Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester

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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
The pink bow overpowers Gwyneth's face and it looks unrelated to the rest of her dress. Leighton's whimsical dress makes sense, the pattern on the oversized bow is echoed on the side of her dress. Leighton ties us up for the win!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
To Gwyneth: "Girl, I don't want to see what your panties and bra look like! Also, could you explain the 'anteater snout' that's over your crotch? AND the white ankle socks?" To Leighton: "Hey girl, you're not Chloe Sevigny." It's definitely a tie between them, but...not in a good way!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
What is Gwyneth wearing? It's as if a leotard with sheer cutout panels and a cheap prom dress mated, and bore forth this fashion disaster! Leighton for the win!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Is it just me, or do they both look like they're wearing their dresses backwards? Leighton's dress is certainly passable, but...Gwyneth's? It looks like she's wearing this dress backwards, and the black bow placed there looks like an afterthought! Leighton treks her way to the top!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Gwyneth is hands down the winner! Her short lacy LBD is tempered by her tuxedo blazer, making her look leggy, with just the right amount of sexiness. Leighton's full coverage leather look has a slight 'Golden Girls' feel, but not in a fun Betty White way, but in an Estelle Getty way.
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Ladies and gentlemen, it's a tie! Gwyneth looks great in this tailored, futuristic look, in its simple, neutral palette and geometric shaping. Leighton's look is equally intriguing, inspired by a sexy, 50's glamour kind of way.
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Leighton looks amazing as Susan Sarandon! Oh whoops, Halloween was three months ago. Gwyneth looks great here, keeping it simple with black and bright pink. The black sash updates the pink dress, and the entire look works well with her hair in youthful curls.
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
I really want to like Gwyneth's dress, but I feel like the material adds bulk to her tiny frame. Also, the pattern is a little perplexing...is it geometric? Is it baroque? In Leighton's case, the fashion proverb, "Less is More" fits her perfectly! Gwyneth goes for baroque, and loses to Leighton!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Leighton's look is almost there, but not quite! Had the bodice of her dress fit properly around her torso, I would've called it a tie! Gwyneth's pleated peach chiffon dress takes the cake in this beautiful and intriguing look. Although, I'd knock Leighton over to snatch those adorable shoes!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Here, both Leighton and Gwyneth tie for the illustrious title of "Miss Slouchy Pants".
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Both Gwyneth and Leighton should swap dresses and they would have had a tie! Gwyneth's dress is just a touch too sexy, and Leighton's dress is just a touch too mature. But, I am bored by Leighton's color block dress. Since Gwyneth's look is racy, she comes out ahead!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
Leighton's dress is where candy canes and red and white mints go to die. And to Gwyneth I ask, "Where is your necklace?" Gwyneth's neo-Jackie O look isn't successful either...especially since her pink shoe color doesn't match the dress! They tie again, but not in that way!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
LOVE Leighton's look in this photo! Why not wear a wacky, multicolored sandal with a flirty black frock? And again, I feel like Gwyneth is wearing her dress backwards. Leighton and her silly shoes for the win!
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
I actually wish I had Leighton's dress for long events, road trips, airplane rides...all I would have to do is rest my head on my puffy marshmallow shoulder! Unfortunately, Leighton's 'Stay-Puft' dress falls short, and Gwyneth comes through with her daring, criss-cross tie dress.
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Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Fashion Showdown!: Gwyneth Paltrow vs. Leighton Meester
Jenny Dayco (Commentary)/ Hollywood.com/Syndicated by: Special to Hollywood.com
In my mind I think, "Well, at least Leighton's outfit is fun." I thought this then and I'm saying it now, "Gwyneth, you should have really worn a bra!" Gwyneth's "Yawn-inducing" look can't stand up to Leighton's zany "Futuristic-baroque" look.

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