I don't usually like to definitively say to wear one thing with another. After all, style is personal, and if you want to get creative with your pairings, I'll be your biggest cheerleader. That being said, certain fashion duos just work, and Dakota Johnson and Laura Harrier have one down to a science.
The combination in question is baggy jeans worn with kitten heels, a matchup that perfectly combines the relaxed, casual look of denim with the shoe style's air of easy elegance. A slight heel also keeps a slouchier denim silhouette from puddling and catching on the floor, making the twosome practical as well as aesthetically pleasing. This is a fact that Johnson and Harrier both appear to understand clearly.
Harrier debuted the tried-and-true ensemble first while in Milan for the spring/summer 2025 men's shows. The White Men Can't Jump star was spotted in the Italian fashion capital popping into a convenience store wearing a loose and billowy Toteme shirt straight out of Call Me by Your Name (very location-appropriate, I'd say) with baggy denim, a vintage Fendi bag, and a pair of slightly heeled black mules with an almond-toe shape. To finish off the outfit, she added a Tiffany & Co. cuff, silver hoops, and her go-to oval-shaped sunglasses.
On Laura Harrier: Toteme Relaxed Fit Plaid Linen Blend Button-Up Shirt ($680); Elsa Peretti Split Cuff ($1800)
Soon after, Johnson left Jimmy Kimmel Live! in Los Angeles wearing another variation of the same combo, mostly by Sabato De Sarno's Gucci. For the talk-show appearance, she embodied glamour in a modern age, donning a loose updo with cat-eye sunglasses and big gold hoops in a loosely buttoned cardigan, relaxed split-hem jeans secured with a tiny brown-and-gold Gucci belt, and off-white patent-leather slingback kitten heels. A dark-green Gucci Jackie 1961 bag can be seen tucked under her arm.
Though different and unique to the two actresses' personal style preferences, both outfits prove that, when it comes to what shoes you should wear with baggy denim, one option is far and wide superior. Scroll down to see Johnson's take.
On Dakota Johnson: Bottega Veneta Bold Ribbon Narrow Sunglasses ($485); Gucci Signoria Slingback Pump ($1150)
Shop the best shoes to wear with baggy jeans:
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See You Next Summer, Light-Wash Jeans—for Fall, This Is the Only Denim Trend That MattersAs seen on Hailey Bieber in L.A.
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You're 100% a Fashion Person If You're Styling Your Jeans in This Chic Way for Fall 2025A game-changing styling trick.
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If the Ease of Jeans and a T-Shirt Came in Dress Form, It Would Look a Lot Like This…Spotted in Brentwood on Kendall Jenner.
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This Is *the* Pretty Dress Trend to Wear With Tights and Heels If You Want to Get Compliments This FallTrust us.
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By October, You'll Understand Why This Specific Bag Trend Is So Popular Among Fashion People Who "Get It"Andy Sachs gets it.
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Spotted in Ibiza: Dua Lipa Wore the Provocative Dress Trend That'll Still Be Relevant in 2026Guaranteed.
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I Tried the Crochet-Flats Trend Everyone's Talking About—Here's My Honest ReviewSorry, mesh flats. These shoes are taking over.
