Invite him to go out with your friends
Do you know the guy well already? If you do, you can skip right to the next pointer, where we’ve got some bigger ways to warm him up. But if you’re still only exchanging smiles and not really friends, then you need to become friendly first.
The next time you bump into him or are having a monosyllabic conversation, just ask him if he’d be interested to go bowling with your friends this weekend or something like that. Tell him you’re one player short and it would be great if he could join you guys. It’s friendly, nice and doesn’t really make you look desperate. Once both of you are better friends, you could use the next few pointers and really understand how to ask a guy out without really asking him out!
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