In a Nutshell: We could have gone either way with the two leads in Boys Don't Cry. Chloë Sevigny's Lana and Hilary Swank's Brandon Teena are incredibly crazy and they're both girls. But when it came down to it, we had to go with looks, and Lana has that skanky trailer-trash joie de vivre that we secretly can't resist. Sure, Swank's Brandon is a lesbian (check!) and she has a thing for strap-ons (check, again!), but what can we say? We're superficial. Besides, we love a girl like Lana: She's completely delusional and in total denial when anything goes awry, both of which should come in handy the next time we come home from the strip club with our face covered in body glitter and lipstick on the ass of our jeans.
Defining Crazy Moment: The entire movie. This is the girlfriend that, even when presented with proof that Brandon is a female-with female parts still intact-still thinks she's a guy.
Crazy Quote: "You don't have to be sober to be able to weigh spinach." Um, exactly.
Video Bonus: We couldn't find anything great on Sevigny in this movie, but check this whacked-out clip of her in Gummo.
In a Nutshell: Fisher's Gloria Cleary is maybe the archetypal "Crazy, but Sexy Girlfriend." Her hard-ass father (Christopher Walken) has no doubt repressed her since she tried on her first training bra, so she's filled with years of pent-up sexual frustration that explodes out of her in maniacal fits of giggly sexual aggression. Add to that the fact that she seems to be a pathological liar, speaks half of her lines in baby-voice and still manages to be sexy and you've got a certifiable No. 5. In Wedding Crashers, she brings all the elements together in one tightly wound, tight-bodied package, and throws in a nude sex scene for good measure (God, we hope that was her and not a body double).
Defining Crazy Moment: The now-classic hand job at the dinner table.
Crazy Quote: "Do you want to watch me with another girl? How about those Brazilian twins we met at the ball game?"
Video Bonus: Flogging the dolphin.