8 Easy Jeans-and-Flat-Shoes Pairings I'm Stealing From Celebs

When it comes to celebrity style, it’s easy to jump straight into conversations about red carpet looks and directional Instagram posts of avant-garde outfits. But the truth is the stars love their jeans just as much as we do. Thank goodness for that because they inadvertently provide a mountain of inspiration on how to style them the moment they step out on the streets.

Lately, in place of high heels, I’ve noticed that some of my favourite fashion-proficient celebs have been wearing jeans exclusively with flat shoes, and I want in. I’m not big into trainers, so I’m always on the lookout for flat-footwear solutions to wear with my denim, and it just so happens that Kendall Jenner, Katie Holmes and Zoë Kravitz (to name a few) have been exploring this combination in recent weeks.

So which flat shoes have celebrities been wearing with their jeans? Instead of telling you, let me show you. Scroll on to see eight foolproof celebrity jeans-and-flat-shoes outfits I want to copy immediately. Something tells me you’ll want to too.

1. KENDALL JENNER

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Style Notes: Kendall Jenner has been wearing up some stellar flat shoes of late—The North Face slippers, anyone?—but her pairing of Khaite jeans and classic Boston clogs from Birkenstock might be my favourite combination of hers yet. 

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2. ZOË KRAVITZ

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Style Notes: Every day, I wake up and ask myself, "How can I dress more like Zoë Kravtiz?” Turns out all I need is a pair of cropped black vintage-wash jeans and some timeless penny loafers. 

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3. KATIE HOLMES

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Style Notes: Katie Holmes continues her impressive street style streak with this simple but highly effective combination of true blue jeans in a slightly oversized silhouette, which she’s finished with a polished pair of horse-bit loafers. 

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4. ELSA HOSK

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Style Notes: Elsa Hosk continually serves up some of the best street style looks in the biz. This get-up, featuring an oversize blazer, cream jeans and now-trending short Uggs, is one of my all-time favourites. 

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5. HAILEY BIEBER

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Style Notes: On the subject of blazers, let's segue to Hailey Bieber, who, as someone who used to wear more than her fair share of sky-high heels, has been showing flats some serious love over the past few months. This look, featuring a pair of Dr. Martens brogues and high-waist baggy jeans? Inspired! 

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6. TESSA THOMPSON

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Style Notes: Make like Tessa Thompson, and tap into 2022’s wildfire baggy jeans trend with another It buy: a pair of flat cowboy boots. The sharper the toe on those bad boys, the better. 

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7. DAKOTA JOHNSON

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Style Notes: I’m going to make a bold claim: I’ve never seen a bad Dakota Johnson outfit. And here she is, proving my point with her barrel-leg jeans and stacked loafers. Thanks for that, Dakota! 

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8. KRISTEN STEWART

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Style Notes: When she’s not dressed head to toe in Chanel, Kristen Stewart likes to keep things elevated but low-key. This look, featuring flat Mary Janes, turned-up jeans and a striped shirt, concisely sums up her style.

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Next Up: The Expensive-Looking Mango Coat Alexa, Sienna and Katie Own

Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over twelve years of experience in fashion journalism. She been creating engaging and elevated style content for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories, and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, works closely with influencer talent on content initiatives, represents the brand at industry events, and regularly contributes to social media. Previously, Maxine appeared on TV in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o. 


Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship, she was offered a position on the Look magazine fashion desk. She accepted, leaving university a year early in the process. She went on to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion writer along the way. She later served as Look’s acting Editor in Chief before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others. Maxine works remotely from her countryside home near Edinburgh.