Last year I went to visit a friend at his apartment in Florida. There wasn't a whole lot of space so I could either sleep on the short couch, the floor, or in his bed with him. He said that he normally slept naked, but would keep some clothes on for my sake. I told him that I'm okay with sleeping naked, and didn't mind if he did too.
He turned away from me to take off his clothes and I became instantly hard when I realized that we were in fact going to be sleeping naked together. I was reluctant to take off my clothes, trying to hide my erection. He turned around to face the bed again and he was hard too. We both laughed about how it didn't take much for either of us to get an erection. I slid off my clothes and my dick popped out.
He shut off the light and we both crawled into bed. We talked about our early masturbation experiences and started to drift off to sleep. In the middle of the night, I felt his hairy leg brush against my hard cock. I drifted back to sleep. As I turned over, I could feel the soft head of his penis touch my butt. The night wore on. The hard and soft experiences continued through the night. I remember his hand lightly grazing my pubes. At one point, I got up to go to the bathroom. As I walked out the bathroom light illuminated his exposed hairy body. I slipped back into bed and put my hand over my hard penis. I did not get back to sleep.
He slowly began to wake up when the morning light entered the room. Out of habit, he pushed the covers off to bask in the warm light. 'Oh,' he said, 'did you sleep okay?' I replied, 'it was okay.' He played with his penis a little and then said, 'do you jack off in the morning or are you an evening person?' I told him, 'either.' There were a few more minutes of tired silence. I turned to face him, as I did my hard cock pressed against his hip. 'Sorry,' I said, moving my hips back. He turned to face me and said, 'it's okay.'
With our hard penises facing each other, he reached over me and into the drawer where he keeps his lube. He squirted some on our cocks and said, 'hold on tight.' I embrassed him, enjoying the feeling of his hairy chest against mine. He began thrusting his hips and our penises glided past each other. This went on for several minutes, one of the most intense and enjoyable experiences I've had. As I prepared to cum, I put my hands on the hairy patch above his butt. I felt my cum squirt between us. Shortly after he came and we held onto each other for several minutes. When we peeled ourselves apart, I admired our combined mess of lube, cum, and hair. We made our way to the shower where we scrubbed each other off.
That was just the first night of vacation.