Tomboy fashion has always been a point of interest for many girls throughout the years. Back in my teenage years, Avril Lavigne was the definition of a cool and edgy tomboy.
Fast forward to 2019, and the tomboy style still remains quite trendy. What’s more, it has evolved and merged with many different styles, becoming an attainable style for everybody: from the girliest style to the edgiest one.
28 Trendiest Tomboy Style Outfit Ideas from Hailey Baldwin
If you’ve always felt identified with tomboy style, or simply want to explore ways to spice up your style, then this article is perfect for you. I’ve compiled the 28 coolest tomboy outfits you can easily recreate, all with the trendiest and most stylish pieces that will make you look like a modern and cool tomboy.
The best part? They’re all from our tomboy queen Hailey Baldwin (Bieber)!
And remember, even if you’re the most feminine girl on this planet, you can still rock a cool menswear-inspired outfit.
1. Baggy and oversized
The thing about a tomboy style is that its purpose is to stay away from the stereotypical feminine pieces, silhouettes, and looks. That’s why some tomboy clothes are meant to “hide” your natural curves.
Baggy and/or oversized garments will definitely do the trick. This is probably one of the easiest things to implement in any tomboy outfit.
One piece of advice I can give you is to take a look into your brother, boyfriend or male friend’s wardrobe. Check out which tops (especially tees or sweatshirts) can look good on you and ask to borrow them.
You’ll be surprised at how cool you can look with a simple oversized male t-shirt. Surely Hailey has borrowed many of Justin’s clothes!
You don’t have to wear baggy clothes from head to toes. It’s all about keeping your tomboy outfit proportionate.
If you opt for a baggy or oversized top, then pair it with skinny jeans or a fitted/tight short or skirt. You can also tuck your shirt inside your bottom for a little waist-defining effect.
It’s not about looking super baggy, but more about not emphasizing that much your feminine curves.
Why not an oversized blazer? You’ll surely look as edgy as Hailey.
An oversized and long jacket, coat or blazer will always be a cool addition to your tomboy wardrobe:
You can perfectly opt for a tight-fitting tank top paired with skinny jeans to show off your figure. The trick is to add a baggy layer to your outfit for a tomboy vibe, just like Hailey did with this look:
As you’ve seen, a tomboy style doesn’t necessarily need to look super masculine. You can mix neutral or feminine pieces with others that have that tomboy vibe.
High heels will add that glamourous look to any tomboy piece. A combination of a cargo or loose fitting pant along with a chic pair of high heels is a great combination you can try:
With the raise of feminism, it would sound ridiculous to say that sports are more masculine than feminine. But it’s undeniable that wearing an oversized baseball hoodie or head-to-toe sportswear will look tomboyish.
Mixing athleisure wear with every-day pieces is one of the trendiest ways of rocking a tomboy style. But it’s not only about adding ANY type of sporty clothes.
Opt for oversized, baggy or “masculine” colors such as navy, black, white, gold, red… Stay away from stereotypical feminine colors like pink.
Track suits are a great idea for anyone who’s serious about implementing a cool tomboy style. Hailey loves track suits and can often be seen rocking them like no other!
You can wear a cool pair of sweat pants with a crop top to show off your mid riff. A tomboy look doesn’t mean that you can’t show your figure at any time. It’s more about wearing menswear inspired clothes and making them work in your favor.
In this case, Hailey knows she has toned and sexy abs, so why not show them off in the coolest way possible?
Or pair your pants with a blazer for a polished tomboy look:
A cropped hoodie is enough to show off your sporty tomboy style. I love how Hailey chose to pair this Supreme hoodie with high waisted baggy pants and studded belt, adding some edge to her look:
You can also add a cap to your sporty outfit to look more tomboyish. AS you can see on this look, a cute pair of braids didn’t ruin Hailey’s tomboy outfit because she was wearing sporty pieces in neutral colors that made her look anything but girly.
3. Cargo pants
Cargo pants are inspired on the military uniform, and we all know that’s a huge plus in any tomboy outfit.
Try adding a pair of cargo pants to your outfit and you’ll be amazed at how easily and effortlessly tomboy you’ll look.
Hailey Baldwin has been seen many times rocking a cargo pant along with baggy tops or layers. A pair of high heels can never go wrong in a tomboy chic outfit:
You can pair your cargo pants with feminine and chic pieces, like these cute sandal heels and chocker that Hailey is wearing:
Cargo pants don’t need to have a camo print. You can opt for a beige, khaki, olive or any color you like!
You can pair your cargo pants with a plain white t-shirt and your favorite sneakers for a laid back but cool tomboy outfit:
4. Beanie caps
Beanie caps are a typical tomboy accessory that you can easily incorporate into your looks. All you have to do is wear it with any kind of outfit!
A beanie cap will easily transform a regular outfit into a tomboy-looking outfit any time you want.
Beanies are a great excuse for rocking a winter tomboy outfit along with a long and oversized coat. Finish your beanie outfit with a cool pair of mom jeans and sneakers for a trendy and edgy tomboy look.
You can wear your beanie cap with any type of outfit you choose. Even in a tomboy chic outfit, a beanie will always add that ultimate dose of edge:
Not sure about wearing a beanie cap? All you have to do is add it to an all-black outfit, and you’ll realize how easy it is to rock a beanie outfit.
If you want to take your tomboy style to the next level, then pair athleisure wear with a beanie cap, and you’ll create a head-turner tomboy outfit.
5. Tomboy dresses
Dresses are a perfect excuse for rocking an edgy tomboy look. Hailey Baldwin shows us how it’s done!
Chunky sneakers will always add that tomboy vibe to any type of dress:
Another trick of how you can transform a girly casual dress into a tomboy dress is to pair it with an oversized layer, such as a bomber jacket, and black combat boots. You’ll be surprised at how “un-girly” this trick can look:
An oversized hoodie borrowed from your boyfriend (or dad!) can look super cool with a mini dress. You can also add a cap and your favorite sneakers to spice up your tomboy outfit:
A cool tomboy summer outfit will always include a mini dress. It’s all about pairing it with the right accessories. A simple black dress paired with sneakers, for example, can be more than enough to do the trick:
You can always opt for a t-shirt dress. Hailey has been seen multiple times rocking this trendy style, and you can too!
A tomboy look will never go out of style. It has evolved throughout the last decades, but it has never fully faded away.
Now it’s not necessarily about wearing vans, black and grey and ripped jeans, but it’s also about incorporating the current trends and make them play in your favor.
Hailey Baldwin is one loyal tomboy icon you can look at whenever you find yourself struggling with a modern tomboy style. Come back to this article for the coolest tomboy inspiration!