My First Time

Since I have to wait until tomorrow night to hopefully have something new to post, I thought I would write about my first time tonight. I'd imagine there's a lot of interest in it...first times are always good stories. They're especially interesting when a hot guy can go from innocent virgin a few months before turning 18 to a slut who's taken around 200 loads in less than a year and a half. That's me, whatever your opinion of it may be.

I started noticing guys around the time I started high school, so I must have been close to 14. I spent almost four years checking guys out and talking to them online, never having the courage to go through with anything else. I didn't have a car and I lived in a really small house with parents who didn't even like me having friends over. I was pretty screwed.

I talked to plenty of people my age and some older, but I never had a serious chance to meet any of them. There were so many things that I was curious about and so much that I wanted to try...I would think about it all the time, spending hours jerking off with my imagination and some porn vids I downloaded. I basically was into cybersex and trading pics, and that was all I did. No one who I went to school was open about being gay, so I didn't have anyone who I thought I could experiment with or talk to. When I told a friend or two about my interest in guys, none of them reacted well. That just discouraged me from doing anything and scared me away from going beyond what I had already done.

By the end of high school I was starting to feel pretty restless and I just wanted to jump into the world and finally experiment. I started talking to local guys again, and I found one with a car who was fine with picking me up. I called him on the phone a few times and we chatted online for months, trading pics and talking about what we might do. He was in his 20s and had a boyfriend, but he said he was about to break up with him and he was interested in me--I didn't care. I thought he was really cute, and he took pics of whatever I wanted and sent them to me for nothing in return.

He had been asking me to meet him almost from day one, for months, and finally I decided I would. I told him late night would work best because everyone in my house would be asleep and I would be free to sneak out. He didn't really want to meet then and it didn't happen, until finally one night he decided he was interested.

I told him to drive to a store in my neighborhood and park in the back of the lot there (it was still open, so the cars in the back were employee cars and no one was walking around there). He did, letting me know about his progress the whole way. It was a 10 minute trip... he went from his apartment to literally being a 3 minute walk from my door.

I was terrified of getting caught, but that didn't stop me. I popped the screen off my window and made my escape from the house to the road, and then it was just a short trip to the parking lot. And there he was, in the car he had described, the window rolled down, him expectantly looking out.

He smiled when he saw me, and I quickly made my way to the car, opening the passenger door and jumping in.

"You made it!" he exclaimed with a big smile. He was even cuter than he had looked in the pics, and he looked way younger than he said he was. Perfect...I couldn't complain.

"Yeah," I choked. I was freaking out, my heart pounding at full speed, my mouth as dry as it could possibly be.

He chatted pretty innanely for a few minutes, touching my knee or my shoulder as the chat went on. Each time I felt a jolt--it already felt so good, and I couldn't believe it was happening.

"So when are you leaving for college?" he asked, taking his time to brush his hand over my leg.

"August."

"And you haven't even kissed a guy?"

"Not even once," I answered honestly (believe it or not!).

"You can't go to college without even kissing a guy!" He leaned in, and I almost died. I had no idea what to do... I had never kissed anyone in my life.

"Just press your lips out," he instructed. "It's no big deal."

I did what he told me to do, and our lips made my contact. It only lasted for a second before he pulled away.

I collapsed into the seat. It was the most amazing sensation I had ever felt.

"Was that Ok?" he asked, looking concerned.

"Yeah, that was amazing! I just can't believe it felt so good."

He laughed. "Kissing is great."

"Can we do it again?" I pressed my lips out.

He leaned in again and we kissed, his hand running along my leg. He held the kiss for awhile, moving his lips around on mine.

Eventually he stopped, resting his hand on my leg, near my dick. "You want to try it with tongue?"

I did, but I was going to do a horrible job. "I've never done it before..."

"It's Ok, just follow my lead and let it happen."

I did what he suggested, his tongue poking into my mouth. I opened up and tried to follow what he was doing, and we kissed with our tongues for several minutes.

His hand was no resting on my cock, which was as hard as could be.

"Pull your pants down," he suggested. "You can keep your underwear on... I'll only touch you through them."

I unzipped and pulled my belt off, my dick visible through my white briefs.

We kissed some more, his hand on my cock through my underwear, rubbing along my shaft and gripping me through the material. We kept kissing and eventually he slid it inside, holding my dick in his hand and jerking it softly.

It was beyond what he said would happen, but that was Ok with me...it felt too amazing for me to stop him. We kept kissing and he kept feeling my cock. Eventually his lips left mine and I just pulled my underwear off, my hard cock jutting upward.

"Damn! Your cock is so big...mine is going to look tiny next to that thing!" He jerked me with some fascination, feeling the thickness of my cock. "I can say now there's no way you can fuck me!" he added with a laugh.

I asked if I could see his cock and touch it, and he unzipped and pulled it out. It was a lot smaller than mine, and I think I would say it was just small now, though it's kind of hard for me to think about how big it was. I didn't care... it was the first other hard cock I had ever seen in real life, and within seconds it was the first one I had ever touched.

He suggested I go down on him, so I did. It was interesting...he was moaning, running his hands through my hair, and eventually they shifted to my ass. He was grabbing my cheeks and pulling them apart, getting a good view of my hole.

He really liked my ass, and he really wanted to fuck me. He asked if I wanted to go back to his place, but I was too scared to do that. I figured if I did I wouldn't be able to stop him from fucking me because I would be too curious, and I wasn't sure if I wanted him to be my first back there.

He went down on me. I had been expecting it to feel great, so it was pretty underwhelming. It was still enjoyable though--I was hooked.

I sucked him a little more and we made out a few more times, but after about half an hour he was ready to go.

Neither of us had cum, so I was really sad. I asked if I could suck him again so that he could get off, but he said it was too late and he was too tired. We kissed for a final time and I left. He drove away, and I made the hike back to my house.

I made my way back to the window, sliding through it and getting the screen back on. I closed it and collapsed on the bed, unable to believe what had just happened to me. I could taste him on my breath--I could taste his mouth and his cock--I could still find his smell with a sniff, and it was intoxicating.

I sent him a message letting him know that I made it home and told me that I was very cute and that he couldn't wait to do it again. He said next time maybe we could go back to his apartment and take things a little further, which excited me to no end. He suggested we could have a few drinks and then go back to the bedroom... he could slide his cock inside me and let me experience my first fuck.

It never happened, and I'm glad it didn't. He was a jerk, and looking back on it he was kind of creepy. Whatever had happened, I took my first steps into the world I inhabit now.

I wasn't happy with the experience. I repeated it almost a month later with a different person to find that it went the same way. I decided I was done. I went almost 6 months before I did anything with another guy. That was a little more than a year and a half ago, when I first got fucked and took the first load of cum in my hole.

What a journey. ;-) I guess I should write about my first fuck next... maybe tomorrow, before I leave to meet my bottom twink.