Well he's the mysterious type. He usually just hangs around with his friends and family and when he hangs around girls, he always has his friends with him.
Well, honestly, if he just wanna have sexual relationships, if he is handsome, he won't have to work for it. So he will not be seen "courting" any girl.
How should the girl let the guy know though?
A text works. "Hey, you're cute." "Hey, I like you." "Hey, come over and fuck me." That kind of really, really simple stuff. For some reason girls think that's like hard or something, when it's not. Guys don't want to chase when we have no idea that the girl likes us in the first place.
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Won't it look desperate?
Depends on what you say. But most likely not. Everyone always thinks they will look desperate if you do anything. I say just dont worry about it shoot your shot and see what happens.
You do make a point. It's either gonna be a Dobler or a Dahmer thing