20 Outfits That Make the '90s Look the Coolest

Easy '90s Outfits: Bomber Jacket and Jeans

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The ’90s are back with a fervor. With trends first coming back onto the fashion scene a few seasons ago, we’ve truly hit our stride as we learn new and interesting ways to mix the retro trends into our more modern wardrobes. Without looking like we’re straight out of a Spice Girls music video or an Adidas advertisement from 1995, we’ve developed a huge crush on the style favorites that made the decade what it was. Our wardrobes are now rife with crop tops, track pants, and bomber jackets, and our after-hours looks consist of slip dresses, platform heels, and the occasional tube top. That’s right: We’ve reached peak ’90s nostalgia, but we’ve added a 2020 twist.

Taking a retro trend and running with it isn’t always easy, though, so we’re looking for inspiration from some of our favorite street style stars and fashion lovers alike. They’re styling bralettes under suiting, mixing crop tops with high-waisted midi skirts, and tapping into childhood nostalgia with vintage tees and cutoff jean shorts. And don’t even get us started on our collection of high-waisted jeans and chunky sneakers. Pure casual-cool. With these looks, though, nothing has ever been simpler to craft. Scroll through our favorite easy ’90s outfits below and you’ll be dressing as the better version of your childhood self in no time.

Slip Dress + Sneakers

The boudoir trend is alive and well in the slip dress, but it’s made more daytime-friendly with the addition of sneakers. Throw on a leather jacket if you’re looking to cover up a little more while you’re on the go.

Slip Dress + Tee

Nineties Outfits: T-Shirt and Slip Dress

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Turn your after-hours slip dress into a daytime-friendly look with a graphic tee underneath.

Bomber Jacket + Jeans

Fun Nineties Outfits: Bomber Jacket and Jeans

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With jeans and a T-shirt as your base, play with ’90s accessories and layers, like the addition of a bomber jacket or colorful sunglasses.

Overalls + Converse

Nineties Outfits: Overalls and Converse

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Make sure to have plenty of overalls on hand, but don’t think you have to wear them exactly like everyone else. Fashion a one-shoulder or folded-down look by playing with the straps in new and interesting ways.

Leopard Tank + Blazer + Jeans

Even your best pair of jeans is no match for that leopard-print cami. Make the look daring and tailored at the same time with the addition of a blazer.

Overalls + Plaid Shirt + Combat Boots

Casual Nineties Outfits: Overalls and Plaid Shirt

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Throw together all your favorite ’90s trends with a sleeveless turtleneck, overalls, a plaid button-down, and combat boots. We’ve officially reached peak retro.

Floral Dress + Sneakers

Easy '90s Outfits: Floral Dress and Sneakers

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There’s nothing better than an ultra-flirty ruffle, especially in a summery tone of yellow. Dress down the cocktail-ready look with a pair of low-top sneakers or casual sandals this summer.

Slip Dress + Graphic Tee + Sneakers

Add an extra layer to your favorite LBD by throwing on a graphic tee underneath. Top the whole look with a leather jacket and finish it off with your favorite pair of low-top sneakers.

Minidress + Bomber Jacket + Booties

Easy '90s Outfits: Mini Dress and Booties

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A bomber jacket is an easy retro go-to when you’re looking for a way to make your all-black look a little more retro.

Overalls + Crop Top

Easy '90s Outfits: Crop Top and Overalls

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Throw your most authentic baby tee underneath a pair of overalls to channel your most beloved childhood look in a more adult way.

This post was published at an earlier date and has been updated. Next, we're rounding up all of the biggest trends of the '80s.