[Ok I don't know too many American "chick flicks" so forgive me if this isn't the best also these are modern since I don't know many old ones]
Bill - Titanic, he Sobs every time (I low key laugh bc bitch that door was big enough for the both of you u m)
Richie - Pretty Woman (is that a girly movie? I'm not sure?)
Eddie - Grease
Stan - Mean Girls
Mike - The Notebook for sure
Ben - Romeo and Juliet
Beverly - Clueless
Henry - A Cinderella story (good luck getting him to admit it)
Victor - Love Actually