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Winter Tomboy Outfits: How to Stay Comfortable and Stylish

It’s time to spice up your winter wardrobe with some tomboy-inspired looks! This style has been around for ages, but it’s still one of the coolest ways to express your style in a laid-back and comfortable way. From cozy layers to edgy jackets and comfortable shoes, there are endless ways to create a tomboy winter outfit that’s both stylish and practical. So, if you’re ready to embrace your inner masculinity, let’s get started!

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

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Tomboy Winter Outfits

Pants and Jeans

Skirts and Shorts

Dresses and Jumpsuits

Sweaters and Tops

Outerwear

Accessories and Shoes

Conclusion

Tomboy Winter Outfits

Creating the perfect tomboy winter outfit is all about finding the right pieces and mixing and matching them to fit your unique style. With the right pieces and some creativity, you’ll be able to rock your tomboy style all winter long. Whether you’re looking for a casual and comfortable look or a more elevated and stylish one, we’ve got you covered with our essential tomboy winter wardrobe pieces and outfit ideas. I am so in love with tomboy outfits, I do recommend checking out that post, there are inspiring ideas to implement in your wardrobe.

Pants and Jeans

When it comes to winter outfits, bottoms are a key component that can really make or break the look. When I say bottoms, I mean jeans and pants. Of course, there are skirts and shorts (which I will cover later below), but they are great for those days when it’s not so cold outside. The right pair of jeans, or pants can make you feel confident and comfortable while still looking cool and edgy. Here are some of the best bottom options to consider for a winter tomboy look:

Type of Bottom

Description

Outfit Idea

Mom jeans

High-waisted and loose fit

Cropped sweater and sneakers for a casual daytime look or blouse and ankle boots for a night out

Boyfriend jeans

Relaxed fit

Cuff them at the ankle and wear them with combat boots for a cool, effortless vibe

High waisted pants

High-waisted with a polished look

Tucked-in t-shirt and leather jacket for an edgy yet polished outfit

Skinny pants

Sleek and stylish

Graphic tee and moto jacket for a look that’s both casual and cool

Straight leg pants

Classic and versatile

Loose turtleneck sweater and bomber jacket for a cozy yet stylish outfit

Cargo pants

Practical and utilitarian

Graphic tee and denim jacket for a casual and comfortable look

Joggers

Comfortable and stylish

Blazer and ankle boots for a more polished look

Leather pants

Edgy

Chunky sweater and combat boots for a cool and casual vibe

Paperbag waist pants

Trendy

Fitted top and denim jacket for a casual yet chic outfit

Cropped pants

Playful and youthful

Simple tee and puffer jacket for a fun and casual look

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

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There’s a bottom option out there that’s perfect for you.

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Skirts and Shorts

Skirts and shorts may not be the first thing that comes to mind when you think of tomboy, but they can be a fun and unexpected addition to a winter outfit. Here are some of the best skirt and short options for a tomboy-inspired look:

Black skirts: A black skirt can be a versatile and edgy addition to a winter tomboy outfit. Try pairing it with a graphic tee and a leather jacket for a cool and casual vibe.

Denim skirts: A denim skirt can be a fun and youthful option for a winter tomboy outfit. Pair it with a cozy sweater and ankle boots for a comfortable and stylish look.

High-waisted shorts: High waisted shorts are a playful and retro option that can work well with tights and ankle boots for a winter-friendly look. Try pairing them with a crop top and a bomber jacket for a fun and stylish outfit.

Black shorts: Black shorts can be a sleek and edgy option for a winter tomboy look. Pair them with a chunky sweater and combat boots for a comfortable and cool outfit.

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Dresses and Jumpsuits

Dresses and jumpsuits are a great way to add a touch of femininity to a tomboy-inspired outfit. Here are some of the best dress and jumpsuit options for a winter tomboy look:

Sweater dresses: A sweater dress is a cozy and comfortable option that can work well with ankle boots or combat boots. Try pairing it with a denim jacket and a beanie for a winter-friendly look.

Denim dresses: Denim dresses can be a versatile option that can work well with a variety of jackets and shoes. Pair it with a puffer jacket and sneakers for a casual and cool outfit.

Black jumpsuits: A black jumpsuit can be a sleek and stylish option that’s perfect for a night out. Pair it with ankle boots and a statement jacket for a chic and edgy outfit.

Denim jumpsuits: For a playful and retro option, go for a denim jumpsuit. Pair it with a graphic tee and sneakers for a casual and cool look.

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

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Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Whether you’re in the mood for a skirt, shorts, dress, or jumpsuit, there are plenty of options out there that can work well for a winter tomboy look. With the right accessories and outerwear, you can create an outfit that’s both comfortable and stylish, so go ahead and experiment with different combinations until you find your perfect winter tomboy outfit!

Sweaters and Tops

When it comes to tops and sweaters for a winter tomboy look, there are a variety of options to choose from. Here are some of the best options to consider:

Type of Top

Description

How to Style

Graphic tees

Fun and playful tees with graphic designs (always go with layering)

Pair with high-waisted jeans and a leather jacket or cardigan for a cool and casual look

Chunky sweaters

Cozy and comfortable sweaters

Pair with leggings and combat boots for a comfortable and stylish outfit

Hoodies

Practical and comfortable sweatshirts with a hood

Pair with joggers and sneakers for a casual and cool look

Turtlenecks

Sleek and sophisticated tops with a high neckline

Pair with a midi skirt and ankle boots for a stylish and polished look

Flannel shirts

Classic and versatile button-up shirts made of flannel fabric

Pair with black skinny jeans and combat boots for a look that’s both edgy and cozy

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

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Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Outerwear

When it comes to a winter tomboy outfit, outerwear is an essential piece that can tie everything together. From edgy leather jackets to cozy teddy coats, there are so many options to choose from. Here are some of the best outerwear options for a winter tomboy look:

Denim jackets: A denim jacket is a classic and versatile option that can work well with a variety of outfits. Pair it with high-waisted pants and ankle boots for a stylish and comfortable look.

Leather jackets: A leather jacket is a timeless and edgy option that can add a cool and rebellious touch to any outfit. Try pairing it with skinny jeans and combat boots for a look that’s both chic and edgy.

Puffer jackets: A puffer jacket is a practical and cozy option that’s perfect for staying warm in the winter months. Try pairing it with cropped pants and sneakers for a comfortable and stylish outfit.

Teddy coats: A teddy coat is a comfortable and stylish option that can work well with a variety of outfits. Try pairing it with a denim skirt and ankle boots for a playful and youthful look.

Parkas: A parka is a practical and utilitarian option that can work well with a variety of outfits. Try pairing it with cargo pants and combat boots for a casual and comfortable outfit.

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Accessories and Shoes

To complete your winter tomboy look, don’t forget about accessories and shoes. Here are some of the best options to consider:

Beanies: A beanie is a practical and stylish option that can keep you warm in the winter months. Try pairing it with a sweater dress and combat boots for a cozy and comfortable look.

Scarves: A scarf is a versatile and fashionable option that can add a pop of color or texture to any outfit.

Combat boots: Combat boots are a practical and stylish option that can work well with a variety of outfits. Try pairing them with a leather jacket and high-waisted pants for a look that’s both edgy and polished.

Ankle boots: Ankle boots are a classic and versatile option that can work well with a variety of outfits. Try pairing them with a denim skirt and graphic tee for a playful and youthful look.

Sneakers: Sneakers are a comfortable and stylish option that can work well with a variety of outfits. Try pairing them with a denim dress and puffer jacket for a casual and cool look.

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

Winter Tomboy Outfits: How to Stay Comfortable and Stylish

Buy Similar Here

With these accessories and shoes, you can create a winter tomboy outfit that’s both practical and stylish. Whether you prefer edgy leather jackets or cozy teddy coats, there are endless ways to express your tomboy style in a way that feels true to you. So, embrace your inner tomboy and have fun experimenting with different outfit combinations until you find your perfect winter look!

Conclusion

To sum it up, when it comes to creating a winter tomboy look, it’s all about expressing your personal style and staying warm and comfortable during the colder months. You can play around with different pieces and combinations, from edgy leather jackets to chunky sweaters and combat boots. There are plenty of options to choose from to create your perfect winter tomboy outfit. Incorporating items like mom jeans, graphic tees, and flannel shirts can add a touch of personality to your look. The key is to find a style that feels true to you and allows you to express your individuality. Don’t be afraid to experiment with different tops, bottoms, outerwear, and accessories until you find your perfect combination. So, embrace your inner tomboy and have fun creating your ideal winter look!