30 Cool Tomboy Outfits You’ll Be Obsessed With

I’ve spent hours happily scrolling through Pinterest, curating 30 tomboy outfits you absolutely need to try.

These looks blend comfort and cool in the best way possible—get ready to revamp your wardrobe!

30 Tomboy Outfits You’ll Love

Khaki Green Matching Jeans Set

tomboy outfits Khaki Green Matching Jeans Set
by Pinterest

This look is giving me major utilitarian vibes with a chic twist! The oversized olive green jacket and cargo pants combo is effortlessly cool, and I’m loving how the white shirt underneath adds a crisp contrast.

Plus, those yellow-tinted sunglasses and chunky boots are the perfect accessories to elevate the whole outfit.

Jersey Shirt with Black Baggy Jeans

tomboy outfits Jersey Shirt with Black Baggy Jeans
by Pinterest

The oversized jeans paired with the Juventus jersey create such a relaxed yet edgy vibe. Plus, the accessories like the crossbody bag and headphones add a cool, urban touch that’s perfect for a day out in the city.

Oversized Jersey Shirt with Wide Leg Jeans and Ugg Boots

tomboy outfits Oversized Jersey Shirt with Wide Leg Jeans and Ugg Boots
by Pinterest

This oversized jersey paired with those baggy pants is giving me all the streetwear vibes! I love how effortlessly cool and comfy this look is, and the chunky boots add the perfect touch of edge. Plus, the layered necklaces and rings bring a bit of glam to the whole outfit.

Wide Jogger Pants with White Cropped Top

tomboy outfits Wide Jogger Pants with White Cropped Top
by Pinterest

The oversized Adidas track pants paired with the cropped tee create a perfect balance between sporty and chic. Plus, the cutout detail on the top adds a fun twist to the whole look.

Oversized Bomber Jacket with Wide Leg Jeans

tomboy outfits Oversized Bomber Jacket with Wide Leg Jeans
by Pinterest

This outfit is giving me major street style vibes with that bold racing jacket paired with relaxed, baggy jeans. The sleek black sneakers and chic mini bag add a perfect touch of casual coolness. Plus, those futuristic sunglasses are just the right accessory to elevate the whole look!

Baggy Jorts with Oversized T-Shirt

tomboy outfits Baggy Jorts with Oversized T-Shirt
by Pinterest

The oversized Tupac tee paired with those beige cargo shorts is such a cool, laid-back look. And can we talk about those green sneakers? They add the perfect pop of color and tie the whole outfit together. Plus, the accessories like the beret and chunky sunglasses just elevate the whole aesthetic.

Brown Oversized Leather Jacket with Wide Jort Pants

tomboy outfits Brown Oversized Leather Jacket with Wide Jort Pants
by Pinterest

I just love this look! The oversized leather jacket paired with the basketball shorts and Timberland boots is such a bold combo, and that blue cap adds a fun pop of color. Plus, the layered necklaces and casual pose with the coffee cup just scream effortless chic!

Wide Leg Jeans with Wide Button Down Shirt

tomboy outfits Wide Leg Jeans with Wide Button Down Shirt
by Pinterest

There’s something effortlessly cool about this casual look. The oversized black shirt paired with light-wash jeans gives off such a relaxed vibe, and the layered accessories, like the watch and rings, add a touch of personality. Plus, sipping coffee while rocking those shades just screams laid-back chic!

Matching Oversized Jogger Set

tomboy outfits Matching Oversized Jogger Set
by Pinterest

This outfit is giving me major cozy vibes with its oversized beige top and matching shorts. I love how the chunky sneakers and high socks add a sporty touch, while the crossbody bag and headphones make it perfect for a casual day out. The neutral tones are super versatile, making it easy to mix and match with other pieces in your wardrobe!

Jean Jorts with Baggy Hoodie

tomboy outfits Jean Jorts with Baggy Hoodie
by Pinterest

The oversized green hoodie paired with the relaxed denim shorts is such a perfect combo for a laid-back day. Plus, those white sneakers add a fresh touch, making the whole look effortlessly cool and comfy.

Khaki Oversized Pants with Silver Belt and Cropped Sweater

tomboy outfits Khaki Oversized Pants with Silver Belt and Cropped Sweater
by Pinterest

The cropped hoodie with bold graphics and the oversized cargo pants create such a cool, laid-back look. Plus, the accessories, like the chunky belt and layered necklaces, add just the right amount of bling to make the whole ensemble pop.

Washed Jorts With Striped Oversized Sweater

tomboy outfits Washed Jorts With Striped Oversized Sweater
by Pinterest

The oversized striped sweater paired with the baggy denim shorts is such a cool, effortless look. Plus, those Timberland boots add the perfect touch of rugged style, making it ideal for a casual day out in the city.

Cropped Jersey with Baggy Dark Jeans

tomboy outfits Cropped Jersey with Baggy Dark Jeans
by Pinterest

This look is giving me major streetwear vibes with a cool, laid-back twist.

I love how the oversized mesh jersey paired with those baggy jeans creates a relaxed yet edgy silhouette. The accessories, like the cap and layered necklaces, add just the right amount of flair to make the outfit pop.

Matching Beige Outfit

tomboy outfits Matching Beige Outfit
by Pinterest

This look is giving me major laid-back vibes with the oversized graphic tee and those comfy cargo pants. The green sneakers add a fresh pop of color that ties the whole outfit together perfectly. Plus, the casual pose and mask make it feel super relatable and effortlessly cool.

Baggy Leo Print Jeans with White Crop Top

tomboy outfits Baggy Leo Print Jeans with White Crop Top
by Pinterest

I’m totally vibing with this look! The loose, leopard-print pants paired with the simple white tank top create such a cool contrast between wild and casual. Plus, the layered gold jewelry and the red bag add just the right amount of glam to the outfit.

White T-Shirt with Grey Pants

tomboy outfits White T-Shirt with Grey Pants
by Pinterest

The oversized gray trousers paired with a simple white tee and those sleek black sunglasses are such a perfect combo. Plus, the pop of color from the red bag adds just the right amount of flair.

Green Jersey with Baggy Jorts

tomboy outfits Green Jersey with Baggy Jorts
by Pinterest

This outfit is giving major laid-back, sporty vibes! I love how the oversized football jersey pairs effortlessly with the baggy denim shorts, making it perfect for a casual day out. The white sneakers and socks combo adds a fresh, clean touch to the whole look.

Blue Denim Jorts with White Top

tomboy outfits Blue Denim Jorts with White Top
by Pinterest

The cropped white tee paired with those relaxed denim shorts is such a cool, effortless combo. And can we talk about those pink sneakers? They add the perfect pop of color to the whole outfit. Plus, the casual coffee-in-hand moment makes it all feel so real and relatable.

Jorts with Oversized Tee

tomboy outfits Jorts with Oversized Tee
by Pinterest

The casual, effortless style is perfect for a chill day at home or running errands. Plus, the subtle accessories and the cozy living room backdrop make it feel super relatable and authentic.

Ultra Baggy Jorts with Brown T-Shirt and Birkenstock Mules

tomboy outfits Ultra Baggy Jorts with Brown T-Shirt and Birkenstock Mules
by Pinterest

This outfit is the cool, laid-back vibes! The oversized graphic tee paired with those relaxed, faded shorts is such a perfect combo for a casual day out. And can we talk about those chunky accessories and comfy slip-ons? They add just the right amount of edge and comfort to the whole look.

Black and White Jorts Outfit

tomboy outfits Black and White Jorts Outfit
by Pinterest

I love how the sleek black top and boots contrast with the light, airy shorts, creating a perfect balance between edgy and casual. Plus, those sunglasses add just the right amount of attitude to the whole look!

Light Grey Jorts with Pink Details

tomboy outfits Light Grey Jorts with Pink Details
by Pinterest

The oversized pink shirt paired with the white crop top and long shorts is such a cool, laid-back look. And those chunky sneakers with the matching pink accents? Absolutely loving how they tie the whole outfit together!

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