The Year's Most Unexpected Fashion Faceoffs!

See what happens when two stars wear the same dress – and vote on matches like Jennifer vs. Eva and more! By Melissa Liebling-Goldberg

Credit: Demis Maryannakis/Splash News; Jason Merritt/FilmMagic

Updated: Tuesday Dec 30, 2008 | 01:00 PM EST

KELLY VS. MARISSA

The perky talk show host arrives at The Late Show with David Letterman in her Marc by Marc Jacobs dress, while the Dancing with the Stars semifinalist celebrates the show's 100th episode in her frilled strapless frock.