Winnie Harlow put a delicate spin on the ankle-wrap sandal return on Monday, visiting SiriusXM Studios in New York in white lace-up stilettos and a hand-embroidered Leo Lin mini while promoting her children’s book, “Simply Winnie.”
Winnie Harlow wearing a pair of pointed-toe white ankle wrap stiletto sandals during her visit to SiriusXM Studios on Monday in New York City.
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The model and author wore pointed-toe white stiletto sandals with a slim white sole, a high narrow heel and two angled straps crossing low over the toes. One strap started closer to the front of the footbed, while the second sat higher across the foot; both widened toward the outside.
Winnie Harlow wearing a strappy pair of white stiletto sandals outside of SiriusXM Studios in New York on Monday.
Raymond Hall
The pair brings her 2019 Steve Madden collaboration, specifically the Badgirl tie-up stilettos, to mind, though Monday’s sandals were not a clean repeat, with more distance between the toe straps and a slightly wider angle across the foot. Thin white cords wrapped around each ankle and tied off above the heel, putting her on the lighter end of the wrap-sandal return rather than in full calf-lacing gladiator territory.
She paired the sandals with Leo Lin’s Roselle floral hand-embroidered bustier minidress in Blossom. The strapless mini from the designer’s pre-fall 2026 collection featured a fitted waist, flared A-line skirt and 3D floral appliqué embroidery, with pastel flowers and handsewn beading scattered over a sheer white base.
A closer look at Winnie Harlow’s strappy white ankle-wrap sandals.
Raymond Hall
At SiriusXM, Harlow went for the lower, more delicate end of a wrap-sandal conversation that has been picking up again this spring. Alix Earle wore Gianvito Rossi’s metallic gold Gwyneth sandals, with a knotted multistrap upper and crisscross ankle lacing, to the 2026 Sports Illustrated Swimsuit Issue launch party in May. Kim Kardashian pushed the idea higher on the leg earlier that month, pairing butter yellow lace-up heels with a vintage John Galliano-era Dior dress while visiting “The Fear of 13” in New York.
Kim Kardashian in butter yellow gladiator-style heels on May 3, 2026 in New York City.
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The SiriusXM stop came ahead of the release of “Simply Winnie,” Harlow’s first picture book. Illustrated by Sawyer Cloud and published by Penguin Workshop, the book is inspired by Harlow’s childhood experiences with vitiligo and follows a stylish young girl learning that what makes her stand out also makes her special.
