5 Celebrity-Loved '90s Denim Trends Any Stylish Person Would Still Wear Today
From Drew Barrymore's oversized jacket to Kate Moss' indigo jeans, these are the throwback '90s denim trends the most stylish women are wearing in 2026.
There have been countless times over the years that my older sister (there are six years between us) has said, "I used to wear that in the '90s", when I've turned up to a family event. Be it the chokers that had me in a chokehold (pun intended) in 2016, or the cami tops I would wear in high school with clear bra straps on show. There are so many trends—good and bad—that have managed to stick around for decades. And while I'll always think of that silver sheer dress 19-year-old Kate Moss wore to a party in 1993 every time I hear the word 'slip dress', and I'll never not see Bermuda shorts as belonging to Julia Roberts (as seen in Pretty Woman in 1990), there's no '90s fashion category more iconic than denim.
Coming into full fruition, it was the '90s when oversized denim jackets were loved by the likes of Drew Barrymore, straight-leg jeans (in indigo or light blue) were worn by every cool girl, and when it comes to accessories, Naomi Campbell confirmed the denim bucket hat was the style du jour. And now, every one of these celebrity-backed '90s denim styles is just as key today as they were decades ago. And they're going to continue to be relevant in 2026—so consider this your reminder to replenish your denim collections with these new, '90s-inspired styles.
'90s Denim Trends to Wear in 2026:
1. Long Straight-Leg Jeans
Style Notes: I bet if I asked any of my fashion editor pals, they would all say they own at least one pair of straight-leg jeans. The easy-to-style silhouette has been key since the '90s—worn by the like of Halle Berry, Kate Moss and Julia Roberts—and no doubt we'll all keep wearing the effortless pair for decades to come.
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2. Oversized Denim Jackets
Style Notes: While I always think of girl bands wearing fitted denim jackets in the '00s, back in the '90s, it was all about super slouchy oversized shapes. See how Drey Barrymore is wearing hers in 1993 in an indigo wash with a white T-shirt and black jeans? This is basically an easy way to still wear them this time round, too—and everyone including Loewe and Agolde to Other Stories has versions to choose from.
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3. Cut-Off Shorts
Style Notes: Okay, so it may be too soon to actually wear denim shorts (unless you're going on vacay) but it's never too early to plan ahead. Jennifer Aniston is the poster girl for cut-off, frayed hem styles that you could easily DIY yourself with an old pair of jeans. Want the easy option? There are so many styles out there—from micro all the way to jorts.
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4. Indigo Jeans
Style Notes: When it comes to denim in the '90s, there were two main teams: light wash or indigo. While light denim always appears each spring/summer, deep blue versions (as seen by Kate Moss with a Breton is 1996) work no matter the time of year.
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5. Bucket Hat
Style Notes: Naomi Campbell wore one in 1992, everyone wears them at festivals and now every designer—including Loewe and Anine Bing has denim bucket hats ready and waiting for spring to arrive. Unsure how to style them? Make like Naomi and wear with crochet or go for a double denim hit by adding to jeans and a vest.
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Harriet Davey is a freelance fashion editor who has been part of Who What Wear's extended team since 2017. She previously worked in print at Look magazine and has since worked across print, digital and social for many other titles, including British Vogue, Stylist, Grazia, Refinery29 and Marie Claire. Also a stylist, Harriet has had the pleasure of producing cover shoots and editorials along with commercial shoots for brands including Boux Avenue, Watches of Switzerland, Benefit Cosmetics and Revolution. To add to this, Harriet also works in live TV styling for ITV’s This Morning.