Sorry, But the '90s Did Casual Dressing Better—6 Easy Outfits That I'd Still Happily Wear Today

A quick jaunt back to the '90s via the internet (or time machine) and you'll find no shortage of inspiration from celebrities on how to style a T-shirt—although it may not be the first wardrobe item that comes to mind when you think of the most iconic '90s fashion moments. Baguette bags, loose low-rise jeans and silky slip dresses tend to be the poster children of the decade, but stars and the fashion set had a heyday with the humble T-shirt too. Whilst some T-shirt outfits reflect exactly the kinds of looks that are having a renaissance this year, others provide a different spin on this closet staple that sometimes feels a little bland.

90S T-SHIRT OUTFITS

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As a child of the '90s, I feel as if I've already had my fair share of time wearing cargo pants, chunky Mary Janes and extremely-large windbreakers. That said, there seems to be a part of me wanting to live in this era again. Outfits were a little more experimental and people had no issue pairing contradictory accessories and items without worrying about committing a faux pas or wondering if it 'works'. It's an era with a fashion ethos I can get behind, therefore, I've compiled a few T-shirt outfits to help me invite the individualised spirit of the '90s into this year.

My '90s alter ego would say these outfits are pretty rad, and she wouldn't be wrong. Take a look at these six easy combinations below, and shop all the pieces you need for recreating them.

See the '90s T-Shirt Outfits I'm Copying This Season:

1. Black T-Shirt + Cargo Pants + Black Jacket

Gwyneth Paltrow in all black outfit

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Style Notes: The silhouettes of the '90s loved to fluctuate between relaxed, baggier looks and sleek, body-hugging styles. It was an era of contrasting—grunge was everywhere but so were silky dresses and glam makeup. If you lean more towards the casual, laidback approach, take a page out of Gwyneth Paltrow's book and opt for a looser monochromatic outfit. Pair baggy black trousers with a black T-shirt and tie a jacket around your waist for good measure—functional and stylish.

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2. White T-Shirt + Dungarees + Black Loafers

Toni Braxton in denim dungarees and white T-shirt

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Style Notes: My ears have pricked up to the subtle dungaree trend slowly but surely making an appearance this fall. It's another nod to the '90s, and it's a perfect pairing with a white tee. Whether you copy Toni Braxton and opt for a casual denim pair or choose edgier black overalls, it's a well-styled outfit that's so easy to do.

3. Striped Crop Top + Wide-Leg Trousers + Silver Bracelets

Julia Roberts in striped crop top

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Style Notes: If you ever went through a punk era, a black-and-white crop top might make you run in the other direction but don't turn your nose up just yet. Julia Roberts did something fun here. Although the crop top and trousers feel casual, she added a flash of silver with a watch and stacked silver bracelets to slightly elevate a look that would be considered a touch more grunge. See? I told you contradictions were everywhere in the '90s.

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4. White T-Shirt + Black Minidress + Baseball Cap

Jennifer Aniston in black minidress

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Style Notes: You can make a minidress feel sportier and slightly less ready for a night out with the help of a white T-shirt and a backwards baseball cap, à la Jennifer Aniston. It's a fun go-to outfit that's a good replacement on days you're not quite feeling trousers and jeans. Throw a large tote over your shoulder and you've got another '90s T-shirt outfit.

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5. Leather Jacket + White T-Shirt + Jeans

Halle Berry in leather jacket and jeans

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Style Notes: Cooler seasons like autumn and winter call for a T-shirt layered under jumpers and jackets. For an effortless, off-duty take, I'm looking to Halle Berry's ultra-cool '90s outfit that pairs a nipped-in leather jacket, light wash jeans and a white tee.

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6. Graphic T-Shirt + Jeans

Naomi Campbell in white graphic tee and jeans

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Style Notes: For a simple '90s look that still feels modern, opt for a graphic tee and a pair of jeans. Naomi Campbell was ahead of the times—I could just as easily find someone wearing this outfit this year. Add a pair of chunky-sole trainers and small oval sunglasses to really complete the look.

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Contributor

Melissa Epifano Varley is a writer and editor who covers fashion, home, and beauty. She has over seven years of experience and has written for Forbes, InStyle, People, The Zoe Report, and Byrdie. She has also served as the editor-in-chief of Real Homes and lifestyle editor at The Spruce and ran her own wide-fit footwear line for over three years. She graduated a year early from the University of Oregon with a Bachelor of Science in journalism. Melissa has won the PPA Next Gen Award and currently covers fashion, trend, and shopping content forBest Knockoff Luxury Clothing . She’s passionate about helping readers discover their own sense of style in their wardrobes and homes—whether that’s through products, trends, or concepts that they deeply resonate with and makes them feel their best. She’s originally from the U.S. but is now based in Bath where she spends her free time reading books, creatively writing, and taking part in more esoteric endeavours like reiki and tarot.