Chic women throughout Milan are unexpectedly replacing their classic pumps with this "old-fashioned" footwear trend.
We frequently talk about the stylish street fashion in Paris, but Milan is just as remarkable. The sidewalks are perpetually populated with some of the most fashionable individuals, particularly during fashion week, which is currently taking place. Celebrities and fashion experts from around the globe have gathered to witness collections from iconic brands like Prada, Max Mara, and Fendi, all while showcasing their most sophisticated outfits. A common element seen in many outfits is the peep-toe heels that many attendees, including actress Shailene Woodley, are sporting. At Fendi's Spring/Summer 2026 show in Milan, Woodley was spotted in a brown silk and lace slip dress paired with a Fendi Peekaboo bag and peep-toe wedges. While the dress would also look great with classic black pumps, the combination with black wedge-heeled peep-toes adds a cool and modern flair. For those who might not be aware, peep-toe footwear is making a comeback, as highlighted in the spring/summer 2025 collections unveiled in September 2024. Designers including Chloé, Miu Miu, and Tory Burch have updated this "outdated" style with contemporary touches, featuring unique toe or heel designs. Additionally, brands like Zara and Reformation have taken note and created their interpretations. Without further ado, continue scrolling to view Woodley’s outfit and shop the best peep-toe heels currently available.
(Image credit: Getty Images) On Shailene Woodley: Fendi Peekaboo Mini Bag ($5650) Get the Look
Steve Madden Priya Peep Toe Mules Pair these with a long gown for a wedding or wear them with straight-leg jeans and a sweater for a restaurant outing.
Fendi Peekaboo Mini Hazelnut Selleria Bag You can’t go wrong with a Fendi Peekaboo. Shop Chic Peep-Toe Heels
Burgundy heels complement all-black ensembles perfectly, making them a must-have for every fashion enthusiast this fall.
Tory Burch Peep-Toe Pumps A favorite among fashion editors.
Sam Edelman Wrenna Mule Shoes Snakeskin shoes are trending everywhere. I expect it won’t be long before everyone with style has these.
ZARA Heeled Patent Finish Sandals
Khaite Cloak Peep Toe Mules
Reformation Eugenie Slingback Heels Act quickly—these are selling out fast.
Neous Hamal 85mm Patent Leather Peep-Toe Slingback Pumps Style these now with jeans and a tee, and switch to a minidress and sheer tights in the winter.
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Chic women throughout Milan are unexpectedly replacing their classic pumps with this "old-fashioned" footwear trend.
Seen on Shailene Woodley.