About two years ago, I was on an overnight school trip with two other buddies. Since we were still all in our last year of high school, a guy in his early thirties chaperoned us. There were four of us guys, including the chaperone, so we had a hotel room with two double beds. Two of my friends took one bed and I got the other bed with, Chad, the chaperone. None of us wore pajamas. We all slept in our briefs and t-shirts, Chad slept only in his boxers.
I could hear the other guys breathing deeply and knew they were asleep. Chad was quietly snoring with his back towards me. But I was wide awake with a raging hard on. I wanted to jerk off or do something, but how? All manner of ideas popped into my head. In the middle of my day dreaming, Chad rolled over on his other side facing me. I decided what I was going to do, but it was really risky, which excited me no end. I thought about how exciting it would be to rub his cock and balls while he was sleeping. He moved again and this time was practically laying on me!
He was completely sprawled out on his back, with his left shoulder covering mine. I nudged him a little to make him move so I didn't fall off the bed. He mumbled something in his sleep and moved over. After that I lay awake till he was in deep sleep. He was laying on his side facing away from me.
When I heard his heavy breathing and knew that he was fast asleep, I reached down under the covers and put my hand on his butt and started rubbing my rock hard cock inside my jockeys. Next I got a bit more daring and reached over him and started to gently rub his boxers where his cock was. He didn't move at all. So I got a little more daring and reached through the fly of his boxers and started touching his resting cock and balls. That was the first time I ever touched another guy's dick. With all this daring excitement, I was on the brink of blowing my load inside my shorts. In his sleep, he then rolled more on his back, giving my great access to his chest. I lightly kissed his right nipple. Then I reached back inside his boxers and started using my thumb and index finger to rub his cock in a slow jacking-off motion. I wanted to get him hard. He started to get stiff so I used my whole hand and kind of palmed his cock. All of a sudden he made a grunt and moved, making me think I had been caught. But he just kept laying there and I stopped, deciding I had pressed my luck far enough.
That is when I heard a low whisper, "Why did you stop, it feels real good. Let's continue this together." I didn't know what to say. He took the initiative and touched my hard cock which was trying to free itself from my jockeys. I lifted my butt and he slid them off. Then he laid back and I slid off his boxers. There we were completely naked lying side by side. I couldn't see much in the darkened room, but his cock felt like a huge log. He pulled me over on top of him and started jerking both our cocks in his hand. Our precum mingled and started to make squishing sounds. I was afraid that we would wake the other guys. I was really close to cumming. He realized that I wouldn't last much longer, so sped up jerking his cock. I started to moan as I shot my load, so he pulled my head down onto his shoulder. My cries were muffled by burying my face into his chest. We were both covered with cum. He reached for his boxers and wiped up most of the cum. Then he got out of bed, took my hand and walked me into the shower.
While we were washing up, he bent down and whispered in my ear. "I hope you enjoyed that, I sure did. Next time we'll try something new." "Next time?" I asked.
The next time came that we got together was after graduation when I decided to join the local fitness center and start a basic workout to build up my body. The evening I was doing my routine, there weren't very many members there, which was fine with me, as I did not have a great body to show off, at the time. I had just finished my workout and was going into the locker room to undress and grab a towel before going into the shower. As I approached, I heard the shower start running. Damn, I wouldn't be alone. A little shy, I peeked around the corner to see who was there. When I looked in, I saw Chad standing there in his jock, adjusting the controls. He was alone and leaned back against the tiled wall and aimed the stream of water over the front of his jock, and as the water beat against it he ran his hands over his nipples. He played, pulled, pinched and twisted them and could hear him moan as he thrust his hips, pushing his jock-covered crotch in and out of the stream of water. I could see his cock getting hard and the head come up under the waistband. He moved a hand down and began massaging, rubbing and pulling at his balls that were still within the jock. He moved the pouch aside releasing his balls and hard cock. He looked around to make sure that he was alone and seeing no one began to slowly jerk off with his right hand, as his left roamed his chest and lower to massage his balls. He continued to direct the spray over his cock and balls, arching the muscles of his back and tightening his ass. I could see the muscles in his ass relax and contract as he worked on his cock. I heard him groan as he leaned over against the wall. His gyrating hips were moving his cock in and out of his fist. That night in the room, I only felt his tool in the dark. It seemed to be gigantic. By the time we went into the bathroom to clean up and I could see it in the dark, it was going soft. But now I saw him hard and pumping. I was hot and hard, too. I dropped my towel to the floor. I began to jerk off in unison with him. My precum was making my hard cock slippery in my now fast moving fist. I beat off while watching Chad in the shower, wishing it were my fist or my mouth on his hard cock. He tightened the muscles in his ass and I heard his muffled scream. His first load of hot cum shot from his cock hitting the tiled wall in front of him as his hips thrust forward and his fist worked his spurting cock. Cum continually spurt from his cock striping the blue tiled wall, working its way to the shower floor.
I began to shoot, my cum spraying the front of my locker and dripping down to the carpeted floor. My fist was tight and slippery with cum. I looked again at his tight wet ass, wondering what it would feel like to have it tightly squeeze the cum from my cock. He finished stroking and I could see, as he grabbed the soap in front of him. His cock was still hard and his balls were drawn up tight. He soaped up his hairy body and as he did his cock and balls, he massaged the last few drops of cum from his softening cock. I stood there watching. Cum dripped off the head of my cock, my was hand still slippery with cum. He rinsed off and quickly reached down and grabbed my shorts and jock off the floor. I wiped the cum off my cock and the locker door with my jock.
I heard the water stop. A few moments later he came into the locker room with a towel wrapped around his waist. I dropped my shorts and jock in front of my locker, nodded to him and went into the shower. I took the same position as he and turned on the water, letting it wash over me. I wanted to give him the same exhibition he had given me.
When I came out of the shower, I was alone in the locker room.
I dried off and picked up my shorts and jock from in front of my locker. The jock was not mine. Mine had been wet with cum and had been replaced with a dry one. As I held this jock, a note fell to the floor. It read 'finder's keepers, loser's weepers; very nice show. Please give me a call and a phone number.
I called as soon as I got back to my place. "Hello, thanks for calling. I had to take care of some business so couldn't hang around the gym. We never did get a chance to explore all our options. Want to come over to my place?" "Sure, give me directions and I'll be right over."
I showered and changed quickly and ran over to his place.
To be continued....