Where it happened: her house
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I already tried to post once but never saw my story so here it is again. My first time was in July 1989, 3 months before my 17th birthday. I had had a lot of different girlfriends and had messed around quite a bit but had never gone “all the way” up to this point. I always seemed to end up with the “good girl” who wanted to wait a long time, or was saving herself. The day was Saturday, hot and humid, I had just gotten off the phone with a buddy of mine who I was going to be double dating that night with my new girlfriend. My parents were out and my older brother was out when I heard the door bell ring. I answered the door and it was Nancy, the hot blue eyed blond with big tits, was 29 years old and was now living alone since she and her boyfriend split up a couple of months earlier. Nancy asked me to come over and see if I could smell gas, she thought there may be a gas leak. I walked with her across the street to her house, checked things out but could not find anything. She said, “I’m sorry for bothering you, how much do I owe you?” I said nothing, she was someone I considered a friend. She continued to stare at me and said, “I know what I can give you, come with me.” I followed her and much to my suprise she led me into her bedroom which I thought was strange. She then turned to me, wrapped her arms around me and worked them down to my ass. I was shocked! I think she could see it in my face and told me not to worry, just relax. She had been very flirtacious with me in the past, telling how good-looking I was, how mature I am for my age etc. I never thought much of it because I was being told by girls that I was cute, good-looking and a lot of older people saying that I was mature beyond my years. I once tried to talk to my older brother about her flirting with me but he never believed me. Anyway, the encounter continued with her kissing my neck, working her way to my lips where I began kissing her back after she would kiss me. She began lifting my shirt over my head kissing my tanned body, I could feel goosebumps all over my body. She asked me to help her with her shirt, I did and began rubbing her big tits, which was not a big deal to me because as I mentioned earlier I had messed around with a lot of different girls. She laid down on her bed and asked me to get on the bed with her, I did and she then waisted no time pulling my shorts off. I immediately pulled her shorts off after that. She could see my hard on through my boxers and pulled them off as well so that she could stroke my penis. I could hardly contain myself, I let out a soft moan, it just felt so good. She asked me to lick her pussy, which was new to me, I was a little nervous about this but started and had her moaning and so wet that I soon was not nervous at all. She then asked me to get on top of her and whispered “I want you inside of me.” Now, I was scared! She assured me she was on the pill and not to worry. I tried to penetrate her a few times but kept missing, she finally grabbed my penis and shoved it inside of her. Once I was in I felt so much more at ease and couldn’t believe how great it felt! I slowly started moving back and forth and she told me to just listen to her body and it would just come naturally. I listened to her moans which helped me determine whether to thrust harder or slow down, it was great! She then told me that she wanted me to body slam her, so I rammed her with everything I had. I could feel her body tingle and a strong contraction around my penis, I kept this up for about a minute and couldn’t take it anymore and soon pumped her full of my teenage sperm. I was totally drained after that and just laid there for a few minutes afterwards. I got dressed, and told her it was my first time and she said “no way, you knew too much what you were doing.” I told her I was serious that it really was, she just smiled and said how can I get you to come over more often without raising suspicion among my parents and the neighbors. She then had the idea that I could be the “pool boy”, no body would suspect anything then because everyone had a pool in our neighborhood. My parents thought it was kind of strange that I would clean her pool when they couldn’t get me to clean ours. We had sex on a regular basis for a few months after that. This definetly gave me more confident to get a girl to have sex after that. I had sex with my new girlfriend a few weeks after that and when I turned 17, I had sex with 6 different girls that year. P.S. After I had sex with 29 year old Nancy, my older brother used to comment “Man I would love to fuck her!” I would just grin and say “Yeah, I know what you mean.” I wasn’t til years later that I told him about Nancy and I when he finally believed me!
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