Original comic

It's pretty clear why this happens. He's not asserting dominance. Asking what the girl wants to do will turn her away. She doesn't want to make that decision.

He should've told her what he's doing this weekend and to meet him there. This shows that he has a social life and she'd be lucky enough to be a part of it.

For the second girl: should've told her when he's free and let her know what he'll be up to.