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Leighton Meester goes floral. Photo: Jemal Countess, Getty Images

"Gossip Girl" star Leighton Meester attended the 2009 LIbrary Lions Benefit at the New York Public Library last night.

Meester's super-gorgeous boyfriend (and co-star) Sebastian Stan escorted the lovely star for the night.

She wore a powder blue Prabal Gurung dress with a large rosette front and center, plus Van Cleef & Arpels jewelry and some pom-pom-style Roger Vivier shoes.

Sure, Meester has the body to pull off almost anything, but did this black-and-blue look strike you as appropriately funky?

Or was the whole thing one big fashion miss?

Vote on Leighton's look, and check out other stars who pushed the limits of style below:

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Snap Judgment

Fashionable or faux pas? Weigh in on Leighton Meester, Victoria Beckham and other celebs who pushed the envelope.

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Snap Judgment

New York, October 27, 2009
Brooke Shields poses at a gala event in a somewhat confusing dress. Sweetheart neckline, busy print, asymmetrical ruffles, where do we begin?

Ben Hider, Getty Images

London, October 23, 2009
A cape at the airport? Well, yes, if you're Victoria Beckham. She wore this one from her own line--and little else--for a flight out of Heathrow.

INF

New York, October 22, 2009
Sienna Miller wore this funky Balmain dress for her Broadway debut in "After Miss Julie."

Jim Spellman, WireImage

Culver City, October 22, 2009
At the party for Hello Kitty's 35th anniversary, pink lover Paris Hilton goes all out for the occasion. Pink heels, a babydoll dress, and not one, but two pink sparkly bags complete the look.

Frazer Harrison, Getty Images

Los Angeles, October 21, 2009
Kim Kardashian is no wallflower, and she proves it with this ruby-hued one-shoulder cheetah print dress.

Frazer Harrison, Getty Images

New York, October 20, 2009
Blake Lively attends an event at Cipriani in NYC wearing a black Victoria Beckham mini dress and Christian Louboutin heels.

AJBR/JPI Studios

Beverly Hills, October 19, 2009
Katie Holmes posed at ELLE's 16th Annual Women In Hollywood Event in a sheer black top and frilly skirt. Is this peek-a-boo bra look a red carpet do or don't?

Jon Kopaloff, FilmMagic.com

New York, October 13, 2009
Actress Blake Lively attends the "Where The Wild Things Are" premiere in a fluffy Marchesa dress and nude heels.

Jemal Countess, Getty Images

Los Angeles, CA, October 11, 2009
Pamela Anderson arrives at the 6th Annual Hollywood Style Awards in Los Angeles wearing a very unusual dress.

Steve Granitz, WireImage

New York, October 11, 2009
Penelope Cruz attends the premiere of ''Broken Embraces'' wearing a gray diagonal seamed skirt with an unfinished hem and asymmetrical hooded waistcoat by Haider Ackermann.

Brad Barket, Getty Images

Leighton Meester in a Big Flower Dress - Fashion Flop?

Snap Judgment