Fashion Faceoff: Gwen vs. Ashley

ASHLEY VS. GWEN

These Splendid overalls can be dressed up with a pair of strappy heels as the actress demonstrates, or kept casual with a tank and, you know, no shoes as shown by the singer.

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Fashion Faceoff: Gwen vs. Ashley

SHAY VS. ROSCI

Cushnie et Ochs cutout dresses are all over Hollywood, so it's no surprise the Pretty Little Liars star and TV personality have the same skin-baring black design hanging in their closets.

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Fashion Faceoff: Gwen vs. Ashley

HANNAH VS. NAOMIE

No, the DJ and the actress didn't coincidentally happen to choose the same undergarments, too (that would be a Faceoff first). The sheer triangle bra is part of the colorful tea-length Gucci romper they're both wearing.

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Fashion Faceoff: Gwen vs. Ashley

NIA VS. TATYANA VS. MERYL

If you're hoping to nab this Catherine Malandrino dress, good luck. It's sold out basically everywhere. That's probably because everyone owns it, including Miss USA, the R&B singer and yep, Meryl.

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Fashion Faceoff: Gwen vs. Ashley

KIM VS. JULIA

In Kim's Spandex-centric universe, wearing a white bodysuit under this Stella McCartney blazer is the only option. As for the Oscar winner, she goes for a full-suit effect with a matching vest and blush blouse with a neck tie.

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Fashion Faceoff: Gwen vs. Ashley

JENNIFER VS. SANDRA

Great careers. Great hair. Great bodies. Great taste in clothes. These two stars have a lot in common, including their strapless hot-pink Roland Mouret dress. But do you like it as a midi on J.Lo or a mini on Sandra?

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Fashion Faceoff: Gwen vs. Ashley

CHERYL VS. JENNIFER

The two singers look so chic in the white turtleneck Stella McCartney mini, we have a feeling this might an Eeny, meeny, miny, moe type of decision.

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Fashion Faceoff: Gwen vs. Ashley

CHLOË VS. SOLANGE

If you really, really love prints, you'll probably pick Chloë in her coordinating Matthew Williamson separates. If allover patterns aren't your thing, Solange's take on the baby-blue spotted topper will probably get your vote.

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Fashion Faceoff: Gwen vs. Ashley

NAOMI VS. ALESSANDRA

Pssht, jumpsuits and overalls are old news. There's a new onesie in Faceoff town: shorteralls. But it'll be a tough call since both the actress and supermodel style their Big Star jumpers in similar, laid-back ways.

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Fashion Faceoff: Gwen vs. Ashley

KIM VS. CARA

In a very surprising, very non-Kardashian move, Kim chooses not to flaunt her undies in this sheer black crochet Burberry Prorsum pencil skirt. Cara, on the other hand, skips the skirt lining, plus she flashes some midriff as well.

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Fashion Faceoff: Gwen vs. Ashley

KENDALL VS. JESSICA

You have two very important decisions to make: First, who styles these Bella Dahl jogger pants better, and second, will you be buying a pair of the comfy denim bottoms for yourself?

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Fashion Faceoff: Gwen vs. Ashley

ALI VS. ROSIE

Fashion fact: Blush is a huge trend this season, so it's no surprise these two stars own the Reese + Riley "Soul Mate" blazer in the shade. The actress mixes things up with floral pants and a zipper top, while the supermodel goes the route of basic jeans and a tee.

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Fashion Faceoff: Gwen vs. Ashley

KRIS VS. KIM

They take pole dancing classes together, they both post swimsuit selfies and these two also flaunt their figures in the same curve-hugging outfits (a Givenchy top and skirt). What, you and your mom don't do that?

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Fashion Faceoff: Gwen vs. Ashley

RACHEL VS. CAMILLA

You know that if a top celebrity stylist and a top celebrity are both wearing a zebra-print gown (theirs is Gucci), then zebra is so maj right now.

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Fashion Faceoff: Gwen vs. Ashley

ROSARIO VS. NAOMIE

We're giving both of these ladies major props for daring to bare their sternums in this head-turning Vionnet gown, featuring a sexy illusion neckline. So, really, everyone's a winner here. (Though, one is slightly more winning than the other.)

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Fashion Faceoff: Gwen vs. Ashley

BELLAMY VS. BELLA VS. ZOSIA

Sure, a floral ball gown skirt may not feel very versatile, but these ladies found three very different ways to wear the Alice + Olivia design.

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Fashion Faceoff: Gwen vs. Ashley

TORI VS. ALESSANDRA

There's the PEOPLE editor way of wearing a denim vest (with, uh, everything). Then there's the reality star way and the supermodel way. Whose styling of the Vintage Havana sleeveless topper do you prefer?

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Fashion Faceoff: Gwen vs. Ashley

RITA ORA VS. RIHANNA

If the competition were about who could add more accessories to an LBD, Rihanna would obviously win thanks to her sunnies, thigh-highs, statement necklace and gloves. But right now we're focused on who looks hotter in her Christian Dior mini.

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Fashion Faceoff: Gwen vs. Ashley

SUTTON VS. JESSICA

Welcome to a special edition of Second Look: Style Edition. If you look very closely at these two Reem Acra gowns, you'll notice a subtle difference between the Broadway star's version and the one the actress has on. Need a hint? Focus your attention on their waists.

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Fashion Faceoff: Gwen vs. Ashley

BELLA VS. KOURTNEY

Mint is huge this season, so it's no surprise two of Hollywood's biggest trendsetters refuse to miss out on the color fad, wearing the same hue in these Cameo "Learn to Share" shorts.

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Fashion Faceoff: Gwen vs. Ashley

MICHELLE VS. DIANNA

We often have interoffice faceoffs in our denim jackets, but this is the fancier A-list version of what we do on a Friday afternoon. The two actresses sport the same Ella Moss "Zan" topper (with very different styling ideas).

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Fashion Faceoff: Gwen vs. Ashley

TAYLOR VS. LEA

This printed black-and-white Suno romper is sold out in a lot of sizes, which means a whole bunch of ladies are walking around in a Fashion Faceoff with Taylor and Lea.

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Fashion Faceoff: Gwen vs. Ashley

MARIAH VS. BEYONCÉ

After seeing this sheer Roberto Cavalli gown on both Mimi and Bey, we have to assume it can be worn only by music divas. Think Madonna and Tina Turner will break it out next?

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Fashion Faceoff: Gwen vs. Ashley

KHLOÉ VS. KRIS

We suspect the Kardarshian women are all on one big group text message with Valentino. And it seems that when Mr. Garavani sent them a photo of this mini he designed, both Khloé and her mom responded with, "Mine!"

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Fashion Faceoff: Gwen vs. Ashley

KOURTNEY VS. KYLIE

Looks like the Kardashian/Jenner krew have been shopping each other's closets a lot lately. Kourt takes a mature styling approach to this Cameo "Run Alone" vest, pairing it with white jeans and a moto jacket, while her 16-year-old sister does as 16-year-olds do: skips pants all together.

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Fashion Faceoff: Gwen vs. Ashley

FREIDA VS. ALESSANDRA

If you love lots of color and mixing and matching, we're guessing Freida will get your vote. If her look is too busy for your taste, cast your ballot for the supermodel, who pairs the same Reese + Riley "Heartbreaker" topper with cuffed jeans and loafers.

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Fashion Faceoff: Gwen vs. Ashley

SALMA VS. JULIA

If you're really into the whole matchy-matchy thing, you'll probably vote for Salma, who pairs her Bottega Venetta dress with the label's coordinating shoes. The Veep star, on the other hand, sticks with black pumps.

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Fashion Faceoff: Gwen vs. Ashley

NICKI VS. BRANDY

Dare to bare should be on the top of both singers' style résumés, because they clearly have the confidence needed to show off a crazy amount of skin in this cutout Alexander McQueen design.

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