I've done it lots of times.... with roommates in college sleeping in the next bed, friends staying over sleeping right next to me in the same bed, in the shower while friend was brushing his teeth at the sink. It's always hot!

Yeah I use to do it all the time in the college dorms. Even would self suck while my roommate was sleeping. That was extra hot for me. Actually taking a load of cum in my mouth as my buddy was sleeping close by.

Self-sucking! WOW, I bet your roommate would have liked to have seen that! Wake him up next time!

If he is a good friend he would understand - at least - if not get excited himself. If he reacted negatively - you would have to revise your asessment of the friendship.

I didn't but we was around 15, I stayed at his house. I woke up by feeling something being rubbed on my hand, I could feel moisture(precum). I heard him moan some I knew what it was. I closed my hand around his nice hard cock he came all over my hand and side

Went on a business trip with my boss when i was 20. We had to share a room.
1st of all he slept in the nude. Had a nice body and decent cock. Walked around the room naked.

I was too shy back then to join him.

Later that night i woke up to him stroking to porn. I pretended to be asleep and watched him blow his load.

The next mornibg he asked if i had enjoyed the view. Next time i should join him. Never happened. Wish it did

embarassing to say but I jack off with my cousin to his mom whrn I was a kid

I was 15 sleeping over at my friend's house. We both was in our underwear, me tighty whiteys he had on boxers. I was horny, noticed he was asleep I thought he was and had got out from under the cover. I slid my underwear down pushed cover back to expose my hard little 3" cock. I started stroking I noticed his cock had started getting a semi and came out the boxer hole i started stroking faster, he was fully hard atleast 7" nice hard cock had precum rolling down his shaft. I whispered to myself I wonder if I could lick some of his precum and not wake him up. I leaned over, about the time my tongue touched his cock head he plunged it into my mouth and pushed my head down. He jumped my mouth for a few minutes and blew a huge load. He laughed said thanks buddy. As I was about to fall asleep, he was snoring I heard hey Dave. My friend lived with his kid 60 grandparents. I looked up and there was his grandfather with a huge hard cock in his hand.