So this is a story when I was a freshman in college, happened in between/during another thing I had going on with a kid named Kenny. Kenny and I weren't dating or anything so I wasn't cheating on him or anything. We had to take Gen Ed classes freshman year, it didn't matter on our major. (made no sense). Anyway I sat next to a guy Jason first day of class in English and we kind of built up a working friendship. We would hang out every now and then at parties, not often though, I was a freshman and dealing with working out and hockey practice. If you read my Kenny story, I gave a little away about him and what he was about. But if you haven't read my stories, I am a little over 6 foot, 170 pounds at that point, maybe a little shorter freshman year. Close cropped dark blonde hair, dick was cut (well still is I guess), good girth and a little over 7 inches. I was/am bi, I had known that for a long time, so I wasn't confused in what I wanted, only in how to get it (like every other bi teen). I had something going on with another guy, and I had met a girl so I wasn't looking for anything else at the moment, but if the opportunity presented itself, I wouldn't turn it down. So about Jason, he was really tall, at least 2-3 inches taller than me, and really lanky. T-shirts and dress pants all the time in class, but really nice face and cute. But like I had said, I never made a move on him or even asked if he was dating someone, I had enough going on already in that department. We got along really well, sharing our past and he learned I was good with English and asked if we could hang out and study together. Neither one of us had majors in English, it was just required, but I agreed, nice to meet a new friend I guess, not to mention he was pretty good looking. I don't say "hot" because his type wasn't really my thing, tall lanky guys, but at 18, who cares. His face had nice features and he had really full lips. Looking back he was hot I guess for someone looking for his type, and maybe I was just blind to him because I was hooking up with someone almost the exact opposite at the time. Anyway story goes on.
So we hung out a few times, I invited him back to my room to help with homework and whatever. He met my roommate (Mike) and we all got a long. I was helping him with writing and we would discuss things we were required to read. He didn't really seem to grasp the meaning of some of the required reading, so I would help him a little and pretty much pretend I was the professor he would face the next day in class. I hated it to be honest, I know he was very thankful for everything, but playing teacher after class was not a thing I was interested in. Also, most times I helped other guys out, my goal was always to get in their pants, and with Jason, it never crossed my mind. I really don't know why, he was worthy of it by his looks and attitude, personality etc, but I just never put much effort into that aspect with him until a night in the future...well its complicated, you'll read it. So a few weeks go by, and we have to write a review of some short story. The professor allowed us to work in teams, and obviously Jason and I chose each other. I knew I would do the bulk of the work, but Jason said he would do his part, I doubted it. We had to read the story and write about its meaning, individually and then orally present it together and kind of debate why we agreed/disagreed with each other. So time goes by, and Jason did read the story, but he didn't understand it or the meaning behind it. I remember it was a short story by Turgenev, not sure if it was "The Dream" or not, he wrote a lot of them, but it doesn't matter. I had an advantage, I loved Russian literature, I had read almost everything by Turgenev before I even got to college (no choice, my mom was an english teacher), and I loved them. So anyway, I invited him over, my roommate Mike had gone home for the weekend so we could write his side of the paper together. I played the fake contrarian while writing his side, just so it would be a good show when we had to talk about it in class. Jason wasn't stupid or anything, he wanted to be a graphic designer and Russian short stories were not in his wheel house. And of course alcohol was involved, it was friday night, and I told him I wrote more fluid when I had a few drinks...maybe it seemed that way but I have gone back and read some stuff I wrote the night before and lets just say it needed a little editing. At 18 though, who cares, we were both free to do what we wanted and just cruised through the night, I filled him in on the major points of the story and told him why he would take this or that position in class when we presented our little debate. So we were drinking and going back and forth about the story, I wanted to understand where he stood with how he felt before I started typing his paper. He actually seemed to grasp the main point pretty well and laughed a little because I had taken the stronger position.
Me: Thats the price you pay, you defend the idiot side of it hahah.
Jason: Thats fine with me, at least I understand the story, I'll be right back, I need to take a piss.
So he left the room and headed to the bathroom. I started his part of the paper and he walked back in and sat on the bed behind me.
Jason: I gotta take off in a little bit, we can finish this tomorrow.
Me: Its only 11pm, we'll bang it out tonight don't worry.
Jason: Ok maybe, 20 more mins or so then I gotta head back.
I didn't know why at the time he was so quick to leave, I figured out later he had little experience with alcohol and was probably ready to pass out. We didn't drink TOO much, but enough for a newbie to start feeling a little unsteady in his surroundings. I kept typing for about 5 mins and turned around on Jason, he was asleep in a weird position against the wall. I said his name a few times and he didn't move, I noticed he didn't zip up from his bathroom visit and his dick was hanging out of his boxers. Well, I got hard just thinking about the possibilities that would never happen, but went in to get a closer look, big cut head, and I guessed he was probably bigger than me. I leaned in and made contact with his pants and dick a little bit, I don't know if I was gonna jerk him or zip him up to be honest, doesn't matter because he woke up and I got really scared.
Me: Hey, you ok? I was trying to zip you up, your dick was hanging out from when you left the bathroom.
Jason: Yea, I'm ok...lets finish this tonight right? (he had really serious eyes now)
Me: Uhh, thought you wanted to go back to your room.
Jason: No, lets just get it done, I can crash here if I have too.
So, let me explain a few things. This will be tough to explain feelings, but looking back with the experience I had, I can read it much better. He caught me, no doubt. But he wasn't spooked by it. I didn't know what I was doing and neither did Jason, but by his reaction I was pretty sure he wanted to find out what could happen. Someone is adamant about leaving, catches me checking out his cock hanging out and then all of a sudden wants to stay over? Jesus, I am slapping myself in the face right now for not reading it better then. I was such a pussy about it and basically forced him back to his dorm and told him we would finish it tomorrow. I was really really scared I had got caught and although I knew the future now, I didn't then. Jason was gay, I didn't know it. I would find out later in life, we never really hang out, but I get a call or text every now and then from him. Anyway, I'm laying in bed staring at the ceiling, panting like a dog from anxiety and nervousness. Talking to myself:
Me: Fuck, he will be here tomorrow, did I really fuck up? I don't understand how he reacted, I don't know jesus. We gotta finish that project tomorrow.....and he will be here.
Long self talk short, I was nervous, he would be over tomorrow and I didn't know if he would remember what happened or be into anything or if I should make a move or whatever. My mind was spinning as most people would in that situation and at that age. I got little sleep, woke up at 5am, did laundry, worked out and took a nap around 10am. I basically tired myself into sleeping. I woke up to a knock on the door and it was Jason around 1pm. I got up and let him in, he was ready to finish the paper...I let him read what I had written so far and he seemed to like it.
Jason: Sounds good, we have to practice the presentation too.
Me: Yea no problem, its almost done.
Jason: Do you have anything to drink?
Me: Yea, sure, in the fridge dude, make me one too.
So we started drinking, I finished the paper in 30 mins and he liked it. After that we practiced the debate part, and learned the major disagreement points of the story we would talk about in class together on monday. It was getting later and I asked him if he wanted to call it a night.
Jason: No, its good. We can keep going, I'm not tired.
Me: Ok, cool.
Again, I still wasn't looking for anything from him, I only took a little peek at his dick the night before, never had any intention of making a play. For a guy that liked to be back in his room at a certain time in the past, he was having no problem being around me late night. He laid on the bed and said he wished he had a pillow like I had. Well this is where the internal fire beats the internal anxiety. I laid down next to him.
Me: You sleepy?
Jason: Not really, just relaxing.
Me: Last night, sorry about that.
Jason: About what? Oh that? You tried to zip me up.
My heart was pounding in my chest and I was scared as shit, but I took a chance.
Me: Well I was going to eventually yea. (small risk with innuendo)
Jason: What's that mean? (he seemed really nervous)
Me: I mean, I took a look at you first, sorry I guess, just curious.
Jason: Maybe you can go take a piss and leave your zipper down this time? (he laughed it off like a joke)
Me: I do need to piss, maybe I can...(I was so fucking nervous)
Jason: Ok....do it.....
I wasn't sure if he was joking or not, but I would find out. I got up and left for the suite bathroom and took a piss thinking about what was about to happen. I walked back in and he was under the covers ready for bed.
Me: Guess you are sleeping here tonight...(nervous laugh)
Jason: Yea if its ok.
Me: Sure, it will be a tight fit but sure.
I got into bed after stripping down to my boxers and laid down next to him. He was a little buzzed, maybe 1/2 drunk but was still talking normal.
Jason: I wanted to stay over last night and finish that paper, why'd you push me out?
Me: Oh yea, no reason, I was just tired I guess.
So 10 mins go by, no words spoken, both of us probably praying the other guy made the first move.
Jason: Have you ever fucked a girl?
Me: Yea, you?
Jason: Yea, how old were you when you did?
Me: 15
Jason: ....ever fucked a guy?
Me: umm.....yea I have...have you?
Jason: Yea...so I guess goodnight.
Me: It doesn't have to be I guess...,ya know...
Jason: Nah, I guess it doesn't...
He reached over and grabbed my dick....thank god finally. In real life it was probably longer time wise before he decided to do something, but I was thankful he did. I was just praying and screaming in my head, "TOUCH ME AND I WILL TOUCH BACK!!!" Haha, sorry, but thats pretty much what my mind was going through at 18. I reached back over to his boxers and he was already hard. We both turned over on our sides and jerked each other a little, neither one of us had the balls to kiss each other. He kept asking me "Is this alright, Is this alright" over and over.
Me: Yea dude its fine, its great.
I leaned in to kiss him and thankfully he accepted and we made out for a little bit. In the process we took our boxers off and were hand on meat now still making out. I roamed his chest with my other hand, really skinny kid feel on him, decent chest hair already, but I didn't care. I rubbed his nipple a little and he moaned.
Jason: Can you please suck my dick? (very polite)
So I agreed. It was bigger than mine like I had thought before. He was probably a little over 8 inches and about as thick as me, biggest dick I ever encountered in my life (close second is a brazilian guy I hooked up with...well doesn't matter). I turned in the bed and pretty much forced him to suck me while I went down on him. He was quick and working hard on me, while I was busy inspecting him and taking it slow