Add accessories that are bold, rusty, or robust as opposed to dainty, delicate, and featherlight. Leather, denim, and bomber jackets. Distressed denim. Boyfriend or mom jeans. Oversized hoodies or sweaters. Turtle necks. Sneakers. Converse shoes. Combat or ankle-length boots. Pantsuits. Big blazers. Flannels. Overalls. Beanies. Bandanas. Baseball hats. These are your staples, but feel free to add more and play around in a way that reflects your bold and badass self.

20 Cute Tomboy Outfits

1. Boy Shorts

The borrowed-it-from-the-boys kind of look exudes the tomboy vibe like nothing else. A pair of athleisure boy shorts, a half-tucked linen shirt, and sneakers is how you paint the town red in the summer.

2. Overalls

Are you a fan of camo and suspenders? Sport them both to nail that tomboy look. An Iron-Maiden T-shirt to go with the overalls, a half bun, Converse shoes, and hoops can do the job just right.

3. Frayed Shorts

Invest in a pair of rugged or frayed shorts. Put your hair up in a bun and throw on a pair of white Superstars or Airmax sneakers!

4. Oversized Shirt And Jacket

Shirt dresses – I mean the really long and oversized shirts that are worn as dresses – are really in and fit the tomboy bill perfectly. Top it up with a puffy jacket and boots for good measure.

5. Leather Trousers

Raise the hotness quotient with a pair of leather pants, a tank top, and black sneakers like a boss lady. Add aviators or any sunglasses of your choice to finish off the look.

6. Skinny Jeans With Denim Shirt

Swing into the feminine side just a little bit with this outfit. Jeans are a signature tomboy attire. Spruce them up a little with white boots and a denim shirt. Smokey eye makeup is your way to go for this look.

7. Bold Monochromes

Welcome corduroy into your closet to build a bold monochrome outfit without moving away from the theme. Combats, Converse sneakers, or Oxfords sit well with this look.

8. Flannels

Tomboys swear by flannel or plaid. Tie one at the waist, layer it, or go for an oversized one, and you are sorted.

9. Pantsuit

Pantsuits are bulldozing their way into runways, fashion houses, and clothing lines. Talk about exciting and fun outfits!

10. Leather Jacket

Leather jackets never fly under the radar when it comes to tomboy-ish looks, and they are here to stay.

11. Oversized Blazer

Reign as a street style superstar in this consumingly oversized blazer, straight cut jeans, and a high bun!

12. Bomber Jacket

Want to put in zero effort but still look like you did? Then, a bomber jacket is your bae! Cropped boyfriends jeans, a tank top, ankle boots, a bomber jacket, and a high bun is how you turn the story around.

13. Side Stripe Pants

All things with a side stripe are having a moment right now, and they are inherently tomboy-ish. Tracks, trousers, or jeans. If you don’t want to go all the way out with this look, add a trench coat.

14. Business Casuals

Too cool for school? Can’t wrap your head around formal dressing? Then, try this instead! It hovers around the idea of formal dressing with its boxed silhouette, but does not give in completely.

15. Shorts And Crop Top

Tomboy meets townie halfway with this look! A tube top with a dark wash denim jacket and jeans, a belt, and laceless combat boots is how you own this look.

16. Tutu Skirt Or Dress

I know a tutu skirt is the opposite of tomboy. However, even if you detest the idea of anything feminine, you can still try this outfit. It is subtle with its tomboy vibe but still fits the bill.

17. Distressed Denim

Were you wondering why this didn’t make it further up in the list? We just didn’t want to state the obvious. Distressed denim, hoodies, and combat boots are straight up everyday essentials.

18. Hoodie Dress

If there’s one thing I learned from this dainty diva, it is to nail the tomboy attire subtly. She lives in hoodie dresses and so can you if you are willing to explore the other side of fashion.

19. Boyfriend Shirt

Raid your partner’s closet a bit and yank his blue shirt out. Pair it with mom or bootcut jeans to make it your own.

20. One-Piece Dress

Homecoming or prom just around the corner? I’m assuming the tomboy in you cannot begin to accept the typical girly attire. Borrow a one-piece dress from a friend or rent it out, throw on your leather jacket, and finish it off with boots just the way you like it. What does tomboy stand for? A tomboy is a girl who behaves and dresses in a boyish manner and does not wear dresses too often. Can tomboys wear makeup? Most girls considered to be tomboys don’t wear much makeup apart from lip balm and eyeliner. What can a tomboy wear to prom? The key to being a tomboy is wearing what makes you feel comfortable rather than dressing up for others. Pick something formal that you like: it can be a vintage dress, a custom dress, or a cool pantsuit. You can wear these for formal events like homecoming, prom, etc. Do tomboys wear ponytails? Yes, tomboys often sport ponytails and braids as they are easy hairstyles and keep hair off their face.