardless. DeeDee was the first between us to be completely naked during our encounters. While kissing her and/or sucking on her breasts, I would let my hand trail down to her still virgin pussy and play with her outer lips and the little nub at the top of her pussy which I later found out was a girls clitoris……all I knew was that she really liked it when I played with it. After playing with her clit for a while, I moved my hand down a little further and began to probe the opening to her pussy. I would gently push first one then two fingers into her. I would get in a little ways and my fingers would run into her hymen. I didn’t want to break it but I kept my fingers moving inside of her until she started to squirm again. I kept this up until her whole body went rigid and I realized she was having an orgasm. I never knew girls could do that until then. After a few more encounters like this, I eventually worked my way down to being naked with her. Until now, we had always dry humped each other, but I always had some kind of clothing on. Well, this time, I went sans clothes along with her. After fondling her and kissing her and teasing her still virgin pussy for a while, I climbed on top of her and began to perform my typical dry humping maneuver only this time there weren’t any clothes separating us. It was the first time we had direct skin to skin contact between my hard dick and her little pussy. As I kept sliding my cock up and down the length of her pussy lips, in the back of my mind, I kept worrying I might get her pregnant. As good as it felt to have her pussy lips rubbing up against the underside of my hard little cock, my fears eventually won out. Although I did eventually cum on her stomach, it was unfortunately the last time we ever played with each other. That was right around November of 1988. Ever since then I have wondered what would have happened if I hadn’t let my fears get the better of me. I have often fantasized about that very thing. But the telling of those fantasies will have to wait for another day. For now, I have to go do some private remembering... ;-) ;-) Love, Randy Chapter 9 - Fun Exploring Gini ============================== Hi Kelly, Sorry I’ve been so slow getting these updates to you. They have been keeping me really busy flying lately. 4,000 people so far is pretty awesome. I am still amazed that my stories are that popular. Speaking of stories, here is a story that I had sent you before but I figured I would write it up again so that you could include it on the website. This is the story of my brief exploration of my friend Gini while I was in training for a year and away from my wife. I hope you enjoy it. At the beginning of Summer 2002, I joined the Air Force and started Basic Training. While Basic Training is typically only 6 weeks long, mine got stretched out an additional two and a half weeks because of an injury. Well, to make a long story short, I finally graduated and the very next day, Stephanie and I got married. The day after our wedding at the Justice of the Peace, we were separated yet again so that I could continue on with my training. I had several different schools that I would have to attend in four different states before my training was complete. Because of this, Stephanie had to return home to continue teaching until the end of the next school year. While attending the first school, Enlisted Aircrew Undergraduate Training, I made several friends that I still keep until this day even though we are stationed at different bases. One of these friends was a girl named Gini. As our friendship grew, she became like a little sister to me. We confided in each other and comforted each other in times of need. After two months at the first school, I got transferred to a my next base and my next school; Water Survival. Gini was about a week or so behind me so I had to go by myself. Even though it was a lot of fun, it was only a week long. A week filled with swimming in the ocean, mock parachute landings in water, and life-raft survival training. Then came the grand finale, 3 consecutive Para-sailing flights where we actually had to disconnect from the tow line and float down approximately 600 feet under a parachute and land in the water. After landing in the water, we had to float around in a one man life raft for about an hour or two waiting to get picked up by a Coast Guard helicopter. If I could, I would definitely go back and do it all again. Well, after that one week of training, it was time to move yet again, this time up to eastern Washington for Land Survival school. This school was two weeks long. The first week was all classroom instruction teaching us the basics of survival after having bailed out of a crippled aircraft or after having survived a plane crash. While a lot of the stuff was of a classified nature, it did give us the knowledge we would need during the second week of training. At the beginning of the second week, we were issued a lot of gear and were bussed up to the mountains of eastern Washington for a week of field training. We learned how to kill, skin, and cook a rabbit, how to make and use a hiding place, how to navigate and use a GPS, and how to call for and signal a rescue chopper. The only downside was that we got the first snow of the season and two days later is rained turning everything to slush. Every night it got down to sub-zero temperatures and a sleeping bag only does so much to keep you warm. During the last day of our field training, we simulated being captured by the enemy (hoods on the head, hands tied, etc.). While the early part of the week was all camping and hiking, this day seemed a little more real. We were made to STAND (no sitting allowed) in a two foot wide by four feet deep by six foot tall completely blacked out cell with nothing but a coffee can for a bathroom (you guess it….#1 & #2). We even had to go through simulated interrogations. After about 24 hours of this training, they brought us back to the base and gave us some more classroom instruction which taught us the basics of resistance training and POW camp survival (sorry, this stuff is classified). After the day of class, I went back to my room and after having sat there for a couple of hours just relaxing, I got a call from none other than my friend Gini. She gave me her room number and I went up and we sat around chatting for a while about what we had been up to since I left her three weeks earlier. Her roommate had already left for the field training so she had the room all to herself. After talking for a while we settled in to watch a movie on TV. Back at our first training school, we found out that we both gave excellent massages so while we were watching the movie, she laid down on the stomach and I proceeded to give her a nice back massage. About an hour into the movie, she fell asleep so I turned off the TV and was about to leave but she asked me to stay and cuddle with her. As we laid there spooning, she eventually started to fall asleep again. I was still kind of awake, so I started lightly running my hand up and down her arm. As my movements continued, I slowly started to move my hand closer and closer towards her perky breasts. She didn’t move to stop me so I continued and eventually I was gently fondling her breasts through her shirt and bra. After a few minutes, she rolled over onto her back and I continued playing with her breasts. Getting a little more brave, I started to move my hand down, over her breasts, across her stomach, slowly making my way towards her jeans covered pussy. She still didn’t make a move to stop me so I continued. Eventually, my hand was slowly rubbing her pussy and I could feel the heat as it emanated through the denim of her tight jeans. At this point, she started to moan and I could tell that I was making her feel really good. We had a very special relationship with each but we both knew where the line was and she said “if you weren’t married already, I would definitely have sex with you.” As much as we both wanted it, and we both REALLY wanted it, we knew that we couldn’t. Well, I continued rubbing her pussy and breasts until we both fell asleep there on her bed. Unfortunately, this was the last time that Gini and I would have alone together for a few months. The next day, I had to go back to the simulated POW camp for more resistance training. I wish I could tell you more about it but let me just tell you that after 2 days in the camp, the last two hours was the most emotional. After having been beaten and abused both mentally and physically (all of which was simulated using open handed slaps in the stomach and light slaps in the face), we (the prisoners) started to actually resist the abuse. Long story short, the guards subdued us and formed us up facing the guard tower. After a while of just standing there listening to the commandant verbally rape us, we were called to military attention. At this point, the commandant gave us the command of “About Face” (turn around) and as soon as we did, we saw the American Flag flying proudly high above us on a flag pole with the POW/MIA flag below it. Being in the military, we are supposed to always keep our military bearing (i.e., show no emotion), but I can guarantee there wasn’t a single dry eye in the entire camp as each and every one of us instantly gave a full military salute as the Star Spangled Banner was played over the speakers. As the song ended, we were dismissed to the busses that were waiting for us. The next day, we were given our graduation certificates and then it was off to the airport and our next training base in Oklahoma. Early in the month of December, Gini and some friends of ours wanted to throw an early Christmas party but we wanted to do it off base where there weren’t any restrictions. As Gini and I were kind of like the organizers of the party we decided to book a hotel room at a local hotel and just watch some movies and drink. Well, since Gini and I were the first ones there, we rented to room and went in to get it all setup. It was only 6:00 pm and the rest of the group wasn’t supposed to show up until around 7:30 or 8:00 so Gini and I decided to help ourselves to the booze. We started making Tequila Sunrises (Tequila, OJ, and Grenadine) and Screwdrivers (Vodka & OJ). I guess we were making them a little too strong because we were both really starting to feel the effects after about 4 or 5 drinks each. At one point, we were just sitting there watching TV and drinking our drinks and she asked me if I would give her a massage. She was sitting on the floor and I sat on the edge of the bed and began to give her a really good shoulder massage. After a few minutes, I pulled her up onto the bed and had her lie down on her stomach so that I could give her a back massage. She was wearing a really pretty red and black blouse and a tight black skirt. I began to give her the massage; rubbing from the small of her back to her shoulder, rubbing her neck and even down her arms. After a few minutes, I asked her to take off her blouse so that I give her a better massage without the fabric getting in the way. She sat up a little and unbuttoned her blouse revealing and lacy red and black bra and a perfect pair of perky breasts. She laid the blouse on the bed beside us and then laid back down and I continued the massage. As I continued, I worked my way lower and lower, massaging her feet, her legs, her thighs, and her tight little butt. As I was massaging her legs, I slowly worked my hands up under her tight little skirt to massage her upper thighs and ass, pushing her skirt up higher and higher. I then worked my way back up her back and undid the clasp of her bra so that I could massage where the bra strap was hugging her. As I continued massaging her back, I slowly and carefully moved my hands lower and lower around her sides and began to also massage the sides of her soft breasts. Without me saying anything, she quickly stood up and took her skirt off revealing a lacy red and black pair of boy-short panties that matched the bra. She looked so sexy standing there in her bra which was hanging loosely and her matching boy-short panties. At this point, she took off her bra and laid back down on her stomach. I massaged her for a little while longer and then asked her to roll over so that I could continue the “Full-Body” massage that I had started. Without any hesitation, she rolled over, exposing her perky breasts to me, her nipples showing her arousal. This time, I started at her feet. Massaging each toe, then moving up to her foot, then her calf, then her knee, he lower thigh and then her upper thigh, slowly inching my way closer and closer to her radiating panty- covered pussy. I then moved back down to her other foot and repeated my massage, slowly inching my way high and higher. While I really did want to touch her pussy, I didn’t want to just dive in head first so I completely avoided it for the time being. After finishing with her legs, I moved up to her stomach and continued my massage from there. Moving higher and higher I reached her shoulders and then massaged up and down each arm. At this point, I knew that it was time to begin massaging her beautiful breasts. I started with her stomach again and then slowly moved my way upwards. I wanted to tease her some so I started with the outer edges of her breasts moving in slow gentle circles, I began to massage her perfect breasts. Moving ever so slowly closer and closer towards her hard nipples. Once I finally reached her nipples, I began to gently roll them between my fingers feeling their incredible hardness. I then leaned down and lightly flicked my tongue over her nipple and she arched her back and began to moan. Then opening my mouth, I gently sucked first one then the other nipple into my mouth teasing her nipples with my tongue and lightly nibbling on them. As I was suckling on her perky breasts, I slowly started to move my hand back down across her stomach to her panty covered pussy mound. I then softly began rubbing first her shaved mound and then started moving lower and lower until I was rubbing her pussy lips through her panties. She was already so wet and I could smell her sweet aroma as I suckled on her breasts. After rubbing her through her panties for a few minutes, I carefully pulled her panties aside and got my first skin-to-skin contact with her juicy pussy. I began by teasing her clit with my fingers and then slowly moving down, I gently eased first one then a second finger into her incredibly tight little pussy. I knew that she wasn’t a virgin but as tight as she was, it was really damn hard to tell that she wasn’t. After a few minutes, just as I was about to lean down and taste her for the first time, the incredible happened. The rest of the group arrived and knocked on the door. She quickly jumped up, gathered up her clothes and ran to the bathroom to get dressed. As she did this, I went over and opened the door once she was in the bathroom. From here, we (the whole group) proceeded to get drunk and have fun. After that night, Gini and I didn’t really have much time to be together alone. At the time, she smoked and one of the only places to get out the cold and wind near the dorms where we were living was a little building that was a being used as a shed. There were chairs inside and an ash can for her ashes, but luckily, there weren’t any lights. On several occasions, she would need to talk so we went in there so she could smoke and we could talk. A lot of these times, she would sit on my lap and I would either fondle her breasts through her shirt or rub her pussy through her jeans. Unfortunately, a lot of the time, there were other people that wanted to come in there and smoke as well to get out of the wind and cold so we never really got a chance to be alone a lot, but I still am thankful that there wasn’t a light in there. A few months later in March of 2003, we both graduated from out last school and were slated to move again to our new bases, her to California and me to South Carolina. She had just broken up with her boyfriend so I suggested that we take a drive and spend one last night together as friends. We jumped in my car and drove to the next town which was an hour away and went to the mall to hang out and get a bite to eat. On the way up there, we talked a lot about a bunch of different things. When we got to the mall, we walked around and did some window shopping and eventually had dinner at Red Robin. On the drive back to base, I confessed to her that I had been dreaming about finishing what we had started that night at the Christmas party. She said that she would really like that as well. She was wearing a nice blouse and a pair of slacks. I reached over and slowly started running my hand up and down her legs moving closer and closer towards her pussy. In a matter of minutes, I had reached my goal and was rubbing her through her slacks. After a few minutes, I moved my hand up and undid the clasp and zipper of her slacks and slid my hand inside underneath her lacy panties and began to rub her clit and finger her pussy. After about twenty minutes or so, I could tell that she was really enjoying what I was doing to her so I said “I really wish that it was my tongue doing this instead of just my fingers.” “I wish it was your tongue too!”, she said. “Do you really want to?” “Yes, I do,” she said. So I pulled my hand out of her pants and took the first exit of the highway and found a nice secluded spot on a dirt road in the middle of a corn field. I stopped the car and we moved to the back seat. We quickly got her out of her clothes and she laid down and I continued where I had left off at Christmas time. I began fondling her breasts as a I kneeled on the floor of the car and gently spread the lips of her pussy exposing her glistening clitoris. I knew I wouldn’t be able to resist very long and so I brought my face within inches of her womanhood and breathed her in deeply. She smelled so sweet and I knew that I just had to taste her. I pushed my tongue out and got my first real taste of her sweet nectar. She tasted like honey. I couldn’t believe how good she tasted. Using my tongue, I began to tease her hard little clit. Almost instantly she began to moan and squirm on the seat. I brought one hand down, the other still fondling her breasts and nipples, and started to gently push first one then another fingers into the tight confines of her pussy. I continued feasting on her juices and fingering her pussy until finally, after maybe 10 or fifteen minutes and several small orgasms, she had a major orgasm and literally squirted her cum all over my face. While my jaw was a little bit sore, I knew that I could have feasted on her juicy pussy all night long. After cumming that hard, she decided that she wanted to do that same for me. She had me sit on the seat and she crawled down between my legs and undid the button and zipper of my jeans and reaching inside pulled my hard cock out. Within seconds, she had me in her mouth and was excitedly giving me one of the best blow-jobs of my life. She possessed both the skill and the know-how to give an excellent blow-job. As good of a job as she was doing, I knew that I wasn’t going to last very long. Within about ten minutes, I told her I was about to cum and without saying anything, she plunged my cock even further into her mouth and began sucking on my like there was no tomorrow, her tongue dancing on the underside of my cock. Less than a minute later, my cock erupted in her sucking mouth and she drank down every bit of my cum. After my orgasm, we both knew it was time for us to head back to base. I walked her back to her room and gave her a short kiss goodnight and that was the last time I ever saw her. I have talked to her once or twice on the phone and in email since then, but we never mentioned our adventures together. She is now married and has a son of her own. I always wonder what would have happened if I hadn’t been married. Would we have had sex, would we have dated or possibly even gotten married and had kids of our own. Unfortunately, I will never know, but the adventures that we had together will forever be some of the best times I spent in the Air Force. I hope you enjoyed this, another tale of my sexual history. There are a few more to cum and I hope that you continue to enjoy them. Love, Randy Chapter 10 - Masturbating for My Wife ===================================== Hello Gorgeous, It’s been a few days, well, almost a week since I have written or even heard from you. I can’t believe it, but my wife FINALLY sent me some really good pictures. I will include a couple of them for you…..will send more in later emails. I am also including below what she wrote to me in an email as well as my reply to her. I hope that you really like them. All My Love & Lust, Randy +++++++++++ From: Stephanie To: Randy Subject: for your eyes only, part 1 I’m sending some naughty pics to you. Hopefully you will be able to get them and download them. I hope you enjoy. I had fun making them. FYI I came pretty hard when my butterfly was licking my pussy, but it still wasn’t as nice as your hot wet tongue. I miss your tongue. This is what you’re going to do when you get home. You’re going to get me nice and drunk and then you’re going to handcuff each of my arms to the bedpost. And then you’re going to lick my pussy until I scream. I get wet just thinking about it. After that you’re going to play with my boobs and suck on my nipples until my pussy starts to ache for you again and then you’ll put your dick into me and make sweet love to me long and slow. And then maybe hard and fast if I ask nice enough. It’s up to you. Got it? Good. +++++++++++ My Reply to Stephanie: WOW!!!! That is all my brain is capable of thinking right now. When I sent you that email yesterday, I so totally wasn’t thinking that you would send me those pictures. But... WOW!!!! As much as I LOVED those pictures I just keep wondering what happened to the pictures in between………the picture numbers tend to jump a few times. I would love to see all of the rest of the in between pictures as well. WOW!!!!! You have no idea how hard my dick is right now. I am still sitting at the pool as I just got done downloading the pictures... secluded of course, no one can see the screen at all... and all I want to do is stroke my dick while looking at your pictures. I know the first thing I am gonna do when I get back to my room is look at your pictures until I have cum for you at least 2 or 3 times in a row. All I am thinking right now is “DO IT AGAIN!!!! DO IT HARDER!!!! DO IT BIGGER AND MORE EXTRAVAGANT!!!!!” What would you prefer... Red Bull and Vodka... or Bicardi and Diet Coke... or would you just prefer a bunch of Tequila shots??? As you have requested, I am going to get you nasty drunk... not to the point of being sick and, well, you know... but to the point where you get really loopy and all of your inhibitions are GONE!!!! Did you want to get a couple of pairs of fuzzy handcuffs or would you rather go the extra mile and get the fuzzy or leather shackles so that I can tie both your hands and feet to the bed so you can’t squeeze me out with your legs. I ask this because I want to be able to literally FEAST on your hot wet juicy pussy. I want to use my tongue mostly but also my fingers and a wide assortment of the toys we have for you. Maybe a few other things as well, like ice, chocolate, bananas, cucumbers (small and LARGE), whipped cream, and other possible items of my choosing. Once you cum for me, I may take a short break to let you recover, but only long enough to get another toy or object. If you are a good girl, I may even let you try to experience a multiple orgasm or four. If you scream, I will just keep going harder and faster and deeper. I want to bring you to the brink of a sexual explosion. I want to see if it is humanly possible for you to either squirt or gush cum from your PERFECT pussy. By the way, my tongue misses you as well. Then, and only then... once I think you have had enough, I will take the handcuffs/shackles off and let your almost exhausted pussy feel my cock as is finally presses into you for the first time since February……..NO CONDOM by the way. I want this part to be just you and me………cock skin to hot wet juicy pussy skin. I want to be able to feel your own perfect pussy juices against my cock as I slide in and out of you. In and out, In and out. Sometimes going long and deep and slow and other times going hard and fast and shallow. I know that you love it when I just barely press my cock into your pussy, keeping the movements small and centering everything at the point just inside your pussy where all of the nerves are located. If it is even still possible at this point, I would try to make you cum yet again using just my cock in your hot PERFECT pussy. Once I have done that, I will finally allow myself to explode deep within you succulent pussy. After writing all of this and seeing your pictures, I am definitely ready to make love to you and have sex with you all at the same time... NOW!!!!!!! If you get the urge to play some more after reading this, make sure to take some more pictures for me. If I had a room of my own, you better believe that I would be taking a mess load of pictures of me playing for you while looking at your pictures and eventually cumming all over the picture of you on my computer screen. I love you so much and I can’t wait to cum home and make all of the words into a reality. All My Love & Lust Forever, Randy Chapter 11 - Camming With My Wife ================================= My job with the Air Force is to fly so I am usually gone about half the year and sometimes even more. I am actually deployed for four months right now…..have three more months to go. About a week ago, we actually web-cammed for each other (I had a slow connection but thankfully I did have the privacy of my own room). It was the first time in about a month that I had seen her so as you can probably imagine, I was very excited. Piece by piece she took off her clothing. First her shirt, revealing her green satin bra. Then soon that was off as well. Not only does Stephanie have large DD breasts, she also has beautiful large nipples and areola. I love sucking on her breasts and teasing her nipples until they are hard. I really enjoyed it while she was breastfeeding our boys. Breast milk is actually very sweet and VERY yummy, especially straight from the source. You should try it sometime if you ever get the chance. The next thing to come off was her jeans followed very shortly by her panties. After her clothes were off, she took the cam and gave me a close-up tour of every part of her sexy body. She started with her neck, which I love to kiss. Then she moved down to her breasts. She spent about five minutes or so on her breasts as she teased them and fondled them and even sucked on her own nipples. I love it when she does that. Next she moved even lower, slowly bringing her beautiful shaved pussy into view. At this point, she set the cam down between her legs so that I had an excellent view as she began to play with herself. She began by gently rubbing her outer lips eventually spreading them to expose her inner lips and clit. Even over the web-cam, I could tell that she was getting wet. Holding her pussy open for me she began to tease her hardening clit, occasionally dipping her finger inside to spread that moisture around. Continuing her teasing of her clit she would occasionally press two or three fingers into her pussy using them as an imitation cock. She has a few toys that I have bought her over the years but this time she just used her fingers. After a while she began to writhe and wiggle around on the couch as I could tell that she was getting closer to orgasming for me. Suddenly, her entire body went rigid and began to quiver and I could tell that she was cumming very hard for me. As for me, I just kept lightly rubbing my hard cock for her, keeping myself just on the brink of cumming. I didn’t want to cum until she did so that we could cum together. Needless to say, we did cum together and had a lot of fun doing it. That was the first time we had done that and I am really hoping that it won’t be the last. I know that she definitely prefers to have me for sex, but I LOVE watching her pleasure herself. Whether it is just with her fingers or even with her toys, I love seeing it all. While some women don’t enjoy masturbating in front of a partner, I believe that we as a male species can learn a LOT from how a woman pleasures herself. I know that I have definitely learned a lot from watching Stephanie and from her telling me where to touch her. I know that when I go down on her, she prefers me to concentrate on her clit instead of pushing my tongue inside of her and she almost always cums so hard that she has to literally push me away from her pussy as it becomes ultra-sensitive. Well, I think one think one naughty adventure is enough for this email. Next time I will tell you another one of the things we have done to be naughty during sex. While I know that I would love writing about how much I would love to have sex with you, I love writing about how much I love making love to my wife even more. I have included a few more pictures for your enjoyment and I would love to see more of you and more of Kristi as well. I would love to see some more risqué pictures of the two of you and if you would like any risqué pictures of me, all you have to do is ask. I look forward to hearing from you again really soon. If you ever want to chat online, I use Windows Live Messenger (I can chat with Yahoo Messenger via Live Messenger) my username is angelsload@comcast.net same as my email address. TTFN All My Love and Lust, Randy Chapter 12 - Asking My Wife To Helps With My Makeup =================================================== Kelly, Here is the full episode of email responses about my questions to Stephanie about teaching me to be a better girl when I am dressed. I hope you enjoy the full story. It can only get better from here. She said that I could watch her and ask her questions while she was putting on her makeup. I am really looking forward to that and I know that I will definitely be asking her lots of questions. Heck, maybe you could give me some tips and pointers about being a girl. I would really love to hear your perspective. I would love to hear anything you would be willing to tell me about how a man like me can act more like a girl and BE more like a girl. I love you, Randy ***************** From: Randy To: Stephanie Stephanie, I want to ask you a question, but I don’t want you to get mad at me. I know how much you dislike my dressing and sometimes even my mention of it. As you are probably well aware, now that you are working at Target and eventually substitute teaching as well, there will probably be several days where you are at work and I am at home alone while the boys are in school. Well, you can probably guess what I will be doing on those days besides homework and watching TV. My question is this, would you be willing to teach me how to put on make-up (I will buy all of my own stuff and keep it hidden) and do my hair (wig)? Would you teach me how to pick out outfits that actually look good together? Would you teach me how to move and act like a girl (This part is completely optional)? I know that this is a huge thing to ask you, especially considering how much you already dislike it. I promise you that I will only do the full dress when you are at work and the boys are at school. I promise you that by the time everyone comes home that I will be 100% back to normal (guy mode). I promise that I will never push you into any of this and if you say no, I will never ask again. I want you to know that I do this only for myself and not for anybody else. I don’t do this to hurt you nor do I do this to punish you for anything. This is just me wanting to explore the other side of me. The only time I will ever fully dress in front of you is for maybe some future Halloween. I also want to remind you that even though I have thought about would it would be like to be a real woman and occasionally fantasized about it, I would never go through any kind of body modification (breast implants, hormones, SRS, etc.) with the exception of just shaving. I am not gay in any way even though I have wondered what it would be like to be the female in the sexual relationship. I love you more than you can imagine and I would never do anything to hurt you. Please take some time to think about it. I will abide by whatever your decision may be. Thank you for loving me and for being understanding about my needs to dress even though you may not always want anything to do with it. I just keep thinking back to that one night in my apartment when you, after finding out about my dressing, took it upon yourself to give me a makeover. I really loved that you did that to/for me and I have secretly wished that you would do many more times. Please think about it and know that I will always love you no matter what. Love Always, Randy ***************** From: Stephanie To: Randy Randy, I’m sorry, I cannot. You’ve known for most of our relationship that I am not comfortable with your dressing and that I wish it would stop. In fact, before we got married, you promised me that you would stop and not do it anymore, and you even threw away your clothes. I was foolish to think that would be the end of it, and you really would stop like you promised. It wasn’t until we were married and moved to Charleston that I realized how naïve I was, and that the dressing would never go away, even if it ruined our relationship. I understand that now and try to tolerate and live with it. I do appreciate that you try to hide it from me, but just knowing that you are doing it when I am not home bothers me sometimes, but I cannot control that. I guess as long as you are home alone and the kids are not there, then there is no harm in it, at least to them. I will be honest with you. The dressing is a HUGE turn off for me. HUGE. And I’m already having issues right now in terms of sex, if you haven’t noticed. Lately my sex drive has gone and I no longer have the desire to have sex. I make myself do it to make you happy, but usually I just want to get it over with and go to sleep. I feel bad about that, and I try to make you happy but it’s uncomfortable for me. The last few times we have had sex, I haven’t even orgasmed, and I haven’t cared, honestly. I feel so bad for saying that and I hope that doesn’t hurt your feelings. I don’t know what is wrong with me. I wish I could fix it. I think part of it is physical, because my hormones are just crazy now that I am on BC. And part of it is our relationship…I just don’t really feel close or connected to you anymore, and I don’t know what to do to fix that. I think if I forced myself to get involved in your cross-dressing right now, it would just make things go from bad to worse in our sex life, and destroy it completely. And I want to fix it, not make it worse. I hope you understand. I do love you, and I don’t want to hurt your feelings or tell you that you CAN’T dress. (mostly because I know you will anyway). Anyway, I’m sorry if this wasn’t the answer you were hoping for. Stephanie ***************** From: Randy To: Stephanie Stephanie, Thank you for being so open and honest with me. Like I told you, I will abide by your decision not to teach me and I will not bother you with it again. As I promised you, I will continue to keep everything hidden from you and only dress when you and the boys are not around. I appreciate the fact that you told me the truth about your feelings instead of keeping them hidden from me. Like you said, you are having problems with you desire for sex lately. It has been very hard for me not to notice. Do you mind if I ask about when this problem started? Did it start before I came home from deployment or after? Do you think it is mostly the BC or is it mostly me? From now on, I would appreciate it if you would tell me if you don’t want to have sex instead of just doing it for my benefit so that you can go to bed. I have also noticed that you were not orgasming at all even though may have said that you did at the time. What part of our relationship do you think is causing your desire not to want to be with me? Are you still upset and pissed off at me because of the whole Disneyland thing? What is it about me that you so completely despise? I know a small part of these answers is the dressing but I can tell that there is definitely more to the story and I would like for you to be completely honest with me about. Unfortunately, I do not see an end to my dressing anytime soon and I will do my best to keep it hidden from you and I promise that I will not try to involve you in it again. I do love you and I am sorry for hurting you. Once again, thank you for your honesty. Love, Randy ***************** From: Stephanie To: Randy Randy I’m glad that you took the email well and didn’t get hurt. Thanks for listening to me. I feel bad telling you no, but I’m just not comfortable with it yet. I’m not sure I ever will be, honestly, but it is what it is. I appreciate you respecting my boundaries even if it’s frustrating for you. If you want to watch me put on makeup and ask questions, I am willing to do that, but that’s probably it for now. I feel bad that I did it before, I feel like I encouraged you and got your hopes up and I’m sorry. I guess back then it really hadn’t sunk in what this all means. It was a novelty at first, kind of like when I curled my little brother’s hair once, LOL, but I have a hard time with it now I guess. Now it’s a reality that I live with everyday, even if you don’t do it in front of me, I still know you are thinking about it and wearing the women’s underwear 100% of the time. So things have changed between now and then if that makes sense. As far as not wanting you….no I absolutely do not despise you. I do want very much to have a good sex life and a good relationship with you. I feel bad that we aren’t as close. Part of it is the dressing…like I said. I know it won’t change but sometimes I wish you would wear men’s underwear for me. Things that are more masculine. You looked good for church today. When you cooked dinner tonight too, that made me feel more attracted to you too, like you cared enough to help me out. Things like that, you may think wouldn’t make a difference, but women are weird, especially me. LOL Doing little things like that makes me feel appreciated and then that makes me feel closer to you, and therefore more willing to get it on, for lack of a better term. LOL See for women, it’s not just about the physical stuff, it’s about the closeness of the relationship and the emotional stuff too. If I’m feeling resentment from having to do everything and not feeling supported or appreciate as much, then that puts a wedge between us. And no, I felt very close to you before and after the deployment. I think the turning point was vacation. And NOOOOOOO I don’t want to fight anymore. I don’t. I’m not even mad anymore. But the whole thing put a distance in our relationship that I haven’t been able to get past. Like I still don’t 100% feel like you respected and valued my opinion. But that’s just how I feel. And hopefully we won’t argue about it anymore, that would just make things worse. And yes, another part is the physical stuff. Hormones really DO mess up women. A lot. Before BC I would get horny around ovulation time but now I don’t ovulate anymore. So I just kind of feel like “eh.” It’s hard for me to explain it so you might understand it. I’m sorry. I just think it’s a combination of lots of things. I am really trying though. Maybe a few nights we could just try cuddling and hugging a little bit more instead of the nipple playing and see where that goes. LOL Stephanie ***************** From: Randy To: Stephanie Stephanie, I can definitely understand your comfortability factor. I felt bad for even asking but I figured that since you did it once 7 years ago, that it couldn’t hurt to ask. I hate to admit it, but you have actually encouraged me a couple of time. The first was when you did the makeover for me. The second time was when I was at Altus for Tech School, you sent me a couple pairs of thong panties. I still have them by the way. I just wish that I could find a way to bring back the novelty factor for you but I will never try to push that on you. Like I have said several time, the panties, for me, are just like regular underwear only softer and cuter. I don’t look at them any other way than that. I used to when I first started dressing but now they are just underwear, same way you think about them. But now that I know your feelings, I will try to wear my regular underwear sometimes too. Kind of make it a guessing game for you……never know what kind I may or may not be wearing. Thank you for explaining for me your current dilemma with sex and desire. I can definitely understand your (/a woman’s) point of view when it comes to arousal and attraction. I thought that vacation did have something to do with it and I am hoping that we can get past that very soon. You feel like I still don’t 100% value and respect your opinion as far the Disneyland thing goes... I still feel the same way about my opinions. But that is neither here nor there and we just need to put it behind us and move on. I am trying my hardest to be understanding of your opinions, feeling, and wishes. For the most part, I think I am making progress. I completely understand how the BC messes with your system. I just wish that you could find other ways to get horny other waiting for a now non-existent ovulation cycle. Even before you went on BC, it was a very lucky month if you got horny enough to want to do anything with me. But I can definitely understand that you are trying for me and I will do my best not to push you and will try to support you in any way that I can. I love you and I would do anything for you. Love, Randy ***************** From: Stephanie To: Randy Well thank you. I appreciate you listening to me. I’m sorry our sex drives don’t match up, but maybe someday they will. Hopefully in the meantime we can make it work so we’re both happy. I love you too. Stephanie ***************** From: Randy To: Stephanie Whatever it takes, I am willing to work at it. Randy Chapter 13 - A Letter to My Wife on Our 6th Anniversary ======================================================= Dear Stephanie, This past Sunday we arrived at our six year anniversary. I can’t say we celebrated our sixth anniversary because, frankly, there was no celebrating at all going on that day. All we did was fight and then cover it up. Since December of 2000, we have had a lot of good times together. Unfortunately, we have had a lot of bad times as well. I feel like a lot of our marriage has been one big cover-up or at the very least multiple smaller cover-ups. Every time we argue about anything, you start telling me what I want to hear just so that the argument will end and you won’t have to deal with it anymore. After that, we both just pretended it never happened at all. The arguments we had during this last vacation are indicative of the last six years. By lying to me just to end a fight, you thought you were helping our marriage and our relationship but in reality you were helping to destroy it. You created more problems than you were solving. In this way, you have completely disrespected me and disrespected our marriage and relationship. For our first year of marriage, we were separated because I was in training for the Air Force. Once we were finally reunited again, everything turned into starting a family. We started planning for our children. It was at about this time that you changed from a loving wife into a career mother and housewife. You concentrated solely on being a mother and a housewife so much so that you completely forgot how to be a loving wife. Don’t get me wrong, I love my two boys and I would never change that for anything in the world. Our relationship on the other hand definitely needs to change. Over the last six years, more and more I have felt like I am taking a back seat to everything. I know that you have taken a back seat to my work and unfortunately that is unavoidable considering the nature of my job and for that I am sorry. You, on the other hand, have both physically and emotionally pushed me aside in favor of the house and our children and your friends online. On any given day, you spend about twelve times as much time talking to your friends online than you do talking to me. You are always complaining that you have nobody to talk to except for the kids but you have completely forgotten that I am an adult in need of conversation as well. I need you to remember that I am here for you to talk too and tell everything to. I used to love hearing about your days but now all I get when I ask about your day is “It was fine.” It has been so long since we have carried on a meaningful conversation that I can’t even remember when the last one was. Before we were married, our sex life was fun and full of adventure. Nowadays, it is like pulling teeth just to get you to tell me you love me. It took six years of prodding and convincing for you to even think about taking naughty photos for me and only for me. You have an almost total lack of interest in sex at all unless I proposition you and almost force you into it. You almost never take the initiative when it comes to loving me, kissing me, touching me, or anything else sexually related. The only positions you are ever willing to do are the standard missionary, the occasional cowgirl and the extremely rare doggie styles. Blowjobs are very rare unless I first go down on you and I really love how you give me blowjobs too. I need you to understand that your unwillingness to do anything sexual with me and for me without me first pestering you for it has made sex with you very unenjoyable. It has been said that as a couple moves through the years together, that they sometimes have to do new things in order to spice up a souring sexual relationship. While I agree with this, you seem to prefer to just ignore our sexual relationship in favor of sleep, watching TV, or chatting with your friends online. It is because of all of this that I have fucked around with Ginny while I was in tech school during our first year of marriage. It is because of this that I had sex with a total stranger while I was at the Dayton Air Show back in 2003. It is because of this that I have enjoyed the pleasure of feeling up a stripper in Germany several times and getting a couple of blowjobs from prostitutes in Germany. It is because of this that I am currently having an email affair with a woman named Kelly. All of the pictures that I have taken of you lately, I took them because she wanted me to. I have sent all of those pictures to her and then some. I have taken pictures of me nude and cumming for her as well as pictures of me dressed in my girl clothes and she has absolutely loved them. I have told her about the sex that we have had, about the cam sessions we did while I was deployed, and the pictures that you sent me. I have even told her all about my sexual history including the sexual relations that I had with my sister. I have even told her about my secret desires to fuck both Diane and Hailey. She absolutely loved hearing about all of it and has even masturbated and orgasmed several times hearing about it. She loves knowing that I am taking pictures of you just for her. She has helped to open my eyes to how wrong you are for me. She has shown me that you have totally taken me for granted and suppressed all of my sexual and non-sexual desires alike. She has shown me that you are not performing your wifely duties like you should be. She has shown me what love can be. Stephanie, if it weren’t for the boys, I would probably divorce you right now. I would find a woman like Kelly….or even Kelly herself if she would have me. I love you but I am no longer in love with you. Sincerely, Randy Chapter 14 - Cheating With My Sister-In-Law and Niece ===================================================== Kelly, I love making those picture for her. And I love making those picture for you as well. In about 2 week, I will be moving to another deployed location where I will be able to get my own “private” room again. I plan on making some more tributes for you of me cumming on both your pictures, Kristi’s pictures, and even Stephanie’s pictures; I may even throw in a couple of new people like my wife’s sister-in-law (her brother’s wife). While I don’t have a printer that I can print pictures off with... a little saran wrap on a laptop screen works just as well. From what Stephanie told me, she absolutely loved the pictures of me masturbating while looking at her pictures. I have looked at those pictures many times since I got them. I even made a short 30 second video while I was playing in those pictures. If you like, I can try sending it to you. It is about 10.5 megs so it might take a little bit to send but I will if you want me to. I have included a couple of photos for you of my wife’s sister-in-law (her brother’s wife) Diane and her 8 year-old daughter Hailey. While I could never admit this to anybody but you, I definitely have the hots for Diane and I know that when Hailey grows up more, she is gonna be just as hot as her mom is. I have had more than a few wet dreams about fucking Diane and as Hailey develops more and more into a young woman, I can feel myself wanting to do more and more with her. Although I would never do anything with either of them, I am definitely enjoying the fantasies about them. Hailey is so cute because even though she tries to pretend that she doesn’t like me, I think she might actually have a crush on me. Just a shame we live in CA and they live in AZ, otherwise I might get to enjoy them more often than once or twice a year. I am willing to take bets on the fact that not only will Hailey be one of the smartest kids in school when she gets older... she is also going to be one hell of a cock- tease... I mean hell, she is already teasing mine and she doesn’t even know it. I really loved those picture that you sent me last time. Both you and Kristi have absolutely PERFECT bodies and being that I am a breast man, I noticed that you both have PERFECT breasts. Speaking of which, I would love to see more of you in the pink bra you were wearing - it almost looked like a little bit of areola was peaking out above the lace of the bra. I also have a question for you - were you wearing any panties and was he actually fucking you in that pic? I would love to see more pictures like these. I will tell you that had I had a private room when I got the pics, I would have definitely made you a tribute while looking at those pics. Until next time... All my Love & Lust, Randy ******************************************************************************** From: Randy To: Kelly Sent: Thursday, May 29, 2008 8:56:16 AM Subject: RE: Sister-in-law Kelly, OMG!!!!! Yes, I have definitely dreamed and fantasized about fucking both of them, both individually and together. I would love to have Diane mount me cowgirl style and ride me until we both cum, me inside of her and her all around me. At the same time, I would love to have little Hailey sit on my face as I fucked her with my tongue; teasing her clit with my tongue and pressing the tip of tongue inside of her up to her unbroken hymen. After Hailey has the very first... but definitely not the last.. orgasm of her life, I would pick her up and lay her down on her back with a pillow under her tight little ass. I would then bring my still hard cock up to the entrance to her tiny virgin pussy. I would let my cock slide back and forth along the folds of her soon-to-be deflowered pussy, getting it nice and wet with her pussy juices and teasing her clit at the same time. I would then pull back a little and aim the head of my cock at the entrance to her quivering pussy and ask her what she wants me to do now. Diane pipes in and says “Fuck her Randy.” Hailey then irrevocably says “I want you to fuck me Uncle Randy. I want you to be my first and take my virginity.” How can I possible say no to that? So I begin to press the head of my hard cock into her. At first her pussy completely denies me entry but then it finally starts to open up to me. Little by little, I can feel her pussy lips starting to accept me. As I am pressing inward, I can feel the resistance of her hymen blocking my way. I tell her to relax and breath as I slowly break through her hymen and Diane is gently reassuring her that the pain won’t last very long and then it will start to feel really good for her. I continue to push and then all of a sudden, I feel a pop on the head of my cock and I feel myself sink all the way into her. Her no-longer-virgin pussy has swallowed my cock whole as her pussy lips rest at the base of my hard cock. Breaking through her hymen did hurt her a little and I stay motionless as her newly impaled pussy gets used to the invading cock which is now inside of it. After a few minutes, she looks at me and I can tell that she wants me to continue. All the while, Diane has been kissing her on the mouth and teasing her budding nipples and breasts. I then begin a very slow and deliberate in and out motion which isn’t easy because Hailey’s pussy is so tight around me. It is almost like fucking a vice-grip wrench using super-glue as a lubricant. As I continue my in and out fucking motion, her pussy eases up its grip a little and I am able to move in and out a little bit easier. At this point, I am doing everything I can not to cum as I want her to enjoy this for as long as possible. After a few more minutes, I quicken my pace and she is starting to really moan and wriggle around on the bed with pure pleasure. I can tell that she is about to have her first intercourse induced orgasm and I prepare myself for the inevitable. I ask her where she wants me to cum, on her or in her. Without hesitating, both Hailey and Diane say “In me/her!!!!” With that, I continue my fucking and then, like a hurricane, tornado, and earthquake all rolled into one, I unleash a torrent of cum into her virgin cunt. I have ceased my fucking of her but the cum just keeps on cumming. As I started to cum, I could feel her pussy tightening around my cock as her own earth shattering orgasm begins. After we are both done orgasming, I roll us over so that she is not straddling me cowgirl style. We lay there like that, her laying on my chest, our bodies pressed together, as Diane climbs down between our legs and begins to lick up all of the cum that is quickly leaking out her Hailey’s newly fucked pussy; swallowing all of it. ************ This is just one of the many fantasies I have had about Diane and Hailey. Maybe I will tell you more of them in some of my future emails. I get so hard just thinking about them and now that I have written out this fantasy, I REALLY want to fuck them both. I am including that video for you. I hope that you like it. I am also send a second email with a few tributes for you. I hope that you like them. I know that I DEFINITELY enjoyed making them for you. I am loving all of these hot pictures that you are sending me. Please keep them cumming and I will keep mine cumming as well. I would love to have seen what all went on after the cameras were put away as well. I know you don’t take requests per-se and that you don’t send out nudes, but I would love to see some photos (purely wishful thinking) of you and/or Kristi masturbating or playing with each Other... or maybe even something where either one of both of you have accidentally forgotten to put on any clothes at all. I would also love to see pics of your mom, aunt, and Tammy so that I can pay them tribute as well. Well, I am sure that I have bored you long enough so I am going to get going for now. I hope that you enjoy the movie and pictures I am sending. Also, I will make sure to forward you a copy of all of the good emails that Stephanie sends me... unfortunately, most of our emails of the boring... Hey, how ya doing?... How was your day?... Whatcha doing tomorrow?... type emails. But everything else, I will definitely send to you. I am going to make her some more tributes as well and I will let you know what she says about them. Love, Randy Chapter 15 - A Letter to My Sister-In-Law ========================================= Dear Diane, I have known you for almost as long as I have known Stephanie even though we hardly ever get the chance to see one another. There are some things that I have been meaning to tell you for a very long time and I think now would be the perfect time to tell you. For the better part of the last six years, I have not hardly been able to get you and your incredible body out of my thoughts. Every time we are together in the same room, I have a very “hard” time not gazing upon your stunning beauty. Your beautiful smile, your long silky hair, your delicately thin waist, your delicious looking ass, and your incredibly perfect breasts. Seeing you in your tiny bikini at the beach a couple weeks ago was a little taste of pure heaven for me. I loved seeing your perfect breasts being so gently cradled by the small triangles that comprised your bikini top. I loved seeing your perfect ass as it was thinly covered by your bikini bottoms. And I absolutely loved seeing your perfect tight little pussy being encased inside a thin layer of fabric as that fabric secretly pulled up into the crevice between your tight lips showing me how perfect that pussy really is. Over the years, I have imagined many times the possibility of coming into your bedroom while you were changing for bed and catching you totally nude. I have dreamed of what it would be like to walk up to you and begin kissing your sweet lips. I would walk you over to the bed and lay you down with your perfect ass right at the edge and your feet on the floor. I would then kneel on the floor between your legs and gaze upon your perfect pussy and watch the tiny trickle of your juices as they are squeezed from your depths. At this point I would carefully move my face closer and inhale the heaven that is your womanly scent. I would move in even closer and using my tongue I would tentatively stretch out and taste your succulent honey. Unable to wait any longer, I would press my mouth and nose between your vaginal lips and begin drinking your juices directly from the source, using my tongue to tease your hard little clitoris into submission eliciting ever increasing moans of pleasure from you. As soon as you are on the brink of orgasm, I stop, pulling my mouth and tongue away from you. You then begin pulling at my head to continue and give you the sweet release that you so desperately need. Not wanting to torture you, I lean back in and literally bury my face between your spread open legs and devour the juices that are beginning to pour from the depths of your womanhood. The longer that I feast upon the delicacy that is your pussy, the closer you get to reaching what looks like it will be an immaculate orgasm. All of a sudden, your juices literally erupt out of you and flood my mouth with your honey as your orgasm explodes within you, constricting all of your muscles and tendons at the same time, eliciting a scream of operatic proportions. When your orgasm finally ends some time later, you are so pleasurably exhausted that you curl up into the fetal position and fall asleep. Diane, I want you to know that even as sexually attracted to you as I am, I am also very sexually attracted to your daughter Hailey. Over the last several years, I have watched her slowly begin to grow from a toddler into a soon-to-be pre-teen. Being only eight years old, she has not yet begun to explore her own sexuality but I know that soon she will begin to feel the womanly desires that you have just felt with me. While watching her grow up I was not always attracted to her. Now that I have seen her in a nearly nude state of dress (i.e., her tiny bikini at the beach), I can’t seem to get her out of my thoughts. I have looked at the pictures that I took many times and I just can’t get enough. I have begun to imagine what it would be like to help her explore her budding and developing sexuality. I imagine that after I have delivered to you the world’s most incredible orgasm, Hailey comes into the bedroom to see why her mommy was just screaming. When she sees you curled up on the bed sleeping, she climbs up next to you and asks me what happened. I tell her that I just gave her mommy a mind-shattering orgasm. She then asks me what an orgasm is and I attempt to tell her but my verbal description is very inadequate by my own standards and I simply tell her that it would be much easier if I just showed her. Wanting to experience what her mommy has just experienced, she agrees. I hug her to me and gingerly begin kissing her on the lips. As if she had already done this before, she opens her mouth as do I and our tongues begin to dance with each others. As we are kissing, I move my hands down her back to the gentle curves that are her developing butt cheeks. I carefully pick her up by her butt and lay her down on the bed next to you. Hailey is only wearing a cute little Hannah Montana t-shirt that barely covers her but and a sexy little pair of pink Barbie panties. I lay down on the bed next her with Diane facing us on the other side. I continue kissing her as I lay my right hand on her upper thigh, mere inches from the edge of her cute little panties. Slowly I begin moving my hand upwards, clasping the edge of her t-shirt in my and pulling it up as my hand continues to move higher up her body. Eventually, I have pulled her t-shirt completely up over her head and taken it off, tossing it down onto the floor. She is now laying completely topless next to me, her still flat breasts now open to my gazing and exploration. I bring my hands up to what are now her very hard little nipples and begin to tease them with my fingers. Seeing how much she is enjoying having her nipples played with, I decided to continue the exploration of her sexy little body. I slide my hand back down over her stomach to the top of her panties. Being cautious not to move to fast, I remain on the outside of her panties and move my hand lower and begin gently rubbing her virgin never-been-touched pussy and she immediately begins moaning with pleasure. I ask her if I can take her panties off in order to give her more pleasure. She agrees but only if I take my clothes off first. I stand up next to the bed and tell her that she has to take them off of me. She quickly jumps up off the bed and takes off my shirt first. Next, she undoes my belt and then the button and zipper on my pants. She pushes the pants down to the floor and I step out of them leaving both of us in just our underwear. Looking up from the ground she quickly notices my very hard dick covered by my underwear. Without any hesitation, she asks if she can touch it and of course I agree. She lifts her hand up and carefully begins to touch me and caress me through the underwear. “Hailey sweetie, if you want to, you can take my underwear off and see my hard cock which is so hard because of you. You are the one that made it this hard because you are so very sexy in your pink Barbie panties.” “Do I really make you hard, Uncle Randy?” “Yes you do princess. Go ahead, take them off and see what you have made.” She then reaches a little higher and grabbing the waistband of my underwear in her small hands, she slowly pulls them down uncovering the monster that she has created. Eventually, she has pulled them all the way down and I step out of them. Being young and incredibly curious, she reaches back up and grabs my hard cock and begins inspecting it. After a couple minutes of her inspecting my cock, I show her how to make it feel good by moving her hand gently up and down the length of it. After a little bit, a drop of precum begins to surface and she notices it. Knowing this is where a boy pees from she thinks it is a drop of pee but being very curious she reaches up and touches it. She realizes that it isn’t pee at all and I explain to her that it is called precum and is what a man produces in order to lubricate the entryway when and man has sex with a woman. I tell her to try tasting it and cautiously, she moves her finger to her mouth and tastes it. Realizing that it actually tastes kind of sweet, she asks if she can have some more. I tell her that the best way to get more is to kiss and suck on my hard dick. She wants more so she brings her lips closer and tentatively kisses the tip where the first drop surfaced from eliciting yet another drop which she quickly licks up and swallows. Wanting even more, she opens her mouth and slowly takes the head of my dick into her mouth which evoke a small moan from me. She quickly pulls her mouth off of me and asks if she hurt me. I tell her that she didn’t hurt me but she did make me feel really good. She asks me if I want her to continue and I tell her yes. She then puts her mouth back on the end of my dick and begins licking the head like an ice cream cone. Her mouth is really small so she can’t take very much of me inside but between her mouth and tongue on the head and her hands sliding up and down the length, I just know that she is going to be an incredible cocksucker someday. The more she does it, the more precum she sucks out of me and the closer I get to orgasm. Not wanting to cum just yet, I gently pull her off of me and lay her back down on the bed next to her mom. I then kneel on the floor between her legs just like I did with you and ask her again if I can take off her panties. Fulfilling her part of the bargain, she says yes and I carefully grab the waistband of her sexy little panties and slowly pull them down her legs uncovering what has to be the most innocent and beautiful pussy I have ever seen. She is still young enough that her pubic hair hasn’t even started to grow in yet. Her mound and pussy are perfectly hairless even having never seen the sharp side of a razor. I lean in closer and breath in her heavenly little girl scent. Moving in even closer I can feel the heat that is emanating from her. I tell her that I am going to put my mouth on her like she did for me and she doesn’t argue but eagerly awaits my mouth’s first touch. I lean in really close now and using my tongue, I begin teasing the lips of her still virgin pussy, slowly opening them up and pressing my tongue against her tiny hard clit. I can’t believe how good this little girl before me tastes. Using my mouth and tongue, I continue teasing her clit. Then, bringing my hand up, I gently start to rub the outside of her pussy with my fingers. While still teasing her clit, I take one finger and slowly begin to try pushing it up into her incredibly tight little pussy opening. Knowing that I want to eventually push my cock into her, I can’t believe how tight she, barely even able to take my finger inside of her. As I continue pushing my finger in and out of her, I eventually work my finger in up to the second knuckle only to be blocked by maidenhead. I gingerly press my finger against and feel it give slightly under the pressure. With this her body starts to shiver and I can tell that she is having the first orgasm of entire life and I feel her pussy clamp down on my finger and it become so incredibly tight that I think that my finger is going to snap clean off inside of her. As soon as she recovers she asks me what just happened to her and I explain that she just had an orgasm not unlike what her mommy had felt just a little while earlier. I can tell from the look on her face that this will definitely not be the last time she tries to do that again. I then stand up and we both lay back on the bed again with me gently still rubbing her pussy. I ask her if she wants to keep going and try some more. Without even hesitating, she says yes and literally jumps up on top of me and starts kissing me again. As if by fate, she is sitting directly on top of my hard dick and her wet little virginal pussy is rubbing up and down its length. “Hailey, do you know what adults do to make each other feel really good?” “They have sex, don’t they?” “That’s right princess. But do you know how they have sex?” “A boy puts his thingy inside of a girl and they have sex.” “That’s right again. Would you like to try doing that with me?” “Yes, Uncle Randy, I really wanna try doing that with you.” Not wasting any time, I roll her over onto her back and move between her spread legs, holding myself up with my arms so that I don’t crush her. Not wanting to scare her, I tell her that there might be a little bit of pain this first time but that it would eventually go away and start to feel really good. She looked a little nervous at that point especially when she saw where I was about to put my dick. “Uncle Randy, how are you going to fit your thingy inside of me?” “Well sweetie, you pussy; that is what adults call it; is designed to stretch open to allow a man’s dick or cock to enter it. Trust me, we will take this very slowly and we can stop anytime you want to.” She just nodded her head and said ok. I then grabbed my dick and carefully brought it up to the entrance to her virgin little girl pussy. Remembering how tight she was on my finger, I knew it was going to take a little bit to get my cock inside of her. I very carefully began to press the head of my dick against the entrance and for a while it just wouldn’t give. After a few moments, I could feel an intense squeezing slowly moving further and further up the length of my dick. All of a sudden, I felt the opening of your still virgin pussy clamp around the head of my cock and it felt incredible. But I knew that I couldn’t go any further because at the tip of my dick was her hymen, her maidenhead, her virginity. I told her that if she wanted me to go further that it would hurt for a little bit but then it would start to feel really really good. She agreed and said that she wanted me to go even further. Without saying another word, I pulled out a little bit and then pushed back into her, adding more and more pressure until all of a sudden I felt a great release of pressure and another few inches of my cock slid into her. I still had another three inches or so to go but it felt like I was already all the way inside of her and had bottomed out, the head of my dick pressing against her cervix and womb. I could tell that she was in some pain because she was crying and whimpering. Not wanting to cause her any more pain and to let her get used to my cock being all the way inside of her, I remained as still as I possibly could for several minutes. While remaining still inside of her, I reached down with my hand and started teasing her clit again trying to make her feel better. I knew it was starting to work because I could feel the walls of her pussy starting to ripple along the length of my cock. Once I started feeling the ripples, I knew that I wasn’t going to last much longer so while still rubbing her clit with my fingers, I slowly started to slide my cock out of her pussy until the head was just inside of her and then I pushed back in. She had already stopped crying and was starting to moan with pleasure. I continued moving my cock in and out of her and her moans were starting to get louder and her pussy was starting to clamp down on my dick signaling that she was starting to have her second orgasm. Not wanting to be left behind, I started moving in and out of her faster and faster. All of a sudden without any warning my orgasm exploded and cum erupted from my hard cock spewing forth into Hailey’s squeezing pussy. I continued to cum inside of her for what felt like several minutes but was probably only a few seconds. Once I was finally done cumming in her incredible pussy, I slowly pulled out of her and laid down beside her with her mother still on the other side of her. I looked over at you and noticed that your eyes were wide open and that you were watching us the whole time with a big smile on your face. I move over and kiss you and we all eventually fall asleep together in your bed. Diane, this scenario that I have just played out for you is only one of the thousands of possible scenarios that I would love to play out with you and Hailey. It is my supreme wish that someday very soon we can make this dream a reality. All My Love, Randy Chapter 16 - My Love Letter to Kelly ==================================== My Dearest Kelly, We have been together for nearly six months now and I have thoroughly enjoyed every day, nay, every second of it. You have brought me extreme joy and happiness during a time in my life when there was none to be found. You have brought a love that my heart has never known before but now it con not do without it. You, my darling Kelly, are the light and love of my life. A day without you is like a day without sunshine. An hour without you is like an hour without the music that nature brings to us. A minute without you is like a minute without the beauty of a picture perfect sun as it sets in the western sky. A second without you is like a second without love. A second without love is like an eternity in hell that I pray we will never have to experience. My love for you knows no bounds and I long to spend the rest of my life with you. I pine for you when we are apart. I long for the day when you and I can be joined as one in both holy matrimony and sexual union. I look forward to the day when we can have children together and show them what true love really is. I look forward to every time I get an email from and every time I talk to you online. Our life together will be filled with a limitless love and sexual pleasure the likes of which even God himself could not fathom. The pleasure that we will bring to each other could not even be realized in our deepest and even our darkest of sexual fantasies. Every time we talk, my heart begins to race, my palms begin to sweat, and my manhood swells in its eagerness to please you and to fill you up. Every night I dream of my time with you. I dream of kissing your sweet succulent lips. I dream of running my fingers through your long silky blonde hair. I imagine my hands slowly and gently teasing the tender skin of your plump breasts. I imagine my fingers carefully prying open your swollen lips as I begin teasing your hardening clit. I fantasize about my mouth gently suckling on your pussy as my tongue teases your hardened clit. I fantasize about bringing you to a heavenly orgasm and devouring the sweet honey that erupts from the depths of your soul. I can see myself hovering over your perfect body and gently pressing my hard manhood into the incredibly tight depths of your moist pussy. I can see myself moving in and out of your vice-like pussy as I bring both of us closer and closer to a perfect orgasm together. I can feel your pussy as it begins to clamp down on me as your orgasm begins and your body starts to shake in pure pleasure. I can feel my body start to go rigid as my own orgasm begins and my manhood starts to spew into your pussy taking with it the life giving sperm that your pussy has been craving all day. The last six years of my life married to Stephanie have paled in comparison to the last six month with you. Every day of the last six years, I have longed for a woman of pure beauty. A woman that wasn’t heavier than me. A woman who was not afraid to explore her sexual side. A woman who loved to dress sexy even when there were no special occasions in which to dress sexy. A woman who loved sex just as much if not even more than I do. A woman who allowed me to express my sexual self both in private and with her as well. A woman who not only did not mind but also encouraged and enjoyed my need to dress. A woman who took great pleasure in seeing me dressed in women’s clothes. My dearest Kelly, you are the woman that I have been longing for over the last six years. You are the woman of my dreams, of my imagination, of my fantasies. You have set my soul ablaze and there is nothing on earth that can ever put this fire out. You alone fit each and every one of these desires and I thank God each and every day for bringing you into my life. From now until the day I die, I could not imagine a single day without you in it. I know that six years ago you were still in high school, but you still would have been the woman of my dreams. I would have loved to have known you while you were still just a teenager in high school. To know that I was having sex with an adult who was still technically a minor. To know that I could totally be myself with you. To know that you would have wanted me as much as I have wanted you. To know that I was helping to usher you into the age of adulthood. To know that you loved me as much as I love you. I guess what I am trying to say, my dearest Kelly, is that I love you. I love you with all of my heart, all of my body, all of my mind, and all of my soul. I cannot wait for the day when we can be together at last and spend the rest of our lives together. I will love you until the day that I die. I pray that you can accept my love as not just another man lusting for your body but rather as a man who has finally found his soul mate, his destiny, his one God-given true love. All of my Love for the Rest of Eternity, Randy Chapter 17 - My Wet Dream About Kelly ===================================== Kelly, I loved the three pictures that you sent me. When I saw your pictures, I almost came in my shorts right then and there. You are a vision of HEAVENLY PERFECTION!!! I can’t wait to see more of your pictures……which ever variety you may want to send. Last night after seeing your pictures, I had my first wet dream in probably 10- 15 years (literally came while I was sleeping). You were actually in my dreams. Here is a short synopsis of the dream from what I can remember of it. A few of our friends and I kidnapped you for your birthday and took you to a hotel. They left me alone to watch you while they went out and prepared the birthday party. We kept you blindfolded the entire time so you didn’t know who it was. When we kidnapped you, you were only wearing a silky and very sexy chemise and nothing else (i.e., no panties). While sitting in the hotel with you, just looking at you, I became very aroused. You and I had always been very close and I decided to take it to another level. I started at your feet and began massaging you. I avoided your pussy and breasts for the time being just concentrating on giving you a nice “innocent” full body massage. I massaged both sides of you (front and back) keeping you tied up the entire time. After finishing your back, I flipped you over so that I could focus on the front side. Once again, I started with your feet and slowly worked my way up your legs. I avoided your pussy for now and continued upward. I massaged your stomach and arms and finally moved on to your perfect breasts. Starting at the outside edges I slowly worked my way closer and closer to your nipples. I could tell through the sky blue chemise that your nipples were rock hard and that you were enjoying your massage. As I began to tease your nipples through the silk chemise you started to move around as you became more and more aroused. I then lowered my head and gently kissed and sucked on your nipples through the silk making them even harder. As you wiggled around, your chemise began to work its way higher and higher up exposing your beautiful puss y. I looked down and I could see that your pussy was getting very wet as I continued my massage of your perfect body. Gently kissing my way over your stomach I eventually working my way down to your delectable pussy and the aroma was simply heavenly. As much as you like to suck cock, I love to eat pussy only more so. If that was the only thing I could do for the rest of my life, I would dive in tongue first. Your juices tasted so sweet like the juices from a nectarine mixed with pure honey. The more my tongue and mouth devoured your pussy and more specifically your clit, the more your juices began to flow. From the way you were writhing on the bed I could tell that you were getting very close to cumming. As my tongue continued to tease your clit, I took two fingers and slowly and gently pressed them into your tight little pussy. After just a few minutes of this torture, the dam broke and your juices literally poured into my mouth and you came. Unfortunately, this is right about the time that I came and woke up for just those few seconds where the entire dream vanished. If you like, I can continue this and try to make it into a full story. I am nowhere near as good as you are at writing stories but I will try…….for you. All My LUST!!! Randy P.S. I am currently deployed with the Air Force flying missions in and out of the middle east. I know that you are a Christian and go to church (I am Baptist and go to church as often as I can….been a Born-Again Christian for 26 years). It would mean a lot to me if you would keep me in your prayers until I can return home. Thank You Kelly!!!! Chapter 18 - My Fantasy Sex With Kelly and Her Cousin Kristi ============================================================ My name is Randy and I have just met the most incredible woman. Her name is Kelly and she is in a word perfect. We met at church two Sundays ago and have not been able to get enough of each other. Every day, we spend hours upon hours talking with one another and getting to know one another. We have not had sex yet but I am hoping that we do someday soon. I had just come out of a bad marriage where my ex-wife wasn’t supportive of me at all. Oftentimes, it seemed like she was punishing me for something by refusing to have sex with me or even spend time with me for days, weeks, even months at a time. After two children, she had let her body go and only occasionally would try for a little while to do anything about it. Near the end, she had gotten up to nearly 300 pounds and at that point I wasn’t even attracted to her anymore so sex with her was just a way to release the relieve the pressure…..essentially just another warm pussy to sink my dick into. Thankfully, that relationship is now over and I can move on with my life. I will still continue to play a big part in my kid’s lives and would not change that for anything. Because of work, school, and family, Kelly and I didn’t really get to spend much time actually physically together and most of our conversations to this point had been on the phone or on Yahoo instant messenger. The times that we did get to spend together, were very special and when we didn’t go out and do something, we would cuddle on the couch and just talk. Believe, there was plenty of kissing going on as well. Considering I had just gotten out of a relationship, I was trying to make sure that I took this one nice and slow. I wanted to develop a lasting relationship with Kelly. This Friday, Kelly and I were planning on having a nice evening at her apartment and just ordering in pizza or Chinese food or something. I was also planning on trying to elevate our relationship to the next level. I had been dreaming about what I wanted to do with her (notice I am not saying “to her”) all week. I was hoping that she would be receptive and willing and that we both would have a very memorable time. We had arranged to meet at her place at around 5:00 pm on Friday and I was very excited about my plans for the evening. I arrived at her place at 4:45 pm and noticed a car in her parking spot but it wasn’t Kelly’s. I parked and walked up to her door and knocked. When the door opened, it definitely wasn’t Kelly that answered. Instead, it was her younger cousin Kristi. I told her who I was and she asked me to come on in. When I got inside, she headed towards the kitchen and offered me a drink. I knew that Kelly didn’t really like beer at all so I figured it was going to be a Diet Coke. When Kristi came back she was holding two medium sized glasses with what looked like the Diet Coke that I was expecting. When I took my first drink, I was pleasantly surprised; it was a Bacardi and Diet Coke which was one of my favorite mixed drinks. I continued to sip my drink and Kristi explained that Kelly had gotten held up at school with parent/teacher conferences and probably wouldn’t be home until around 8:00 pm. I offered to leave and come back later but Kristi wouldn’t hear of it. In fact, she wanted me to stay and keep her company. I agreed and we continued to talk. As we were talking, we also continued drinking. By 6:00 pm we had both already gone through about five or six drinks and I didn’t know about her, but I was starting to feel really good. It was around this time that I started to notice that she feeling the effects of the alcohol as well. She had moved closer to me as we talked I noticed that her tight little camouflage skirt had started to ride up her legs a little. Well, maybe a bit more than a little as I could see most of her upper thighs now. We continued to talk about this and that and we continued to drink as well. Kristi moved right up next to me and I started playing with her long silky blonde hair, running my fingers through her golden locks. As close as she was sitting to me, I could smell the beautiful flowery perfume that she was wearing. I leaned in close to her neck to get a good sniff and something came over me. I moved in even closer and kissed her lightly on the neck. Next thing I knew, I was still kissing her neck and moving upwards towards her cheek. When I began lightly nibbling and sucking on her right left ear, I heard a moan and I knew that she liked what I was doing. I continued sucking on her ear for a few more minutes and then slowly started kissing back along her check, moving further and further forward, I eventually reach her lips and we begin a long sensual kiss. While we were kissing, I placed my left hand on her naked thigh and began to gently rub the flesh of her inner thigh with my fingers. As we continued to kiss, I slowly let my fingers and hand slide upwards. I eventually reached the edge of her skirt and to my surprise; she opened her legs as if inviting my hand to continue its journey. Not wanting to refuse her invitation, my hand continues moving up her inner thigh. What happened next was a definite surprise. When my hand reached the junction between her thighs, I expected to find a soft pair of panties. Instead, all I found was a perfectly shaved mound and the softest pair of lips I had ever felt up to this point. As soon as my fingers began their exploration of her moist nether lips, she spread her legs even further apart pushing her skirt up over her sexy little butt. The more my fingers moved, the more she started to moan and wiggle around. While my left hand was busy teasing her moist pussy, my right hand started to work its way up under her tight t-shirt. Moving her shirt further and further up, I had eventually worked it up and over her beautifully encased perky breasts, revealing a sexy red satin and lace bra. I began kissing back across her cheeks and then back down her neck. I worked my way further and further down until I was kissing the sensuous cleavage that her bra was creating. At this point, she reached up and took off her shirt and reached behind her back and undid the clasp of her bra. Using both hands, I reached up and slid the straps down off of her shoulder and down her arms, uncovering her perfectly developed breasts to my gaze. As soon as her shirt and bra were off and lying on the coffee table, I laid her down on the couch and continued kissing her and suckling on her succulent breasts. I teased her nipples with my mouth and tongue until they were hard as diamonds. Not forgetting about her tight little pussy, I moved my left hand back down and continue pressing first one then two fingers into her depths while teasing her clit with my thumb. She was really starting to moan now and I could tell that she was getting closer to her first orgasm of the night. I started kissing and licking my way lower, down across her stomach, jumping over her bunched up camouflage skirt, and landing squarely on her perfectly shaven mound; my hands moving up to continue teasing her breasts and nipples. At this point, she reached down and spread her lips apart for me and my mouth and tongue went to work on her. Alternating between teasing her clitoris and pushing my tongue as far as I could into her pussy, I could tell that she was on the verge of cumming. Her moaning was getting louder and her body was starting to shiver and shake. I knew that any moment now, I would be receiving my reward for a job well done. All of a sudden, all of the muscles in her body tensed up and she sucked in a final breath and then it happened. Her pussy literally exploded all over my face; a geyser of female cum erupted into my waiting mouth and I attempted to drink as much of her down as I possibly could. Then she took in another breath and her body started thrashing around as I continued to tease her hard little clit. While her body was thrashing about, she reached up and literally forced my hands away from her and pushed my face away from her pussy as her whole body had become hypersensitive. As soon as Kristi was able to move again, she sat up and she had a very determined look on her face. Without wasting a second, she reached over and quickly pulled my polo-shirt up over my head and tossed it onto the coffee table. Then she reached down and undid my belt and continued on to undo the button of my jeans and slide the zipper down. Standing up in front of me, she pulls me up to stand with her. As soon as I am standing, she reaches inside not only my pants but also my underwear and quickly pulls both of them down around my ankles and kneeling in front of me, helps me to step out of them. After all of the fun that I had making her cum, my dick was already hard as a rock. She then moves in close and taking my dick in her hands, she carefully guides it into her waiting mouth. Her mouth feels like a sauna as she slowly takes more and more of me into her mouth. When I feel the back of her throat hit the tip of my dick, I think that that is all she is going to be able to take. Moving her mouth up and down the length of my dick a few more times, she opens her throat and proceeds to push the head of my cock even deeper, pushing it down into her throat. After a few tries, she eventually works my dick all the way in; her lips now encircling the base of my dick and her tongue teasing my shaved balls. After several minutes of this heavenly torture, I begin to feel the familiar stirrings in my dick and I know that I won’t be able to last much longer. Kristi seems determined to finish me off and wants all of my cum for herself. As I am on the verge of cumming in her sucking mouth, I hear the front door open and realize that it was Kelly coming home. At this point there is no stopping my orgasm and I begin spewing my cum into Kristi’s waiting mouth and she drinks it all down. “Kristi, what the hell is going on here? And, Randy, what the hell are you doing?” Kelly said. “I’m so sorry Kelly, I don’t know how to explain. We started drinking, and started talking, and drinking some more, and one thing led to another and….. I am so sorry Kelly. How could you ever forgive me for this” I said. “Welcome home cousin. I was getting him ready for you like you asked me to. Mind if I watch while you fuck him for the first time?” said Kristi “You mean you only want to watch? I was hoping you would join us” said Kelly. Chapter 19 - Kelly Chats With Stephanie ======================================= ----- Our chat on Sat, 8/16/08 9:23 PM ----- Stephanie (7:27 PM): YOU FUCKING SKANKY WHORE!!! GET MY FUCKING PICTURES OFF YOUR WEBPAGE NOW, AS IN TONIGHT. IF THEY ARE NOT REMOVED IMMEDIATELY I WILL BE CONTACTING THE POLICE AND YOUR INTERNET SERVICE PROVIDER. Stephanie (8:30 PM): what the fuck is WRONG with you? how could you do this to me? You nasty cunt bitch! I never did anything to you!! I hope you rot in hell Stephanie (8:30 PM): gee, I guess you don't want to chat with me, huh? ----- Our chat on Sat, 8/16/08 9:51 PM ----- Stephanie (9:28 PM): how's your day going WHORE, ruined any more marriages today? Stephanie (9:28 PM): that's okay, you can have him, I don't want his nasty ass anymore Kelly (9:31 PM): http://www.watchersweb.com/sub_index.php?cat=Homemodels Look at August 8th. I'm not the only one he sent things to. I assumed you were in on it and he was just playing games. They are off mine but not at that site and who knows where else. Stephanie (9:32 PM): yes, I'm aware of those too Stephanie (9:32 PM): nope, had nothing to do with this. never gave my permission for ANY of my pics to be posted. please delete any pictures of me you have Stephanie (9:33 PM): he supposedly sent you an email to ask you to remove the pics, not that I trust anything he says Kelly (9:34 PM): they have been deleted for hours now, as I am said, as your husband I would have thought he told you what he was doing. Given his interest in taking those pics lately weren’t you wondering what he was doing with them? Stephanie (9:35 PM): well I was assured that they were taken for his pleasure only and that he would NEVER post them anywhere or give them to anyone Stephanie (9:35 PM): but thanks for encouraging a married man to betray his wife Stephanie (9:36 PM): not that it's YOUR fault he's an ass, but whatever. you're not innocent Kelly (9:36 PM): guys play games on here all the time, I figured he was another one Stephanie (9:36 PM): well you figured too much. oh well. have fun with him. I'm certainly done Kelly (9:36 PM): if what he all told me is true, he certainly has issues Stephanie (9:36 PM): yeah, that's an understatement Kelly (9:38 PM): I don’t claim to be perfect but I am sure I was not the first one and it would have been someone else besides me, at least I did as you asked Stephanie (9:39 PM): well whatever helps you sleep at night. I do appreciate you taking all that off your web page. thank you. I do NOT appreciate the way you emailed me and lied to me, saying this was platonic. but whatever. I'm done. Kelly (9:40 PM): frankly, you are the first "real" wife I have encountered, every guy who has does something like this in the past has faked it and pretended to be his wife or girlfriend using another address Kelly (9:40 PM): for me, part of it figuring out the game he is playing Stephanie (9:41 PM): yeah. well I've very real. and very devastated. and a marriage is now ruined and two kids' lives are now ruined. so thanks. not that it was 100% your fault. he was a douchebag either way. Kelly (9:42 PM): he admitted to having affairs and lots of other things long before I got in the picture, maybe it is something that should have come out in the open a long time ago Stephanie (9:42 PM): yes, you are right. he did. starting in year 1 Stephanie (9:42 PM): of six years Kelly (9:43 PM): I don’t think I started him doing anything he wasn't doing already, how did you put up with the cross-dressing anyway? Stephanie (9:44 PM): god only knows Stephanie (9:44 PM): a stupid thing called love Stephanie (9:44 PM): will you be posting our IM conversation on your site? Stephanie (9:45 PM): I can see you like to do that Kelly (9:45 PM): no, the whole thing about him is gone Kelly (9:45 PM): the ones I post are from guys who are just playing games, I don't believe anything they tell me Stephanie (9:45 PM): yeah, well maybe you should Kelly (9:46 PM): I never seek anyone out, I only chat with people who contact me first Kelly (9:47 PM): from there I just go with the direction they want to go ----- Our chat on Sat, 8/16/08 10:06 PM ----- Stephanie (9:58 PM): my laptop monitor is going in and out. so I went to use his laptop and on a whim, checked his history and found your web site with my pictures on it Kelly (9:58 PM): seems a little careless, are you sure he didn't somehow want you to find it? Stephanie (9:59 PM): perhaps. he has a history of doing web cam chats with women. he knows I check the history from time to time, but he go lax because I have my own laptop and haven't checked up on him in a long ass time. Stephanie (9:59 PM): guess that's what I get Kelly (10:00 PM): he has said repeatedly to me he wishes you would see it Stephanie (10:00 PM): really? why is that Stephanie (10:00 PM): so I can find out for sure what a douchebag he is? Kelly (10:00 PM): well, he would have to answer that one Stephanie (10:01 PM): a narcissistic asshole? because it's all my fault that he cheated on me since I won't fulfill every freaking fantasy he has Kelly (10:01 PM): maybe he thought you might accept it somehow and he wouldn’t have to hide anymore Kelly (10:01 PM): I’m not saying he thinks straight Stephanie (10:02 PM): hide what? that he's a cross-dresser? I already knew that. that he cheated on me? I thought he might have but he swore he didn't. that he fooled around with his sister? He already told me that once, and he said he asked for forgiveness. that he's apparently a pedophile? I've suspected he is but fooled myself into thinking he would never do that. the bottom line is that I'M the fool Stephanie (10:03 PM): he thinks you love him and accept him as he is... cross- dresser and all. he thinks you are perfect for him, and you've convinced him that I've been a horrible wife for 6 years. or just confirmed his suspicions and beliefs that I am Kelly (10:03 PM): think about this... had I thought you were really chatting and emailing me, I would not have used my normal e-mail address. a simple Google on it brings up my site, I wasn't trying to hide anything, just going along with his fantasy Stephanie (10:04 PM): he said he would divorce me and have you if you would have him. that's how far this situation has gone Kelly (10:04 PM): I have a great family and a wonderful bf and I live thousands of miles away, why would I want a married man with his issues? Stephanie (10:05 PM): I don't worry about you...you'll get yours. karma is a bitch Stephanie (10:05 PM): may the love of your life one day betray your heart completely. just like all the married losers you like to fuck around with for your ego boost Stephanie (10:05 PM): I think our conversation is over now. have a nice life Kelly (10:06 PM): good luck Chapter 20 - E-Mails Between Kelly and Stephanie ================================================ From: Kelly To: Stephanie Sent: Wednesday, August 13, 2008 9:29:50 PM Subject: You are very understanding Stephanie, I truly appreciate your understanding. I have been wanting to write you sooner but frankly, I was afraid of how you might react. The last thing I want is to create a problem for you. Is there anything you would like to know about me? I guess it's only fair for me to make the offer. If there is anything you want to know about what Randy tells me, let me know as you are his wife and deserve to know.. One thing I wanted to ask. I noticed you have a lot posted about diet drinks. I don't drink tea or coffee but I LOVE my Diet Coke. Is it really that bad? Thanks again for being so understanding, Kelly ****************** From: Stephanie To: Kelly Sent: Wednesday, August 13, 2008 8:47:04 PM Subject: RE: Sorry Kelly, I apologize for being rude to you. I wasn’t sure what your intentions were, but I was quite taken aback to receive your email and find out that you knew so much about me. I’ve had a discussion with my husband and asked him not to be so forward with personal information about me. It’s not that I mind him talking about me and the kids, it’s just that I knew NOTHING about you and yet you knew quite a bit about me. Randy assures me that your relationship is just a pen pal friendship and I’ll believe him unless you tell me otherwise. I have no problems with him having pen pals, but like I said, I was taken aback because I had never heard about you. Again I am sorry for being rude to you. I am sure you are a very nice person. Stephanie ****************** From: Kelly To: Stephanie Sent: Wednesday, August 13, 2008 6:33:11 PM Subject: Sorry Stephanie, I am sorry if I have offended you in any way. I was sincerely trying to explain a rather embarrassing thing for me and I didn't want you to get the wrong impression of me. Even though you have no idea who I am, I was concerned that you might think bad of me. Please be assured this started as just a pen pal project and there is NO chance whatsoever of it ever being anything more. I can't control what Randy does or sends me and I just thought it was being courteous to make you aware of me instead of feeling like I was doing something behind your back. I write to a number of people, men and women, married and single. It's just fun to talk to people in general, not like I'm looking for some sort of adult hook-up service. I am on-line now if you would like to chat with me. If not, or if you don't reply to me, I will understand and you'll never hear from me again. The last thing I need is someone upset at me as it was never my intention to get into that sort of situation. I'm not even sure what I was hoping for, maybe just to be friends. Best wishes, Kelly ****************** From: Stephanie To: Kelly Sent: Wednesday, August 13, 2008 6:14:51 PM Subject: RE: My Introduction Kelly, My husband told me nothing about you and I’m uncomfortable learning that a random stranger knows so much about me, to be honest. I had no idea about the pictures. My husband has several thousand pictures on his webshots, but I assumed they were all taken from the web. I had no idea he knew any of the people. I think it would be a good idea if you did not talk to my husband again. Thank you, Stephanie ****************** From: Kelly To: Stephanie Sent: Wednesday, August 13, 2008 5:54:58 PM Subject: My Introduction Hi Stephanie, My name is Kelly and I am 23 year old school teacher living in the Pittsburgh, PA area. I teach 4th through 6th at a small Christian elementary school, about to start my second year. I’m single, live with my parents (thanks to the low salary), and have a great boyfriend who I hope will propose to me soon. Back in April our school decided to do something to support our troops. We chose to start a pen pal project where the kids each write (via e-mail) to someone serving overseas, mostly in Iraq and Afghanistan. It actually serves several purposes in that addition to being a mission project, the kids learn about the real people involved in the wars plus it also allows us to teach them cyber-safety – things like not revealing personal information, using “throw- away” e-mail addresses, etc. All the teachers participated as well. I was given a name, e-mail address, and the following introduction: Hi! I’m Randy and I’m 33 years old and am about to celebrate six years of marriage to a wonderful woman named Stephanie. We have 2 little boys, Jake who is 4 and Alex who is 1 years. Being in the military, I am away from my family (unfortunately) quite a bit during any given year. E-mail and webcams help a lot but it’s still hard being away from home and family. I am in the 21 Airlift Squadron. I fly on the C-17 as a Loadmaster in the USAF. I have been deployed in Manas, Kyrgyzstan; Al Udeid, Qatar; Ali Al Saleem, Kuwait; and Incrilik, Turkey. I’d like to hear from anyone and just have someone to talk to about most anything. Randy Since that time I have written to Randy many times and he has told me a lot about himself and his family. Don’t worry, it’s just things like you went to Grand Canyon University where you earned a BA in Education (which I think is cool), you graduated Suma Cum Laude. You love to read mystery books and love romantic comedies. Your favorite movie is Never Been Kissed with Drew Barrymore and you love scrapbooking (so does my mom, she was even a Stamp It Up dealer at one time – I think I got the name right). Your best friends include Jenny, Jessica, Dana. Please, don't take me wrong about all that I just said about you. The only reason I mentioned all of this was so you would know I am legit and not some crazy perv. As a general rule, Randy and I talk about family stuff, his deployments, politics, the usual stuff. For instance, he told me about your recent vacation to Florida and anniversary. Yes, we have shared a few photos but nothing for you to worry about. I attached one of you and your sons that he sent me. Again, this is only so you would know I am not making all this up. I also attached one of me and my boyfriend. I don't send anyone (not even my boyfriend) nude photos of me however I there was one time when I was in sort of a crazy mood and I sent Randy a couple of more suggestive ones which I probably shouldn’t have. They weren't nude but still not something I want posted anywhere. Actually, those photos are why I am writing you. Randy just told me that he is using one of them as his wallpaper on his computer and that you have seen it. I was a little shocked, to say the least, and I’ve been worried about what you may be thinking of me. Also, Randy seems to be more worried lately about you and him. It’s nothing that he has come right our and said, more just the tone of his letters and such. Do you get much of a chance to communicate with him while he is deployed? Phone, email or webcams? I guess between him telling me about you seeing the suggestive photo of me and whatever issues you two may be having, I wanted to assure you that there is nothing going on between him and me. Although I am now corresponding with several people like Randy, you are the first spouse that I’ve made contact with. I guess I never really gave a lot of thought before about how you might feel about him e-mailing me since I never thought you would know I even existed. If you would rather that I stop, just tell me. I would, of course, honor your wishes being you are his wife. On the other hand, if you would like to be a pen pal with me as well, I’d love to hear from both “sides”. I’ve found that I really enjoy this pen pal thing and I look forward to seeing what people will send me next. It’s just for fun though, as I have absolutely no desire to carry it any further with things such as phone calls, web cams, actually meeting, etc. In today’s cyber world this may be a little old fashioned but that’s just me. By the way, I hope your weight loss program is doing well. Randy gave me your screen name (Angel373) on lowcarbdiets.com. I’m not sure if he was hoping I might cheer you on or if it was a hint that I needed to drop a few pounds! I hope to hear back from you. Sincerely, Kelly ****************** From: Stephanie To: Kelly Sent: Saturday, August 16, 2008 5:30:10 PM Subject: RE: You are very understanding You know what, Kelly, I am understanding, unfortunately for me. I believed both you and my husband when you said this was a platonic friendship. I was even planning on getting to know you and possibly being friends with you. But I discovered today that both you and my husband have been LYING to me. So now I want the truth. I want you to tell me everything. I found the web page with my pictures both naked and dressed…pictures I NEVER gave anyone permission to post. Apparently my husband sent these pictures to you and you posted them on your web page. I want these pictures deleted off your web page NOW or I will be contacting police. And then I want you to never speak to my husband ever again, hear that BITCH????