I met Dorothy at church. Yes I went to church. Actually I was helping a friend, Eric, set up and install a new sound system in the church. It took us almost a month to get it right. During this time I met her. She did a lot of volunteer work at the church and was there almost every day.
Dorothy was pretty and had a very nice-looking body, but she dressed very old-fashioned and wore long dresses and had her hair up in a bun. I found out that she was only 30 years old even though the way she dressed she looked older. But there was something about her that intrigued me.
My name is Jeff and I am 17 years old. I moved out of my parent’s house 2 months earlier and moved in with my friend Eric. He and I got along real well. He was quite a bit older than me, at 30, but we still got along great.
I do have to admit something right up front however. Eric and I are not queers, but we do fool around some. He loves my cock and loves sucking it once in a while. I have even sucked his. We don’t do the butt fucking or anything like that and we still both go out with girls.
Eric tells me that I have the perfect cock. It is almost 8 inches long and a little fatter than average. Yes it stays hard a lot too, but he helps me take care of it.
Anyway, back to the story. Eric and I started talking to Dorothy. She seemed real shy, but came around and talked to us quite a bit. She seemed to really take a liking to me. She even told me that she has a daughter named Becky, who is 15 years old and she wanted me to meet her. She said that I would really like her and I seemed like a real nice boy.
About a day or two before we were completely finished with the job, Dorothy asked me if I would like to come to their house and meet Becky. I told her yes, but I was thinking that this could be a disaster. I mean what if this girl was real ugly, or fat?
She invited me over at 2 PM on Saturday. Dorothy answered the door and invited me in. She was dressed somewhat better than I had seen her. I mean she had on a sun dress with little straps over the shoulder. It wasn’t low cut, but I could sure see that she had nice tits.
She called for Becky. I was sitting on the couch when she came out. Oh my goodness, Becky was nice. She was wearing a pair of loose short-shorts and a halter top. She too had nice tits and what a body. Her ass was nice and round and her waist was real small.
She was very pretty too. She smiled and shook my hand and sat down beside me. It was pretty obvious to me that she liked what she saw in me too. We talked for a little while and the Dorothy said that she needed to run to the store and get some stuff for dinner.
I was still a little nervous when she left, but Becky soon eased my fears. She got up and got us a soda and when she handed it to me she just stood right there in front of me. I was checking her out too and I sure liked what I saw.
She smiled real big at me and said, “I like you Jeff. I was so afraid when Momma told me that she was bringing home this guy that I would like. I mean I didn’t know what to expect.”
I laughed and said, “Yeah me too. I was real worried, but not now.”
She laughed and said, “Yeah me too.”
She sat down right up next to me. She said, “My mom is such a prude, Jeff.”
I said, “Really?”
She said, “Yeah can’t you tell by the way she dresses?”
I smiled and said, “Well it does look a little old fashioned, I guess.”
She said, “I have to tell you something, but don’t tell her I told you, OK?”
I said, “Sure.”
She said, “My mom is 30 years old and she has only had sex one time in her life and that was to make me and that was over 16 years ago.”
I said, “Wow, she was only 14?”
She nodded and said, “Yeah and she never has dated anyone since then either.”
I said, “Boy Becky that is hard to believe that someone could go that long and not have sex.”
Becky said, “Yeah I know. It’s real weird huh? And I even have asked her if she masturbates and she told me that she never has.”
I said, “Wow that’s amazing.”
Becky had put her hand over on my leg without me even noticing. I smiled at her and said, “You are not going to go that long without sex are you?”
She laughed and said, I sure hope not Jeff, I mean I have done it a few times and I really like it so I can’t imagine going very long.”
I laughed and said, “Yes, me too.” I figured that she seemed pretty open so I said, “So what does your mother think about you having sex?”
She said, “Oh that’s another weird thing. She knows that I have had sex a few times and she is OK with it. In fact, she wants me to tell her all about it.”
I said, “Wow it sounds like she is getting some excitement from you having sex, doesn’t it?”
She nodded and said, “Yeah I think so because she wants to know all the details too.”
Man, this was really weird and I wanted to know more about both of them. I said, “So has she ever seen you having sex?”
She shook her head and said, “Oh no, but knowing the way she is, she probably would want to.”
I smiled real big and said, “Well let me tell you, Becky, I would be very happy to let her see me do it with you.”
She laughed real big and said, “Wow, she would probably have an orgasm just watching, huh?”
Her hand moved further up my leg. I was getting a hardon too. I reached down and put my hand on hers and moved it over to my lengthening cock.
She looked at me and her eyes got big. She said, “Wow Jeff, you have a big one, huh?”
I smiled.
She said, “I have never had a very big one. I mean the guy who did it with me is only 14 and his is pretty small.”
I said, “You have only done it with one guy?”
She nodded and said, “Yeah we have done it three or four times. He lives next door.”
I looked at her. Boy I wanted to fuck this girl. She looked so hot and she acted like she really wanted it. I finally said, “So, what would you like to do?”
She smiled real big and said, “Well I think Momma wants you to do it with me, so ah…when she gets back, why don’t we kind of fool around and see what she does?”
I smiled and leaned over and kissed her. Oh man, we French-kissed for quite a while. I played with her tits and they felt so good. They weren’t big, but boy were they nice.
When we broke she looked me in the eyes and said, “I hope that I can take your cock Jeff. It’s kind of big.”
I said, “Well I promise to take it real easy and not hurt you, OK?”
She smiled and nodded.
I said, “Are you on the pill? Because I don’t have any rubbers on me.”
She said, “No I’m not, but it should be OK. You know it’s not the right time of the month.”
I was surprised that she knew about that so I said, “You know about that?”
She said, “Oh yeah. Momma taught me all about it when I was going to do it with Nick.”
Before her mother got home she said, “Now let me do the talking. I know what gets Momma going and I know how to handle her. She is really religious, but she has this thing about sex and I know how to deal with her.”
I said, “Sure, no problem, I will just follow your lead.”
Dorothy came home and put some stuff in the refrigerator. She then smiled at us and asked us if we were getting along OK.
Becky said, “Oh yes, Momma, I really like Jeff and he likes me too.”
She smiled and said, “Oh Baby, I am so glad. I just knew that you would like Jeff and I figured that he would like you too.”
Becky then said, “Momma would it be OK if I get out of these clothes and put on my night shirt?”
Oh wow, now this was interesting. Dorothy came over and sat down next to me. She looked at me, smiled and said, “Well Honey, I guess it would be OK. I mean Jeff likes you and all.”
Becky got up and went into the bedroom. Dorothy smiled at me and said, “If you would like to get comfortable too, Jeff, I have some loose shorts that are made for a man or woman that will fit you?”
I shrugged and said, “Sure, I guess so.”
She took my hand and led me to her bedroom. She pulled this pair of silky shorts out of a drawer and handed them to me. She said, “Here, these will fit you fine.” She walked out.
I took my clothes off and laid them on the bed. I slipped into this pair of silky, light blue shorts. I was sure that they were made for a woman, but what the hell. I walked back out and sat down on the couch next to Dorothy. Let me tell you, she was eyeing me all the way too.
She said, “Oh Jeff, those look great on you.”
I smiled and said, “Well, they sure are comfortable.”
Becky came out of the back and, Oh my goodness. She had on a t-shirt that was almost see-through. I could see her titties and almost everything else. It was pretty short too. She sat down right next to me.
Dorothy said, “Oh, now you both look a lot more comfortable.”
Becky said, “Yes Momma, and just look at Jeff in those shorts. Doesn’t he look great?”
Dorothy checked me out and said, “Oh yes Honey, he sure does.”
Becky leaned over on me. I moved my hand and put my arm around her and snuggled her up to me.
Dorothy said, “Oh, you two are so cute together.”
Becky started kissing me. Oh man, we kissed and I could feel my cock getting hard. I started rubbing her back with one hand and then moved my other hand to her soft, firm tits.
When we finally broke and Becky leaned back I saw that Dorothy was looking at my bulging cock. It was sticking up real well in those loose shorts. She then looked at me. She said, “Oh my Jeff, I have never seen anything like that before.”
Becky laughed and said, “Yeah Momma, Jeff has a real big one, doesn’t he?”
She said, “Oh yes, and it looks way too big for you, Honey.”
Becky said, “But Momma, I want it.”
Dorothy said, “Oh no, Honey, that would tear up your…you know...”
I looked at Dorothy and said, “But Dorothy, a vagina will stretch.”
She looked at me and said, “Now look Jeff, I don’t want my little girl hurt in any way, so when I say you are too big then I mean it.”
Then I got an idea. I said, “Becky will you please go in the other room and let me talk to your mother alone?”
She nodded, got up and walked out of the living room.
Dorothy looked at me with a puzzled look.
I reached down and took her hand and put it on my hard cock. She jerked her hand back a little. I said, “It’s OK Dorothy, I just want you to feel it and see what it’s like.”
She put her hand back on my cock. I said, “Now just feel it and get an idea what it’s like.”
She said, “But this is wrong. I mean I shouldn’t be doing this.”
I said, “Just look at it as if you are protecting your daughter and checking me out.”
I felt her squeeze my cock a little then and then she started kind of rubbing it. I said, “Yes, that’s it. See what it’s like for Becky.”
She looked up at me then and said, “Wow Jeff, it feels so hard and so big.”
I said, “It’s just right to spread open her pussy and make it feel real good, Dorothy.”
She kept rubbing so I reached down and pulled the top of my shorts all the way down, letting my cock spring out.
Her eyes got real big and she said, “Oh my God!”
I put her hand back on my bare cock then and she grabbed it. I said, “Now doesn’t that feel better?”
She nodded without looking at me.
I said, “I would never hurt you or Becky and I think you know that, don’t you Dorothy?”
She looked at me then and nodded. She finally spoke and said, “It’s so hard Jeff, and well…I am just afraid that it would hurt my little girl.”
I said, “Look Dorothy, I know that you are trying to protect Becky and I think that is great, so how about if you try it a little bit yourself and that way you will know that I won’t hurt her?”
She looked at me with a shocked look and said, “Do you mean you would put that thing in me?”
I said, “It’s not a thing, it’s a cock. And yes I would put a little bit in you so that you can make sure that it won’t hurt Becky?”
She said, “Oh my, I am not supposed to be doing things like that. I mean it…would…”
I said, “But you would be protecting your daughter.”
She looked at me and kind of nodded. She said, “Well yes I guess, but I have never….you know…done that.”
I said, “Well you are not a little girl. You are a woman and women do this and it’s OK.”
She kept looking at my throbbing cock. She finally said, “So would you just put a little of it in my…me?”
I said, “Yes, I promise that I will only put what you want and no more.”
I could tell that she was already breathing hard. She wanted it, but was afraid. I said, “Now just think of it as protecting your daughter and making sure that she doesn’t get hurt.”
She nodded and said, “Well if you put it that way, I guess I should huh?”
I said, “Yes you need to.”
All of a sudden she said, “No I can’t. I mean it’s wrong and I am not supposed to be doing things like this.” She jerked her hand away from my cock.
I was shocked.
She stood up and said, “You had better go, Jeff.”
Wow, I mean what a change in her. It was like something came over her all of a sudden. I got up and walked to the bedroom and was putting on my clothes when Becky came in.
She said, “What happened? Why did Momma tell you that you have to go?”
I shrugged and said, “I am not sure, Becky, but get a pencil and paper and take down my phone number.”
She wrote it down and I said, “Now call me please and let me know what’s happening.”
I kissed her and left.
I told my roommate Eric about what happened. He got this big hardon and said, “Wow man it sounds like you have two very hot girls there, but it just sounds like Momma got afraid of what she wanted to do, that’s all.”
I was really disappointed. I mean I did actually like Becky and I sure wanted to fuck her and there was sure something about Dorothy that turned me on too. It was like she has all this pent-up desire…
The next day was Sunday. I slept in until about 10 and then took a shower and ate some breakfast. About 1 PM the phone rang.
I wanted it to be Becky on the phone, but it was Dorothy. She said, “Listen Jeff, I want to apologize for what happened yesterday. It was wrong what I did and I am sorry. I told my pastor today that I was being tempted to do something that was wrong, but that I was doing it to protect my daughter. He told me that I should not feel guilty about trying to protect Becky.”
I wasn’t sure what to say or where she was going with this, so I said, “Well it’s OK Dorothy, I sort of understand.”
She said, “Becky is so upset that she is still in bed and didn’t even go to church with me today.”
I said, “So is she OK?”
She said, “She wants to be with you so much and I have screwed it up for her. Ah…do you think you could come over today?”
I said, “Well listen Dorothy, I don’t want to cause any trouble for you or Becky and I sure don’t want to do anything that you don’t want.”
It sounded like she was actually crying a little. She said, “I know Jeff and you are such a nice guy. It’s is just that I have never…you know, done anything like this and I am afraid.”
I said, “Well I think you know that I would never hurt you.”
She sniffled and said, “Yeah I know you wouldn’t, but your…it’s so big and I ….”
I said, “Like I told you Dorothy, I would only give you what you want and no more.”
It was quiet for a minute and then she said, “OK, I will do it, if you promise to be real gentle with me.”
I said, “Of course I will.”
She said, “OK, can you come over?”
I said, “I will be there in 30 minutes.”
Dorothy answered the door. She smiled a hesitant smile and said, “I am sorry, Jeff.”
I hugged her and told her everything was OK.
She said, “Will you please go see Becky? She is still in bed.”
I went to Becky’s bedroom. She was lying in bed with a sheet on her. I sat down beside her and she smiled at me real big. I bent down and we kissed.
She looked at me and said, “Momma and I just had a long talk and she told me that she wants you to fuck her. Is that OK with you, Jeff?”
I nodded and said, “Yes Becky, it’s OK with me and I know she is doing it for you. Is it OK with you?”
She smiled and said, “Yes, my momma is weird, but I think she really needs it and if you would do it to her, I think she will be better.”
I kissed her again.
She then smiled, pulled the sheet back and showed me that she was completely nude. Oh man, my cock started jumping. She was beautiful. Her small tits and that beautiful little pussy were awesome.
She smiled real big and said, “I will be here waiting for you, Jeff.”
I kissed her again and went back out to the living room. Dorothy was sitting on the couch. I sat down beside her.
She said, “Is everything all right with Becky?”
I said, “Yes, she wants me to take care of you.”
She smiled a nervous smile and said, “I just want you to know that I have never done this like this and I am very nervous.”
I took her hand and said, “Yes I know and I will try to help you and get you over being nervous.
We stood up and went to her bedroom.
I helped her take off her dress. She stood there in front of me in her panties and bra. I leaned in and put my arms around her and hugged her. When we broke I kissed her. It was a pretty conservative kiss.
She smiled and was breathing real hard already. I then reached behind her and undid her bra. It fell to the floor. Oh man she had some nice pink tits.
I bent down and kissed both of them and then came up and we kissed again. This time it was more passionate. Wow, this was hot and my cock was already throbbing.
I then bent down and slipped her panties off. Her pussy mound was big and she only had sparse blond hair on it. Wow it looked good. She stepped out of her panties and I laid her on the bed. I then stood there and slowly took off my clothes. She was watching me intently.
When my hard cock sprang out she caught her breath. She said, “Oh Jeff, it’s so big.”
I got on the bed with her and we kissed. I played with her beautiful tits and then ran my hand down to her pussy. She moaned lightly and pushed her pussy up to my hand. Wow, it felt so hot.
I rubbed my finger in the crack. Oh man she responded. I said, “Oh Dorothy, you are so hot and I love your pussy.”
She moaned and said, “It feels so good, Jeff.”
I moved up and got between her legs. She looked very afraid. I bent down and started kissing her and letting my hard cock poke against her pussy. I could feel her pushing her pussy to meet my cock. I then slowly took one hand and guided my cock to her pussy opening.
I rubbed the head up and down in her slit until I felt her small opening. I then kissed her and started slowly pushing. My cock head started stretching her pussy open.
She put her arms around me and squeezed me and said, “Oh it’s big Jeff, go slow.”
I had never fucked a little girl before, but this sure felt like what I thought it might be like. I mean her pussy was so tight. She was hanging on me so tight that I almost couldn’t breathe. I said, “Try to relax, Dorothy, let it go in you.”
My cock head popped into her tight pussy. Oh man she jumped and said, “Ouch, it’s too big.”
I held real still and kissed her again. When I felt her relaxing a little, I pushed a little more in her. I just kept kissing her and giving her a little more at a time. It was working.
Then I felt the back of her pussy. Holy shit, she was only taking about 4 or 5 inches of my cock. Her pussy was even smaller than I expected.
She grunted and I looked at her.
I said, “Oh Baby, you did it. It’s in now.”
She nodded and said, “Oh it feels so big in there, Jeff.”
I said, “Well your pussy is so small and it just needs to get used to my cock in it.”
I started moving in and out in real small movements. Oh shit. That was it. She started moaning like a whore. She loved it.
I said, “Oh yes Dorothy, you like this now, don’t you?”
She nodded and said, “Oh god yes, it feels wonderful.”
I started fucking her tight pussy a little faster then and she went wild. Oh man this woman was one hot fuck. She was moaning and groaning and pushing her pussy to meet my cock. I started hitting the back of her pussy a little harder then.
Oh man, that was what she wanted. She screamed and said, “Oh yes do that. Oh yes, harder Jeff.”
I started fucking her harder. I could feel the back of her pussy and her cervix. I was pounding it now and she loved it. I felt my cum getting ready and wasn’t sure what I should do. I mean I was sure that she didn’t have any protection.
But, it hit me fast. I mean that tight pussy and her carrying on like she was? I pushed in hard and started shooting. I squirted and squirted.
She looked at me with real big eyes and just said, “Oh Jeff, I feel it, I feel it.”
I kissed her and we kissed for quite a while. When we broke she looked at me with an adoring look. She said, “Oh Jeff, I …that was awesome. I never knew it was like this.”
I kissed her and said, “Yes it was awesome alright, and you are one hot woman.”
She then got a funny look on her face and said, “You put that stuff up in me, didn’t you?”
I smiled and said, “Well I came in you if that’s what you mean.”
She said, “Oh my, what if I get pregnant, Jeff?”
I didn’t know what to say so I just started kissing her. When we broke she looked at me and said, “Oh Jeff, you are so sweet.”
She sat up and looked at my cock. She then said, “Was I taking all of that, Jeff?”
I laughed and said, “Oh no Dorothy, but you were taking a little over half of it.”
She said, “Wow it’s so big.”
She came down and kissed me again. She said, “Jeff you are so sweet and I just know that Becky is going to love you, but will you promise me that you will take it easy on her like you did me?”
I smiled and said, “I promise.”
We got up and she slipped on a robe. I put my underwear back on. She looked at me and smiled. She said, “OK why don’t you go in there and take care of my pouting daughter?”
I left my clothes lying there and went into Becky’s bedroom. She was sitting up smiling at me.
She said, “You fucked Momma didn’t you?”
I nodded and sat down beside her.
She said, “Wow it sounded like she really liked it, didn’t she?”
I said, “Oh yes, she liked it all right.”
We started kissing.
When I slowly pushed my cock in Becky’s pussy, it was actually just as tight as Dorothy’s was. Oh man, I couldn’t believe my luck. Her pussy wasn’t very deep either so I was hitting bottom with only about 5 inches of cock.
Becky was sort of a screamer. I mean she was pretty loud. In fact, Dorothy came in to see what was going on. She sat down next to us and watched me fuck Becky. She kept asking Becky if I was hurting her.
Becky would moan and grunt and say “No Momma, it feels wonderful.”
I fucked her tight pussy for at least 15 minutes. I then shoved in all that would go and shot her little belly full of cum.
Becky screamed when I did that, but she grabbed my ass and pulled me in harder. Oh man, it seems that my little 15-year-old girlfriend likes it to really ram into her.
When Becky calmed down some, Dorothy said, “Boy Jeff, you shot your cum in her too, didn’t you?”
I nodded and said, “Yes and I think she liked it.”
Dorothy laughed and said, “Oh yeah, I thought for a while that you were in here killing her the way she was screaming, but you liked it, didn’t you Honey?”
Becky said, “Oh yes Momma, it was wonderful. I love his big cock too, don’t you?”
Dorothy said, “Well yes, I have to admit I loved it.”
I have dated and fucked Becky now for a month. I have also fucked Dorothy about 5 or 6 times during that time. It’s kind of funny, but Dorothy is hinting that maybe I should move in with them.
Also, she told me the other day that her period is late. I am not sure what I have gotten myself into, but I think I like it. Oh shit, I love it.
THE END