Honestly from what I'm reading in your posts I really don't think that you should do it. You seem so undecided about it, so if I was you I just wouldn't do it. Then ask yourself this. Let's just say that you did do it, and all of a sudden he finds someone else that he wants to mess around with, how do you think you would handle it? Do you think that you would feel used for his own needs. Also it sounds like that he is only talking to you about sex. He might not even think of you as a friend. It sounds like he's just working on you just to get you in the bed. Sorry I'm not trying to hurt your feelings. I just think that you should look at it from both ways. I would tell him that you just want to stay friends for right now.