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High School Boy


Guest ericbb99

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Guest ericbb99

High School wasn't bad for me. I graduated in 2003 from a suburb of Dallas. I was skinny, toned, and had a great butt. I worked out constantly, but never got too muscled. I played basbeall and hung out with my teammates mostly. I always had a girlfriend. I was over 6' tall and had blond hair in a tight fade. I kept my body shaved. Looking back on it, I don't know how everyone thought I was straight. With the exception of my low voice and athletic tendencies, I fit the stereotypical mold for a twink.

I watched a ton of porn. It started out pretty normal... a girl playing with herself... then a guy doing her missionary... then some kinky shit... then one day, I saw two dudes fucking, and my dick sprang to attention. It was forbidden. Risky. Primal. I was hooked. I loved imagining I was taking a big dick while I stroked. I couldn't get enough of the videos. I used to sneak out of my room at night and watch porn until 3 or 4 in the morning.

I started on yahoo messenger looking at the m4m rooms. I didn't figure anyone would want to chat with an 18 year old who was still in high school, so I made up a persona. "Brian" was 21 and in college and looking for fun. I used my own pics, but never showed my face. People were more careful back then, and I didn't want to get outed.

Late one night I got a ping right as I was about to cum from some guy named Eric who lived about 10 minutes away. He was abrupt, and a little rude, and really hot. He was in his 30's with a 5 o clock shadow. Fit. And a nice dick. He didn't seem to give a fuck about anything except getting off, which was a turn on. I stroked harder and harder and came. I shut down the computer and went to bed. That night I had a dream about him.

-to be continued-

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  • 5 weeks later...
Guest ericbb99

The next day I couldn't think about anything but Eric. As soon as I got home from school, I logged on. My parents weren't home from work yet and I could wank in peace. He was on too. Fuck yes! I pinged him and said hello and we started chatting. Nothing crazy, just shooting the shit. He asked me what I was into. Fuck, I didn't know, not with guys anyway. I had no idea what I was doing. I decided to just tell him about the porn I watched and to pretend I did all those things. I told him I liked to be held down, tied up, choked, and slapped. My dick was at attention. I told him I wanted to be used. He sent short responses, "hot," "cool man," and "fuck yeah." I couldn't tell if he was into it or not. After a while I asked what he was into. He said I should come over and find out. My heart was racing. We made plans. He sent me his address. I went and took a  shower, my dick hard the whole time. I had never tried to put anything in my ass before. I decided to try it in the shower with my finger. Oh fuck! That hurt. I started to get nervous. I wasn't sure if I could go through with it. I went back to the computer and typed, "I'm nervous," and hit send. He replied back fast, "Knew you'd pussy out. Don't contact me again." I replied back fast, "No! I want this. I'm just nervous." No reply. I waited for a bit and typed, "Maybe I could just give you a blowjob this time?" I'd never touched a dick other than mine, much less sucked one, but I'd gotten tons of blowjobs from girls. I could do that. After all, it's just skin. He replied back, "I don't want a blowjob. I want your hole." He was blunt, and it made me blush. I decided to level with him. "Hey man," I typed, "I'm sorry I wasn't totally up front with you, but I'm actually a virgin and just nervous. Maybe we could go slow?" "Nope," he said fast, "I don't do slow." And then he added, "I don't have time for a virgin, I need a rapeslut. Plus, I don't cum from blowjobs." I sat for a minute and thought, and then I got an idea... "How about I get ten minutes to blow you, and if I can't make you cum, you can fuck me?" He didn't reply for a while, and then he just said, "You don't want that boy. Stay home. Trust me." Fuck that was hot. I jerked my dick for a minute and then sent a simple reply, "Send me your address." He pinged me back pretty fast, and I went and got in my car.

-to be continued-

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Guest ericbb99

I rubbed my dick in the driver's seat of the car in my parents' driveway for a while, and finally I got up the courage to leave. I knew where his apartment complex was. Across town--a twenty minute drive. Worst case scenario, I could always drive over and come right back. I could still bail. And if I didn't leave soon, one of my parents would get home and I'd have to explain where I was going. I put the car in drive and started over. About halfway there, I decided to stop at a gas station for a bottle of water and some gum to make sure my breath was fresh. I stepped up to the counter and looked over the attendant's shoulder to see a wall of condoms. Oh shit, I hadn't thought about that. I was nervous to ask, but I gathered up the courage. "Oh, and a pack of condoms please," I said quietly. The guy snickered and handed them over. He knew I didn't care which ones. I put them in my pocket and got back in the car. I started having second thoughts. Maybe I wouldn't be able to get him off with my mouth. And I really didn't want to get fucked. I mean, I could always bail. I was back in the driver's seat of the car, staring at some hot guy across the parking lot. He was in his 30's, short brown hair, and stubble, and nicely built with a tight t-shirt and jeans. I started rubbing my dick through my running shorts again. I hadn't worn underwear. I was instantly hard, but I was still so fucking nervous. I decided to flip a coin and do whatever it said. Let fate decide. I grabbed a quarter out of my cup holder and flipped it. If it was heads, I'd give him head; tails, I'd drive home. Fuck. It was tails. I was weirdly disappointed. So I decided to go two out of three. After all, that's only fair, right? The second was heads. My fate was all up to this one flip of a coin. Heads. I pulled out of the parking lot, dick still hard, and drove to his place. As I pulled in, I started shivering. It was a nice spring day, and I wasn't cold. I was literally shivering because I was scared. Fuck. I parked in front of his building. Last chance to bail. I decided not to think about it. I jumped out of the car and walked up the stairs to his apartment, sporting a pants-tent and praying no one saw it. I got to the door and knocked. Fuck, it took everything in my not to just turn and run. He oepneed the door and said hi. He stood there and didn't invite me in. He looked at me kind of inquisitively, like he was trying to figure out who I was. He wasn't tall, but he wasn't short either. Probably 5'11" with brown hair and stubble. He had piercing blue eyes, even hotter than his pics. He wasn't built, and he wasn't skinny, but he was trim. He was wearing jeans and a polo, and he smelled amazing. His cologne that really worked for me, I guess. I was all in instantly "Uh, I'm Brian?" I said. His eyes changed, and he almost laughed. "Like, from Yahoo?!" he replied, "I didn't think you were real, or that you'd show! Oh shit, man! Fuck, you're hot." I smiled shyly. I knew he could tell that I wasn't the 21 that I'd claimed to be online, but luckily, he didn't ask. "Fuck," he said, "I have a friend coming over in a few to pick me up. I swear I didn't really think you were coming!" I felt like such an idiot. My face turned red and I stammered, "Oh, I'm so sorry, I shouldn't have..." and turned to leave. His hand grabbed my arm and he pulled me back. He pushed me up against the wall outside his apartment and leaned in close. He wrapped one of his hands around my throat and kissed me hard and deep. His other hand wandered down my chest, to my crotch, and he squeezed my bulge and smiled. His tone changed, "Don't be sorry, boy. You'll come back tomorrow to try your luck with that blowjob we talked about." Then he kissed me again, turned me toward the stairs, and slapped my ass. I'd never kissed a guy before--and this wasn't just a guy, this was a man. I left, feeling a little bit embarrassed and definitely confused, with a smile on my face, excited for the next day. When I got home, I jerked my dick harder than I had ever jerked it before, looking at the pics he'd sent me and rubbing spit on my hole.

-to be continued-

(a note: I know this is moving slow, but this is the true story of how I lost my virginity, with very little changed. don't worry, it gets good in the next chapter.)

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