Tomboy outfits exude an androgynous vibe that is ruling the street style world. Unlike popular misconceptions, wearing tomboy outfits or following gender-neutral fashion is not about your sexual orientation or being nonchalant about fashion. It is about expressing yourself by playing with masculine outfits, genderqueer clothing, or non-binary fashion and staying away from conventional feminine attires. From Kendall Jenner and Coco Rocha to Priyanka Chopra – women are embracing the tomboy look like never before. This post brings you the most fashion-forward and fun tomboy outfit ideas. Swipe up!
Ace The Look
- Footwear: Converse high tops are the most common choice for tomboy fits as they look great with overalls and distressed jeans.
- Outerwear: You can keep a few classic pieces of outerwear in your wardrobe that can be styled with all tomboy outfits, like a bomber jacket, a flannel shacket, and an oversized coat.
- Makeup: Opt for a no- makeup makeup look with tinted moisturizer and subtle lip gloss to highlight the simplicity of the outfits.
- Hairstyles: Hairstyles like a messy lob, wolf cut, and pixie cut work best with tomboy outfits.
In This Article
1. What Does Tomboy Mean?
2. Key Takeaways
3. How Do You Dress Like A Tomboy?
4. Styling Tips For Different Body Types
5. 20 Cute Tomboy Outfits
6. Infographic: 8 Outfit Ideas To Effortlessly Dress Like A Tomboy
7. Frequently Asked Questions
8. Illustration: Cute Outfits That Will Up Your Tomboy Game
What Does Tomboy Mean?
In simple terms, tomboy refers to young women who have masculine traits and are more inclined to activities that are stereotypically associated with boys and men. They may also dress up in what is traditionally considered men’s clothing and project a more masculine body language.
In the 16th century, it meant a wild, energetic, boisterous, immodest, or rude female. Over the centuries, it has come to denote women who have an androgynous sense of style. However, in the 21st century, some people have come to call the term sexist. Regardless, the trope continues to feature in pop culture and art. When a woman has a charming masculine personality that heterosexual feminine women find attractive, those uncomfortable with the term sometimes refer to it as a “girl crush” personality.
Key Takeaways
- Tomboy outfits are about expressing yourself by playing with masculine silhouettes and staying away from conventional feminine attires.
- You can rule the tomboy look by adding boy shorts, oversized hoodies, and sneakers to reflect your bold and badass vibe.
- The idea is to play around with different styles and tweak them to reflect your personality.
How Do You Dress Like A Tomboy?
Dressing like a tomboy is all about embracing a relaxed, androgynous, and effortlessly cool style. Here’s how you can nail the look:
1. Opt for Loose, Comfortable Clothing
- Go for oversized t-shirts, hoodies, and button-down shirts.
- Choose boyfriend jeans, cargo pants, or joggers over tight-fitting clothes.
- Stick to straight-cut blazers and denim jackets for layering.
2. Stick to Neutral & Dark Colors
- Black, white, gray, navy, olive, and earth tones work best.
- Keep prints minimal—plaids, stripes, or camo are great options.
3. Go for Sneakers & Boots
- Classic sneakers (Converse, Vans, or Air Jordans) scream tomboy chic.
- Combat boots or chunky boots add an edgy touch.
4. Accessorize Minimally
- Opt for a baseball cap, beanie, or bucket hat.
- Keep jewelry minimal—maybe a chain necklace or a simple stud earring.
- A backpack or crossbody bag complements the style.
5. Keep Hair & Makeup Effortless
- A messy bun, short bob, or pixie cut enhances the tomboy aesthetic.
- Stick to minimal or natural makeup—maybe a little brow gel and lip balm.
Would you like specific outfit ideas based on different occasions?
Styling Tips For Different Body Types
Styling Tips for Different Body Types
Finding the right clothes for your body type can enhance your best features and create a balanced look. Here are styling tips for different body shapes:
1. Hourglass Shape (Balanced bust and hips with a defined waist)
✔️ Wear wrap dresses and belted tops to highlight the waist.
✔️ Opt for high-waisted jeans and A-line skirts to enhance curves.
✔️ Fitted blazers and structured jackets complement your shape.
❌ Avoid boxy, shapeless clothes that hide your waist.
2. Pear Shape (Wider hips, smaller upper body)
✔️ Choose off-shoulder tops, boat necklines, or structured shoulders to add volume on top.
✔️ A-line skirts, wide-leg pants, and dark bottoms balance proportions.
✔️ Jackets that end at the waist create a flattering silhouette.
❌ Avoid tight-fitting bottoms that emphasize the hips too much.
3. Apple Shape (Wider midsection, slimmer arms and legs)
✔️ Empire-waist dresses and tops create a slimming effect.
✔️ V-neck tops elongate the neckline and draw attention upward.
✔️ Flowy tunics paired with straight-leg pants create balance.
❌ Avoid tight belts or overly fitted tops that highlight the midsection.
4. Rectangle Shape (Straight body with little waist definition)
✔️ Add curves with peplum tops, ruffles, and layered outfits.
✔️ High-waisted pants and skirts create the illusion of a waist.
✔️ Fit-and-flare dresses and wrap dresses add dimension.
❌ Avoid overly baggy clothes that make you look boxy.
5. Inverted Triangle Shape (Broader shoulders, narrower hips)
✔️ Wear flowy skirts, wide-leg pants, and peplum tops to balance proportions.
✔️ V-necklines and scoop necks soften broad shoulders.
✔️ Darker tops with lighter bottoms shift focus downward.
❌ Avoid shoulder pads or overly structured shoulders.
Would you like outfit ideas or infographic suggestions for this?
20 Cute Tomboy Outfits
Tomboy outfits combine style, comfort, and individuality, offering a way to showcase your unique personality while embracing androgynous fashion. So scroll down now and check out these 20 outfit ideas that embody the essence of tomboy style and are equally cute!
- 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
Rock a cute tomboy look with overalls by pairing them with oversized hoodies, graphic tees, or crop tops. Style denim or corduroy overalls with sneakers, combat boots, or loafers. Add accessories like beanies, bucket hats, and crossbody bags for a trendy, effortless vibe.
3. Frayed Shorts
Style frayed shorts with oversized graphic tees, flannel shirts, or hoodies for a cool tomboy look. Pair them with sneakers, combat boots, or high-tops. Add accessories like a baseball cap, a crossbody bag, or layered chains for an effortlessly edgy vibe.
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. Pair your tomboy dress with a puffer jacket and boots to complete your look.
5. Leather Trousers
Pair leather trousers with oversized hoodies, graphic tees, or button-down shirts for a stylish tomboy look. Complete the outfit with sneakers, combat boots, or chunky loafers. Add a beanie or a crossbody bag for an effortlessly edgy vibe.
6. Skinny Jeans With Denim Shirt
Pair skinny jeans with a denim shirt for a classic tomboy look. Opt for a relaxed or oversized fit and layer with a graphic tee or tank. Complete the outfit with sneakers, combat boots, or loafers, and add a baseball cap or a crossbody bag for a cool, effortless vibe.
7. Bold Monochromes
Bold Monochrome Tomboy Outfits – Rock the tomboy look with head-to-toe bold colors. Try an all-black edgy ensemble, a fiery red hoodie with joggers, or an electric blue co-ord set. Add chunky sneakers or combat boots for the perfect finishing touch!
8. Flannels
Flannel Tomboy Outfits – Layer an oversized flannel shirt over a graphic tee with ripped jeans for a laid-back vibe. Tie it around your waist with cargo pants or wear it open over a hoodie for a cool, effortless tomboy look!
9. Pantsuit
Pantsuits are bulldozing their way into runways, fashion houses, and clothing lines. Talk about exciting and fun non-binary outfits!
10. Leather Jacket
Leather jackets never fly under the radar when it comes to gender-neutral outfits, and they are here to stay
11. Oversized Blazer
Oversized Blazer Tomboy Look – Pair an oversized blazer with a graphic tee, straight-leg jeans, and chunky sneakers for a relaxed yet stylish tomboy vibe. Add a baseball cap or minimal accessories for an effortless finish!
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. Bomber Jacket
Bomber Jacket Tomboy Look – Style a bomber jacket with a plain tee, cargo pants, and sneakers for a cool and casual tomboy vibe. Layer with a hoodie for extra edge!
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
Shorts and Crop Top Tomboy Look – Pair high-waisted shorts with a simple crop top for a laid-back, sporty vibe. Add sneakers or boots to complete the tomboy style, and layer with a denim jacket for extra cool points!
16. Tutu Skirt Or Dress
Tutu Skirt or Dress Tomboy Look – Balance the feminine flair of a tutu skirt or dress with a casual oversized t-shirt or hoodie. Pair with sneakers or combat boots for an edgy tomboy twist!
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
Hoodie Dress Tomboy Look – Combine comfort and style with an oversized hoodie dress. Pair it with sneakers or boots, and add a crossbody bag for a relaxed yet sporty tomboy vibe!
19. Boyfriend Shirt
Boyfriend Shirt Tomboy Look – Rock an oversized boyfriend shirt with skinny jeans or leggings for a relaxed, casual style. Add sneakers or boots for a laid-back tomboy vibe, and roll up the sleeves for extra edge!
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 genderqueer outfit from a friend or rent it out, throw on your leather jacket, and finish it off with boots just the way you like it.
Infographic: 8 Outfit Ideas To Effortlessly Dress Like A Tomboy
The world of street style is dominated by androgynous outfits that tomboy attire emanates.
A trendy tomboy look emphasizes effortless pieces that are easy to wear. So, open yourself to new styles and experiment with typically masculine silhouettes. Check out the infographic below to find inspiration for your next tomboy outfit!
Tomboy outfits are all about androgynous style and playing with masculine fashion and silhouettes. It is a common misconception that tomboyish looks can’t be fashionable. If frayed jean shorts with crop tops, monochrome outfits, oversized blazers, and leather pants don’t scream street style, what does! While the term ‘tomboy’ refers to a natural personality trait, we can all play with androgynous clothing by adopting the norms of a true tomboy or changing them to meet our own. Tomboyish fashion is all about self-expression, being comfortable in your skin, and having fun, so don’t be afraid to play with it.
Frequently Asked Questions
- 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.
2. Can tomboys wear makeup?
Most girls considered to be tomboys don’t wear much makeup apart from lip balm and eyeliner.
3. 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.
Illustration: Cute Outfits That Will Up Your Tomboy Game
