Jay

I can still recall my first time very well! I remember it was a Saturday, very hot humid day, in the month of July in 1989, I was just a few months away from turning 17. I was 16 years old and was discouraged that it had not happened for me yet when it seemed as if most of my buddies had already had sex for the first time or were getting it on a regular basis. I had gone out with several girls but always seemed to get the one who would not “do it”. Here is the story: I had been told by many adults that I seemed very mature beyond my years so I think it was only natural for the woman next door to talk to me on a regular basis. She was 29 years old, blond hair, green eyes, big boobs, she was hot! She and her boyfriend recently split up so she was living alone and seemed to want to talk to me more. For the last couple of years prior to this I had been getting a hard on everytime I saw her or after talking to her. A few weeks prior to my first she began getting more and more flirty with me which I of course liked being 16 and her 29. I tried to tell my older brother about this and he didn’t believe me. She told me I was sexy a couple of times and would comment that I was good-looking and that I must have lots of dates, which was true I did have lots of dates and a lot of girls thought I was cute. The day that it happened I had just gotten off the phone with some buddies and the latest girl who I was trying to conquer since we were double dating that night. There was a knock on the door and who else was it but the hot 29 year old next door whose name was Nancy. She asked if I could come over to check and see if I thought there may be a gas leak, she thought she smelled gas. I walked back to her house with her, checked things out and found nothing (I realize now this was only a ploy). I told her I didn’t think anything was wrong so she said “okay, thanks for coming to check, how much do I owe you?” I replied nothing it was no big deal I thought of her as a friend. She insisted that she give me something and finally said “I know what I can give you, come here!” I followed her into her bedroom which I thought was strange and actually felt a lump in my stomach. Before I knew it she had grabbed me, her arms wrapped around me and hands on my ass, kissing me deeply. I didn’t know how to react but instantly had a hard on which she must have felt because the attention soon turned in that direction. She began nibbling on my ear, I began sliding my hands on her body, shaking all along, she told me to help her with her shirt which came off instantly, she soon helped me take my shirt off. She began tearing off her shorts and soon starting taking mine off as well. She must have seen my nervousness and asked if this was my first time, I said yes and she looked at me as if I was lying. She said “just stay calm, let it happen” I let her lead the way she laid down on her bed and asked me to rub her body, she began breaking out in goose bumps. She then said “lay on top of me” I was so nervous she said “dont worry you will be fine” she also ensured me she was on the pill so I shouldn’t worry. She whispered that she wants me inside of her, I took a few aims to get it in and kept missing I was so nervous. She then grabbed my dick and shoved it inside of her. From that moment I was no longer nervous and seemed to take to it quite well, she told me to just listen to her body and take my time. A few minutes into it she wanted me to slam her, so I rammed her with everything I had, after about 8-10 pumps I couldn’t go anymore and soon filled her with my ejaculation. I was drained after this. I got up from her bed a few moments later we didn’t say much to each other, I got dressed and as I was leaving she said, “I’ll see you later!” We continued to have sex off and on for a few months after that it was awesome! She was a great teacher! I always seemed to know how to get a girl in the mood after that and in fact had sex with my new girlfriend a few weeks later. There was no stopping me from there, when I was 17 I had sex with 6 different girls that year.
Jay

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