Jim was my best friend and we had joked about sucking cock a few times. One time he bet me a blowjob that he could sink a shot in the pool game and I lost so I "owed him a blowjob". We got back to my place later that night and I reminded him that I owed him a blowjob and he stood up and "jokingly" whipped out his cock for me then quickly put it back.

We were out drinking (a lot) one night and he crashed on my couch. I was having another unneeded beer and decided that I should jerk off. Totally reasonable right? I got naked and put my robe on and came back to the living room where he was sleeping; I had a boner sticking out of my robe by then. I took my robe off and was naked and started to jerk off then I had a great thought (remember we were very drunk). I thought it would be a great idea to get a kitchen towel and very carefully lay it across his chest and jerk off into it.

I took my robe off and got the towel. I had a raging boner by then of course. Was that his zipper calling to me? Yes it was. Indeed it was. I got on my knees beside the couch and VERY CAREFULLY undid the button and slid down the zipper and was very surprised to see that he had a nice big boner for me. Was he really sleeping? I didn't know.

My heart was pounding as my mouth went to his cock. I sucked it for a minute then his body shifted to give me better access so either he was dreaming about a blowjob or awake and aware that I was sucking his rock hard cock.

I sucked Jim's beautiful cut cock for a couple of minutes then got scared. I VERY CAREFULLY covered most of it back up with his underwear and did up his zipper and button. I stood up with my still raging hard on and started to jerk off as he laid on his back and could have opened his eyes any second. The towel was still there ready for me and it was soon used to catch my big load of cum. A few drops got on his bare arm and I decided to leave them there.

It never happened again and was never spoken of. Jim has since married and moved away and we've lost contact.