Caitlyn Jenner Opens Up About Working With Versace, Is Named One of Vogue’s 10 Most Stylish Women

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"What should I wear?!"
Caitlyn Jenner experienced the classic dress dilemma at the 2015 ESPY Awards, trying to track down the perfect evening gown for her first-ever red carpet event (side note: we had a few prime picks for her!). Luckily for Caitlyn, though, she had a little help from her own personal fashion fairy godmother: Donatella Versace.
"Over the last month, I was so worried about what to wear. Donatella Versace reached out to me and said, ‘I want to do the dress.' I said, ‘I am SO in.' We started with designs; they made the dress in Italy," Caitlyn shared on her blog.

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"Her head dressmaker came over and we did two fittings to make sure we got it just absolutely perfect. It was like every fantasy of my life come true."
Whisking her metaphorical magic wand (and obviously getting a little help from her handy dressmakers), Donatella delivered a fairytale look for the 65-year-old Olympian. The white wrap dress flawlessly fit Caitlyn's slim physique, cinching in to reveal her trim waist. From her classic pinned waves to her radiant skin, the I Am Cait star blended old Hollywood glamour with timeless sophistication for one drop-dead gorgeous look.

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However, gorgeous doesn't necessarily translate into comfortable.
"Getting glamorous for the ESPYs was a big process to go through, but it was amazing and so much fun. I really wanted to feel real comfortable up there (although there was a corset under that dress, so I don't know how comfortable I was!)," she shared.
"I wanted to feel good. I wanted to feel pretty. I wanted to be myself."
Being herself paid off in more ways than one, we'd note: Not only did the Arthur Ashe Courage Award recipient look phenomenal, she also scored a top spot on Vogue's coveted best-dressed list.
Tune in to the premiere of I Am Cait on Sunday, July 26, at 8 p.m., only on E!