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25 Amazing Fashion Moments On "Gossip Girl"

Fashion was just one of the many reasons why "Gossip Girl" was such an incredible show. Check out some of the best clothes to ever appear on the show, pick up the complete sixth and final season of “Gossip Girl” on DVD or download it on February 12th and click here for a chance to win a designer outfit worn by the esteemed Blair Waldorf.

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1. Blake Lively And Leighton Meester In "Hi Society" (S1:E10)

Eric Leibowitz/The CW

Just a couple of girls talking about the boys in their classes on the way to school. You know — something we all see every day.

9. Blake Lively In "Dan de Fleurette" (S3:E4)

Giovanni Rufino / The CW

You'd have to be out of your mind to let someone other than Serena Van Der Woodsen deal with your public relations (especially when you consider how gracefully she manages her own).

12. Chace Crawford In "The Unblariable Lightness Of Being" (S3:E18)

Giovanni Rufino / The CW

When you're trying to make your best friend — the billionaire hotelier heir — feel better about himself, it's important you look worthy of the task at hand.

19. Chase Crawford In "War At The Roses" (S4:E7)


And this is what you wear when you are suspicious that one of your friends is schtupping your maybe-girlfriend's cousin, the college professor.

20. Leighton Meester In "It-Girl Happened One Night" (S4:E15)

Giovanni Rufino/ The CW

This is outfit a girl wears when she's in businesswoman mode and is about to ask her socialite best friend to let a reporter follow her around for a night of luxury and glamor!

22. Blake Lively And Leighton Meester In "All The Pretty Sources" (S5:E8)


If you're a pregnant and engaged college drop-out, New York is the best place for you to have your engagement party.

23. Michelle Trachtenberg And Penn Badgley In "Monstrous Ball" (S6:E5)

Giovanni Rufino/The CW

It's always important to look dashing when chatting with the girl who had a baby and tricked you into thinking he was your son.

24. Leighton Meester And Ed Westwick In "New York, I Love You XOXO" (S6:E10)

Giovanni Rufino/The CW

Even though Blair wore white to her wedding to Prince Louis, it was still surprising to see her be a little edgy and wear a blue dress to marry Chuck.