In the vein of Tim's work conversations

Stef: I just feel bad for him cause he's such a nice guy. I wish I could hook him up with a girl.

Me: So hook him up with one of your single friends.

Stef: It isn't that simple! I don't know what type of girls he likes or what type of girls would like him.

Me: Drunk girls.

Stef: I don't even know what he'd do if I tried to hook him up with a girl. He's so shy; he probably wouldn't even talk to her.

Me: More's the pity.

Stef: You think he's pretty?