The 11 Coolest Outfits With Ripped Jeans, Hands Down
I tend to gravitate toward tailored, polished pieces so you might be surprised to hear about one of my recent fashion obsessions: ripped jeans. I tie it to both the more casual, comfortable wardrobe I’ve been adopting this year, the grunge-inspired fashion unfolding on TikTok, and my general love of all things ‘90s, but there’s no denying that I can’t get enough of the trend. Plus, it’s been everywhere on the fashion scene recently, so I’ve been inspired by all of the cool ways insiders are wearing it right now.
Whether worn with the fall sweater vest trend, chunky loafers, a knit polo, or a structured blazer (as I’ve been styling them), there are plenty of cool ways to wear outfits with ripped denim this season. Ahead, see my favorite ways to style the coolest denim trend of the moment and scroll to the end to see how I’m wearing them myself.
Arguably one of the biggest trends of the season, a sweater vest is the ultimate piece to pair with the #1 denim trend of the moment.
Shop the look:
This outfit is all about creative ways to style your basics. Simply layer an oversize button-down top under a sweater here.
Shop the look:
Now here's exactly how to style the most popular boot trend of the season. There are honestly endless ways to wear them but this outfit is foolproof.
Shop the look:
If you buy a knit this season, make it a ribbed one. Seen in the collections of brands like Bottega Veneta and Dion Lee, it's a very on-trend way to wear sweaters this season.
Shop the look:
I hate to be partial but I just can't get enough of the leather trench trend. It works with so many pieces in your wardrobe and ripped jeans are definitely one of them.
Shop the look:
You honestly can't beat a jeans and sneakers combo and this is the freshest way to wear them.
Shop the look:
Is there anything I love more than a denim-on-denim look? Not really.
Shop the look:
If you've been ready to hop on the chunky loafer trend, this outfit is a cool study in the exact way to wear it. Just add a knit and ankle socks to your ripped denim.
Shop the look:
Collared polo tops are trending hard, so it's no surprise we're seeing them pop up with this denim trend at the moment.
Shop the look:
It doesn't get more simple or chic than jeans and a tee and this is the coolest way to pull it off.
Shop the look:
I told you I'd be including one of my outfits wearing the ripped denim trend and this is it. I love the idea of balancing the grunge-inspired jeans with a more structured piece like this tailored blazer.
Shop the look:
Next, shop 25 cool fashion finds I’m obsessing over right now.
Kristen Nichols is the Associate Director, Special Projects at Who What Wear where she oversees luxury, runway content, and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. Kristen has worked with brands including Prada, Chanel, and Tiffany & Co., and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Kristen began her career at Rodarte, where she worked on styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.
-
Suddenly, Every Classy Fashion Person in Paris Is Wearing This Elegant Heeled-Shoe Trend
A fresh take on classic Mary Janes.
By Nikki Chwatt
-
Simone Ashley Is in the Fast Lane
Since her breakout role in Bridgerton, our Spring Issue cover star has quickly risen to A-list status. Up next, she masters the rom-com leading lady.
By Liv Little
-
Madewell's Insiders Event Sale Is So Good—27 Picks Chic People Will Be Adding to Their Carts
Get 25% off just about everything.
By Jennifer Camp Forbes
-
These Are the 7 Stylish Shoe Trends Fashion People Will Be Wearing With Jeans This Spring
I see chic denim outfits in your future.
By Jennifer Camp Forbes
-
If You Have Great Taste, You Don't Want to Miss These 30 Chic J.Crew and Madewell Sale Picks
So many gems. So little time.
By Jennifer Camp Forbes
-
Gigi Hadid Just Made Mom Jeans Look Brand-New Again in Paris
If anyone can, she can.
By Allyson Payer
-
The Chicest European Women Have Convinced Me to Try This Effortless Accessory
Simple yet so chic.
By Jennifer Camp Forbes
-
Anine Bing Designs Jeans Fashion People Love—and Yes, These Spring Styles Get an A+
Chic silhouettes.
By Bobby Schuessler
-
This French Style Muse Just Effortlessly Pulled Off 4 of the Season's Biggest Trends in One Look
Cool-girl vibes.
By Jennifer Camp Forbes
-
So You've Heard Skinny Jeans Are Back—Here Are 6 Elevated Ways to Wear a Pair in 2025
Bring on the compliments.
By Jennifer Camp Forbes