What To Wear

The Easiest Ways To Style Baggy Jeans And Look Bad*ss While Wearing ‘Em

Denim all day, every day.

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Consider this the nail in the coffin for skinny jeans: Baggy jeans are the way to go these days. If you’re used to fitted denim, the oversized look may seem hard to style. Before you dump your entire wardrobe on your bed, peep these ways to baggy jeans for inspo.

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Big pants, tiny shirt is a classic baggy jeans look. There are many iterations of it, but you can’t go wrong if you pair your jeans with a plain cropped tank. It lets you show off your body while making the most of how comfy this style can be.

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Mid Rise Oversized Skater Jean in Mid Wash

These baggy jeans feature a relaxed fit that isn’t so baggy you’ll feel swallowed, but just enough that you’ll feel confident when you make the switch.

Women's Slim Fit Tie-Front Tiny Tank Top - Wild Fable™

Pair the previous pair with this simple acid wash tank, and you’ll have just solidified the easiest everyday uniform.


If you want to take the comfiness of baggy jeans and elevated the look, pair them with an oversized blazer and a bandeau. Add in lots of gold jewelry stacking and a pair of white sneakers or loafers to take this look from formal daytime to sleek, modern nighttime.

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Good '90s Loose
Good American

Pairing light wash baggy jeans like these with a dark blazer will give you a prime color contrast. Even more, it’ll pair well with every other color in your closet.

Boxy Oversized Button Up Blazer
Nasty Gal

Choose a boxy blazer and add in a tiny top, white T-shirt, turtleneck, or any other shirt you love. This type of blazer fit will break up the slouch with structure, and it adds a level of ‘80s girl boss energy. Who doesn’t want that?


Fight me on this: a half-tucked-in button-down with baggy jeans is the ideal cute work-from-home look. Your loose jeans will make it easy to move around, but the button-down makes you appear ready for business from the waist up.

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Plus Colour Block Acid Wash Boyfriend Jeans

If you already have too much denim, try this a colored or color-block pair like this to break up the monotony and make even a simple outfit feel more visually interesting.

Oversized Striped Shirt

For this look, keep the button down a little oversized, and lean into the larger look. Don’t be deterred by the slouchiness — tucking the shirt halfway in will highlight the waist.


If you’re gonna go all out with your baggy jeans, you might as well go full skater with it. Toss on an untucked, oversized graphic t-shirt. If you want to add an egirl twist, you can tuck in just the back of your shirt.

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High Loose Women's Jeans

Lean into the classic skater look with a classic blue wash and a classic pair of Levi’s. They’ll fit well, and last you through all the definitely-not-phases you’re going through.

Three Eyes Longsleeve
Wizard of Barge

A supper colorful graphic t-shirt like this adds a nostalgic ‘80s and ‘90s edge to your baggy jean look if you’re feeling a lil throwback moment.


A scarf tie-top with your baggy jeans screams Coachella-ready. The look will keep you cool enough to survive the rest of the summer heat, but could easily transition to fall with an oversize denim jacket on top.

Courtesy of ASOS
BDG Skater Baggy Jean – Ripped Black Denim
Urban Outfitters

For those of you who can’t bear to veer away from all black, don’t worry. You can snag a perfect pair of the baggiest jeans in a distressed black that’ll become your new go-to bottoms.

Collusion '90s Border Print Scarf Top in Black

This scarf top, while fitted enough so it won’t ride down, is flowy to add even more of a boho aesthetic to your pants. Still, you won’t lose the sexiness of the look.


Crisp and timeless, you can’t go wrong with a white T-shirt tucked into a pair of baggy jeans. It was a look in the ‘50s, and it’s still a look today. You’ll feel just like James Dean and look twice as cool.

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Donna High Rise Curve Straight Leg Jeans 32 Inch
Universal Standard

With a classic white T-shirt, you can’t go wrong with the type of baggy jean or the color of the wash. This pair from Universal Standard is comfy, high-quality, and goes up to a size 40.

Release Tee

This plain white tee from Athleta boasts a relaxed, flowy, easy fit that’ll slouch perfectly with your baggy jeans... and pretty much every other bottom you own.


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