So....every now and then I get the urge to try stroking with a friend to porn. Any time my roommate and I hang out drinkin, etc. He always gets very open about what he might do privately. Tonight we were drinkin, smokin, and talkin about the porn he recently left out in the open. So i told him about the dvd I put together of my favorite vids from my pc and put that dvd in with his. He said he'd check it out.

Not even 5 minutes after I "crashed out" I hear him grab the dvd and put it in. He didn't even bother turning the volume down. So he had to have known i could hear. I was already watching porn on my phone jacking off in my room... but the thought of him watching and stroking to my dvd at the same time was exciting.... and maybe even a step toward finally jacking off with a friend while watchin a good porn? Just thought id share

Nice experience! I'd love to hear any developments from this if anything more happens.

A clever ploy might be to get your cock at full attention and go into the room where he is watching wearing just your shorts.....hard-on raging inside them and complain that you couldn't sleep. Have a seat and watch with him occasionally rubbing yourself.....who knows. After all, he started it ;-)

Anyone who is without question jjerking off in a situation where someone else can hear (like it sounds your roomie is) either (a) wants to get caught or (2) doesn't care if they get caught, both of which are good news. I.e., just want in and join, he either wants it or doesn't care if you do. Add some humor / lightheartedness to it when you do and you should be good to go. I think the idea of walking in with an evident boner is good, walk in giving him a joking hard time about him jerking off, laugh a bit, sit down and join :-)