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Jack

Age when it happend: 15
Where it happened: my bedroom
Langauge: English
Sex: Female
Rating: 5
Category: Straight

I was 15 years old and despite having had a number of boyfriends, very inexperienced. I had been seeing a guy from my private high school, Sean, for about 3 weeks, when he put his hand down my pants when we were making out and I got scared and broke up with him. Forget sex, I wasn’t ready for anything! But I started dating a guy from my public school after breaking up with Sean. Although we had never been friends per se, we had gone to elementary and jr high together and were still connected through various friends and extracurricular activities.

Jack was by no means an intellectual, but he was fun and well-liked. We hung out a few times mostly typical high school stuff. I went to his track meets, we hung out with our friends. One day my Mom wasn’t home, and he came over and we watched a Nascar race and he got naked on my quilt and it was the first time I really saw a guy’s penis in the daylight. I didn’t know what to do with it, but he didn’t seem to care. He wanted to take off my pants, but I was too shy. We just sort of made out and that was about it. Often when we hung out we didn’t even touch each other. We’d just be having fun. He’d drop me off at home and didn’t even kiss me goodbye. After Sean having pushed me too fast, this was exactly what I needed.

Then one weekend my Mom was scheduled to work at night. I told her I was going to go stay at my Dad’s house. I told my Dad I was staying at my best friend’s house. Jack and I went out with his friends. They were the ‘wrong kids’. We hung out in a nearby town drinking a few beers. It wasn’t my first time drinking, but it was my first time being drunk and definitely my first time where drinking involved a car. Eventually we left, Jack dropped his friends off at their homes, and we went to my house.

I had been drinking so I don’t remember a whole lot about what happened, but we must have been fooling around that night when we fell asleep, because the next thing I remember is the sun streaming into my bedroom and thinking about how much I wanted to fall back asleep. I tried to avoid waking up, but my body felt so good. I slowly became aware that I was entirely naked and spooned behind me was Jack gently rubbing his fingers and hand slowly around my neck, shoulders, collar bone, upper back, side and chest down to my stomach and down over my thighs. I let myself lie there just enjoying the feeling of Jack’s body against mine and his hand touching me.

As his hand swept around my stomach and upper legs, carefully avoiding my pussy, I started to get turned on. By the time his hand was back up playing with my breasts, I could hear my own breathing and was having a hard time keeping my hips still. Jack’s penis pushed harder into my back as I got more turned on. I was still half asleep as Jack slid down and positioned his penis in between my legs. We were lying on our sides and Jack had both arms wrapped around me too. He caressed my breasts with one hand pushing hard on them but gently grazing over and over my nipples. He rubbed his thick penis back and forth against my wet pussy, and had his other hand pushing on my stomach holding me tight against him. The added pressure of his hand on my stomach was driving me crazy.

Jack leaned in and whispered in my ear, “roll over on your stomach”. I complied. Jack rolled on top of me and again positioned his penis between my legs and rubbed it back and forth against my wet pussy lips. I was nervous. I didn’t want him to put it in me, we had only been dating for about a month and a half. I wasn’t in love with him and we had never talked about sex. Jack was a 16 yr old guy though, with a thick hard on and a tiny little 15 yr old girlfriend who was letting him explore her body as he wanted. Of course he wanted to have sex! He pulled himself up and repositioned his penis in between my pussy lips and tried to push into me. Even though I was turned on, I was nervous and tight. The harder he pushed the harder it became. I was relieved. It seemed we couldn’t even have sex.

For the next month Jack didn’t even kiss me once. It was like he was so scared I was upset he didn’t know what to do. Then one day we were out drinking with his bad boy friends again. We ended up back at one of their houses ridiculously drunk. I weighed 103 lbs and had 5 beers in an hour. I couldn’t even see straight. His friend Bill had 2 futons. Dave and his girlfriend were fooling around on one. Jack and I were on the other. Jack pulled down his pants and then mine. He immediately put his penis between my legs and it slid right into my wet pussy. We fucked hard on the futon while Dave and Rachel fucked on the next futon beside us. Jack and I rolled around and I was on top of him fucking hard while his hands held me down hard against him. Dave’s older half brother, who was 20 walked in and pulled hte comforter off of us and laughed. My little white ass was exposed fucking my boyfriend. Dave’s brother watched for a minute until it started to bother jack and he yelled at him to get the fuck out and leave us alone. Dave had already finished and he and Rachel had disappeared at some point. Nothing miraculous happened. Neither Jack or I finished – we were both too drunk. I love being watched having sex though. Jack and I had sex where others could see us a few more times. I do have to be drunk, but when I am there is nothing better.

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