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5 Celebrity-Loved '90s Denim Trends Any Stylish Person Would Still Wear Today

By Swedan Margen

5 Celebrity-Loved '90s Denim Trends Any Stylish Person Would Still Wear Today

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

Halle Berry 1999

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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Shop Straight-Leg Jeans:

Levi's, 501 '90s Jeans

Of course I had to include Levi's '90s (and they not come in 13 washes).

Reprise Straight-Leg Jeans

COS

Reprise Straight-Leg Jeans

There's a reason every fashion editor wears COS jeans.

Agolde , 90s Mid-Rise Straight-Leg Jeans

Agolde

90s Mid-Rise Straight-Leg Jeans

These are heavily backed by fashion insiders.

Lee ,
Straight Leg High Waist Jeans - Light Denim Blue

H&M

Straight Leg High Waist Jeans - Light Denim Blue

I always rate H&M's denim edit.

2. Oversized Denim Jackets

Drew Barrymore 1993

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.

Shop Oversized Denim Jackets:

Denim Jacket - Denim Blue

I love the shape of this slightly puffed-sleeve style.

Whitney Denim Jacket

A Day's March

Whitney Denim Jacket

I'm a big fan of the dark wash of this style.

Hestia Denim Jacket

ALIGNE

Hestia Denim Jacket

Grab one of two sizes up for that extra oversized fit.

Rubik Denim Peplum Jacket

AGOLDE

Rubik Denim Peplum Jacket

The peplum hem brings it straight into 2026.

Draped Denim Jacket

LOEWE

Draped Denim Jacket

I've wanted this for so long.

3. Cut-Off Shorts

Jennifer Aniston 1998

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.

Shop Cut-Off Shorts:

Agolde Parker Long Shorts

Free People

Agolde Parker Long Shorts

Jen An would so wear these.

Citizens of Humanity, Ayla Frayed Denim Shorts

Citizens of Humanity

Ayla Frayed Denim Shorts

I like to size up in denim shorts so they sit slightly lower down on the hips.

Levis 94 Baggy Shorts in Light Blue

The short version of the iconic Levi's 94 jeans are just as good.

We the Free Montana Shorts

Free People

We the Free Montana Shorts

Jorts are also sticking around for SS26.

Curve Love High Rise Dad Short

Abercrombie & Fitch

Curve Love High Rise Dad Short

Black will of course go with everything you own.

4. Indigo Jeans

Kate Moss 1996

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.

Shop Indigo Jeans:

Cary Low Rise Slouchy Wide Leg Jeans

Reformation

Cary Low Rise Slouchy Wide Leg Jeans

Love the baggy shape of this Reformation pair.

Dark Denim Stretch Barrel Leg Jean

Whistles

Dark Denim Stretch Barrel Leg Jean

Got a new pair of spring-ready shoes? These are the ideal length to show them off.

Arrange Curve Sydney Denim Barrel Leg Jean in Indigo

ARRANGE

Curve Sydney Denim Barrel Leg Jean

A '90s wash with a 2026 cut is a match made in heaven.

Mid-Rise Straight-Leg Jeans in Dark Blue

Reiss

Mid-Rise Straight-Leg Jeans in Dark Blue

Just add a polo top and pumps.

Danila High-Waisted Wide Leg Jeans - Women | Mango United Kingdom

MANGO

Danila High-Waisted Wide Leg Jeans

Mango's jeans are really impressing me right now.

5. Bucket Hat

Naomi Campbell 1992

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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5 Celebrity-Loved '90s Denim Trends Any Stylish Person Would Still Wear Today - Vanity Fair Fashion