Dating Disasters

Bad Examples From Hollywood Chick Flicks

Sometimes, romantic comedies make dating look too simple. How often, after all, does your crush really stand below your window, holding a boom box above their head in a sweet, slightly pathetic attempt to woo you? (Plus, today he would probably just hold up his mac laptop and have Genius choose a song on itunes, which doesn't really have the same effect.) Instead of looking for perfect dating examples in chick flicks, sometimes it helps to look back on the cheesy romantic movies for dating advice on what not to do.

He's Just Not That Into You


Although Ginnifer Goodwin plays the adorably desperate Gigi Philips in this recent chick flick, her endless phone calls and oblivious pestering almost make you look away while she naively navigates through painfully awkward moments throughout the movie.

Clueless



Although this movie will always reign as the queen of 90's chick flicks, Clueless' happy ending comes only after a series of dating disasters. Though Cher ends up with Josh (her sort of half-brother, which always seemed a little creepy, but goes unmentioned throughout the movie), she first attempts to entice Christian. Try not to follow Cher's slightly faulty radar when it comes to choosing men, and avoid her first dating disaster when she invites Christian over to watch a movie, falls off her bed and fills the house with burning smoke.

My Best Friend's Wedding



Julia Roberts has managed to play nearly every likeable character, from the sweet younger sister in America's Sweetheart to the hard-working, ingenious single mother in Erin Brockovich. Yet Roberts shows a new, less angelic angle in My Best Friend's Wedding, when she tries (and fails) to entice her soon-to-be-married best friend away from his fiance (played by Cameron Diaz). Roberts continuously attempts to embarrass the fiance in ways that merely seem to make Diaz appear more adorable. Though Roberts still comes out likeable, her man-stealing attempts only backfire in her face.