Where it happened: Friends bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
Shelly and I had been neighbors for years. We grew up together on the same street in suburban Boston, went to the same schools, played little league together, etc. she lived two doors down. Sometimes we hung with the same crowd sometimes not, but we were always pretty close. When she got cut from the softball team or broke up with her boyfriend, she’d call me and we’d hang out together and joke around and make her feel better. Given how close together we lived, we were together a lot. Our families were always pretty close so that made it easy for us to be together a lot.
We were never really romantically involved. She wasn’t my girlfriend and I wasn’t her boyfriend. I did go to the junior semi formal with her but only because she needed a date.
We shared a lot together. She talked to me about the night she and her boyfriend were go all the way the first time. Talked about being nervous. Told me a little bit about it later too. We learned to kiss by practicing on each other a few times, but never anything seriously more than that.
When we were about 14 or 15 we discovered Internet porn together on her laptop. We laughed a lot about it and watched really closely for a while, but as we became horny we decided it was time for me to go home where I beat off for about an hour! A couple days later we talked about how we each masturbated after the experience.
That was us.
One night when I was about 18, my phone rang and it was Shelly. She told that her parents were away for the weekend and that I should come by and that we could mess around for a while. “Mess around” to us usually meant watch TV, play Video games, use the pool, etc.
I went by her house about an hour later. She met me at the door and we sat in the living room and watched something on HBO for a while. She went out to the kitchen and came back and asked me if I wanted some champagne. Sure. I’d never really had any but sounded good to me. We struggled to get the cork out but eventually managed. She poured it into what I think we’re martini glasses because that was all we could find and we drank it down. Not bad.
After a couple glasses, she asked if I wanted to come upstairs for a while. Usually is meant a little Internet porn, but we really hadn’t done that for a little while. We went up to her room and she brought the champagne along. We did watch a little porn and that along with the alcohol made us both feel pretty good.
Shelly told me she had to pee and left for the bathroom while I continued to surf a little. She was back in a minute and stepped in behind me and put her hands on my neck and started to rub. Not something that bothered me but not the kind of thing I expected from her. We made small talk while watching some chick on the screen bouncing up and down on some guy moaning. Shelly leaned down at one point and I could tell that she didn’t have a shirt on. I turned around and Shelly was standing there in just a bra and panties. I was stunned. She was very cute…hot even. Shelly has dark red hair that she had in a ponytail. She has that really fair white skin that redheads have. She had really flat abs. I remember thinking that I’d seen her in a swimsuit before but never noticed her looking so buff.
She asked if I liked what I saw. How could I not. Between the porn and now Shelly in her underwear I had a huge boner in my shorts and it was very obvious. I asked her she was doing and she told me that she thought maybe we could take it a little further tonight. She told me that she’d like to take my virginity. I was ready to explode. Like a dope, I said “what do you mean?” Like what else could that mean!
She leaned in and kissed me softly on the lips. I felt her tongue on my lips and I opened my mouth to let her in. She’s at on my lap and she could feel my erection. She rubbed it though my shorts and asked if maybe she could see it. We moved over to her bed and as I unbuttoned my shorts she slowly slid them down. My owner was full mast in my boxers and she pulled them down too. I’d never been naked in front of a girl before. She gently touched my dick and it twitched a little. She slowly stroked me. I told her I was going to cum really fast and she stopped and we just mad out a little for a few minutes. She then pulled back a little and said “I really want to have you inside me tonight. Can we maybe take care of the easy one first and then have sex?” OMG! Of course I thought. She began to slowly stroke me again. She even sucked for a couple minutes and then I started to cum. I shot it on her tummy and leg…seemed like a gallon of cum.
In just a few minutes I was hard again. She slipped off her bra to reveal beautiful pale breasts. Maybe B cups. Her nipples were pink and hard and sat high on her boobs. Her nips were maybe quarter sized. Perfect. She slipped her panties down her legs to show me the V between her legs. She had very neatly trimmed reddish pubic hair. A little strip about an inch or so wide. Again…OMG!
She climbed on top of me and we kissed some more. She let me lick and suck her nipples. She sat up and started to grind her crotch on me. She was wet and it felt great to feel her rubbing it on me. She told me she was ready and asked if I was. I knew she was on the pill. She’d told me about when she first started a couple years ago. I asked about a condom anyway but she said no. She got up on her knees and turned so she was facing away from me and then slid down on my cock slowly. God it felt great. Then she leaned over so that her face was down by my feet. She slowly started to lift her pussy up off my cock and then let back down a again. I put my hands on her ass cheeks and squeezed a little and then I could see her butt hole. It was pink, hairless and glistening with her juices. I was watching my cock slide slowly in and out of her pussy and could keep watching her perfect little asshole right in front of me. This couldn’t get any better. I put my thumb on her little pink hole and rubbed around like we’d seen in the videos and she jumped a little but then pushed back gently but asked me not to push it in, but to keep rubbing. I didn’t last much longer. I asked if she wanted me to pull out and she said “no, just cum in me”. I did.
She lifted herself off me, my cum dripping from her pussy. She asked if I could help her cum too. She laid back on the bed and brought her knees up to open legs and so me her beautiful lips, still shining with my cum. I’d never been between a girls legs before…never. she smelled great, fresh. I wasn’t really sure what to do, but she talked me thru using my fingers and what felt good for her. She parted her lips and I rubbed little circles around her clit, smearing her own juices and my jizz around. She was getting into it. Them reached down and touched her asshole again and she jumped and told me to keep going. Before long she was having and orgasm while I rubbed her clit and anus at the same time. She didn’t scream like on the porn sites, but did moan and shake a little and let me now it was happening.
Her parents were away all weekend. I went back to her house like ten times that weekend. We had a lot of sex in those three days. We licked, sucked, flicked, probed every crack and crevice of each others bodies. We discovered a lot and did a lot of exploring. Lots of orgasms. We even peed on each other once in the shower.
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