20 Cute Outfits That Will Up Your Tomboy Game

20 Cute Outfits That Will Up Your Tomboy Game Hyderabd040-395603080 April 29, 2019

A tomboy outfit is not meant to express a disinterest in fashion. It involves staying away from the stereotypical feminine silhouettes and tastefully playing with all things androgynous. From boyfriend jeans and pantsuits to oversized shirts and everything in between, there is a lot you can do to nail a tomboy outfit and make it fun. We’ll show you how with our picks of the cutest tomboy outfits. Check them out!

How Do You Dress Like A Tomboy?

The tomboy look is an inherent style that resonates with some people more than others. Whether it is your default setting or a style you want to try, the idea is to bring together pieces that reflect this personality.

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

Boy Shorts Pinit


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

Overalls Pinit


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

Frayed Shorts Pinit


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

Oversized Shirt And Jacket Pinit


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

Leather Trousers Pinit


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

Skinny Jeans With Denim Shirt Pinit


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

Bold Monochromes Pinit


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

Flannels Pinit


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

Pantsuit Pinit


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

10. Leather Jacket

Leather Jacket Pinit


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

11. Oversized Blazer

Oversized Blazer Pinit


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

12. Bomber Jacket

Bomber Jacket Pinit


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

Side Stripe Pants Pinit


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

Business Casuals Pinit


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

Shorts And Crop Top Pinit


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

Tutu Skirt Or Dress Pinit


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

Distressed Denim Pinit


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

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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

Boyfriend Shirt Pinit


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

One Piece Dress Pinit


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.

I wasn’t exaggerating when I said there’s a lot you can do with your tomboy outfits. While ‘tomboy’ is a reflection of an innate personality, we can all play with the idea by either following the norms of a real tomboy or tweaking them to fit our own personality. Are you a tomboy? What is your go-to look? Let us know by dropping a message in the comments section below.

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Pratima Ati

After working in Marketing and Business Development for a few years, Pratima Ati jumped ship to pursue two things she loved – fashion and writing. She’s now a full-time Fashion & Lifestyle writer and has never looked back ever since. She sleeps early, reads often, and when she can't, she finally gives a closure to all the characters living in her drafts. Sometimes, they pass off as poetry too! That, and her training in Indian classical music and playing (learning) the veena keep her sane, civil, and bearable.