Gossip Girl, Eric Daman, Leighton Meester, Blake LivelyCourtesy of The CW

In anticipation of Gossip Girl‘s 100th episode, we sat down with the show’s costume designer Eric Daman to get the inside scoop on Blair and Serena’s most memorable looks. From headbands and colored tights to glamorous gowns and Blair’s Vera Wang wedding dress, we rounded up the 15 hottest fashion moments in Gossip Girl history! Click through the gallery for Daman’s take on our favorite Upper East Siders’ style, and catch the show’s 100th episode on Monday, January 30th at 8/7c on The CW.

MORE GOSSIP GIRL NEWS:
Serena’s Marilyn Monroe Moment
Blair’s Wedding Gown
Blair’s Vera Wang Fitting