These stories are for entertainment purposes only, they are loosely based on real life events and fantasy. Good luck figuring out which is which.
Gay,Beginnings, First Time Experiences, High School
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JC's Journey: First Time, with Terry
When I was in 11th grade I had an opportunity to attend a camp for the top boy and girl student from each high school in the county. We were supposed to stay in cabins at some resort outside of town. My classmate Erica and I were selected to participate. I was excited to get away and see what business camp was all about. The camp organizers sent out a lot of material including a contact list of all the participants from every high school. We were paired up to make sure people from different backgrounds roomed together. I was paired with a kid named Chan.
A couple of weeks before the camp I got a call from one of the participants named Terry. We talked for a while, he seemed pretty cool. I mentioned that my birthday was a couple of weeks before, Terry said, "Maybe I can get you a belated birthday gift." His tone seemed more than friendly, I responded with, "I'd be interested in seeing what you have to offer." We chatted a little bit longer, at the end of the conversation we agreed to make sure to seek each other out once we got to the camp.
It was an early Thursday morning, around 6am where the participants needed to meet at different Walmart parking lots to load buses to head to the resort. My group loaded the buses and pretty much fell asleep soon after the bus pulled out.
We got to the camp around 830 in the morning where they had a welcome reception and breakfast with networking for the students. After the welcome reception I met Chan, who was a walking stereotype of an Asian brainiac. Chan was a total nerd; he was a little guy with a big ass head and superthick glasses.
He wanted to hang out, but I told him I needed to link up with another one of the other guys. I noticed this handsome young kid with curly hair and braces, he was working the room making small talk with groups of kids. He made his way over to me, he said, "Hey man, I'm Terry . What's your name?" I said, "I'm James Christian." Terry had a pretty sly smile, "Oh you the birthday boy." I was kind of shocked that he remembered.
I had an opportunity to get a good look at him. He just under 6ft tall, light-medium complexion, about 190lbs. He had braces, with a sexy smile. (If there is such a thing.) I was really drawn to his sexy eyes more than anything. I felt like we were flirting, but I couldn't be sure because Terry was so charismatic and friendly with everyone there. I feel like he was campaigning for office or something.
We got through day of activities and were told that once we went to our rooms they wanted us to get to know our roommates better because we had do some kind of skit together. I thought the idea of that was wack as fuck.
Chan and I headed to our cabin around 9pm that evening to "get to know each other better." Once we got to our room, Chan grabbed his backpack and whipped out a brand new graphing calculator. I was totally confused. Chan rambled on and on for like 15 minutes straight about everything his new toy could do. I was totally blown. I told Chan I had some reading I wanted to do. That didn't seem to matter since Chan kept fucking talking about everything that calculator could do. I didn't know what to do to shut his ass up. About 945pm we had a knock at our door that kind of surprised me since everyone was supposed to be their room being tortured by their roommate. I jumped at the knock to see who it was and to get away from Chan. I opened the door and Terry pushed his way inside, telling me to hurry up and shut the door.
Terry came in and asked, "What are you guys doing?" Chan was terrified that we were going to get in trouble for having someone in our room. I told him to chill out, Terry was cool. Chan seemed to calm down a little bit after a while, but he went right back to talking about that damned calculator. Terry and I sat on my bed and talked Chan out of the conversation. Chan eventually butted out and just buried himself back in his calculator.
I was sitting up near the head of the bed and Terry was laying across the middle of the bed facing Chan's bed. I could see Terry had a pretty nice physique with some really nice hips and ass. I stretched my legs out to be a little more comfortable. My foot accidentally brushed up against Terry's side and I jerked my leg back, trying not to kick him. Terry said he was ok and I should be as comfortable as I like in my bed. Terry had a great smiled and he made me feel warm inside. Terry and I weren't really talking about anything, just bullshitting. I was still wondering what made Terry come by.
Terry and I kept talking and Chan kept calculatoring. Terry lifted off the bed to reposition himself and he wound up laying partially on my right foot. I looked at him, trying to figure out what he was doing when I could feel his rock hard dick against my foot. At that point I knew Terry wanted to do something. I kept rubbing my foot on his dick while he writhed in the bed.
I told Chan that we probably should get some sleep turn the lights off. Chan told Terry goodnight and it was nice to meet him. I knew this bastard wasn't trying to run my potential dick off.
I quickly said, "It's all good, we're just going just lay here and talk for a while. We're going to wait till it's a little later. I don't want Terry to get caught." I got up and turned all the lights off and hopped back in the bed. I told Terry he should probably move up in the bed so we wouldn't make so much noise with our conversation and disturb Chan.
Terry moved up in the bed and lay next to me. I really didn't know what to expect. Terry immediately stuck his tongue in my mouth and began to kiss me deeply. This was my first time being kissed by a man and it felt amazing. I had kissed girls before, but that never felt like what I was experiencing in that moment.
I ran my hands all over his chest and stomach. I was trying to keep the noise down since we just turned the lights off and Chan had to still be awake. Terry took my hand and moved it down to his dick. He had a thick 8.5 inch dick with a curve up towards his stomach.
I stroked his dick while we kissed, I just knew I was going to suck the second dick of my life. I was super excited. I stopped everything and told Terry, we were making too much noise kissing. I could see Terry's eyes in the dark room with the moonlight shining through the window. Without saying a word Terry gently rubbed the side of my face and smiled. He pushed my head down to his dick and I began to suck on the head of his dick slowly at first.
All the time I spent worrying about Terry moaning from me stroking his dick and now he's moaning louder while I was sucking his dick. I wanted to tell him we need to cool out, but Terry wouldn't let my head go. I was like fuck it, I may as well put to work what Dre taught me about deepthroating. Terry's dick was a little more difficult to get down my throat because of the curve. I finally found a position where I was up on my knees where I can could take his whole dick down my throat. I knew we were making a shadow of tented sheets in the window where Chan could clearly tell what was going on, but I just didn't care any more.
I could tell the technique that Dre taught me was doing something to Terry because not even a minute into it, he grabbed me and brought me back up that we were laying face to face. Terry whispered in my ear, "Who the fuck taught you how to suck dick like that?" I pulled back and looked him in the eyes and smiled, I told him, "I learned a little bit here and there." I didn't want to tell him a man three times my age taught me how to please a man with my mouth.
Terry seductively asked me, "What have you learned to do with that ass though?" I replied, "Nah bro, I'm don't think that's something I want to do right now. You got chinky brown eyes over there in the bed anyway." Terry asked me if I ever been fucked before. I nervously told him that I never had before. That seemed to make Terry even more determined.
Terry started kissing me again and rubbing all over my body to get me even more turned on. Terry started focusing his hands more and more on my ass. I don't know why I didn't stop him, but the more I felt his hands on my ass the more I liked it. I began to poke my ass out as he grabbed, stroked, and massage my ass. Terry started to rub his hands down the crack of my ass, before he got to my hole he stopped and stuck his index and middle finger in my mouth and covered it with his hand. Terry whispered in my ear, "You gonna gimme some of that ass." I was drooling all over his fingers and down his hand when he switched hands covering my mouth. He then took his soaked fingers and started to massage my asshole with the tip of his finger. I was moaning into his hand as gently stroked my hole his two fingers.
Terry whispered in my ear, "Keep the noise down, your roomie is going to hear us." Terry took a small tube of Vaseline out of his pocket and he relubed his wet fingers. This time when he went back to my hole he pressed his finger with more intent and slipped about an inch into my ass while biting down on my ear. I jumped a little when he first slipped in but he kept me turned on as he continued to kiss my ear and talk shit about how good he felt. Before I knew it he had one whole finger down to third knuckle twisting and grinding into my ass.
When I finally got my moaning under control he took his hand off my mouth. Terry kissed his way down my neck, chest, and stomach. He lifted my legs up and over his thighs. Terry put his finger over his lips motioning for me to keep quiet. I watched through the moonlight coming through the large window as Terry squeezed a bunch of lube on his dick and he massaged it slowly and seductively. He guided his dick to my as while leaning down to whisper in my ear. He whispered, "This ass is about to be mine." Terry began kissing on my ear and grinding the head of his dick against my hole. This boy was a pro. He began nibbling on my ear harder and harder as he popped the head of his dick in my ass. When he got the head in, he lay still and now I had him moaning. Terry was a really patient with me, I could see the clock on the table, he took 7 whole minutes to slide all the way in my ass. The feeling was out of this world. Once he buried his dick down to the pubes he looked me in the eyes and softly said, "Daaaammnnn."
He looked down in my eyes, biting his bottom lip with a slight smile on his face. He slowly began to pull his dick out, only about and inch before slowly reinserting it back to the base. I was in heaven. Terry told me I felt good on his dick. I could feel my asshole spasming on his rod every time he moved. Terry could tell, his smile became devilish as began to pick up the pace and length of how much dick his was stroking my ass with. I was moaning loader so Terry put his left hand back over my mouth, and he motioned "Shhhh" again. This was totally crazy. Terry leaned down and started a slow deep grind, that's when he told me he wanted me to sit on his dick.
All I could do was think about the straight porn I had a chance to watch to figure out the best way to sit on his dick. Terry rolled over on his back next to me and pulled me on top of him. We began kissing deeply again. I looked over to check out was the roomie was doing, he looked like he was sleep with his back to us. I sat up on his stomach while he gently played with my nipples. Terry pushed me back towards his dick, he lifted my ass and lined it up with his dick. He pushed down on my thighs when I felt his dick at my asshole. As I lowered myself on his dick I could see shadow I was making on the wall of me sitting on Terry's dick. The shadow came in handy, if I could make the shadow look sexy, then I probably could make him feel good.
I bounced on his dick, I grinded my ass on his dick, Terry squeezed and massaged my ass as I moved up and down his dick. I could tell I was doing something right by the look on Terry's face and the way his was jackhammering my ass. I was leaning down kissing him, sucking his tongue and licking all over his face. Terry looked me in my eyes and asked me, "Do you want to have my baby?" At first I was like, "What the fuck? Baby" Then I realized he was getting closer to nutting. While we were fucking I learned to control my ass spasms, so I squeezed my ass harder and rode that dick to the tip of his head and back down bush. This was driving him crazy, I could feel his legs begin to tremble. I loosened and retightened my ass on his dick. He yelped a quick expression of ecstasy as I felt his dick begin to twitch and shoot nut up my ass. When he finally stopped trembling, I stopped riding.
I slowly pulled myself off his dick and it plopped out with a bunch of nut. Terry and I lay next to each other trying to catch our breath. Terry leaned over and asked, "Are you going to clean ya boy up?" I got up naked and went the bathroom to get a towel for Terry. When I tried to hand it to him, he just pointed down at his dick. I leaned down and carefully wiped him clean. I sat the towel on the nightstand and got back in bed. Terry said, "You always need to clean the man who fucks you."
We lay there for another 30 minutes or so before Terry said he needed to get back to his room. I walked Terry to the door after he got dressed. We kissed again and he told me how much he enjoyed the night. What he didn't know was that he started something new with me.
As he walked out the door he turned, winked and said, "Happy Belated Birthday."