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.
Swap your ballet flats for printed slip-ons.
Steal your boyfriend’s graphic t-shirt and pair it with high-top sneakers.
Pair an oversized graphic tee with a backwards flat-brim cap.
Team a schoolboy cardigan with a pair of low-slung jeans.
Evoke a ‘90s hip-hop vibe with baggy trousers and a pair of basketball sneakers.
Show your team spirit with a baseball hat.
Go casual with a pair of slouchy distressed shorts and lace-ups.
Channel a ‘50s greaser with a leather jacket, cuffed skinny jeans, and a pompadour hairstyle.
Layer a biker jacket over an unbuttoned flannel shirt.
Add an extra dose of nonchalance to a worn-in tee by knotting a sweatshirt around your waist.
Red Glazed Leather High-Top Sneakers ($250)
Lyon Asai Pant ($245)
The LA Denim Cap ($38)
Boyfriend Roll-Up Shorts ($40)
Baseball Tee ($125)
Mill Leather Davis Brief ($425) in Chocolate
Neck-Tie Charmeuse Blouse ($595)
Double Sleeve Shirt ($238)
M Jersey Varsity Bomber Jacket ($70)
Babe Brogue Oxfords ($49)
Light V Neck Cardigan ($30) in Green
Boyfriend Jeans ($60)
