Disclaimer: the story depicts sexual acts between adult men, if this offends you, don't read it...
Midnight Unload
This is a completely true story which happened with a buddy of mine while I was goin to school at U of I, Il. Back in 2008 I was about halfway through my junior year, and I had recently started experimenting with guys. I was too chicken to do anything during high-school, but I more than caught up on that once I had my own place and no nosy parents. At that point I hadn't done too much with a guy, but this was a fun experience nonetheless.
I had a buddy, we'll call him Justin, whom I met online. The ultimate goal was a hookup, but we became friends, and he'd spend the night over at my place from time to time, usually when he was drunk after a party. He was a pretty cool guy, and was even part of a drama club that did Shakespeare plays a couple of times a year. He even coaxed me into going to one of those once, and it wasn't bad at all. I didn't really mind him staying over at all, and we got to fool around a bit as well, which broke up my otherwise monotonous schedule nicely.
On this particular night, Justin came over to my place after he came home from one of the campus bars where he went with his friends. I never really understood his habit of going out on schoolnights in the middle of the week, but that was just how he rolled. He was a little buzzed, and I think he was getting a bit sick. He was a cute boy with wavy hair, very skinny, probably about 130 at 5'11". As soon as he got there, he told me that he was probably coming down with something and that he felt like relaxing and just spending some time. Being in class all day, I didn't mind. He asked me if it was ok to stay, probably having a cold and all, but I told him it was fine.
He said he needed to study some lines for his rehearsal in a few days, which he'd been putting off. He took his shirt and socks off, and plopped himself on my bed. He only left a pair of grey pajama pants on. We spent about the next 1 hour with him studying his lines and me doing a powerpoint presentation for class on my computer. At about 10 or so I could tell he was just about fed up with studying, so I asked him if he wanted to watch a movie or eat something. He said he wasn't feeling very well and that he was sleepy, so i just decided to make him some hot chocolate before bed and just go to sleep. After we drank that, I took my clothes off and got into bed with him -- he was still in his PJ bottoms.
We talked about this and that a bit, and it became kinda obvious he was too tired and wasn't up for messing around. I could have used a good bj at that point, but that was something that we hadn't done yet up to that point. I settled for giving him a massage, and got on his back as he laid on his stomach. I gave him a pretty long rubdown, focusing on his lower back and shoulders. He had smooth skin which was warm to the touch. After about 20 minutes I got tired and laid down next to him, and just stroked his back a little bit. He flipped over on his back, so I was touching his chest. We didn't really say much at this point, and I knew he was enjoying my touch. I wasn't really massaging him, just caressing him and playing around running circles around his chest or belly button. Just stroking him gently like that. After about 15 minutes of that, I wondered if I should stop because he hadn't said much in a while. I stopped doing anything and listened. He was softly snoring.
I called out his name a few times, quietly, to see if he was awake or really asleep. He didn't respond, so I figured he was passed out. That was relatively quick, he probably fell asleep in less than 10 minutes. I lightly massaging his naked body like that, but since I was pretty horny, I soon found myself rubbing lower and lower on his abs until I got to the waistband of his pants. I traced around it and poked the tips of my fingers in, and after I made sure he was fully asleep, I made a little bolder move. I slid my hand down over his waistband, until I placed my palm right on the bulge of his cock. There were only two layers of thin material between me and his dick. I rested my hand like that, making certain it hadn't woken him up. I proceeded to rub my palm against his dick a little bit, and felt the tube of his cock between my fingers. He was about 4 inches soft, and his dick was swelling from my touch. I thought it was kinda cool how I was giving him a boner in his sleep. I rubbed him like that a little more, until my horniness won out and I slipped my fingers into the fly of his shorts, which had no button, and to my pleasant surprise the fly of his boxers was aligned right underneath. I felt his hot dick touch my hand, and I wrapped my fingers around his meat. I rubbed it around a little bit, and stroked his pubes. I decided it was kind of hard to play with him in there, since his pants were sort of tight, so I fished his dick out carefully through his fly, and pulled his balls out as well so his whole package was sticking out of his fly. He was fully hard by now. I couldn't see much, so I continued to explore his dick. He had a very nice dick, thick with a nice mushroom head with a defined ridge. It had a defined upwards curve to it. He wasn't much in the size department, but it was a very nice dick nevertheless. He was probably about 5 inches long. I could get his whole dick in my fist, but the head would still be outside.
I was laying on my left side, and I scooted a bit down so i can get better access with my right arm. I rubbed his dick in my fist for a little bit, going faster and slower at times. If I stopped or slowed for about a minute, his dick would start to slowly soften. I played around with getting him hard and letting him go soft for about 15 minutes. I was getting pretty horny, and daring, so i decided to take it a bit further and see if I can blow him without waking him up. I got up on my left elbow for support, and closed my face in on his junk. I could smell his dick, and it wasn't a bad smell at all. I stuck out my tongue and licked his cockhead. I kissed it a few times, and gave it a few more licks before slipping it in my mouth. It wasn't too hard to deep throat him, and I could easily take his whole cock in my mouth. He had decently sized balls, with which I played and massaged while I sucked him. His boner became steel hard, and after about 10 minutes of slow sucking (I was afraid to go fast, so I wouldn't wake him up) he began to leak pre-cum. I figured I could bring him off in my mouth, but I decided it would probably wake him up, so I pulled off and started jacking him off with quick short strokes. I was sort of sitting up at this point, and fisted his dick with my right hand. I cupped my palm under his dickhead, because I wanted to catch his jizz without making a mess. I kept pumping his dick, and it became really hard. After a minute or so I knew he was about to blow because his breathing was a little shallower than before and his dick was really tight and straining in my grip. I put his dickhead against my palm and rubbed on. Suddenly his cock jerked strongly once, and then was still for about 2 seconds, and then he started unloading in rapid pulses. I felt his first shot hit the back of my hand and my wrist. He wasn't too much of a shooter, and the rest just gushed out in my palm as I manipulated his spitting pole. He shot about 5 loads into my palm before he stopped, and his dick twitched a few more times. It softened very rapidly, and I immediately shoved it back in his pants.
I got up and quietly made my way to the kitchen, holding his cum in my hand. He probably jerked off earlier in the day as there wasn't much at all, but it was hot as hell and smelled really nice. I licked the shot that was on my wrist, and the rest I just washed down the sink.
After that, I just snuggled back into bed with him, and fell asleep shortly after.
The next morning we woke up about 8, since he had to go to class. I asked him how he slept, and he said he felt alot better. He mentioned something about being sorry for being so boring and not having any fun 'last night' to which I coyly replied that we did indeed have some fun. He was pretty puzzled, and asked me what I meant. I told him that I sucked him off in his sleep. To my surprise, and to this day, he had a fairly negative reaction, telling me that he doesn't appreciate people doing things like that without him knowing. I found that very odd since we had already jerked each other off and he gave me head a few nights earlier. Go figure.
I don't really keep in touch with him anymore, for no particular reason, we just grew apart, what with me leaving school (I was 2 years older) and him keeping up with his life there. I met a few other interesting people along the same lines, one of whom I dated for nearly 3 years, and who was my first real boyfriend who I loved.
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