How To Pull Off Tomboy Style Without Looking Like A Dude

How To Pull Off Tomboy Style Without Looking Like A Dude
Stockholm Street Style

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.

scroll to see more
  • 1 of 24

    White Button-Down Shirt + Leather Shorts + Combat Boots = Model Off-Duty Cool

    PHOTO: Vanessa Jackman
  • 2 of 24

    Blazer + Slouchy T-Shirt + Simple Pumps = Tomboy-Inspired Outfit For Work

    PHOTO: Style du Monde
  • 3 of 24

    Sweatshirt + Sneaker + Cross-Body Bag = Perfect Outfit For Running Errands

    PHOTO: Vanessa Jackman
  • 4 of 24

    Plaid Blazer + All-White Staples + Monk-Strap Flats = Cool-Girl Summer Outfit

    PHOTO: Stockholm Street Style
  • 5 of 24

    Bomber Jacket + Cross-Body Bag + Black Skinny Jeans = Feminine Accessories For The Win

    PHOTO: Stockholm Street Style
  • 6 of 24

    Chambray Button-Down Shirt + Undone Overalls + Sleek Ponytail = Tomboy, The Cute Way

    PHOTO: Style du Monde
  • 7 of 24

    Button-Down Shirt + Rolled Skinny Jeans + Buckled Loafers = Tomboy Minimalism

    PHOTO: Style du Monde
  • 8 of 24

    Layered Tops + Denim Cut-Offs + Shiny Loafers = What We Want To Wear Every Weekend

    PHOTO: Style du Monde
  • 9 of 24

    Black and White Essentials + Metallic Sliders + Backpack = Chic Accessories Are Everything

  • 10 of 24

    Hoodie + Slouchy Pants + Luxe Satchel = Comfortable, Yet Chic

    PHOTO: Style du Monde
  • 11 of 24

    Statement Jacket + Overalls + Combat Boots = The ‘90s Redux Version Of Tomboy

    PHOTO: Gastro Chic
  • 12 of 24

    Slouchy Shirt + Skinny Boyfriend Jeans + Hair Tucked Up = Tomboy, The Sexy Way

  • 13 of 24

    AG 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.

  • 14 of 24

    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.

     

  • 15 of 24

    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.

  • 16 of 24

    3.1 Phillip Lim Draped Pocket Trousers ($375) in White

    The perfect slouchy summer pants, for work and beyond.

  • 17 of 24

    J.Crew Collection Leather Motorcycle Jacket ($1,200) in Navy

    Yes, you read correctly: a NAVY moto jacket. It does exist.

  • 18 of 24

    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.

  • 19 of 24

    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.

  • 20 of 24

    Vince Manny Boyfriend Shorts ($175) in Summer Vintage

    This summer staple offers a flattering slim fit and modest hemline for the win!

  • 21 of 24

    Larsson & Jennings Lader Watch ($334) in Black

    We’re obsessed with this watch, for good reason: dainty menswear at its best. 

  • 22 of 24

    McQ Alexander McQueen Grace Leather Point-Toe Flats ($345)

    The simplicity and pointed toe of these flats equals tomboy chic done right. 

  • 23 of 24

    Zara Denim Waistcoat ($60) in Light Blue

    This vest will give any outfit (even a girly dress) a touch of tomboy.

  • 24 of 24

    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: Style Tips, 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, Nike, Chanel, J.Crew, 3.1 Phillip Lim, Saint Laurent, AG Adriano Goldschmied, Larsson & Jennings, Equipment, McQ Alexander McQueen, Madewell, Sophie Hulme, Zara, Vince, Stuart Weitzman
LEAVE A COMMENT

Comments

See More Stories

loading