See the coolest tomboy outfits.

Known for their fusion of comfort and style, tomboy outfits stand at the forefront of casual streetwear. Tomboy style embraces traditionally masculine clothing and aesthetics, emphasizing simplicity and a casual, edgy vibe.

It defies gender norms, offering an androgynous look. From high street brands to designer labels like Celine, the tomboy aesthetic has been seeing a resurgence in recent years.

From the laid-back charm of a hoodie to the iconic staple of straight-cut jeans, these aesthetic outfits stand out. Whether you’re navigating the city streets or seeking an effortless daywear option, look for a wardrobe that’s as carefree as it is stylish.

Tomboy Outfits

Casual Streetwear: Hoodie & Jeans

Hoodie Jeans Tomboy Outfit
A hoodie paired with jeans is the ultimate casual streetwear combo. Photo: Gap

Take it to the streets with an outfit that blends comfort and style. A baby pink hoodie with a floral motif offers a soft touch to the tomboy look.

Paired with classic high-waisted jeans featuring a subtle rip at the knee, the ensemble speaks to a carefree spirit with an edge.

Topped off with a beanie in a striking shade of pink and clean, off-white sneakers, it gives skater girl vibes. This look is perfect for a laid-back day in the city or a casual hangout with friends.

Laid-back Plaid Flannel

Plaid Flannel Shirt Shorts Tomboy Outfit
Channel cozy vibes with a laid-back plaid flannel, a versatile piece. Photo: Free People

Flannel and plaid are staples of tomboy style. An oversized plaid shirt paired with shorts makes an effortless daywear option.

When worn with bare legs and rugged brown boots, it exudes a sense of daring confidence. This outfit is ideal for those transitional days of spring or early fall.

Sporty-Inspired Leather Jacket & Utility Pants

Leather Jacket Utility Pants Tomboy Outfit
A leather jacket paired with relaxed pants offers a sporty, athleisure look. Photo: Urban Outfitters

Sporty style is another essential part of the tomboy aesthetic. A varsity-inspired leather jacket, with its contrasting white stripes, breathes new life into the athleisure trend.

Paired with high-waisted utility pants and a cropped t-shirt, the outfit is casual chic. And don’t forget timeless black-and-white sneakers. They’re a great fit for any laid-back outing.

The Dressy Casual Sweater Vest

Sweater Vest Tomboy Outfit
Elevate your casual look with a dressy sweater vest when you need something different. Photo: AllSaints

Go beyond just jeans with the dressy casual vibes of a sweater vest. A timeless argyle pattern stands out with a pop of yellow against muted tones.

Whether paired with the modern edge of slick black leather pants or wool slacks, it’s a blend of classic and contemporary style.

The oversized silhouette of the pants echoes a relaxed vibe, while the material adds a luxe feel. This outfit is a standout choice for a day in the office.

Minimalist Tank Top & Jeans Combination

Tank Top Jeans Tomboy Outfit
Opt for simplicity with a minimalist tank top and jeans for everyday wear. Photo: H&M

For the epitome of effortless cool, rock a simple tank top and jeans. A crisp white tank top is a blank canvas with a clean and fresh appeal. The high-rise, distressed blue jeans with purposeful rips offer a touch of rebellion.

A denim jacket tied nonchalantly around the waist introduces a practical element, perfect for adapting to changing temperatures throughout the day.

Statement-Making Bomber Jacket & Cargo Pants

Bomber Jacket Cargo Pants Tomboy Outfit
Layer up with a bomber jacket and cargo pants, where utility meets urban edge. Photo: Free People

Go for a contemporary twist on the denim-on-denim approach. An outfit with a relaxed denim bomber jacket that exudes streetwise flair pairs well with high-rise denim cargo pants.

Complete the ensemble with pointed ivory boots, introducing a Western vibe to the robust denim. It’s perfect for visiting an art gallery or going out to brunch.

Getting Formal with a Blazer & Trousers

Blazer Trousers Tomboy Outfit
A blazer and trousers set the standard for formal attire with a tomboy twist, showcasing polished elegance. Photo: AllSaints

Dressing like a tomboy isn’t just about relaxed vibes. A plaid blazer and matching trousers give a structured and tailored appearance.

It’s a timeless look that exudes sophistication and is ideal for making a statement in the boardroom or at a business luncheon. Paired with black-and-white brogues, it’s a nod to classic menswear looks.

Fashion Without Boundaries

Casual Tomboy
Embrace fashion without boundaries for casual cool looks. Photo: Urban Outfitters

In a world where fashion is continuously evolving, tomboy outfits effortlessly blend comfort with style.

This unique fashion statement not only challenges traditional gender norms but also offers a versatile canvas for personal expression through a mix of casual and edgy elements.

As you curate your closet, consider incorporating these elements to create looks that resonate with your lifestyle.


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Harmony Evans is an award-winning author of Harlequin Kimani Romance, African-American romance, and so on. Harmony Evans is an award-winning author for Harlequin Kimani Romance, the leading publisher of African-American romance. Her 2nd novel, STEALING KISSES, will be released in November 2013. Harmony is a single mom to a beautiful, too-smart-for-her-own-good daughter, who makes her grateful for life daily. Her hobbies include cooking, baking, knitting, reading, and of course, napping and also review some of the best-selling and popular brands and services in the market and also write comprehensive blogs.

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