Celebrities Make These Ankle Boot Styling "Mistakes"—and It's Fine


(Image credit: Splash News)

Celebs are known for just going for it and owning their looks—despite what the fashion universe deems sartorially acceptable. This became particularly clear after going through the skinny-jean "mistakes" fashion A-listers make on the regular.

Well, it's not only skinnies that celebrities are styling in unconventional ways. Stars like Jessica Biel, Jasmine Tookes, and Victoria Beckham push the boundaries with their ankle boot outfits as well. Keep scrolling to check out the "don'ts" celebs (and our team) ignore when it comes to wearing their booties. Plus, shop our favorite ankle boots of the moment if you're feeling inspired to test out their perfect offbeat ensembles as well.


"Mistake" #1: Half-tucking your jeans into boots.
(Image credit: Splash News)

While skinnies are the common jeans of choice to tuck into booties, a looser pair where the jeans bunch is actually quite forward, despite the fact that it may not be the most streamlined look. Right, Hailey Rhode Bieber?


"Mistake" #2: Mixing navy boots with black jeans.
(Image credit: Splash News)

It's time to finally break that age-old styling trope that you can't wear navy and black together. Jessica Biel clearly agrees, pairing navy boots rather than black with her dark jeans.


"Mistake" #3: Wearing stirrup leggings over pointed boots.
(Image credit: Splash News)

Stirrup leggings are polarizing in nature. While we've seen them styled with sneakers a lot, the casual look over sophisticated pointed boots feels so wrong that it's right. We're here for this, Victoria Beckham.


"Mistake" #4: Going for leather on leather and not breaking up the two pieces.
(Image credit: Splash News)

Going for leather boots with leather pants like Jasmine Tookes is wearing here isn't always the preferred choice, because the booties can get lost in the look. But the leather-on-leather vibe is actually quite cool.


"Mistake" #5: Letting your ankle socks poke out of the boots.
(Image credit: Splash News)

We typically see either a no-sock look with ankle boots or a more statement tall sock style. But if you're feeling ankle socks and want to show them off like Gigi Hadid here, go for it.

Shop more ankle boots:

Next, check out the skinny jean styling "mistakes" celebrities make

This story was originally published at an earlier date and has since been updated.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.