caitlyn jennerThe ESPY Awards have proven to be epic for Caitlyn Jenner. Last year, the retired athlete was honored with the Arthur Ashe Courage Award. This year she proved to be a winner in a different way. Her fashion pick for the red carpet embodied her daughter Kylie Jenner's edgy style and it was stunning! Take a look and scroll through her best fashion moments. 

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2016 ESPYs 1

2016 ESPYs

Image via Getty

Jenner went for a sexy and edgier look designed by Michael Costello for the 2016 ESPYs. She looks confident and stunning! 


Wedding dress 2

Wedding dress

Image via E!

During her series, I Am Cait, the reality star tried on wedding dresses for fun. "I've been to three weddings and wore the most boring clothes! I finally get to wear something comfortable," she said. She looks amazing! 


Vanity Fair Oscar Party 3

Vanity Fair Oscar Party

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Jenner glowed in a classy red dress at the Vanity Fair Oscar Party earlier this year. She's slaying it!

New York City look 4

New York City look

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While filimg KUWTK in New York in February 2016, Jenner went for a casual look with gray jeans, a white blouse and leather jacket. Doesn't she look fab?


2015 ESPYs glam 5

2015 ESPYs glam

Image via Versace/Twitter

Jenner stole the show in an elegant white fitted gown designed by Versace back in 2015. I'm sure Jenner's self-proclaimed stylist Kim Kardashian approved of this look! 


Multi-colored sequin mini-skirt 6

Multi-colored sequin mini-skirt

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Jenner loves showing off her legs! She rocked this playful mini-skirt that made me have style envy. Work! 


Little black dress 7

Little black dress

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Every woman needs a little black dress and this one fits the bill perfectly. It's fitted and hits at the knee for a classic touch. 

A touch of lace 8

A touch of lace

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Jenner rocked this casual look while out to lunch with her daughters back in 2015. The skirt has a touch of lace, which dresses up the look. 


Blue lace dress 9

Blue lace dress

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Jenner looked stunning in this low-cut blue lace dress. She's all about hitting the town in style. 

Navy wrap dress 10

Navy wrap dress

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Jenner knows you can't go wrong with a wrap dress and you could never have too many in your closet! She paired this look with a stylish clutch. 


Leopard print wrap dress 11

Leopard print wrap dress

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The 66-year-old former athlete is a huge fan of wrap dresses and loves to mix it up with fun patterns. You can never go wrong with leopard print! 

Lady in red 12

Lady in red

Image via Annie Leibovitz/Vanity Fair

In her June 2015 Vanity Fair cover story, Jenner rocked this gorgeous red dress that was evoking a little Sofia Vergara. Hot!


Golden goddess 13

Golden goddess

Image via Annie Leibovitz/Vanity Fair

In the same issue, she also modeled this old Hollywood gown with a sexy slit. She just showed the Kardashians how it's done! 

Black body-con dress 14

Black body-con dress

Image via Annie Leibovitz/Vanity Fair

Caitlyn isn't afraid of rocking a body-con dress! She showed off her tone figure and made sure to give good face for the camera.