Celebs Make These Skinny-Jean "Mistakes" and Don't Care

Let’s just get this out of the way. We’re all about you doing you, so if there’s a look you’re feeling, own it despite the "rules” out there. Celebrities, in general, are all about just going for it, especially when it comes to embracing the skinny-jean styling "mistakes” floating in the universe.
Case in point? Victoria Beckham’s ensemble with her so-wrong-it’s-right look featuring long jeans and pumps. She’s not the only A-lister following this trend, though—a slew of other celebs are wearing their skinnies in unconventional ways. Keep scrolling to check out the "don’ts” celebrities (and our team) are ignoring. Plus, shop for new skinny jeans if you’re feeling inspired to push the denim boundaries as well.
The "mistake": Letting skinnies bunch at the ankle
We've mentioned before that we'd typically advise wearing cropped jeans with heels, but Victoria Beckham's look here actually feels incredibly fresh and forward.
The "mistake": Stuffing skinnies into tight boots
A "mistake" that's now completely out the window is stuffing skinnies into taller boots and having them bunch out. Hailey Bieber is showcasing that the vibe is actually incredibly cool.
The "mistake": Pairing skinnies with just a T-shirt
Sometimes it's okay to keep it simple. Right, Gigi Hadid? Sure, we're all about adding a third piece to elevate an outfit, but a statement T-shirt alone works flawlessly with skinny jeans if it's warmer where you live.
The "mistake": Going for long skinnies that bleed into the sneakers
If a skinny jeans–and-sneakers look is your vibe, follow Jasmine Tookes's lead and don't worry about the whole cropped-jean silhouette if you're not feeling it. It's totally okay to go for a longer pair that hits below your sneakers for an unexpected look.
The "mistake": Rolling up skinnies rather than going for cropped jeans
Yes, we've previously suggested wearing cropped skinnies with ankle boots for a streamlined look, but cuffing the jeans totally works as well, as Barbara Palvin showcases here.
The "mistake": Pairing black skinnies with brown boots
Wearing black and brown together is one of those polarizing styling moves, but we, like Jennifer Aniston, are advocates for the look. Given that both hues are neutrals, they naturally go together, like Aniston's black skinny jeans and brown combat boots here.
Now, shop more skinny jeans:
This post was published at an earlier date and has since been updated. Up next, check out chic basics to wear with skinny jeans.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 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 retailers 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.
-
The Numbers Don't Lie: This Is the Only Denim Trend More Popular Than Baggy Jeans Right Now
According to data.
-
I'm an NYC Shopping Editor—I Can't Stop Thinking About These 31 Rich-Looking Fall Finds From Nordstrom, Zara, and H&M
Did I mention they're under $250?
-
I'm 5'0"—These Are the Only Jeans That Get My Petite Approval
The hunt is over.
-
I Live in Murray Hill—Here Are the 8 Places I Like to Shop for a Fashionable Fall Closet
Stylish sweaters and suedes ahead.
-
Abercrombie Sucked Me Back Into Its Orbit With These 25 Incredibly Chic Fall 2025 Finds
So, so good.
-
People With Impeccable Taste Swear By COS—21 Chic Sale Finds to Take Advantage of Right Now
Did you say 25% off? Yes, please.
-
The 6 Shoe Trends Well-Dressed People Are Wearing With Pants and Jeans (Instead of Sneakers)
Flat and heels to pair with pants and jeans.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.