Caitlyn Jenner Stuns in Moschino Gown and Classic Pumps as Glamour’s Woman of the Year

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In a memorable red-carpet throwback, Caitlyn Jenner wowed at the 2015 Glamour Women of the Year Awards at Carnegie Hall in New York City.

That evening, she was honored with the prestigious “Woman of the Year” award. This milestone moment celebrated both her advocacy for transgender awareness and her emergence as a style icon on the world stage.

Glamour magazine named Caitlyn Jenner a 2015 Woman of the Year for her work as a "Trans Champion"Glamour magazine named Caitlyn Jenner a 2015 Woman of the Year for her work as a “Trans Champion”

To the award show, the 66-year-old American television personality and retired athletic champion arrived dressed in a custom-made, long-sleeve blue silk dress designed by Jeremy Scott for Moschino Couture, featuring a black lapel detail.

Caitlyn Jenner looked elegant with a voluminous updo, diamond drop earrings, and soft glam makeupCaitlyn Jenner looked elegant with a voluminous updo, diamond drop earrings, and soft glam makeup

Standing tall at 6ft 1 (185.4 cm), Caitlyn Jenner styled her plunging Moschino gown with a pair of classic black pointy-toe pumps.

A longtime US women’s size 13 (men’s size 13 equivalent), Jenner has openly discussed the challenges of finding stylish shoes in her size—a reality shared by many transgender women and women with larger feet—making her sleek footwear choice both elegant and empowering.

Caitlyn Jenner wears her hair up at the Glamour 2015 Women Of The Year AwardsCaitlyn Jenner wears her hair up at the Glamour 2015 Women Of The Year Awards held at Carnegie Hall in New York City on November 9, 2015 (Credit: Rob Rich / WENN)

Accepting the award from actress Judith Light, Caitlyn Jenner reflected on the ongoing journey of understanding gender and shared how she opened up to her ten children about her identity, emphasizing honesty and resilience in the face of public scrutiny.

Caitlyn Jenner stunned in a custom blue Moschino gown with black lapel detailing, elegantly finished with classic black pointy-toe pumpsCaitlyn Jenner stunned in a custom blue Moschino gown with black lapel detailing, elegantly finished with classic black pointy-toe pumps

Caitlyn Jenner’s Standout Shoe & Fashion Highlights

Beyond her advocacy and red-carpet speeches, Caitlyn Jenner has continued to make style statements that reflect both her height of 6ft 1 (185.4 cm) and her US women’s size 13 shoe challenges. From sleek black pumps to embellished sandals, her footwear choices embody both elegance and resilience. Explore some of her most memorable shoe and fashion moments below:

👠 Explore Caitlyn Jenner’s Best Shoe & Fashion Moments on Your Next Shoes:

Caitlyn Jenner accessorized her Moschino gown with sparkling diamond bracelets and rings, adding a touch of timeless glamour to her red-carpet lookCaitlyn Jenner accessorized her Moschino gown with sparkling diamond bracelets and rings, adding a touch of timeless glamour to her red-carpet look