The Essentials For Dressing Like A Tomboy

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    Girls like Kristen Stewart, Cara Delevingne, and Agyness Deyn have tomboy dressing down to a science. The formula is simple: combine equal parts cool girl attitude and the right borrowed-from-the-boys fashion for enviably nonchalant off-duty outfits. We could all learn a thing or two from these style-minded influencers, which is why we’re spotlighting some of our favorite must-try tomboy looks followed by a roundup of menswear-inspired essentials you can shop now. Keep reading for key styling tips and more.

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    PHOTO: Pacific Coast News

    Diane Kruger

    Swap your ballet flats for printed slip-ons. 

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    PHOTO: Fame Flynet

    Analeigh Tipton

    Steal your boyfriend’s graphic t-shirt and pair it with high-top sneakers. 

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    PHOTO: Fame Flynet

    Miley Cyrus

    Pair an oversized graphic tee with a backwards flat-brim cap. 

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    PHOTO: INF

    Gwyneth Paltrow

    Team a schoolboy cardigan with a pair of low-slung jeans.

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    PHOTO: Splash News

    Cara Delevingne

    Evoke a ‘90s hip-hop vibe with baggy trousers and a pair of basketball sneakers. 

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    PHOTO: Fame Flynet

    Chloe Sevigny

    Show your team spirit with a baseball hat. 

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    PHOTO: Splash News

    Rihanna

    Go casual with a pair of slouchy distressed shorts and lace-ups. 

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    PHOTO: Startraks

    Michelle Williams

    Channel a ‘50s greaser with a leather jacket, cuffed skinny jeans, and a pompadour hairstyle.

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    PHOTO: Xposure

    Agyness Deyn

    Layer a biker jacket over an unbuttoned flannel shirt. 

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    PHOTO: Xposure

    Kristen Stewart

    Add an extra dose of nonchalance to a worn-in tee by knotting a sweatshirt around your waist. 

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    Marc by Marc Jacobs

    Red Glazed Leather High-Top Sneakers ($250)

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    AllSaints

    Lyon Asai Pant ($245)

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    Denim Refinery

    The LA Denim Cap ($38)

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    Harvey

    Baseball Tee ($125)

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    Jack Spade

    Mill Leather Davis Brief ($425) in Chocolate

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    Michael Kors

    Neck-Tie Charmeuse Blouse ($595)

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    Peter Jensen

    Double Sleeve Shirt ($238)

     

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    Wanted

    Babe Brogue Oxfords ($49)

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    Uniqlo

    Light V Neck Cardigan ($30) in Green

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    Zara

    Boyfriend Jeans ($60)

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Red Glazed Leather High-Top Sneakers

Red Glazed Leather High-Top Sneakers

Marc by Marc Jacobs, $250
SHOP
Lyon Asai Pant

Lyon Asai Pant

AllSaints, $245
SHOP
The “LA” Denim Cap

The “LA” Denim Cap

Denim Refinery, $38
SHOP
Boyfriend Roll-Up Shorts

Boyfriend Roll-Up Shorts

Gap, $40
SHOP
Baseball Tee

Baseball Tee

Harvey, $125
SHOP
Mill Leather Davis Brief

Mill Leather Davis Brief

Jack Spade, $425
SHOP
Neck-Tie Charmeuse Blouse

Neck-Tie Charmeuse Blouse

Michael Kors, $595
SHOP
Double Sleeve Shirt

Double Sleeve Shirt

Peter Jensen, $238
SHOP
M Jersey Varsity Bomber Jacket

M Jersey Varsity Bomber Jacket

Topshop, $70
SHOP
Babe Brogue Oxfords

Babe Brogue Oxfords

Wanted, $49
SHOP
Women Light V Neck Cardigan

Women Light V Neck Cardigan

Uniqlo, $30
SHOP
Boyfriend Jeans

Boyfriend Jeans

Zara, $60
SHOP
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