#20: PIPER PERABO AND JESSICA PARE IN LOST AND DELIRIOUS (2001)
The tears and heartbreak that spring from this girl-on-girl kiss take away from what could’ve been a real slam dunk for us Perabo-loving guys. Pare’s character loves someone else, a man, so Perabo gives her love one last college try. It’s both sad and sexy, a combination that tip-toes the line between sizzle and buzzkill. Though her decision to go lezzy would’ve been hotter in, say, Coyote Ugly, she’s still as adorable as ever in Lost and Delirious, an independent Canadian drama set in a university dorm.