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Shailene Woodley Owns Milan Fashion Week in Lush Leather Loafers and Sculptural Tan Pumps

The "Allegiant" actress brought her footwear a-game to the fashion capital.
Shailene Woodley, loafers, leather, Milan Fashion Week, denim blazer
77th Annual Golden Globe Awards at The Beverly Hilton Hotel on January 5, 2020 in Beverly Hills, California. 05 Jan 2020 Pictured: Shailene Woodley. Photo credit: MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA655338_034.jpg) [Photo via Mega Agency]
Harper'€™s BAZAAR 6th ICONS portfolio by Carine Roitfeld at The Plaza in New York, New York, USA, 06 September 2019. 09 Sep 2019 Pictured: Shailene Woodley. Photo credit: KCS Presse / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA500054_071.jpg) [Photo via Mega Agency]
TORONTO, ONTARIO - SEPTEMBER 08: Sebastian Stan, Shailene Woodley, Jamie Dornan attends "Endings, Beginnings" premiere during the 2019 Toronto International Film Festival at Ryerson Theatre on September 08, 2019 in Toronto, Canada. Photo: PICJER/imageSPACE. 08 Sep 2019 Pictured: Shailene Woodley. Photo credit: PICJER/imageSPACE / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA499072_005.jpg) [Photo via Mega Agency]
The Art Of Elysium's 11th Annual Heaven Gala. 06 Jan 2018 Pictured: Shailene Woodley. Photo credit: Xavier Collin/Image Press Agency / MEGA TheMegaAgency.com +1 888 505 6342 (Mega Agency TagID: MEGA328169_069.jpg) [Photo via Mega Agency]
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Shailene Woodley owned Milan Fashion Week for the past few days, showing out in major footwear moments.

Spotted while in the fashion capital today, the “Divergent” star sported a pair of classic black leather loafers. Preppy and comfy, the star’s footwear pick featured slightly worn leather uppers accompanied by short stacked block heels and almond-shaped toes. Unlike oxfords, loafers are often less formal, thanks to their lack of laces. Keeping casual, Woodley wore a fitted plaid blazer, baseball cap and baggy denim jeans.

Shailene Woodley, loafers, leather, Milan Fashion Week, denim blazer
Shailene Woodley is seen during Milan Fashion Week on Sept. 18, 2024, in Milan.GC Images
Shailene Woodley, loafers, leather, Milan Fashion Week, denim blazer
A closer look at Shailene Woodley’s shoes.Getty

The slip-on style is beloved by both men and women alike, making for a versatile addition to any wardrobe. A myriad of top brands carry unisex loafer styles in both black and brown leather. Woodley is one of many celebrities who love loafers. Kendall Jenner, Hailey Bieber, Katie Holmes and Bella Hadid have all been seen wearing the leather-laden style for both formal and casual occasions.

Shailene Woodley, pumps, Fendi, leather, Milan Fashion Week, monogram
Shailene Woodley at Fendi spring 2025 as part of Milan Ready to Wear Fashion Week on Sept. 17, 2024, in Milan.Swan Gallet for WWD

The day prior, at Fendi’s spring 2025 show, the “To Catch a Killer” star sported a pair of Fendi slingback pumps in a tan sculptural style. Thin straps gave way to pointed toes a geometric heels standing at around 3 to 4 inches in height. Slinky and chic, Woodley also wore a form-fitted taupe short-sleeved maxi dress paired with an embossed monogrammed leather Fendi bowling bag.

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Shailene Woodley, pumps, Fendi, leather, Milan Fashion Week, monogram
A closer look at Shailene Woodley’s shoes.Swan Gallet for WWD

For footwear, Woodley often opts for pointed-toe pumps and stiletto-heeled sandals on the red carpet that coordinate with her ensembles hailing from top brands including Christian Louboutin, Jimmy Choo, Stuart Weitzman and Le Silla. When off-duty, her footwear features a decidedly more casual appearance, consisting of Nike sneakers and lace-up combat boots.

Fashion-wise, the star has been spotted at numerous runway shows for brands including Carolina Herrera, Dior and Louis Vuitton, as well as attending the Met Gala with Ralph Lauren, Rodarte and Christopher Kane over the years.

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Shailene Woodley Owns Milan Fashion Week in Head-Turning Footwear
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