The truth is things could go either way, meaning bad or good. Much depends on this guy’s emotional makeup and mental maturity. Here’s the thing Jimmy, there’s no right or wrong answer. The essential question for you is, should I sleep with him? At the end of the day, it’s kind of a moot point because he’s obviously interested. I couldn’t tell you if your roomie is gay, bi or simply curious. It doesn’t get any more direct than “go for it”, does it? Well, that and because the guy all but told you to service him. We know this because he’s getting an erection while wrestling with you. Moreover, your roomie also appears to be attracted to you. So, in reading your post, my sense is you are really attracted to him.

From the sound of it, your roommate is the stuff of “lick and yum” as some folks like to say around here. I can imagine this whole thing has been difficult for you. Well, either relate to or fantasize about. It sounds like you are in a situation that a lot of guys who visit this blog can relate to. But I’m afraid it could get weird afterward.

It’s not like I don’t want to because I totally do. When I pointed this out to him, he looked at me and said, “You know you want to suck it.” When I joked back and told him I would, he replied, “Go for it!” The last time it happened, I could feel his stiffy through his sweats. On three separate occasions, we’ve gotten into wrestling matches.