Message-ID: <40738asstr$1044587403@assm.asstr-mirror.org> Return-Path: <news@newsr1.tampabay.rr.com> X-Original-Path: 53ab2750!not-for-mail From: "Mister Z Hisself" <cleazott@tampabay.rr.com> X-Priority: 3 X-MSMail-Priority: Normal X-MimeOLE: Produced By Microsoft MimeOLE V6.00.2800.1106 X-Original-Message-ID: <82D0a.18954$AQ3.257379@twister.tampabay.rr.com> NNTP-Posting-Date: Thu, 06 Feb 2003 19:25:40 EST X-ASSTR-Original-Date: Fri, 07 Feb 2003 00:25:40 GMT Subject: {ASSM} Debi's Tale - Chapter 01 Date: Thu, 6 Feb 2003 22:10:03 -0500 Path: assm.asstr-mirror.org!not-for-mail Approved: <assm@asstr-mirror.org> Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d X-Archived-At: <URL:http://assm.asstr-mirror.org/Year2003/40738> X-Moderator-Contact: ASSTR ASSM moderation <story-ckought69@hotmail.com> X-Story-Submission: <ckought69@hotmail.com> X-Moderator-ID: newsman, gill-bates Debi's Tale - Chapter 1 It happens to the best of us. The boring daily groan and grind. Over and over, the same old monotonous stuff on an equally same old monotonous day, taking its levy on one's soul. Deep down, we all want something exciting and new. At some point in time we all seek something that cleanses and freshens us completely. It doesn't matter what it is, as long as it's meaningful or significant. In other words you can only take so much crap, earned or not, and then it's time to take a well-deserved break from reality. Some of you call it a vacation. How droll. Accordingly, I grew bored with my stagnant day-to-day life and made a conscious resolve to change things, at least for a short time. I don't know how or why it happened. It was just one of those things, and I can't even remember why the thought came back to me after such a long period of time. I was sitting alone in my office contemplating the ticking second hand of the old round clock on the wall. One second I was completely lost in thought, and the next second I sat upright in my chair as if a surge of electricity had smashed through me. The thought pinged like a lightning bolt through my gray matter, stirring up memories long since placed in safe storage. I remembered something that had happened many, many years ago. Great gravy! Had it been twenty years? Yes! And now that my mind was firmly implanted with the thought, there was no denying the urge. I decided I had to call my sister, right away. Yes! Of course! I suppose a little background is needed, but not to waste much time, I'll simply say that my sister Stephanie is an accomplished Dominatrix. Oh, it's nothing she wants the `common' folk to know, but too late for that. The cat's out of the bag. If anyone could help, she could. I knew she would be able to assist me in locating.well, a likely candidate. What I needed was a woman with whom I could be in complete control. After witnessing the submissive end of that exciting spectrum at the hands of Stephanie in my earlier years (not on me personally, but on her.applicants), I knew I had it in me to play the game in a dominant role. I had not personally done any of the dominant or submissive roles before, to any great extent, but I had spent enough time around my sister to know the rote. I watched her grow into a beautiful.well, bitch. She was hard to please, and I was thankful I was not one of her subs. So, I had this sudden unquenchable urge. Thus I figured, what the hell, give it a go. I decided to take a long vacation. I had plenty of time saved up, and damn it to hell, I deserved it. I immediately grabbed the phone off its hook and punched in a call to Stephanie. After exchanging a short greeting, I told her what was on my mind and that I would love to come out her way and visit for a spell. Of course she said sure, and asked me whom I was bringing along to play. "Oh hell, I have no one important to bring, or at least nobody whom I could play with. I was hoping, perhaps, you might be able to set me up with someone, umm, special." "Brother mine, you know I always have a large coffer of choice bits, but do you have any specifics?" "Just the usual stereotype. Blonde. Blue eyes. Perhaps on the petite side of normal. Ready, willing and able. I'm looking for only one thing - just to set the record straight." "I understand completely. How could I not? And listen, your timing is simply impeccable. This might be your lucky day. Hold on just a sec." (I heard some low-key chatting and giggling in the background. It took her a couple of minutes to get back to me, but I could have sworn I heard her ask someone if they wanted to get lucky with a new Master). When she came back on, she said, "You know it's funny you called just now, because I have someone here with me that I think you should speak with." "Who is it?" I asked. "Oh just a new friend I happened to cross paths with. I was going to actually do her training myself, but I'm a bit overloaded at the moment. From what I can see, and that's quite a bit, she will suit you just fine. Her name is Debi, with an 'i'. Hold a sec." (More giggling) The phone apparently was passed to Debi, and when she came on, she said "Hi!" "Hi! When are you going to take me home and let me rape you?" (I can't believe I said that!) "When are you coming out?" she asked. "In 2 days, without a doubt." "I.I'll see you then." She said in a very sultry voice. "Good! Be ready. Get plenty of rest. I think you'll be needing it." "I will." She said, and handed the phone back to Stephanie. "Will that about do it for ya, little brother?" my sister said, stifling a chuckle. "That depends! Is it what I asked for?" "That.and more. Perhaps more than you can handle, and she's on the pill. Have I ever lied to you?" "Never in your life. But, more than I can handle is doubtful in my present condition. I know you know what I mean. I will see you in 2 days. Fix me up with one of the small rooms on the second floor? I'll need a place to conduct business." "Sorry. All those rooms are currently occupied with my clients. I told you I was busy. But don't worry about trivialities. You'll have a secure place to do your thing. You can use my other car while you're here. Just trust me, ok?" "Ok then." I said, and added, "I have to coordinate my absence here, and I'll grab an early morning flight out. No need to pick me up. I'll catch a cab. See you on Saturday morning. Make sure Debi gets her rest, will you?" "Ok then. It's a done deal. As of this moment, Debi is confined to bed rest. I'll feed her well until you get here. After that.she's all yours. Is there anything I should tell her to expect?" she asked. "Umm, not really. I'm winging it from the start. Perhaps you can describe what her duties MIGHT be, and get her all worked up over the next two days. I have no concrete thoughts as yet, but I'm certain to dream up something between now and then. Just be sure there are no loose ends on her side. I don't want any interruptions, ya know?" "Gotcha. See you on Saturday morning. I can't wait to see you!" she replied. "Same here Steph. Sorry about not visiting earlier. Life, and all." "Oh poo. Forget it. And I'll wager I won't see much of you while you're here this time either." "Of course you will. I'll make the time. We need to catch up on.certain things." I hinted. "Oh! Then I'll be sure to.fit you in! See ya!" "By for now." I hung up and leaned back in my chair, smiling to myself as the stress already oozed out of my system.just thinking about the next few weeks. I booked a first class ticket and flew out early Saturday morning as planned. The stewardesses were fine looking, and as time flew by I wondered whether Debi would look as good as these women. I did some mental wishing while sucking up some airline champagne. All I could do was hope for the best. If memory served, Stephanie had exquisite taste in her clients. I could only hope for the best. What choice did I really have? Grabbing the first available taxi, I gave the driver directions and grinning to myself like the proverbial Cheshire cat, I leaned back in the seat and daydreamed all the way there. When we arrived, I tossed him his fare and a hefty tip. Just as I had hoped, Steph met me at the door and we hugged and kissed like brothers and sisters ought not to do. But you really had to know our past to understand why that was. I'll relate some of that to you at another point in this.whatever it is.this delectable tale. Upon entering, there were a number of her good-looking friends there, toking on a few joints. I joined in (peer pressure...you know the drill). Steph praised me to them all and introductions took only a short while. We talked of old times, old friends, and old secrets, and I felt at ease once again. Coming home again was such a treat. After such a long time, it was grand to just lay back, hang out and enjoy life. But, I must admit, I was a bit distracted. Every so often, I would glance around to see if Debi had shown up. Steph saw me looking, knew what I was looking for, and just smiled at me, sweetly. After about an hour or so, the crowd got up and left, saying something about another party at a friends' house. I knew they were just being polite and letting Steph and I have some time together. No sooner had they all said their goodbyes and left, I turned and looked up the hallway staircase just in time to see an exquisite blonde-haired, blue-eyed babe slinking her way down towards me. She smiled a perfect smile. She was sizing me up, of course, but I never gave her a moment to think about what she saw. Steph nodded to me, nodded towards Debi, and grinned a knowing grin. I moved towards her and waited for her to come down the stairs. When she reached the bottom, I took her by the hand. Knowing the layout of Steph's home, I led Debi directly through the kitchen and outside of the back door. Steph's back yard was totally private, and I knew that. Without saying a word, I pulled her to me forcefully and planted a juicy kiss on her pretty, tender, red lips. She surprised me by immediately putting her arms around my neck and kissing me with a thunderous passion I had not felt in a long time. Long breathless moments later, we broke away and she said, "You don't waste any time, do you?" While pressing her tight petite body against my own, I said: "Who has time to waste? And, you didn't exactly pull away. Besides, you look good enough to eat. Food for my starving brain. To my delight, you actually showed up today, and I can see that you're literally beaming your need to be, shall we say, handled. Allow me the privilege of control, if only for a while." Her reply amazed me, since I had never been so brazen before. She smiled and said: "I've never had anyone read my mind like that, but it isn't all spontaneous. Your sister has told me so much about what she does in her life, and I've had a small chance to watch her in action. It has fascinated me for a long time. So, lately we've been chatting about maybe getting me involved with someone. She has talked almost continuously about you in the past 2 days. It's not like I had anything else to do but think about you and what will happen to me while you are here. She has told me something of what to expect, and I know what will probably be required of me. She's had me confined to bed since you called. If half of what I hear is true, I really did need the rest.and I'm anxious to begin." The sparkle in her eyes said it all. There was pretty much nothing else to do or say about her commitment to me. Debi was everything I had imagined she would be. She was good looking in the extreme. There was nothing pretentious about her attitude. She was attractive enough to make your teeth ache. Nicely formed and ready to play, as displayed by the way she stood on her toes and pressed her crotch forward, pressing tightly against my own. We set up a time to meet, and I listed a few things she was to do to prepare for me. And from that moment, she let me have control. And I took it. But she didn't fully comprehend the significance of my control. I think she contemplated that she was just going to have some pleasurable sex, and that would be it. Later on, I asked my sister what she had discussed with Debi, and she told me she had described submissiveness and compliance with Debi, and she seemed to understand the implications.but not the reality of it. She soon would, I was confident. Knowing the local area quite well, I decided on an impromptu preparation. I reached for my wallet and pulled out $300. Looking directly down into her crystal blue eyes, I told her "Go to the Mall. Go to Victoria's Secret. Purchase three sets of properly fitted underclothes - bra, panties and garter belt. Get them in three different colors, light pink, white, and powder blue. Do you understand what I want?" She said, "Yes." I said, "Purchase the items, and they had better be the correct size. I'll personally be inspecting the fit. You will wear the powder blue items with you under your clothes, out of the store. Do you understand what I require of you?" Again, "Yes" was her only answer. "Go do it." I said firmly, and added "I'll meet you at your place in precisely 2 hours. Do not be late." She smiled, kissed me firmly once again, and left immediately. I figured, what the hell. The worst that could have happened is that I would never see her or the money again. After Debi left, I turned to go back into the house, and saw Stephanie standing in the hallway, leaning against the wall with that all-to-familiar smile on her face. Smiling back, I started to ask her for the keys to her other car, but she was tossing the keys to me before I could speak the words. She had overheard our conversation, the little eavesdropper. With a twinkle in her eye, she said "Be Happy. Enjoy her. I know I would have, you lucky bastard." I really love my sister. What a friend! Now, Debi didn't know it, but I rushed to follow her to the mall. When we arrived, I made certain I was unseen, and when she went inside, I followed on foot from a safe distance. I couldn't believe it! Without hesitation, she went into Victoria's Secret and proceeded to look over the items I had asked her to buy. I saw her through the store window as she was asking the clerk some questions. Once the items were chosen, she entered the dressing room to try them on to make sure they were her size. After a few minutes, she came back out to make the purchase. However, I noticed that she had all 3 sets of underclothes at the counter, and when the clerk rang them up, they were all placed into a bag, and she left the store. What a surprise she had when she came out and saw me standing there, looking stern. She just smiled at me, but before she could utter a word, I asked her if she had done what I told her to do. She said she had and I asked her if she was sure. She replied that she had. "Follow me." I said, and led her by the arm into a long hallway off the main mall floor. I think it was an employee passage, or some such, but that didn't matter. What did matter is that it was currently deserted. I stood, blocking the path in front of her so that nobody in the mall could see. I turned, looked directly into her eyes, and said, "Lift up your skirt." Stunned at my brazen request, she looked at me as though I had slapped her face, but very quickly began to smile as if I was joking. My look said it all, and after a few moments, she knew I was serious, and she replied, "Here? Right now?" I said, "I assured you that nobody can see you, and I warn you never to question my judgment again." After sneaking a peek to check if anyone was around, even after I had told her to trust me (in a round-about way), she grinned, put her shopping bag on the floor beside her, and reached down to the hem of her short skirt. She pulled the front of her skirt up to her waist, and I could see that she had on a stunning pair of very pretty black-lace French-cut panties that fit her secret V quite snugly. They were mouth-watering as, I'm certain, were the prizes that they covered. But I digress. Looking back up to her face, I said, "Show me what you have in the bag." She dropped her skirt back down and, picking up the bag, opened it to display her recent purchase. There in the bag, as pretty as you please, were all three sets of underwear. I asked her what she was wearing under her clothes. She thought about it for a moment, and then it hit her. She had not followed my simple instructions. She forgot to wear the new undies. She knew then that she had not done as I had asked of her, and without further hesitation, I told her to follow me to my car. I turned and started to walk away, knowing that she would follow. Of course, she did, and silently. When we got to my borrowed car, I opened up the back door and told her that she was going to be punished for three reasons. First, for not doing what I had asked of her. Second, for lying to me about doing what she had been told, and third, for not trusting me in the hallway. She smiled coyly and asked me what her punishment was going to be. I told her she was to receive an immediate spanking in the back seat. For the rest of my life, I will always remember the look on her face when she heard that. She said, wide-eyed, "You're going to give me a spanking? Right here in the back seat of your car, in the middle of the parking lot with people walking by? They might see me getting spanked!" I replied, "Of course! Did you actually expect anything less?" I never gave her a chance to answer. I pulled her 5' 2" firm body into the back seat, bent her over my legs, and began pulling up her skirt. She was startled, and pleaded with me not to undress her in public. I told her to be silent during any punishment she would be undergoing, and pushed her head down with my left arm. I locked her legs together between my own legs, pulled up the back of her skirt with my right hand and swiftly ripped away her sexy black-lace panties with a single, firm yank. I've always wanted to do that. Of course, she reached back with her hands splayed across her ass cheeks to hide her nakedness from me, and any others who might see her, but I pulled both of her hands together and held the thumbs of each of her hands, firmly, in my left hand. This way, very little pressure or tension could control her arms easily. I pulled slightly upwards and backwards on her thumbs causing her shoulders to hurt. To avoid the pain, she moved her upper body downward over my left leg to relieve the tension. This, of course, had the desired affect on her butt. It was presented to me, and the world, totally exposed. What a beautifully stunning sight I beheld in the back seat of my car. She had the firmest, shapeliest and prettiest ass I had seen in many a year. With my right hand free, I felt her bare ass to let her know that it was really naked and presented proudly to me in the fresh air. Truly, it was as pretty as any ever has been, and before I could stop myself, I began to spank her soundly. After only 3 swats, she began to struggle and I could tell she was about to scream, but I stopped and told her not to speak until I was done or I would have to start over again. She knew I wasn't joking. She knew she was about to feel me slap her nude ass even more, and there was nothing she could do about it except to accept it in humility. She was told to acknowledge her punishment without quarrel, or I would simply leave and go back home. She apparently had no argument for that, so I continued spanking her pretty pink bottom. I gave her 10 or 15 more solid strikes, spread pretty much equally between both firm cheeks. She was in pain and whimpered wordlessly while I abused her pretty globes. She squirmed beneath my assault on her tender flesh, but I ignored it and administered her punishment. Once I was through with her devilishly exciting spanking (at least, to me it was), I made her promise never again to lie to me, and to do everything I asked of her, regardless of the demand. After a few sniffles, she agreed to everything, and thus ended her first punishment. I know for a fact that at least 4 people saw the entire incident, and two of them were young guys. Did they ever get a first-rate show! Also, I couldn't believe her adorable ass could look better, but after the spanking (I'm certain that she had never had one like that before), her firm cheeks were the prettiest dark crimson, and exquisitely warm to the touch. After the spanking in the car, I stood her back up outside of the car. For a few moments, she didn't notice that her skirt was up around her waist. Just before she reached for it, I held her hands and told her that she had to go back into the mall. I pulled her skirt back down over her naked rear end, catching a tempting glimpse of her slit (of which I will describe later), and told her that from now on only I could adjust the clothes that she was currently wearing. I reminded her that I was in control of her person. I think she was getting the idea. I told her that since she had disobeyed me, she was to go back into the same store, pantyless, and tell the clerk that she "Didn't do as she was told." And to emphasize the loss of control of her person, she also had to say "I need to go back into the dressing room, and put on one of my new sexy outfits for my Master." Her face flushed beet-red, and she pleaded me not to have her do that in front of a stranger. Sternly, I asked her if she wanted another spanking to reinforce her newly controlled situation, and she said, "No, please no, but what you ask from me is humiliating and embarrassing." I replied, "Correction. I never asked you to do anything. I told you. There is a distinct difference between the two, one which I hope you learn quickly, for your sake. Besides, could what I want be more embarrassing than getting a bare-assed spanking in a public place, with an audience watching your punishment?" Then I pointed to the two young men still watching us. She had not seen them looking until I pointed them out to her. Her face turned an even darker shade of crimson than her stinging ass cheeks (her being a fair-skinned blonde you might imagine her appearance), and the two guys chuckled as I waved them away. They applauded and left, smiling and chatting animatedly between them. I'm certain it will be a tale well told, to whomever would listen to them. She looked back to me and a new defiant look came over her face, as if to say, "All right smarty pants. Let's see how far we can go with this. I'm game if you are. Let's just see who has the nerve to carry out this thing to its limit!" Smugly, then, she spun around and headed back into the mall, carrying her newly acquired personal garments. She re-entered Victoria's Secret and strode directly up to the counter. Of course, to her dismay, I followed her right up to the counter, looking a bit stern. She hesitated, for a short moment, not knowing how to broach the subject to the familiar clerk behind the counter. I simply looked at Debi, waiting for her to follow my instructions. To my everlasting enjoyment, she bravely did exactly as she was told without missing a step. The clerk simply smiled knowingly and said, "Don't worry about it honey, we get that all the time!" What a thrill! I told Debi to go stand by the dressing rooms and wait for me there. I began flirting with the clerk while Debi looked on. While I talked to her in a low voice, I glanced back to Debi a few times and smiled devilishly. I kept wondering what Debi was thinking about her new position. Not that it mattered, of course, but I wondered just the same. I was hoping for extreme embarrassment. After a short but fact-filled conversation with the clerk, I found out that it seemed that she sometimes got involved on a personal level within the fitting rooms, and without, so I got a wicked thought. The clerk seemed quite likeable and carefree about the whole situation, as if it happened on a daily basis. So I wondered just how far I could push Debi until she backed off. There was only one way to find out. I walked over to where Debi was standing, whispered something in her ear, and I swear she almost buckled under shaking knees. After she composed herself a bit, she glanced back and forth between the clerk and me, and she again got that "I acknowledge your challenge" look on her face. Without hesitation, she walked back to the clerk. I must interrupt a moment to tell you that the clerk was about 5' 7", long, straight brown hair, and breasts as full as grapefruit. She was showing a LOT of incredibly firm cleavage under her tight blouse, and lengthy thigh under her short skirt. Sorry for the interruption, but I felt you needed a visual. Debi said, "Mistress, would you be so kind as to help me try on my new panties?" Without hesitation, the clerk leaned forward, displaying even more cleavage, towards Debi this time, and declared softly, "I most definitely will, my precious! How could I turn down somebody as luscious as you? I was secretly hoping you would let me fit you personally. I'll be sure to do a first-class job with your sexy panties, don't you fret your pretty face a single moment." Debi blushed a deep burgundy, and I told her to go into the dressing room an d wait for the clerk. I took the shopping back from her and handed it to the clerk. After Debi had gone into the dressing rooms, I began to ask the clerk a few more questions. Without letting me finish, she told me that she was bi-sexual and wanted to know if she could get 'personal' with Debi. I smiled and said to her, "As you might have already deduced, this is all new to Debi. I don't know how she will take to such a personal thing, as she is about to undergo. But, I think I can trust you enough to feel free to help yourself, and tell Debi that I said to 'Behave'. I'll find out how it went, later on, at home. Have fun with her, and see to it she does as she is told. Oh, and one more thing. Don't leave any marks. I'll be waiting outside of the store." She smiled a beautiful toothy smile and said, "Not to worry. I have quite a bit of experience in this area. She's in good.hands." She snickered at her own joke, and after making sure that another clerk was watching the counter, went into the dressing room to take care of her new.consumer. I swear they were in the dressing room for a full 20 minutes before the clerk returned, and with another big smile, told me that Debi was now 'ready for public viewing'. I knew from the clerk's smile that she had had a good time. Quietly, she leaned in and whispered to me, "She tastes marvelous!" Of course I was instantly jealous, for I had not yet had that privilege, but before I could respond, Debi came out of the dressing room; a little pale, but she had a strange smile on her face and a twinkle in her eye when she saw me. In front of Debi, I asked the clerk for her phone number, and she game it to me. Ignoring Debi's presence, she quietly asked if she could spend more time alone with Debi. Smiling widely, I said I would consider it, and told her I would call her later. Together, Debi and I left the mall, walked back to her car, and she got into the driver's seat. Climbing into the passenger side and closing the door, I leaned over, took her face in my hand, and kissed her full sexy lips. I distinctly smelled the scent of woman on her face. There is no mistaking that familiar odor. I wanted to ask her, but decided to save that for later. Ignoring the obvious aroma on her lips, I smiled and said, "Now, let me see your new outfit." She said, "Here? In the parking lot?" I said, "Of course! Nobody will see you if you scoot down a bit. Now stop questioning me, take off those ugly outer clothes, and let me see what I bought with my money!" She looked around (wrong move, but I let it go), slid down below eye level, and removed everything except the new undies she had purchased. There she sat in her new bra, panties and garter belt only. She looked magnificent! She was braver than I had could have hoped, and her petite body was more stunning than I could possibly have imagined. Seeing it like this made my cock start to harden. There was no way I could have controlled it. It would have been inhuman to attempt to try. I kept my opinion to myself, but I'm sure she saw the expression on my face as she disrobed and sat there before me. I told her that when we got together that evening I would enlighten her as to how I thought she looked. Then, without any further debate, I took all the clothes that she had removed, put them in the shopping back with the remaining sets of underwear, got out of her car and closed the door, carrying the bag with me. She was stunned! I leaned in the window, told her to drive home carefully, and strolled calmly over to my car. I left her sitting in her car, pretty much naked, with that magnificent look on her face. Then I drove out of the parking lot and headed off to her place. Of course, I had no plans on leaving her there alone, but she didn't need to know that. I pulled out of the parking lot and drove far enough away so that she couldn't see me, but I could keep an eye on her. I waited almost 5 minutes before I saw her drive away. Following at a discreet distance, I followed her home. She took a lot of back roads so as not to have to use the main roadway, so it took her a lot longer to traverse the distance between the mall and her house. We finally arrived at her place and I kept my distance to see how she would handle the situation, smiling devilishly to myself all the time. Parking down the street, I tossed Debi's clothes into the back seat and waited to see how long it would take her to get out. It didn't take long. Luckily, her driveway was relatively close to her front door. The neighboring homes still had a clear view of her driveway, but they would have had to be looking in her direction at just the right time to catch a glimpse. Her house was small and didn't have a garage, so her dilemma was soon about to be made public. She hadn't seen me drive up or park, so I watched from a convenient spot. She was hunkered down in the front seat of the car, pondering, I assumed, her dilemma, trying to come up with a solution. After a few minutes, she made her break. She quickly opened the car door, jumped out, and made a mad dash to the front door of the house. She made the trip in record time, no doubt. It was cute, seeing her in her new underwear, trying to be invisible. She fumbled wildly with her house keys, and after only a few short moments, made it inside and closed the door behind her. Patiently, I waited across the street for about 15 minutes. Quietly, I idled up to her place and parked silently behind her car, turning off my engine. When I got out, I slowly closed my car door and headed up the short walkway to her front door. Stealthily, I tried turning the doorknob and found that in her haste, she had neglected to lock the door. Without waiting or knocking, I slowly opened the door, stuck my head in, and found nobody in the living room. I quickly walked in and closed the front door as quietly as I had opened it. Except, I locked it. She wasn't in the living room or anywhere in my immediate view, and she must not have heard me come in, for when I finally snuck my way through the house, all the way to the back, I found her. She was in her bedroom, lying on her bed, completely and totally involved in a vigorous masturbation episode. Man! She was absolutely getting it on! My god, she was so fine! She still had on her new undies, and apparently, the recent erotic stimulation of her experience was too much for her to handle. As I silently watched from the shadows of the hallway and bedroom door she seemed insatiable, legs splayed wide apart, both hands stuffed down the front of her panties, her fingers apparently attacking her pussy without mercy. I had had opportunities to watch a woman masturbate before, several times with different women, but never with the woman unaware that I was watching her. This was my very first chance to be a voyeur during a private masturbation session. And she was positively erotic! Her eyes were tightly closed in absolute concentration on what she was doing to herself. She was breathing heavily, hips bucking up to meet her finger thrusts coming down with reckless abandon as her fingers attacked her throbbing clit. The way she was frigging her slit, you would have thought her cunt was on fire. It probably was. You go girl! As I stood there silently watching her voracious finger fucking, my cock grew and hardened inside my pants, faster than I can ever remember it doing. Never had I ever been a witness of such an episode of self-gratification such as hers. It was absolutely marvelous to watch! After only a couple of minutes, I found my hand probing impatiently at my own crotch. I was hard as steel, to coin a phrase, and with each passing moment, felt my own heat growing. However, my heat was quickly growing out of control, and I knew it was soon going to overwhelm me. I felt that I had to get involved. In preparation, I silently backed up and returned to the living room. I silently stripped off all of my clothes. It took me only a couple of minutes, and then naked, with a raging hardon pointing up towards my belly, I walked silently back to her bedroom door and peeked in on her again. While I had been undressing, Debi had slid her panties down to her ankles and was now laying in the bed with her legs spread wide, using an eight-inch, thick-veined, battery operated rubber dildo - turned up high, and she was pushing it all the way into her cunt and pulling it out again, over and over, relentlessly. She was getting all the satisfaction she could take for herself. Her face glowed there in the bed as she rammed that fake cock in and out of her very wet cunt. The look on her face as she diddled herself was one of pure lust. She moaned loudly, thinking she was alone. Her eyes were closed tightly as she fucked herself. She must have recently installed new batteries in that dildo because it sure was loud. As she jammed it fully and repeatedly in and out, her cunt was utterly lathered up around it. It got louder as she pulled it out and a lot quieter when it was deep inside her pussy. Her talented hands, wrapped firmly about her tool, fucked her own pussy for a few minutes more when she suddenly began to visibly tremble, and a blind man could tell she was cumming in great pulses of pure ecstasy. She shuddered and moaned with definite orgasmic bliss. She came with that dildo pushed deep inside her pussy, and you could hear the heated passion in her breathing for a long time and, still breathing heavily, fell over onto her side shaking silently in her orgasmic fever. Lying on her side, facing away from me with that dildo still shoved all the way deep inside her pussy lips, she squeezed her gorgeous thighs together. She was gripping her vibrating rubber cock tightly inside her while she finished cumming. As I watched her, she had several mini orgasms as the dildo hummed deep inside her. Because her thighs were so tightly closed, the buzzing noise of the dildo was almost drowned out within the inner confines of her cunt. Still facing away from me, she rolled over onto her stomach and started shaking in yet another big orgasm brought on by the vibrations of her toy. She came so hard that her ass rose up in the air over and over again as her orgasm took hold. It was as though she were fucking the air, or an invisible partner underneath her. The panting and moaning she evoked through her cum session was making me hotter and hotter. Her ass cheeks were still a little red from the spanking I had given her. That fact and her loud orgasms stimulated me to such a great extent that I saw my chance to pounce, and I took the leap. And leap, I did. Swinging open the bedroom door enough to enter, I silently, but swiftly ran into the bedroom and jumped onto the bed behind and on top of her. She never saw me coming. Before she could react, I straddled her hips, my seriously raging hard cock pressing its solid length firmly into the crack of her pretty red ass. I pushed her shoulders down firmly onto the bed, and quickly covered her head and face with part of the blanket on the bed. My sudden presence so shocked her that she froze for a moment, and then she started to struggle, trying to get out of the situation. The difference in her size and mine was too much for her to handle, and she finally succumbed to my strength. She was breathing heavily and shaking like a leaf. Scared to death. Yet she hadn't said a thing. Bending down and putting my full weight on top of her body, I knew that she still had her cunt full of that vibrating dildo. Because of my position on top of her, her thighs were pressed tightly together, so there was no way she could get that beast out of her cunt. Luckily, both of her hands had been pressed into her crotch, holding the dildo tightly inside her when she had rolled over onto her stomach. So, she was unable to move her arms in any way. Patiently, I just waited there on top of her for about a minute, listening to her labored breathing, and the sound of the dildo vibrating inside of her. Neither she nor I had uttered a word up to that point. Her silence was from sheer fright, and mine from sheer exhilaration. There was no mistaking that she knew she was in deep danger, and when I reached between us to grab and fondle her tender, sore ass cheeks she renewed her pitiful struggle and only then started begging me to let her go. Using a deep voice that I hoped she wouldn't recognize, I whispered through the blanket, into her ear, "If you're real quiet and don't move, it will all be over before you know it. If you fight me, cry out, or make a scene, the same thing goes...it'll be over before you know it." She didn't know if she was about to be killed, but I'm certain she knew she was going to be raped in her own bed. The sound of my ominous voice made her freeze in place. She tensed up and her body shuddered deeply, and I heard her weeping into her pillow. I wondered if she had just cum or was it from fright. She was soon sobbing deeply, but I did my best to ignore it. I felt for her. I did my best, however, to not overdo it. With my body weight, I was holding her down on her bed, with my raging hard cock lying between the cheeks of her ass, and in this position, I could feel that damned dildo shaking inside of her. She still had her dildo on high, stuffed completely up inside her cunt, and I could feel it vibrating. I pressed my prick into the crack of her ass, humping her dryly for a minute or two, reveling in the feel of her. I bent over again and whispered, "I might not be the brightest guy on the planet, but it seems to me that any bitch who looks like you, wandering around outside in her panties and bra, is advertising for a fuck. Well, I just happen to have a spare one, and I'm going to give it to you for safekeeping. But, it looks like you already have a close friend deep inside your beautiful pussy, so I'll just have to contend myself with fucking your asshole...and I bet it's a real tight one! I wonder. Is it virgin territory? I sure hope so." I tightened my legs together so that she couldn't budge, and began to slide my rigid cock down further. She knew what the outcome would be, as she felt my hardness and length making its way to her rear entrance. Before I knew it , her adrenaline pulsed and without thinking of her safety, started struggling again. She was a fighter, that's for certain, but all it did was excite me even more. She was no match for me however, and in the process of her struggles my cock had slipped down deeper into the crack of her ass and the hard, unyielding mushroomed head started pressing hard against her secret rear place. Suddenly, she froze in horror. We both knew what was going to happen. I couldn't wait to take her, but I pulled all of my wits together and paced myself. I pressed in harder against her hole, and once again her struggles renewed, but each time she moved, the worse it got for her. I figured that now was as good a time as any, so I pressed my hips harder and harder, all the while pressing my weight on top of her so that she couldn't move away from the invading cock-head between her ass cheeks. She started to cry. Her choked sobs echoed up through the blanket as I pressed forward into her unyielding rectum. I had the thought that it was going to be a dry fuck for us, but I soon realized that while she had been fucking herself, the amount of moisture she had given up out of her cunt had nicely run down between her legs and into the crack of her ass, lubricating her channel nicely. Luckily for Debi, when she came, she juiced up pretty good. I mentally thought how nice it would be to taste and drink that precious pussy juice when she came in my mouth at some other point. I felt the vibrating dildo doing its wondrous thing deep inside her pussy, and that vibration simply urged me on and made my cock hotter and harder. I felt her tension rising up, but no matter how much she squeezed the muscles of her ass cheeks together, she just couldn't hold back the pressure of the head of my tremendous hard-on. With the assistance of her previously released copious cunt juice, I finally felt the thick head of my prick pop slickly past her sphincter and inside her asshole. She grunted loudly in shock and pain of my forced rear entry. Once the head was safely inside her, I paused and waited for her, and me, to relax. It took her quite a while to ease her tension, and she was now sobbing quietly to herself again, unable to prevent the rape she was getting. I have to admit that even though I wanted to just slam it deep inside of her, I didn't want to injure her in any way, so I waited patiently, feeling the blood throb through my meat.keeping time with the heady thudding of my heartbeat. It didn't matter how long it took, there was simply no way to ebb the flow of blood to my cock, and I was about to get my first piece of ass with Debi. I was bound and determined it would not hurt her, physically. However, her mental condition was in turmoil, to say the least. After what seemed like minutes of waiting with the thick head of my hardness inside her, her ass muscles gave way a little and my cock slid inside another inch. We did this several times over the next few minutes, and finally I had my fully erect nine inches embedded deep within her small, hot, virgin bunghole. Lying still in this position, together we throbbed in our own passions for another minute. She finally spoke in a whisper and begged me not to do it anymore, and even offered to pay me money to stop, but I simply kept pushing until my balls were smashed between her thighs. I was in as deep as I could go. There was no place else to go, except out, and then back in. Coincidentally, my pulsing cock was now sheathed hotly and tightly in her ass, pressing up against the full length of the big dildo with only a thin barrier separating them. The entire length and breadth of my prick and balls felt the continuous heated vibrations within, and I was now on fire. It was an extremely sensuous feeling to me, but I'm certain Debi wasn't thinking the same things. I whispered into her ear, "My god, woman. If I had a cunt like yours, I'd fuck myself raw everyday with that shivering bone you got deep inside yours. I bet you do though. I'll wager you do your pussy with it, every chance you can get. It feels really nice, you know. It's too bad you don't have a real man to fuck you like I'm about to do. But maybe you do have a man and he doesn't satisfy you enough. I may have to come back often and give you a treat. Your friend has a wonderful vibration, but you already knew that. It feels great pressing against my cock, from inside your ass." I let my words sink into her mind, and after another few moments of waiting to be sure she wasn't hurting, I began a single long, slow, stroke out and back into her tight asshole. She immediately clenched her ass cheeks together, but all that did was make my own sensations that much greater. She had a wonderfully tight little ass, and I can assure you that it was the first time for her to have it fucked. After a few more moments, I gave her another full out and in stroke. Suddenly, she just seemed to want me to get it over with. She just exhaled, relaxed under me, and allowed me full access to do what I was going to do, regardless of what her actions were. She had mentally given up and so my strokes grew bolder and faster, until I was fucking her ass for all the glory it was worth. The thrill of the actual 'rape' made the entire episode immense, and although I would never have considered doing it `for real' under other circumstances, somehow I had the feeling that this would turn out fine. On the other hand, it was then that I knew the thoughts of a true rapist. I had become one! What a powerfully emotional feeling it was to be taking predatorial advantage of this woman in this manner. Using her ass for the sole purpose of the pleasure to purge my semen from my balls and shoot it up inside her ass. The urge to rape is a very intoxicating drug. I would never do this under any other conditions. I'd go to jail, and perhaps Big Louie would be using me for his ass fuck. I knew that I wouldn't last very long, as tight as her rectum was, but to my surprise she began to loosen up a bit more and fucking her got easier. Although I thought that she was actually beginning to enjoy it, I had a feeling that that was just my male arrogance. But, I lasted longer without her struggling. And her relaxation to the event only spurred me on to even harder strokes. The guilt I was feeling, as a `rapist', didn't begin to encroach upon the actual act of pummeling her rear entrance with my prick. My intention was to use her body for my own relief.nothing more. To simply use her body for my pleasure was all I wanted. I used her well. What with the velvety smoothness and tight constriction of her asshole and the torrid heat inside her ass, coupled with the sensations of that damned vibrating dildo rubbing up against my cock on each and every stroke, I soon felt that most wonderful sensation welling up inside of my balls. In no time at all I began to unload my cum inside her ass! I felt myself spurt repeatedly, deep within her. She must have felt me cumming inside her, and I could have sworn she lifted her ass up against me and I swear I felt an orgasmic shudder from her. But, of course, I couldn't be sure. As soon as my orgasmic spasms were through, I bent forward again, and whispered in her ear. "If that was as good for you as it was for me, I know you'd love me to fuck your ass again...and I just might have another go at it...someday. For now though, I'm going to pull my empty dick out of your raped, cum-filled ass, get up and leave quietly." Then I surprised her by talking to her in my own voice. I said, "Baby, when I asked you when you were going to take me home and let me rape you, I told you that you would be needing a lot of rest. Now thanks for the rape, and I want you to get some sleep." Before she could react I yanked the covers off of her head and spun her over onto her back, my sperm-covered prick leaving a trail across her hips and thigh. Her astonished look told me at once that I had been successful in hiding my identity from her. Without waiting for a reply, I bent down and gave her a small kiss on her forehead. The relief that it was I and not some stranger that had just taken her ass was clearly written on her face, yet the emotional dam was breaking and I saw tears forming in her eyes as she broke down into wracking sobs. She raised her arms and pulled me tight to her as she let loose tears from the terror that had been building up inside her. As she cried heavily into my neck, I held her tight and comforted her. After a while she eased off, and I asked her if she was ok. She nodded her head and said that she would be all right. She was shaking again, from her adrenaline rush, and I held her tight, waiting until she calmed down. Once she was settled, I smiled down at her and she smiled back up at me, and I knew she would be fine. I smiled mischievously, reached down between us, and cupped her pussy. She still had the dildo embedded in her pussy, vibrating away. I just cracked a grin and she joined me. We had a good laugh together and I told her to get some rest. Debi replied with a nod of her head, and I climbed off the bed, walked to the living room and quickly got back into my clothes. I went back into the bedroom and looking down upon her nakedness, I asked again if she was going to be ok. She surprised me by giggling and stating "Yes, I will, and that was a mean thing to do to me, leaving me there in the parking lot in my underwear." "Mean?" I asked. "Are you telling me it didn't give you a thrill?" "Well, of course it did", she said, and added, "I just wasn't expecting it, is all, and neither was I expecting to be raped in my own bed. There were a lot of things that happened to me today that I didn't expect. You made me do some pretty risky things there at the mall." "Are you ready for a little more...or can't you handle the pressure?" I asked. She said, "Well, I guess I can handle pretty much anything, now that I know where we stand." "Great! Have you ever been anyone's sex slave?" "Well, that depends on what you mean by a sex slave." she replied. "You cannot be that na<ve. I'm pretty sure you already know what it means. A sex slave does exactly what she or he is told to do, when they are told to do it, with no questions asked. I promise not to give you too much pain, but more spankings are definitely in order should you disobey me. I assume you know that I want you to follow all of my orders, exactly. I think I've demonstrated that." "Hmmm, this is sounding better and better all the time." "We'll see about that. I'll be back here in a few hours. For now, I want you to take a nice hot shower and get that dildo out of your cunt, it's going to need some well-earned rest. You'll be pretty busy later and your-performance--will tell me whether you get more rest early or late. Ready to start as soon as I get back?" "Yes, please. I could use the company." "Great. Here's what you must do to prepare for me." I gave her a laundry list of things to do after she woke up, and told her how to get ready for my arrival. I didn't give her much time to absorb the instructions, as I figured I would see how good she was at listening. Before she had a chance to respond to my wishes, I told her I would be back in exactly three hours. Then I turned and left without so much as a "Do you understand?" After all, I had to take a shower. I called Steph before I left Debi's place and told her to expect me shortly. She laughed and said, "What? You're done already? That didn't take long!" I chuckled and told her I would explain when I came over. She said I had great timing, and to hurry. She had another surprise waiting for me. Curious, I drove back to my Steph's place to get myself together, and see what she had on her depraved mind. Over the last few years, Steph hadn't changed a bit, except that she had grown even more Amazonian. When I walked into the back door of her house, she was in the living room, `entertaining' her guest of the day. She never ceased to amaze me, and I fell silent when I saw what she was up to. As a side note, I don't remember if I mentioned that we `played' a lot as we grew up and that now, she was a hot-blooded dominatrix. Yes, it's true. We were very close and shared a lot of good times, in the physical sciences, as it were. We had been having regular sex together since we were in our teens. They say incest is a bad thing. I suppose it may be, but we shared everything as teenagers and young adults. We explored our sexuality together in the tree house in our back yard. Constantly. Daily. Mom and Dad always said that we were inseparable. They honestly never knew just how true that was, and never found out just how close we were, right up until they day they were killed in the car wreck. If anything, we grew even closer after that. We lived together all during school, sneaking up into the tree house every chance we could get. However, after college we went our separate ways and lived our own lives, keeping in touch sparingly, but always. I hadn't had any real contact with her for a long time, up until I had called her the other day. I knew her lifestyle, and every so often wondered how far she had taken it. I was about to find out. Now, as I looked on, I saw that her current plaything was, well, in the midst of a training period. She had a young male naked, blindfolded, gagged, and tied on his hands and knees, bent over a low footstool in the middle of the room. He had on a neck collar. His wrists were secured to the front of it, making him, well.available to her. The front of the collar had a ring in it, with a small rope running from it, down under the stool, and back up to a ring in the center of a 3-foot spreader bar connected on each end to his ankle cuffs. The rope was short, causing his legs to bend and his knees to be brought up close to the rear of the stool, and his head pulled down close to the front of it. As I walked in I saw that she was completely and marvelously nude, sitting on his back facing his ass, and was spanking him lightly but firmly. His ass was already red, so she must have been doing it for a while before I had entered. She saw me enter, smiled, and motioned with a finger to her lips for me to be quiet. Good heavens, she gets more beautiful (and kinky) as time goes by. She slapped his ass a few more times, harder just because I was watching, and then stood up. As she climbed off, I saw her pull tight on the ties to a harness and 10-inch black strap-on she was wearing. At this point, she proceeded to verbally humiliate her young male friend. "Oh my goodness, your ass is soooo red, my dear. I just know that your tight little ass is going to please me to no end. It's so pretty! I'm getting so hot just looking at your little brown pucker. I'm going to just love using it." You could tell that he didn't want that to happen. He was trying very hard to get out of his bindings, and as I watched him struggle, uselessly, I wondered how and why he had agreed to let himself be confined as he was. She answered my thoughts by saying to him, "You pitiful little puny bastard. You thought you were cute when you made a pass at me, didn't you? What are you, all of 80 pounds soaking wet? You have the body of a little girl! Was I supposed to be impressed? Here I am a full-grown woman of the world, and you bring your scruffy little 14-year old attitude to me and ask me if I wanted to have a good fuck. You treated me like a whore by talking to me like that! "You made it easy for me! I made it a point to lure you in here and had you reveal to me your little secrets. You told me you had a fight with mommy and daddy and left home to be on your own. Straight off the farm and into the big city! What a joy you will be for me. Yes, and since now I also know that you're a virgin, it will be a lot more fun! So, you've never had your tiny prick inside a woman before? Well I have news for you, my young little dish of male meat. You're mine now. You belong to me! "You thought we were going to play some sex mind games so that you could lose your little baby cherry with me. Did you actually think I would let you fuck me with that tiny piece of limp skin between your legs? You stupid little piece of shit! Here's a newsflash for you. You're going to lose your cherry all right. Your ass cherry! And if I have anything to say about it.and I do.you will NEVER use that useless piece of man skin in ANY woman for the rest of your natural life!" Throughout her entire tirade of this young kid, my attention was completely lost on her nakedness. I hadn't seen her in a very long time, and she had filled out in all the right places. She stopped talking to him and motioned for me to come closer, and sure enough, she hadn't changed. When I got close to her, she put her arms around my neck and we kissed passionately. I groped a feel of her hard, seductive tits, as she fondled my hardening cock. She was as hot as ever. It had been a long time since we had been together in these training sessions, and after our passionate kiss, she whispered in my ear, "Do you want to take his 14-year old ass cherry?" I smiled and my eyes grew wide. As we continued to embrace, I whispered back that I had just taken Debi's ass cherry as I raped her, and would be happy to assist in a second one. She beamed and bid me to tell her all about it later. I nodded in agreement. She smiled and started to take my clothes off. I helped, of course. When we finished getting me undressed, she walked back to the kid, slid on a disposable plastic glove, and began to grease up his asshole with what I knew was her own special mixture. She needed to wear the glove because the slick substance she used also contained an ointment that got hot and really burned when it was applied directly to the skin. She only used it for popping ass cherries. I was getting hard again, watching her lube him up well. It took only a short minute for the reaction to set in on the lad. He had been struggling against his bonds when she began to lube him up, but as soon as the burning sensation hit him, he went over the wall. His asshole was on fire. The goo was only on the outside of his rectum, directly on his rosebud, but I know that he thought it was burning a hole clean into his exposed anus. He screamed repeatedly into his gag and flailed uselessly against the bindings, almost toppling over the stool onto which he was bound. I knew the burning wouldn't last long, but he didn't. After letting him feel the pain for almost a full minute, she took a wet cloth and wiped off the hot goo from his pucker and said, "If you think that burns, you helpless little turd, wait until I brand your naked ass with my red hot fire iron!" Squelching a chuckle, I went into the bathroom, grabbed a washcloth and cleaned myself off. The whole time I was in there, she had spanked him again. He wouldn't be able to sit on his ass for a week, when we were through with him. After a thorough soapy cleansing of my cock and balls, I came back into the living room. She was still berating him loudly, slapping his ass cheeks hard while saying "Shut up and take it like the little cherry slut boy that you are now! You wanted to lose your cherry and you know it! You told me I could have it, and I'm going to take it! You're now my little fuck toy! From now on your ass is my little cherry pussy. It's going to be mine to fuck hard all day, so get used to the idea! "You'll grow fond of it in due time, even begging me for it. It's a funny thing, the human asshole is. It's like my hot, steamy pussy. I love it when a man shoves his firm hard prick deep inside of me while I scream in orgasm. It's a wonderful feeling. But then again, you wouldn't know the feeling of a tight pussy, now would you? But you will learn to know the feeling of having your ass fucked, I assure you. It'll be so sweet when you finally come crawling to me, begging me to do your ass. I wonder how long it will take you to realize how nice it is to get on my good side and beg me to fuck you lovingly?" She has a fun way with words, don't you think? Her actions and words affected him deeply (ok, they affected me too, in a positive way), but he still struggled vainly, and as he moaned his fate into the gag and accepted still more of her attention-getting spanking, I saw tears fall out from beneath his blindfold, and spittle run out from around his gag. It appeared he had changed his mind about the loss of his cherry. It wasn't what he had meant, but she could have cared less. Once she was satisfied that his ass was red and burning enough, she walked back over to me with her big rubber tool swinging cutely between her legs. She reached for my cock and began pulling on it while her other hand reached around to fondle my ass. We kissed again for a few minutes and, as always, she had me as hard as stone in no time at all. As the saying goes, `Blue steel. A cat couldn't scratch it!" Did I also mention that she gave great head? One thing about my sister is, she knows what she likes. And because of all the time we had spent together in our tree house, she also knows what I like and desire from her. After all the years we spent locked together in sexual abandon, we both knew what pleased the other. She broke off our kiss, quickly dropped to her knees before me, popped my hard meat into her mouth and blew me with those awesome lips. It had been so long, I had almost forgotten how they felt. Delicious. Hot. Firm. Moist. Sensual. She knew me well, and when she knew I was ready she stood up, nodded her head towards her friend and whispered in my ear, "Take his cherry without mercy. I want you to just slide it all the way into him and ride his ass hard. I don't give a shit if he bleeds." That's the way she took cherries. I'd seen her take a lot of them like that over the years, male and female, with her bigger black strap-on. I whispered to her, "I'm going to slide it in, then talk to him while I fuck him." She grinned and nodded her ok. She took some Vaseline and stroked my cock with it, making it nice and slick for me. She could have cared less about him, as she would have taken his cherry dry if it had not been for my presence. Knowing full well what she wanted, I walked up and knelt behind him, my rod pointing deliciously at his rectum. It happened fast. He was expecting her to do him. He didn't know how he was going to get it, or how big her toy was. They never did. She never showed it to them. They just felt its power when she was ready. Then, it was all over but the fucking. No mercy. I grasped my meat in one hand, braced myself on his rump with the other, bent over him and poked the inflamed head of my cock up against his tight, virgin rosebud. As soon as he felt it, he started to struggle again, starting to scream into his gag. But all he got out was a painful grunt and `oophh!' as I forcefully pushed the inflamed head of my prick against and through his sphincter, and pushed its entire length deliberately all the way into his tight 14-year-old virgin asshole. I had impaled him and taken his virginity in one fast stroke. How nice! I got me two virgins in one day, one male and one female. Must be some kind of record. I was all the way in to the root, my heavy balls squishing against his small ones between his spread legs. As soon as I was deliciously deep inside him I bent over him, placed my full weight onto his back, and leaned my head down to his ear. I grabbed his hair, pulled his head back to make sure he heard me, and said, "Hello there my little cherry boy. Oh my! You're not a cherry boy any more are you?" The moment he heard the male voice in his ear and felt my weight on his back, he knew that a man's hard cock, not a dildo, was pushed into his ass. I heard him gasp and shudder, and then as he started his muffled screaming, I simply started to fuck him. Like she asked, I rode him hard and deep, simply using his ass for my pleasure, as I had done to Debi's ass just a short while ago. He was very tight. Given his age, he was even tighter than Debi was. I fucked him hard as he struggled pathetically beneath me. I let his hair loose and concentrated on pleasing myself in his tight ass. I gripped him by the shoulders for leverage and pumped my rod in and out of him as he grunted to the pressure of my tube steak within his bowels. After a while, he seemed to settle down to accept what was happening. He grunted his displeasure on each in stroke, but even so, he started to quiet his struggles, finding them useless. That wasn't any fun! At that point, I pulled out of his tight ass with a spine tingling `shloop' sound and gave him a few manly whacks to his ass. Hard ones. He knew it was a male doing it to him, but he had no idea who it was. I spanked him so hard, I left palm prints on each cheek. I left burning deep ones, and lots of them. His cheeks burned hotly and quickly grew bright red, and I yelled to him, "It just ain't any fun fucking a quiet, virgin pussy! You fuck my cock back you slut! You use your ass muscles and push it onto my cock when I'm fucking you! How dare you make me do all the work! If you don't help, I'll show you pain you never new existed! Now fuck me with your tight virgin ass, you little pussy boy! Ride me!" Steph stood beside us and covered her mouth to suppress a giggle as I spoke to him. My harsh voice caused him to begin anew, trying to free himself, but as soon as he began his fidgeting, I simply stuck my cock all the way deep into his ass and fucked him hard again. I held back my orgasm and screwed his virgin ass hard. My balls were slapping up against his own, and I made sure he felt them nudging hard against him on each in-stroke. "Fuck me, dammit!" I yelled at him. He still wasn't helping me to fuck him (not that I thought he would), so I just grabbed at his hips and said, "Alrighty then, I guess you wanna do it my way. Fine with me!" I leaned back a little, grabbed his hips and pulled him onto my cock and pushed him off again, over and over. I was giving him long full strokes. I knew that by now he was getting sort of used to it, but I also knew it was still hurting him. I was sliding my whole length in and out of his ass that way. Even after freshly fucking Debi's ass, I was soon tingling with the anticipation of shooting my jism deep inside of him. You know, there's nothing like a good tight ass to help you cum. Ya gotta do what ya gotta do! I'm sure you understand. Sadly, all good things must come to an end, and it didn't take me much longer before I felt that all-to-familiar churning deep down in my balls. I fucked his cherry ass for about 10 minutes total, with those long full strokes, and bent back down to his ear. I said to him, "Yummy. You had such a nice tight cherry asshole. It has been a pleasure taking your virginity from you. I wonder how long it will be before I have a chance to take your virgin throat as well. I bet that's tight too. It's going to look really sweet with your lips pulling on my hard prick to suck the cum out of my balls. You'll grow to love the taste of cum, trust me. It's ok if you gag and choke on my meat. But now, I think I'll just shoot my cum load deep inside your intestines, and let your new Mistress take over from there. "My balls are nice and full, you know. Can you feel how big and hard they are between your thighs? I've been waiting for about a week to fill your ass up with my jism. I really like little cherry pussy boys. The younger the better. So tight! They make such wonderful fuck toys. You'll learn to just love it, believe me. And when you suck my prick, you had better give me a wonderful blowjob. If you don't, I'll personally cut off your balls and make you eat them raw!" The whole time I was fucking him, I was telling him things to scare the shit out of him. I was breaking his `fever' so that she could take over. Right then, I felt ready to blow my load into him, and as my balls released there potent juice, I said, "You should see what your Mistress has between her legs, little pussy boy. Be happy with my cock fucking your ass. Enjoy what your getting now, because you not only lost your cherry ass to my prick, you're about to lose your soul to the bigger piece of rubber meat she has swinging long between her legs." He grunted to each and every one of my thrusts, whined about every one of my remarks to him, and then he felt my balls pulse their hot jism deep into his ass. His head hung low now, and he wept openly as I finished up deep inside him. I was throbbing inside his anus. He felt it and knew I had just cum inside his ass, and knew that his fucking had only just begun. His embarrassment and humiliation at being fucked in the ass by a man was nothing compared to what awaited him. He cried openly. Once my balls were completely emptied into him, and I stopped shuddering in my own bliss, I slowly pulled my softening prick out and backed away. Steph, watching the entire procedure with a shit-eating grin on her face, wasted no time and immediately took my place behind him. Without any hesitation, and with her dry rubber dildo, she simply pushed the huge thick head of her strap-on into his ass, and buried the entire 10 inches up inside of him. His training had only just begun. His grunting renewed even louder as he felt his rectum spread out roughly over her cock, and his struggles were invigorated as she stroked herself deeply in and out of him, all the while telling him how much his ass was bleeding around her dildo (it wasn't, but what the hell, he didn't know that). As she fucked him deeply, he groaned on each stroke and began to cry harder from the pain and humiliation of it all. She rode him hard. Happy that it wasn't me taking her shaft up my ass, I rested on the floor beside them and watched as she brutally used him for her own pleasure. She was insatiable with her virgins, male or female. She was harder on the males. She always had been. She fucked him without mercy for a long time, breaking into a nice sweat at her pleasure. He was lucky to have the little bit of lubrication my cock had provided him. Her thigh and ass muscles contracted firmly as she stroked her full length repeatedly into his rear end. Her breasts, even as firm as they were, jiggled enchantingly as she swayed back and forth over his prone figure, doing his ass deeply. She did not relent on her verbal attack either. She explained to him that from now on, until the day he died, he would be her pussy boy. She would please herself with him in any way she so desired. I had seen a couple of her `broken' lads, and she wasn't lying about how he would learn to service her when she required it. Almost 15 minutes later she was still fucking his ass deep and hard, but he had finally relented with no other choice, and his tears and struggling stopped. He simply took the cock deep as she rode him. He was too weak to fight the inevitable and sagged his full weight down onto the stool as she had her way with him. He was broken in spirit, but she wasn't even close to being satisfied. I watched her use him for a while longer. Her breasts and stomach were now pressed into his back as she bent over him. Her now prolific sweat only assisted in helping her to slide back and forth across his back, assisting in her fucking motion. She used his body as a tool. She put all her weight onto him. She had her thighs and legs between his outstretched ankles, and she held onto his shoulders tightly as her ass came up and down, forcing her 10 inches deep within him, over and over again. I glanced up at the clock and saw that almost 30 minutes had passed as she fucked his ass raw. I had to go take a shower. What a shame. I knew she would be fucking him for hours, on and off.so to speak, with a variety of dildos. Before this day was out, she would own him, and he would be her personal fuck slut, pleasing her whether he liked it or not. They always did. The poor bastards never had a chance. Even after cumming in his ass, after a while I grew hard watching her do him. His poor hole had to be burning up. I got up, bent down to kiss her passionately, and left her alone with him. I went into the bathroom and jumped into a hot shower. She was so into what she was doing with his ass hole, I don't think she saw me leave the room. After cleaning up and putting on fresh clothes, I came back into the living room and saw that she was still doing him. I chuckled and said aloud, "Good gracious! His little pussy must be really sore! Hasn't he come yet?" Breathing heavily, but continuing to slide back and forth on him, and bang her strap-on deep into his ass, she said, "No, and I'm not going to stop until he spits his disgusting juice out either. This is the only way he's ever going to cum with me. And it's the last time he'll ever cum, if I have anything to say about it. If he doesn't spit it out on the floor soon, I'll just have to go and get the big cock and see if that excites him enough!" I laughed aloud at his expense, and knew that she would do exactly that. Just watching her fuck him gave me a boner. I knew her well enough so that she would enjoy the interruption, so I unzipped, pulled out my hardening muscle, and straddled his prone body. I positioned myself in front of her face and she opened her mouth to suck me off while she fucked him. She did me like that for a while, but I had no desire to cum again. I wanted to save myself for Debi tonight, but it felt so good to finally have her suck me again after all these years. She wanted it as well, and she showed me by doing things to my cock that no other woman could do. I knew her mouth well.and she knew every ridge and vein in my prick. She was good, and we both knew it. So we reveled in the feel and delight of it all as she continued to fuck her new boy. She mouthed me for a long time, but I could only take so much and I wanted to save some for Debi, so I moved forward and she gave me the use of her throat for a number of deep insertions. I slid my cock deep into her mouth, feeling the pressure at the back of her throat give way for my thickness, and she let in inside. Her tightness brought back so many vivid memories of our special times together. She would usually suck me through three or four orgasms before she stopped. But it was usually me who stopped, as I couldn't stand up after those milking sessions. She would milk and suck all the cum out of me that I could produce, and I would sleep like a baby afterwards. She did it to me again. I couldn't help myself. This time, however, I let her have only one of my orgasms. There was, after all, Debi to take care of. As she fucked her boy, I fucked her mouth. I was raging hard and slid it as deep into her throat as I had just done with pussy boy's asshole. Over and over I pushed my cock down into her neck, and she slathered over my prick, enjoying the intrusion. As usual, those pressures upon my prick took their toll on my balls, and I finally let loose spray after spray of jism as deep as I could place it in her throat. She took it like the perfect cocksucker that she was, and drank the whole sac-load into her belly. As each pulse of jism spat down into her throat, she swallowed it greedily. I could feel her throat once again; milking my staff with enthusiasm.gleaning every drop of cum she could get from me. With legs shaking from her ministrations, I pulled my prick out of her mouth with a pop and staggered over to the chair, breathless, to watch her continue to work her rubber staff into the kids' ass. I was so used I couldn't even put my prick back into my pants. I just sat back and wallowed in the aftershock. She knew how she affected me and just smiled sexily as she renewed her session on his rectum. Then she got serious. After my pleasant distraction from her training session, she turned her attention back to her young charge. Pushing her rubber cock deep into his ass, she held it inside him and began speaking to him in a calm manner. I watched and listened as she bent down to him and spoke quietly in his ear. "Ah, my little pet. You seem to have grown accustomed to your new position. Do you like the feel of me inside of you now? Isn't it a marvelous thing to be buggered in the ass? I like it too, but I save mine for real men. You no longer fit that description, and you never will, my sweet. You're going to be my personal pussy slave for the rest of your life. I want to have you for my own pleasure, and I'm afraid you'll just have to grow with those thoughts. You'll be my new girlfriend. Isn't that nice?" As she stroked his neck softly, she said, "You're life is no longer that of a man, but a little pussy boy for me and my friends to use. It's not a bad life. Really it isn't. Look at the bright side. You don't have to work to earn money for your upkeep. I'll take care of that. You do have to work to please me, however. And it isn't going to be that bad, I promise. Just do as you're told when you're told to do it, and all will be bliss for you. All I require of you is to service me and mine. "It'll be great fun for you! You get to be naked all the time! Doesn't that sound like fun? Your new life will be filled with the pleasures of sex. Your every waking moment will be used to better please me. Yes, my little one, sex is all you will have to think about for as long as you live. Isn't that wonderful? Don't you like sex?" With her dildo still embedded deep inside of him, she continued her chat without waiting for a response. Cooing in his ear, and stroking his shoulders, she went on. "It's not every day that a good looking pretty young boy comes along and gets to be my toy. You're a bit scrawny right now, but I know that good diet and a great exercise program will fill you out in all the right places. I choose my pussy wisely. You have a nice pussy between your cheeks. It excites me. I've already fallen in love with it. Can't you feel how hard I am inside of you? All you have to worry about, from now on, is whether you have pleased me. That isn't much of a request in exchange for a life of sex, now is it? I don't ask much. "Granted, for the time being, the sex will be all my pleasure, but if you perform well, I will teach you to enjoy it. That much I promise you. Who knows? I bet you'll be a good little pussy boy and surprise yourself! Just looking at you bent over like this, and giving me your pussy, stirs my blood. I'm getting all randy inside just thinking about all the pleasure you will bring me. All I want is to fuck your new pussy and show you how nice it can be. But you have to prove yourself to me. "Right now, at this stage, there is only one way that you can do that. You must cum for me. I know you want to. Really, I'm being quite generous with you. You must understand, however, that this will be the very last time you will have a male orgasm. I'm opening myself up to you and trying to be nice. You must cum! You must cum for me as I fuck your pussy. You really have no choice, you know." He was still crying behind his gag and blindfold. Crying because he knew that his life had changed forever. I'll wager he was thinking that he would be able to find a way out, but I knew different. Once she had them, she never let them go.unless they displeased her. I was fervently hoping that he would realize that. I felt sad for him, in a way, but she would take care of him and the rest of her charges, as she promised. She treated them nice as long as they performed. She started to slide her prick in and out of him again while speaking to him softly. "Yummy. Doesn't my cock feel so nice in your pussy? Cum for me so we can put all this nonsense behind us, and get on with the pleasures of living? I'm trying to make it feel good for you now. Doesn't my cock slide in and out nice? Isn't it big enough for you? No? Well, I can see that you have really accepted its length. "Perhaps.yes, I have an idea! You need more stimulation! You wait right mere, my precious. I'll fix everything up nice for you." With that, she slid the strap-on out of his abused rectum and stood up. Again I heard that familiar "Schloop" noise as she pulled out of him. His rectum, stretched a little wider because of her tool, stayed open for a little while, and then it started to close up. I saw him tighten his ass muscles and watched as his rectum closed. He was being well used, that's for certain, but he showed great muscle control. He knew how to squeeze. He squirmed in his bindings again, knowing it was about to get worse, and he tried to speak to her from behind his gag. "Oh no, baby, I understand." She said. "You need something more to help you spit out your juice. Its ok, I understand. It seems my 10" cock doesn't do it good enough for you. Will 11" be enough to help you cum for me?" "mmphhhfft!" he said. "Oh my! You want 12"? Already? Can you handle that much?" "Muuuhhhffffft fmmmhhh!" "And thicker too!? Oh my, you are a little slutty cunt, aren't you!! I knew you would be good to me! That's so nice of you!" As he screamed his agony into his gag, and thrashed uselessly against his bindings, I silently chuckled at her sense of humor and knew she would get him to cum. She smiled brightly at me and walked over to a small cabinet. She removed the 10" dildo from her harness and exchanged it for her thicker 12" black one. This one had huge veins running on its length, and a much bigger bulbous head. It was her favorite toy. She took the time to spread a little Vaseline over the huge head of it, and walked back to him. She knelt behind him and rubbed a good amount of the lubricant across his back and buttocks. It made it easy for her to slide back and forth while she fucked him. "Ok now, my sweet pussy boy.I have what you requested, but this might hurt just a little bit when I stick the head in. You just hold your breath and take it like a pretty slut, ok? Fuck me nice now, won't you?" She pressed the huge bulbous cock head against his loosened hole and gave her hips a firm forward push, popping that cock head right into his available hole. He screamed at the intense pressure, and she said, "Good huh? Doesn't that just feel dandy? Thank you so much for asking for this one. It's a lot thicker, but you're going to adore it. It looks just yummy from back here. We're just going to have to make sure we take some really slutty pictures of you fucking all my friends. It will be so nice for my scrapbook, don't you know?" Then she did it. She bent over and put her weight onto his back, and slowly slid forward, pushing the entire thick length inside of him. He screamed his pain as loud as he could, but she just said, "I know. I know. It feels marvelous! I only wanted to use the 11" one, but you had to have it your way. Giving your pretty pussy to me like this impresses me so much! Now, all you have to do is squirt for me. "You must concentrate with all your might. Think about how good it will feel when you spit your filthy seed out of your useless ball sack. Cleanse yourself. Empty your balls onto the floor. Have a good cum for me. Get rid of it, you slut, or pay the penalty of my wrath!" With that, she proceeded to fuck him with a new vigor. She stroked the entire length all the way out, in and back out to the ridge of the giant head of her phallus, sliding back and forth on top of his body as she did so. Her pace increased until my glimpses of her 12" cock were just a blur. She knew how to use her toys.and her boys, that's for sure. As I looked on, I just knew his asshole and intestines had to be burning from being impaled by her. But she kept it up, now talking sexy things to him, and promising to stop as soon as he came for her. Working up a heavy sweat, she fucked him and whispered sexy things to him for 10 minutes before I saw his boyish cock begin to grow. I silently got her attention and pointed to it so she could see it, and she started to really go at him and encouraged him to go for it. She would say things like, "Yes my baby pussy boy. I can see your boy cock growing. It excites you to be fucked by me now! Yeah, that's it! Cum for me baby. That's it.think hard. Think about spewing your cum out for me. Spit it out baby.come on.you can do it. That's a good boy! It feels so nice to cum. Give it to me baby. Spit it for me. Hurry darling!" He was as hard as a rock by then and sweating just as hard as she was.when suddenly, he grunted wildly and his balls erupted, spewing forth a wild splattering of boy cum all over the floor between his legs. He came hard and long as she fucked his ass deeply, shuddering in his ecstasy. She never stopped fucking him as he came all over the floor. She fucked him with heavy deep strokes up his tired sore ass. The clock on the wall noted that about 45 minutes had passed since she had begun to fuck him. This didn't include my time with him previous to that. She yelled out her own orgasm, timing it perfectly with his. When she was spent, she dropped her full weight onto him and shuddered in sexual bliss as he cried in shame at what he had just done. After a few moments of resting on top of him, she reached down and detached the dildo from her harness, leaving it completely inside of him. She stood and I knew what was to happen next. I had seen it before. She walked on shaking legs back to the cabinet and took out another harness. This one was for him alone. It was a very small cock and ball chastity cage, made of wire mesh. Coming back over to him, she knelt behind him, reached between his legs and scooped up his now flaccid prick. She pulled it backwards between his legs snuggly and pulled it against his ball sack, making certain his tender, swollen eggs were placed one on either side of it. She placed the small `cup' over the entire package, gathering it all up inside of it, tightly. It was a tight fit. The cage was designed to fit into the area between his legs without any chafing, caging his entire scrotum securely. He grunted in pain as she worked on his package. With the rubber dildo still embedded deep in his ass, she continued her new task. Once she had his whole unit in the cage, she took the thin metal straps and ran them around both his legs and around his hips. She tightened the straps snugly, causing him to moan again. She motioned me over to hold the straps tightly, and as I did so, she took the remaining part of the contraption, a triangular lock, and snapped all three ends of the straps inside it. Unknown to him, she had taken the straps and placed them over the edges of the dildo in his ass, snapping it together, and this held it deep inside of him. No way was he going to get that out. She took a small silver key and stuck it into the device and turned it until she heard the telltale click, on all three locks. She handed me the key and said aloud, "Flush the key to his new chastity belt down the toilet, right now. He's never going to have another painless hardon for the rest of his natural life." She handed me a small fake skeleton key she had taken out with the chastity belt. She held on to the real key, but he would never know that. Grinning widely, I took the fake key from her, and did as she had bid me to do. I made sure I left the bathroom door open so he could hear, and dropped the key into the bowl with a satisfactory `splunck' and flushed. Twice. I could hear his moaning from where I stood. He knew what fate his new life had taken. I actually pitied him. Well.for a minute. As I came back into the living room, she was taking the spreader bar off of his ankles. He was so weak from his experience that he couldn't stop her from doing what she wanted to do. Before he could stop her, she pulled on his hair and yanked him back so that his ass mashed firmly on the floor at her feet, the 12" dildo now being forced into his ass with his full weight down upon it. His screams of pain were muffled behind his gag as she verbally began to abuse him again. She sat on his lap, legs around his waist, belly-to-belly and chest-to-chest with him. This added her weight to his, forcing the dildo even further up inside him. Yanking his hair back, she pulled his face upwards to be in line with hers. She hauled back and slapped him across the face, twice, very hard, breaking his attention away from the invasion in his intestines. "Shut the fuck up you useless cunt hole!" she yelled at him. "It took you 45 minutes to cum for me. I couldn't cum until you did! What a useless fuck you gave me! I know you can do better than that! I swear, if you ever make me work that hard again, I'll stick an 18" cock up your ass and sew it shut! Now you listen to me, pussy boy. Here's how it'll go for you from now on." His labored breathing was mixed with moans of pain and sobs of agony as she said, "You are no longer a man or a boy. No longer a male. From now on you're my whore. My personal cunt! You belong to me. Your life is mine to do with as I please! From now on you will wear that chastity belt. You will never again feel the useless piece of skin between your legs! You can't get a hardon. The pain of any future erection will drop you to your knees. I'd advise against thinking the wrong thoughts! "You no longer have a working cock! It's gone. It's to be touched never again. All you have to offer me is your mouth and ass. From now on, they will be known as your Face Pussy and your Ass Pussy! I will use either as I see fit. You will learn to please me with both of them! I own you. I control you. You are mine! MINE! "Your past life is no more. From now on, your name is.Candy! That is the ONLY name you will ever have or respond to from this moment! Any other name you used to have is history. You will come to me when I call you! You will remain naked from this point on unless I deem it necessary to dress you as I please! You will act, dress, smell and dress like a girl. You will grow the hair on your head long, and I will style it as a girl's hair should be styled. You will learn to maintain it! "From now on you are a girl, and you will learn the female ways of life well! You will grow hair on NO other part of your body except your head. I will shave you ONCE and only once. You will watch how I do it and then keep it that way for the rest of your life! You must shave your entire body EVERY DAY! I will NOT see any disgusting hair growth on any part of you, except your lovely head. I want you smooth and silky to the touch, as a female must be. "From now on you will learn to act and be female. It is what you now are. Female. I will accept NOTHING LESS from you from this moment on! To help you to remember what a slut you will become for me, you will wear your 12" ass dildo for the rest of today and through the night. You will walk with it and sleep with it. If you act properly, and do as I say, I will remove it tomorrow morning. If not.expect to keep it in for another day. You will wear it until you obey me without question." Yes.this was Stephanie. My Sister. She was a total Dominatrix. Unfortunately for me, my time limit had been reached, and I had to go. I knew that Stephanie meant every word she was saying to.Candy. But I had to run. Debi was waiting for me, and her new life. I would keep in touch with Steph as the days went on, to find out how Candy's training was progressing. Tapping her on the shoulder, I got her attention and bent down, kissing her lips, softly, good-by. I heard Candy moan ever so loudly into `her' gag and wail at `her' misery as I headed out the back door. Feeling fit as a fiddle and horny as ever, I headed back over to Debi's place. As soon as I got there, I knocked on the door. Now I would see how much information she had remembered, and how she would perform. ..To Be Continued. -- Pursuant to the Berne Convention, this work is copyright with all rights reserved by its author unless explicitly indicated. +---------------------------------------------------------------------------+ | alt.sex.stories.moderated ----- send stories to: <ckought69@hotmail.com> | | FAQ: <http://assm.asstr-mirror.org/faq.html> Moderator: <story-ckought69@hotmail.com> | +---------------------------------------------------------------------------+ |Discuss this story and others in alt.sex.stories.d, look for subject {ASSD}| |Archive at <http://assm.asstr-mirror.org> Hosted by <http://www.asstr-mirror.org> | +---------------------------------------------------------------------------+