How To Pull Off Tomboy Style Without Looking Like A Dude
You don’t have to actually be a tomboy to dress like one. The key to making this look work is to throw in just a touch of femininity, whether it’s via a slightly pointed shoe, a few undone buttons on your shirt, or some golden hardware on your satchel. Scroll down to take a cue from these on-point street style examples, and see some of the best items to take you to tomboy territory.

Photo:
Vanessa Jackman

Photo:
Style du Monde

Photo:
Vanessa Jackman
Photo:
Style du Monde
Photo:
Style du Monde
Photo:
Style du MondeAG Adriano Goldschmied The Nikki Crop Jeans ($198) in 17 Years Lifted
These slightly skinny cropped jeans with perfectly placed rips are one of the most flattering pairs of boyfriend jeans we’ve seen.
Madewell Oversized Button-Down Shirt ($75) in Optic White
We’re constantly on the hunt for a borrowed-from-the-boys shirt that doesn’t look ridiculous. Thank you, Madewell.
Sophie Hulme Soft Flap Bag ($780) in Black
Tomboys still have to carry stuff. This satchel is akin to a jazzed-up briefcase but with sleek touches of gold hardware.
3.1 Phillip Lim Draped Pocket Trousers ($375) in White
The perfect slouchy summer pants, for work and beyond.
J.Crew Collection Leather Motorcycle Jacket ($1,200) in Navy
Yes, you read correctly: a NAVY moto jacket. It does exist.
Saint Laurent Flat Top Aviator Sunglasses ($395) in Rose Gold/Grey
Thanks to the rose gold and unique shape, these aviators just leapt to the top of our wish list.
Equipment Brett Shirt With Contrast ($268) in Klein Blue/Black Military Stripe
It’s like your boyfriend’s shirt, but cooler, thanks to contrasting stripes and a fitted style.
Vince Manny Boyfriend Shorts ($175) in Summer Vintage
This summer staple offers a flattering slim fit and modest hemline for the win!
Larsson & Jennings Lader Watch ($334) in Black
We’re obsessed with this watch, for good reason: dainty menswear at its best.
McQ Alexander McQueen Grace Leather Point-Toe Flats ($345)
The simplicity and pointed toe of these flats equals tomboy chic done right.
Zara Denim Waistcoat ($60) in Light Blue
This vest will give any outfit (even a girly dress) a touch of tomboy.
Stuart Weitzman Zipit High Top Sneakers ($435) in Black
A sneaker-combat hybrid with edgy details will add tomboy coolness to almost any outfit.
Tell us how you feel about tomboy style in the comments below!
- Explore More:
- round metal sunglasses
- pointed-toe flats
- leather shirt
- wayfarer sunglasses
- black leather shorts
- oversized shirt
- brown loafers
- grey t-shirt
- black backpack
- gold sandals
- hoodie
- denim cut-off shorts
- black cross-body handbag
- skinny boyfriend jeans
- white striped blouse
- chambray button-down shirt
- patent leather loafers
- camo button-down shirt
- metallic slider shoes
- slouch black pants
- round tortoise sunglases
- monk-strap shoes
- black slouchy pants
- grey sweatshirt
- plaid blazer
- white button-down shirt
- boyfriend jeans
- straw hat
- backpack
- Overalls
- round sunglasses
- Fedora
- bomber jacket
- Sneakers
- Clutch
- combat boots
- Black blazer
- nude flats
- white shorts
- black satchel
- denim overalls
- black skinny jeans
- black loafers
- white t-shirt
- black sneakers
- black clutch
- black pumps
- mom jeans
- white sweatshirt
- Denim
- Button-Down Shirt
- sunglasses
- white jacket
- statement jacket
- striped button-down shirt
- black combat boots