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Caitlyn Jenner's Best Looks

28 photos
Oct 24, 2016 10:12 PM
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Caitlyn Jenner
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Araya Diaz

Leggy Look

Cait showed off her long legs in a sexy black and red sequined dress with a black jacket.


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Larry Busacca/Getty Images for Time

Time-Less

Cait attends the Time 100 Gala in a classic off-the-shoulder gown.


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Frazer Harrison/Getty Images for GLAAD

GLAAD You Came

Cait looks ravishing in a red dress for the 27th Annual GLAAD Media Awards in Beverly Hills.


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4/28
Kevin Mazur/Getty Images for Yeezy Season 3

Yeezy Season

Caitlyn strikes a pose at Kanye West's Yeezy Season 3 New York Fashion Week show in a custom, curve-hugging creation.


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REX Shutterstock

Blue Beauty

Caitlyn stuns in this navy Moschino gown at Glamour's Women of the Year gala in NYC.


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FK-Rol/X17online.com

Beige Day

Cait picks an easy-breezy look with this beige-and-white Alice + Olivia top. 


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AKM-GSI

Dinner for Two

In a white lace skirt and orange sweater, she heads to dinner with daughter Kylie Jenner.


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Paul A. Hebert/Invision/AP

Red-Hot

Cait wows in a cleavage-baring suit while presenting at the Point Gala in Los Angeles.


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9/28
PacificCoastNews

Top Tier

Clearly she's a fan of the classic wrap dress, and we can see why—the silhouette fits her flawlessly. 


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10/28
Michael Bezjian/Getty Images

White Grecian

The reality star appears at the 8th annual Safety Harbor Kids Polo Classic Fundraiser wearing a breezy white maxi.


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11/28
DutchLabUSA / Splash News

Nighttime Chic

The E! star slips on a graphic printed Moschino coat over black leather leggings and a wrap front blouse. 


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AKM-GSI

Just Right

With Kris Jenner, the E! star rocks a sophisticated, long-sleeved LBD and petite black flats.


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Roger/AKM-GSI

Nighttime Chic

Sexy meets sophisticated with this sleek black jumpsuit.  


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Brewer/Kreusch/Splash News

Seeing Spots

The E! star works a sleek polka-dot blouse with killer circle shades. 


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Johnstone/Splash News

Business as Usual

She's the picture of sleek in whit black pencil skirt and striped blouse combo. 


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Kevin Winter/Getty Images

Culture Club

The reality star introduces Boy George's band at the Greek Theatre in Los Angeles wearing a sleek gray bodycon with a leather jacket and boots to match.


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Coleman-Rayner

To the Maxi

In a sunny snapshot, the I Am Cait star flashes a grin donning a blue sweater and maxi skirt. 


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SPW / All Access / Splash News

Luxe Leather

During a trip to The Abbey in West Hollywood, Caitlyn sizzles in a black leather wrap dress with a cardigan.


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AKM-GSI

Rocker Chic

The reality star rocked a fierce black outfit with leather pants while out and about in Malibu.


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Off to the Races

She's a girl who knows what she likes! The E! star radiates in yet another chic DVF wrap dress, sporting an orange twirl-print version by the label with an oversized hat. 


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Kevin Mazur/WireImage

Angelic

Pause and take a moment to absorb this stunning look. Ready? The E! star blew the 2015 ESPY Awards audience away in this breathtaking white wrap dress.


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AKM-GSI

That's a Wrap

The Olympian wears a wrap-around top and a patterened mini skirt while out to lunch with daughter Kendall Jenner and friend Hailey Baldwin.


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James White for E!

Lovely in Lace

This dress, seen in an I Am Cait pic, is all about the gorgeous lace back.


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TJDH Imagez / Splash News

Royal Blue

There's something undeniably refined about this navy lace wrap dress and slingback heels combo.  


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