by Umanual
I have only had one experience like that. I usually have been around a guy a few times, found out or already known that he is gay and knew we were hooking up for sex before there was any hard core play.
I have to admit that it was a super exciting and horny thrill to have the guy I had just ran into, didn't know anything about or suspect anything, grab my cock and within what seemed like minutes pump a load up my ass!
I usually have a guy use a condom until I get to know him some, but it would be so hot to be able to take a load up my butt from any random guy that wanted to give it to me!