Tomboy Outfits: The Best Fashion Guide

What is a Tomboy outfit and how to create one, these are two questions we are here to deal with. In today’s blog post I want you to take a look at some easy ways how to wear this style and make a real stand-out outfit. This is not an outfit that many women like to try, as they simply don’t know how to make it look right, but you’ll be surprised how simple it can be. I promise.

Tomboy Outfits

The key to wearing Tomboy clothes is finding pieces that work well together in which case you won’t need to worry about matching and trying everything on! Choose three or four pieces with timeless appeal, adding a pop of color here and there for fun.

Tomboy Outfits

There is no one particular dress or item of clothing that makes me a Tomboy. It’s not necessarily the clothes themselves but rather how they make you feel. It’s not so much about what I wear as it is who I am, even though those two things do go hand in hand. It might sound like a contradiction, but somehow it all just works for me. This got me thinking about outfits and how someday soon I want to be known for my Tomboy Style, as opposed to my Girly Style (yes, that does exist).

Cute Looks

So, first of all, I want to show you some cute tomboy looks and then I will go on and share with you some really great tomboy essentials you can buy now in order to create that fabulous look. If you want to look at your best, then try these style hacks and tips. That’s the way that you should approach this look because it will allow you to look your best at any given time of day. These strategies are also versatile so you will always be able to pull them off if need be in a quick fashion moment. You can make sure to have lots of different items in your personal wardrobe that have various color combinations so that there is no shortage on when it comes to an outfit choice for a cute look.

Why should you wear this look anyway? First of all, it is a more versatile option for your wardrobe: staying classy, relaxed, and trendy, as we all know this style is back in fashion. You can wear it to work and office, school, mall trips and other places too. And don’t worry about being unconventionally cool or original everyone has the same idea. So, get ready, as this article will give you professional tips on how to wear it in order to look your best and be the envy of all of your friends.

I would start off by teaming a basic multi-striped shirt with black jeans (read more on what black jeans outfits you can create) and cool black slip-on shoes, if you are more on the edge, go for a black leather jacket and style it over a hoodie teamed with a slouchy tee paired with skinny jeans and high-top sneakers, or go for a double denim look, it is always in trend. The cute look can be also created with ripped jeans, cropped tops, and oversized tops.Cute Tomboy Look

Anyway, in order to create a perfect tomboy outfit you need to know the essential garments and accessories, so without further ado, please welcome the best parts of this look:


If you want to look at your best, then you should know how to make your Tomboy outfit complete, that’s why you need some really cool accessories! Learn what to wear, and how to style to fit your personal style. I am a big fan of wearing accessories, but I know that some people are not so sure about them. So, I am writing this part to show you why they are so great! I will cover my favorite hats, including beanies and caps.

Tomboy Accessories


These beanies are a perfect accessory to any outfit. They go well with a casual look and they can be paired with anything.

This tomboy hat (of course beanie is not only for Tomboys, but it completes any tomboy’s look) resembles the classic wool hat, but it has the same features as any other hat. They’re perfect for everyday wear, and their shapes make them suitable for any occasion. And the best part of all? If you know how to match colors and styles, it only takes a few minutes to create a new look that nobody will recognize from your previous one.

For instance, try on a grey beanie with a black leather jacket, turtleneck sweater, and cool black jeans, or go for a black beanie and team it with a rock band tee and ripped black jeans, or keep it cool with an orange beanie by teaming it with a slouchy tee and an oversized plaid shirt, I would go with an oversized sweatshirt and knee ripped jeans:

Tomboy Beanies


What I love about caps in tomboy fashion, then it is that they are a perfect way to mix your personal style. They have a great look because of their shape, colors and the most important part: their texture. But what about wearing them? That’s where I’m going to help you out!

So here’s what you need to know: just like everything else, caps come in different styles. Of course, tomboy caps are more casual than traditional hats which make them easy to wear with any outfit too! And most of these caps also have an edgy and stylish look so they can go from day to night easily.

There are so many options when it comes to what you can do with a cap that is so versatile, something as simple as adding your own embellishments or personal touches can make all the difference. Go for a navy cap and team it with a white sweatshirt and ripped blue jeans completed with white converse, or keep it simple by choosing a black cap with an oversized grey tee and black jeans, I would complete the look with a plaid shirt:

Tomboy Caps


Combat Boots

The combat boots for Tomboys are a bit rugged, yet still stylish. You can wear them with a plaid midi skirt and beige shirt, or go for the combat boots/miniskirt look when you dare to stand out. Regardless of what you choose to pair it with, these shoes are comfortable and easy to put on. In recent months, we are seeing more and more girls wear them with everything! It is hard to find a pair of boots that you can wear not just with shorts or skirts but with pants as well.

Try on khaki green combat boots with denim cut-offs, a casual sweater, and a black leather jacket, or go for black boots teamed with a black leather mini skirt and a rock band tee in black. I would team them with camo leggings and a simple tee:

Tomboy Combat Boots

Converse Shoes

I will show you how to make the best of your tomboy converse shoes by suggesting some ways that you can wear them in the most fashionable and practical outfits. In order to do so, I will provide you with four different outfit examples ranging from casual to formal.

They create a look that is both urban and casual. I personally love to wear them for the effect that it gives me. They make me feel more confident and emphasize my point of view on the world. By the way, choose sneakers with an all-over plaid design. I would definitely recommend trying on high tops. These shoe styles are defined by their thick soles and high vamp. Put them on with shorts, joggers or jeans, and a t-shirt for a relaxed look.

The first outfit is a simple casual one which consists of an oversized denim jacket, cuffed jeans and yellow converse. The second one comes with a striped t-shirt, a plaid blazer in an oversized fit and mom jeans. The third look is a more stylish feminine one which consists of a black shirt, black joggers and Converse high low tops. The fourth one comes with black jeans, a black leather jacket and black Converse.

Tomboy Converse Shoes


Now it’s time to see at some essential tomboy tops. First of all, you should be more mannish. They are edgy and unique which is something any fashion-forward woman needs in her wardrobe. These shirts are great pieces because it allows you to be creative and have a lot of fun at the same time. The majority of styles allow you to experiment with different patterns and textures without losing your sense of style. These are also great shirts for women who want a touch of masculinity in their female wardrobe and vice versa, they can be worn both ways and still look chic. As you can see, most of these tops look great with denim bottoms and high-rise pants.Tomboy Shirts

Button Shirt

I am a big fan of wearing this shirt. I know many ladies that love wearing an unbuttoned shirt so it can be a fashion statement by itself. Just wear what you like, your style should not make anyone else feel uncomfortable in their bodies.

This shirt is both classy and casual and it can be worn with almost anything! The best part about this shirt is how easy it is to wear. Whether you decide to wear it as a blouse or shirt, you’re bound to impress onlookers. So come on, let’s pick out your new Button Shirt! There are many ways in which to wear your button-up shirts. Some will go for the more traditional style of a blazer over the button-up. Others will favor something more casual like pairing them with a cardigan or v-neck jumper in lieu of outerwear.

You can simply team a black-colored one with cuffed blue jeans and brown flat pumps,or go for a pinstripe shirt and half-tuck it inside khaki pants, or choose a plaid shirt and tuck it inside white pants, or create a preppy tomoby look by adding grey pants and Oxfords. Tomboy Button Shirt

Oversized Hoodies

The baggy fit allows for all sorts of layering possibilities. But they also have a hidden secret that makes them a great option for tomboys: they come in tons of colors, so you can find one to suit your taste. Whether you want to dress this up or not, these are definitely durable enough to be part of your regular look. Oversized hoodies are the perfect way to show off your casual chic style while still maintaining a tomboy vibe.

They are the ultimate fashion statement with their oversized and relaxed fit. You can wear these to an everyday or a special occasion, with jeans, or on its own with a skirt or shorts. This is one of the most versatile and chic fashion items that you can find on any girl’s wardrobe because it works for many different occasions and looks great on everyone. Here we see girls wearing them with cool caps, like dresses with tights, as well as with ripped jeans and ankle-boots.Tomboy Oversized Hoodies

Halter Top

If you want to look at your best, then you should know the tips and tricks on how to wear halter top and look unique. First off, make sure that your clothes are fitted. This includes your top and butt! Next, choose a top that dips in just below your chest. Here we see two awesome ways on how to wear it, it can be a cropped halter top in khaki color combined with high-rise mom jeans, or a white top styled with high-rise skinny jeans and a cute bag. Tomboy Halter Top

Striped Tops

Striped tops are fashionable and trendy, but they also make an impact on your outfit. They are typically seen as a casual and dressy look, with various colors. A must-have wardrobe staple for any woman who wants to be comfy and confident all at once!

A quick guide on how to wear it: Like a basic top or undershirt, put it under anything you’d like. This can be a V-neck cardigan, sweater, or any other layering top where can be seen this shirt. Complete this look by finding a nice skirt, but not too tight. Add kicks to the outfit, and you will look amazing!

Bonus: Pairing monochrome clothes together in different colors can totally change their meaning – for example, pairing black with pale pink on top and navy blue on the bottom. Pairing colors like this is called pantone matching. Here we see a black-white-pink striped shirt tucked in high-rise jeans in wash blue, you can also try on some classics, like a white-black striped t-shirt paired with blue jeans, or go for a summer look by teaming the same tee with ripped denim shorts, black leather bag and a fedora hat.Tomboy Striped Tops

Tank Tops

Tank tops are typically a dude’s style staple, but for those who prefer tomboys and want to incorporate them into their wardrobe, it might be tough without a proper direction. One way is to invest in a basic v-neck or crew neck top that fits well and has the right amount of masculinity/femininity in its design. Vaulting over long-sleeved button-up shirts and wearing them with skirts or ripped jeans are also a great way to pull off this trend.

There is a time and place for these types of tops. When to wear them? Well, it depends on your look and the occasion. Maybe you prefer wearing one that has dimensions. Regardless of what type of tank top you go for, make sure it’s in your wardrobe for whenever you need something casual but chic. Here we see two types, the one is a black cropped tank top that goes well with high-rise pants and a white long tank top that can be tucked in your favorite denim.Tomboy Tank Tops

Crop Tops

If you want to see something cool, then you should try a crop top. They are the perfect mix of feminine and tomboy styles that is expected to be in fashion for as long as there are people who know how to wear them.

Make sure that your legs and upper body match by wearing bell bottoms, high waisted jeans or skirt, a white t-shirt paired with a colorful necklace and some matching bracelets. Yes, the shirt will serve as outerwear for warm months.

The first way is to pair them with your favorite pair of jeans. You can try a button up shirt or a cardigan over it for an extra layer and edge. Maybe you want to keep the vibe super on point with a bomber jacket. The second way is wearing your crop top with some cute leggings and sneakers to give off that easy-going vibe. Here we see a striped crop top paired with cuffed ripped jeans and trainers, the choice is yours!

Tomboy Crop Tops


I’ve got some great denim essentials you can easily go for in order to create that special Tomboy vibe. I’ve got cool jeans, denim shirts, dungarees and shorts for you to try out.


What I love about jeans for this style, is that they’re gender-less and versatile enough to be worn from work to leisure. We’ve rounded up some of our favorite styles from this season and included some tips on how to wear jeans in general as well! Read on to see what’s new from the denim world! And remember that style is subjective; so what looks great on us might not look good on you. This year comes with skinny, cropped, straight leg and bootcut styles. Wear them with a crop top or tunic for that trendy look. Below are gathered my favorite styles. Tomboy Jeans

Ripped Jeans

These jeans are always a hit for girls who love to party, and make long walks around town. These jeans can be ripped anywhere, which gives them more character and personality making them look different from others in the crowd.

They are great jeans and they will keep you looking handsome. They make your legs look longer and slimmer, while still showing off a little bit of skin! We’ve got the rundown on how to wear them the right way so you can show off these awesome pants. Try them on with a long top and low-top Converse, or try on knee-ripped black jeans and add a striped top with a plaid shirt over it, I would go for a cool turtleneck!
Tomboy Ripped Jeans

Boyfriend Jeans

They’re comfy, they make you look good and feel great, and they allow you to take your style in a new direction. You can have the jeans you love with a tomboy twist! Whether you see yourself as someone who’s super into the all-American look or one that always has an eye for fashion trends, these jeans are for you.

Boyfriend Jeans are just what the doctor ordered as far as comfort goes; it’s hard to find women’s jeans more comfortable than these. That’s because these pants were designed specifically with female curves in mind. So don’t wait any longer! Get your tomboy on today.

You should make your outfit from the ground up: start with a nice fitted top that is tucked in or loose-fitting. You might want to try a crew neck, V neck, or scoop neck. For your bottom, try sneakers, pointed-toe pumps, or Oxfords. I love to see ladies who wear these bf jeans with oversized blazers and Oxfords.Tomboy Boyfriend Jeans

Skinny Jeans

I’ve got amazing ways to wear skinny jeans so that they don’t give away your secret. They are really comfy and you can dress them up or down. Here are some of my favorite ways to wear a pair without giving myself away:

They do look awesome with a chambray shirt and cute brogues. They will be an ideal match to a classic shirt and a car coat with a fedora hat and white sneakers. You can also try ripped skinny jeans and pair them with knitwear or basic t-shirts:Tomboy Skinny Jeans

Distressed Denim

The distressed denim is another great essential for you to try. You can wear it with casual outfits. As you can see, there are cool ripped jeans, shorts, and jackets. They can be easily combined with classic staples.

Distressed Denim For Tomboy

Denim Shirt

You definitely should try a jeans shirt, because they are the coolest and chicest ones! They can be dressed up as well as down and you will love to wear it even if you’re not a tomboy. So don’t wait up and get your own. You’ll have a lot of fun with them. Roll up the sleeves and wear it with high-waisted jeans, or team it with cargo pants!
Tomboy Denim Shirt


These dungarees are a unique take on the typical denim. I recently bought a pair myself, as I found them to be perfectly practical for what I wanted to do with them: hiking and riding my bike around town.

Why should you wear dungarees? Because they are the best clothing out there. It’s appropriate for both boys and girls. They can be worn for school, for play, or during casual family gatherings. And it’s not just a kind of fashion; it’s a lifestyle. If adding to your wardrobe has you scratching your head with confusion, not to fear! We have included a few tips: try them with a basic solid color tee and cute pointed-toe pumps, or go for a crop top and add a plaid shirt around your waist complete it with some fancy chunky boots, or go for a fluffy jacket and add a checkered shirt underneath dungarees:

Tomboy Dungarees

Frayed Shorts

The key to know when it’s right for you to wear frayed shorts is the total look you can create with this denim, so read the tips and tricks for applying the look. When I have a lot of time on my hands, I like to wear something different, especially in casual situations or when trips are short. So, you better know what fits your body type in order to look good in these shorts. Here we see some of the coolest outfit ideas with frayed shorts:

Try frayed blue shorts with polka dot tights, a slouchy black tee and a black leather jacket completed with a beanie and chunky black sneakers;

Try ripped long denim shorts with a cropped grey tee and an oversized denim jacket a perfect outfit for casual walks.

Tomboy Frayed Shorts


Now it’s time to understand what jackets will work for you in order to complete your new look. Here we see my favorite four types of outerwear pieces, including leather jackets, oversized blazers, athletic jackets, and bomber jackets.

Leather Jackets

Basically “tomboy” should be dressed in masculine style. I show you some various styles that you can have while wearing this type of jacket. In addition, the style should be very casual while the jacket should keep its shape at the same time. This jacket will also make you look more stylish and fashionable because it will integrate your feminine side along with a masculine outfit that includes boots. Leather jackets are a staple in the wardrobe for girls who want to be tough but still fashionable at the same time. Try on a black-colored leather jacket with a cool white hoodie, beanie and mirrored rounded sunglasses, or go for a total black look, or keep it fancy by adding some slouchy pants and mannish shoes.Tomboy Leather Jackets

Athletic Jacket

Whether you want to wear it casually or combine it with a feminine outfit, an athletic jacket is an easy garment for summer. If you prefer to wear it casually, just pair the jacket with a basic t-shirt and ripped jeans. For a more feminine look, match the jacket with a floral skirt and white tennis shoes. You can find this type of jacket in various colors such as black or pink.

Why should you wear it? It’s easy to wear, soft, and comfortable, the jacket will be your perfect casual-wear staple. It is also an easy way to show off your personal style by choosing one in a bold color. Seeing as how athletic jackets are commonly seen across the nation, they can easily emphasize any outfit’s look or feel. So long as you are comfortable with its sporty touch and design, it is no wonder that this jacket has taken over the internet. One of the most important aspects of this jacket is its versatility. Try it with regular jeans and chunky sneakers or wear it open with a crop top.Tomboy Athletic Jacket

Bomber Jacket

It’s an innovative style of women’s jackets which has been designed to be worn as outerwear and casual wear. This jacket is for women who want to express their femininity and at the same time keep a sense of a mannish sophistication.

Wearing tomboy clothing can be a powerful signifier, emerging from the history of punk music and feminism, expressing power, inclusivity, diversity, creativity, and magic.

If you want to look at your best in a bomber, you need to pay attention to what you wear underneath it. You’ll want to have something on that’s fitted, so that the jacket does not appear too bulky and make your body look heavier. A good rule of thumb for this type of jacket is a tee or light sweater with jeans or dress pants. If the colors match, then it will help create a cohesive look. Your shoes can be either sneakers or dressed up with heels if they are low enough and go well with your outfit.Tomboy Bomber Jacket

Oversized Blazer

It is very easy to wear, in fact you should expect to wear it every day. I’ll show you different ways to wear this oversized blazer with your favorite outfits. You can wear it with jeans, skirts, dresses and more! It is such an easy way to enhance any outfit you already have in your closet. It’s lightweight and has a great fit that always makes me feel confident no matter what I am wearing underneath it. If you love the tomboy style like me then this is the only jacket you need in your closet! It does look awesome with wide pants.Tomboy Oversized Blazer


The first way you can wear these shorts is to pair it with some nice black tights or leggings and then pair it off with a nice top and some heels during the winter; this will create a very sleek look. Next, you can go for shorts by pairing them with knee-high socks and a cropped tee. You will love these shorts as they are perfect for summer or any other time of the year. Try the oversized shorts by teaming them with a cool bomber jacket or a solid color tee, complete the look by adding chunky kicks.

Tomboy Shorts

Tutu Skirt

If you want to look at your best, then go for a tutu skirt, yes, you heard me right! This is a perfect way to team girlish and boyish fashion. Firstly, there are many kinds of tutus depending on the color and style. There are also some great skirts that you can put over a pair of leggings that look like a proud skirt without it being too girly. One thing to keep in mind is white and dark colors work best together as they can stand out against each other.

Be daring, the long skirt is for the brave and daring. Wear short one with or cropped jeans tucked into your boots, it’s a surefire way to grab all the eyes in this outfit. Team a black top with a white tutu skirt, or go for a total black outfit:
Tomboy Tutu Skirt

If you’re looking for a more relaxed, laid-back style, tomboy outfits for 2023 might be just what you’re looking for. These outfits are all about mixing and matching pieces that are comfortable and practical, while still looking stylish and put-together. Here are a few tomboy outfit ideas to get you started:

Graphic t-shirts and jeans

A classic tomboy look, this outfit is all about keeping things simple and comfortable. Look for a pair of jeans with a relaxed fit and a graphic t-shirt that reflects your personal style. You can dress this outfit up or down depending on the occasion, and add a pair of sneakers or ankle boots to complete the look.

Layering with different pieces

Tomboy outfits are all about layering, so don’t be afraid to mix and match different pieces to create a unique look. Try pairing a sweater with a pair of cargo pants, or a denim jacket with a pair of leggings. This is a great way to add interest to your outfit and create a look that is uniquely you.

Adding statement pieces

Tomboy outfits don’t have to be boring. Add some personality to your look with a statement piece such as a statement necklace, a chunky bracelet, or a pair of statement earrings. This is a great way to add a touch of femininity to your outfit and make it feel more polished.

Embracing color

Tomboy outfits don’t have to be all about neutral colors. Don’t be afraid to mix and match different colors and patterns to create a unique look that reflects your personal style. This is a great way to add some personality to your outfit and make it feel more playful.

Choosing comfortable shoes

When it comes to tomboy outfits, comfort is key. Look for a pair of sneakers or ankle boots that are practical and comfortable, and can be dressed up or down depending on the occasion. This is a great way to ensure that your outfit is comfortable and easy to wear all day long.

Overall, tomboy outfits are all about mixing and matching pieces that are comfortable, practical, and reflective of your personal style. Don’t be afraid to experiment with different styles and combinations to find the look that works best for you.

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