Where it happened: Technology convention
Langauge: English
Sex: Male
Rating: 8
Category: Straight
This was how I lost my virginity. I was fourteen and a freshman. I wasn’t a ladies man at all. I hadn’t ever had a girlfriend, and I hadn’t even ever kissed anyone. However, I did have a crush. Her name was Annie She was a tall (about 6’1), slender redheaded girl with the longest, most ridiculously good looking legs I had ever seen, which formed up into a shapely ass. She had perky D-cup breasts, and her waste was thin and fit. But the best thing about her was her gorgeous, heart shaped face, her porcelain skin, her brown eyes, and the cute red bangs that shaped her face. She was essentially a supermodel. There was only one problem: she was a senior, I was a freshman. So I pretty much just wrote it off, although I would constantly masturbate to the thought of her. She was a geek just like me. She played WoW. Nearly all the geeks in the school were a little in love were her.
So, one day, I signed up for a Technology club. She signed up as well. I spent most of the meeting staring at her tits, and trying not to be seen. The day came for the Technology clubs annual convention, and we all got on the bus. She climbed on the bus after me, and I looked back at her, and my mouth was agape. She was wearing a ridiculously short skirt. Shorter than all the other girls. She sat right next to me, and we talked a bit, but I just shrugged it off because I assumed she’d never like me.
So, we got to the convention, and we did all the pointless things we do at conventions. It got late and we all went back to our rooms. There were two girl rooms and two boy rooms. All the guys went over into the other room, but I stayed in mine. I was masturbating to the thought of Annie. I kept on imagining that something would happen, anything, that would let me fuck her, at least just once. She was just unimaginably hot.
I heard a knock on the door. I thought it was strange. The guys would just use there keycards to enter. There really wasn’t any need to knock. So I zipped up my pants, went over to the door, and opened it up. There stood Annie, in her short skirt.
“Hey, I don’t like the other girls, and I’m feeling kind of lonely. Mind if I hang with you?”
I was completely and totally taken aback. My eyes flew straight to her boobs, then I caught myself and righted my eyesight, hoping she hadn’t noticed.
“S-sure….” I managed to stammer out, under intense arousal. My dick was swelling in my pants already, and I turned around to hide the fact.
She just smiled beautifully, closed the door, and walked into the room.
“Hey, Robert… I’m just wondering something.” She said
“What is it?”
“What do you want to do with me?”
“Huh?”
“What do you want to do with me… right now?”
I was already nervous, and I could hardly believe what I was hearing. Really, I wanted to bend her over and ride her, but I couldn’t very well say that.
“I… uhmmm… want to talk to you. You’re great to be around.”
Then giggled prettily, hugged me, and said “That’s so sweet.”
She kept her arm around me, and led me over to the bed, where she laid me down.
“Now, guess what I’m about to do with you?” She asked, and got closer to me.
I still couldn’t believe what was happening. My dick was about to explode, and it was standing straight up in my pants in an obvious way.
“You’re about to… kiss me?”
This made her giggle a little more. She reached down and unzipped my pants, pulling my seven inch penis from out of my boxers. It stood straight up.
“Gee, you’re looking pretty excited there. Have you ever been with a girl before?”
“Are you about to give me a blow job?”
This made her laugh one more time. She just stood up, and then put one leg each on both sides of me. Looking at her body standing over me, I was overwhelmed with feelings of lust. Then I could see straight up her skirt – she wasn’t wearing any underpants.
“No, I’m going to fuck you.”
She then lifted up her the triangle of her skirt, and lowered herself onto me with her gorgeous legs. My brain took a while to process the words, but when the tip of my penis was inside her the waves of pleasure coursing through my body woke me up. She continued sliding all of it into her. It was so slippery and warm. Then it was all the way in. That was that. I had just lost my virginity, something I hadn’t expected to do for another ten years or so. I just stared up at this statuesque beauty sitting on top of my cock. It felt surreal to be inside of her. I just looked at her flat stomach and imagined my penis inside of there.
I was already tingling all over with unbearable pleasure just sitting there. Then she raised herself up and humped me. The feeling of my penis going in and out of her sent me over the edge, and I began to come. After another two humps from her I had emptied all of it in there.
After the post orgasm glow, I became horrified.
“Oh my god, am I going to get you pregnant?”
She just smiled and told me she was on birth control, and not to worry. I also apologized for coming too soon.
“Don’t sweat it. A lot of guys don’t even get inside before they spray.”
“Wait… how many guys have you been with?”
She sat and thought for a second.
“I’ve probably fucked about thirty different people, all in all. I just love to fuck.”
I stared at her in amazement. Thirty people. I didn’t even believe it was possible. But then I took another look at her, and it seemed pretty obvious. Any chick that looks that good could get laid twice as often as she wanted.
But my dick was still inside her, and I was starting to get hard again. I began to thrust into her, and she started to moan. She stripped off her shirt, and took off her skirt. I just reached up and held her huge boobs. Then I reached behind and grabbed her ass. God, this was the best thing that had ever happened to me.
Then I bent her over and rode her doggy. Her ass from that position was AMAZING. I held her waist and made love to her tenderly. I seemed to have calmed down a bit but I was still always almost over the edge. She was simply too good looking. When he came, I blew it in her vagina again.
We kept on fucking for almost two hours, during which I came about eight different times, and she came almost ten times. After that, the guys walked in on us and had their jaws agape. She quickly put her clothes on and left, before winking at me as she left.
We kept on fucking for the rest of the weekend, always sneaking off to be alone, and then we fucked on the bus on the way home. Eventually, Annie became my girlfriend, and we’ve been together ever since. I’m in college now, and it’s quite a way to live.
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