As a guy I strongly recommend that you[b] [i]do not[/i][/b] say anything to thing guy if you are sincere about wanting to establish something meaningful with him. I don’t know of any guy that wants to be with someone everyone else has been with. I’m not saying that you have been with everyone else, but the impression will be that you have sex with anyone and everyone easily if you’re having sex with guys you’re not in a relationship with. Even if this was a one time thing, he’s never gong to believe that. I wouldn’t.
On a separate note, guys want to respect their girlfriends. They don’t have serious relationships with girls they do not respect. If you want this guy or any guy for that matter to respect you — respect yourself.
I can’t imagine why you would have sex with some guy you’re not interested in when you’re interested in someone else, especially in a small town where you know that everyone is going to talk and the guy you [i][b]say[/b][/i] you like is very likely to find out. Weird stuff!