2016 ESPYs 1
Jenner went for a sexy and edgier look designed by Michael Costello for the 2016 ESPYs. She looks confident and stunning!
Wedding dress 2
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
Jenner glowed in a classy red dress at the Vanity Fair Oscar Party earlier this year. She's slaying it!
2015 ESPYs glam 5
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
Jenner loves showing off her legs! She rocked this playful mini-skirt that made me have style envy. Work!
Little black dress 7
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
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
Jenner looked stunning in this low-cut blue lace dress. She's all about hitting the town in style.
Leopard print wrap dress 11
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
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
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
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.