The 11 Coolest Outfits With Ripped Jeans, Hands Down

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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.

outfits-with-ripped-jeans-289961-1604632629218-main

With a sweater vest:
(Image credit: @zaraynaf; Pictured: Zara jeans; Prada shoes)

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.

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outfits-with-ripped-jeans-289961-1604632717426-main

With an oversize button-down:
(Image credit: @izzydilg; Pictured: Zara jeans)

This outfit is all about creative ways to style your basics. Simply layer an oversize button-down top under a sweater here.

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outfits-with-ripped-jeans-289961-1604601246961-image

With chunky Chelsea boots:
(Image credit: @lefevrediary; Pictured: Tamara Mellon boots)

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.

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outfits-with-ripped-jeans-289961-1604632498955-main

With a ribbed sweater:
(Image credit: @emmaleger; Pictured: Zara jeans; Dior bag)

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.

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outfits-with-ripped-jeans-289961-1604601245281-image

With a leather trench:
(Image credit: @aimeesong; Pictured: Privacy Pls top; L'Academie jeans)

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.

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outfits-with-ripped-jeans-289961-1604636299465-main

With sneakers:
(Image credit: @tylauren; Pictured: Louis Vuitton jacket; Levi's jeans; Nike sneakers)

You honestly can't beat a jeans and sneakers combo and this is the freshest way to wear them.

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outfits-with-ripped-jeans-289961-1604632330851-main

With a denim jacket:
(Image credit: @emmaleger; Pictured: Zara jeans; Vehla sunglasses; Prada bag)

Is there anything I love more than a denim-on-denim look? Not really.

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outfits-with-ripped-jeans-289961-1604632767263-main

With chunky loafers:
(Image credit: @pernilleteisbaek; Pictured: Chanel shoes)

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.

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outfits-with-ripped-jeans-289961-1604632569996-main

With a polo top:
(Image credit: @michelleinfusino; Pictured: Zara jeans)

Collared polo tops are trending hard, so it's no surprise we're seeing them pop up with this denim trend at the moment.

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outfits-with-ripped-jeans-289961-1604636179623-image

With a tee:
(Image credit: @javiera; Pictured: Fashion Nova jeans)

It doesn't get more simple or chic than jeans and a tee and this is the coolest way to pull it off.

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outfits-with-ripped-jeans-289961-1604641749224-main

With a structured blazer:
(Image credit: @kristenmarienichols: Pictured: A.W.A.K.E MODE Crepe Peplum Blazer ($785); Agolde jeans; Manolo Blahnik heels)

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.

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Kristen Nichols
Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects atBest Knockoff Luxury Clothing 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.

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