DS is almost 16, and has never had a girlfriend. So far as I know, he hasn't asked anyone out. He hangs out in quite a big group at school and sometimes out of school in which about half are boys, half girls, so has lots of contact.
He's getting a bit annoyed recently that two of his "friends" are taking the piss out of him for never having a girlfriend. He gets on well with a lot of girls but whether he's scared of rejection, or just doesn't like any of them enough to ask them out, I don't know. He's starting to feel a bit bad that often his friends are seeing their girlfriends, leaving him hanging around alone.
At what age did your boys start going out with girls? DH didn't have a girlfriend till Freshers week (and stayed with her for 6 years), so no dating tips there, I susupect!