31 Cute Tomboy Outfits to Try This Month

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(Image credit: Sandra Semburg)

Just the right amount of slouch.

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(Image credit: Collage Vintage)

A spiffy suit is always a good idea.

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(Image credit: Sandra Semburg)

Throw a puffer vest under your bomber for chilly days ahead.

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(Image credit: Sandra Semburg)

Top off your look with a cool-again baker boy hat.

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(Image credit: Sandra Semburg)

Embrace the corduroy comeback.

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(Image credit: Sandra Semburg)

When your skateboard's your best accessory.

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(Image credit: The Style Stalker)

Cropped jeans and chunky Chelsea boots are a match made in heaven.

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(Image credit: Style Du Monde)

Swap out your standard black jeans for a faded gray pair.

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(Image credit: Sandra Semburg)

Tomboys can rock florals, too.

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(Image credit: Sandra Semburg)

A classic look for the office (or just about anywhere else).

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(Image credit: Style du Monde)

Make a statement.

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(Image credit: Sandra Semburg)

Cool and comfy.

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(Image credit: Sandra Semburg)

Put your own spin on the oversize blazer trend.

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(Image credit: Collage Vintage)

You'll get so much wear out of these Gucci loafers.

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(Image credit: Collage Vintage)

There's something very '90s teen heartthrob about this ensemble.

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(Image credit: Collage Vintage)

When it comes to puffers, the bigger the better.

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(Image credit: Sandra Semburg)

Waxed denim elevates any outfit.

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(Image credit: Style Du Monde)

Pile on the prints.

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(Image credit: Collage Vintage)

Break up an all-black outfit with a bit of bright red.

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(Image credit: Sandra Semburg)

Pair a tailored suit with your favorite sneakers.

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(Image credit: Collage Vintage)

Who knew track pants and a tee could look this chic?

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(Image credit: Collage Vintage)

Patchwork jeans stand out from the pack.

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(Image credit: Collage Vintage)

Okay, now we're officially excited about overcoat season.

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(Image credit: Collage Vintage)

Here's how to wear a shirtdress, even if you aren't a "dress person."

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(Image credit: Style du Monde)

Suddenly we're seeing our old ski jacket in a whole new light.

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(Image credit: Collage Vintage)

A breezy warm-weather look.

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(Image credit: Collage Vintage)

A utility jumpsuit gets a personalized spin with plenty of patches.

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(Image credit: The Style Stalker)

A trim vest and a floral robe are an unexpectedly fresh combo.

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(Image credit: Getty Images)

Double up on surplus-style khaki.

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(Image credit: Collage Vintage)

Tube socks, sneakers, and a baggy tee give a boyish vibe to a floral mini.

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(Image credit: Collage Vintage)

Make your own crop top.

Hilary George-Parkin
Contributor