This 1920s-Era Shoe Is Making a Roaring Comeback for Fall 2026

Put your flapper foot forward

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THA/Dior/Calvin Klein/Shutterstock

As someone who has devoured biographies of Zelda Fitzgerald and Josephine Baker, once dressed as Clara Bow for Halloween and made The Great Gatsby my entire personality when I read it in seventh grade (and then again in 2013 when the Baz Luhrmann film came out), I welcome the return of any and all fashion trends from the 1920s. 

One hundred years later, Jazz Age staples like fringe and tassels have already seen a resurgence in 2026. Now, a flapper-favorite style of footwear is set to make a comeback for fall: the T-strap shoe. Defined by its vertical strap that extends up the foot to meet a cross strap at the ankle (thus forming a "T" shape), the silhouette can be considered the rebellious older sister of the more prim and proper Mary Jane. If Miss MJ is sitting pretty with her legs crossed, Miss T is getting up to do the Charleston. 

Labels from Dior to Givenchy to Calvin Klein sent T-strap heels down their fall/winter runways. Dior and Givenchy opted for embellished, toe-baring versions, while Calvin Klein kept things sleek and sharp. Tory Burch was ahead of the curve, introducing its sculptural peep-toe pumps last year, while brands like Reformation and Sézane have all released their own chic spins on the shoe. 

The best part? The T-strap is versatile—it can be worn as a daily shoe, a work shoe or, in true flapper style, a going-out-dancing shoe. And because designers are offering the silhouette in everything from flats to stilettos, there’s a version for practically every occasion. Case(s) in point? These eight styles below.

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The vintage-inspired design of these slingbacks give them a straight-out-of-the-1920s feel. The kitten heel and signature cushioned footbed make them ready to take on the dance floor (or your commute to work).

Fast Facts

  • Size Range: 5 to 12, Medium and Wide

If it’s from Sézane, then it’s French girl approved. And if it’s French girl approved, then you know it’s chic. These low-heeled, buckled beauties fit the bill, delivering plenty of polish without feeling too precious.

Fast Facts

  • Size Range: 4 to 11

Between their pointed-toe design and curved kitten heel, these leather T-straps from Tuckernuck feel sleek and sophisticated—as perfect for a cocktail party as they are for a day at the office. And in this rich oxblood hue, they’re guaranteed to become a fall staple.

Fast Facts

  • Size Range: 6 to 11

Extra strappy, extra sexy. Leave it to Reformation to take the OG party girl shoe to new heights. Not your average T-strap design, this satin style features a buckle-free strap that ties around the ankle for a flirty touch. The heel comes in at 3.75 inches, so while it definitely delivers a height boost, it’s not quite skyscraper territory.

Fast Facts

  • Size Range: 5 to 11

In the market for some flats with flair? In addition to an adjustable strap and padded insole (which multiple buyers confirm is super comfy), this pick from Franco Sarto boasts a luxe-looking tortoiseshell upper in faux patent leather. Pair them with your favorite sunglasses and be on your way.  

Fast Facts

  • Size Range: 5 to 13

This chunky take on the silhouette is giving dark academia—and looks like it came straight from Taylor Swift’s closet (hey, girl loves a preppy platform). Cushy on the inside, leather on the outside, and complete with a thick heel that makes them easier to stroll in than you might think, these pumps seem like they’re worth the investment. 

Fast Facts

  • Size Range: 5 to 12

Despite their relatively flat footprint, these shoes are designed with open-cell foam cushioning and a sculpted insole, offering a contoured fit that supports your heel and arches to relieve pressure and absorb impact. Needless to say, they feel good. But they also look good. I love the retro-inspired design and metallic accents at the heel, particularly in this scarlet suede colorway. 

Fast Facts

  • Size Range: 6 to 12

A good shoe can feel like a work of art, and that’s certainly the case here. The curved, twisted heel makes a sculptural statement, while a subtle cutout at the front supplies a cheeky peek at your big toe. The T-strap itself also sits asymmetrically, adding another layer of avant-garde rebellion to the look—true to the spirit of the ‘20s. 

Fast Facts

  • Size Range: 5 to 12

stephanie maida

Stephanie Maida

Senior Commerce Editor

  • Oversees PureWow's coverage of sales and deals, celebrity commerce and new launches across categories
  • Has worked as a writer and editor for 10+ years
  • Studied journalism at New York University

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