Does he like me? Should I stop talking to him?

Well it's weird how he seems as though he likes you yet is going on a date with someone else. What I would do is wait a day or 2 (until their date is over) then contact him, ask how it went (and sound normal, like friends) then he'll tell you whether or not he liked it. And if he's like "eh, she turned out not being my type." Then that's when you tell him that you like him and want to be with him. Say you've been shy about it and that's why it took you so long to ask. I was the one who asked my boyfriend out and he's glad I did. Me and him have LOTS in common and that's what keeps a relationship healthy. Because there's nothing to argue about. Just keep in touch with this guy and see what happens after the date. And who knows, if they do get together yet don't have a lot in common then they'll be broken up before you know it lol then he's all yours :)