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Home Fashion Outfits

Top 15 Chic Tomboy Outfits To Redefine Cool Boyish Style

Erin Lowry by Erin Lowry
May 18, 2024
in Outfits
Chic Tomboy Outfits

PHOTO: GUARDIAN.NG

Tomboy style is an excellent and confident fashion statement that mixes masculine and feminine elements to create an edgy look. The world of tomboy fashion can be elegant and beautiful if you dress in cool and boyish styles.

The 15 tomboy outfits showcased here break traditional gender norms and show daring styles that redefine cool and boyish fashion. Styles that are both comforting and empowering, from tailor-made suits to laid-back streetwear.

So, let’s go on a journey where we celebrate the beauty of being confident and unapologetically ourselves. Join us as we explore tomboy fashion and discover how it can help you confidently express your unique style.

Table of Contents

  • 1) Power Suit Authority
  • 2) Streetwise Sneaker Chic
  • 3) Denim Rebel
  • 4) Classic Shirt and Tie Swagger
  • 5) Athleisure Maverick Moves
  • 6) Tailored Vest and Trouser Prowess
  • 7) Leather Jacket Rebel Heart
  • 8) Graphic Tee and Culottes Fusion
  • 9) Plaid Flannel Grunge Vibe
  • 10) Bomber Jacket Urban Explorer
  • 11) Overalls and Beanie Playfulness
  • 12) Military Jacket Commando Chic
  • 13) Monochrome Minimalist Mastery
  • 14) Dapper Vest and Bowtie Elegance
  • 15) Baseball Cap and Denim Dynamism
  • Frequently Asked Questions

1) Power Suit Authority

The Power Suit Authority commands attention with a tailored blazer and trousers that redefine classic elegance. This tomboy outfit exudes confidence, blending structure with nonchalant ease. The cool, boyish outfit effortlessly transitions from boardroom chic to evening allure, making a statement wherever the wearer goes.

Power Suit Authority
PHOTO: PINTEREST.COM/ @HOODMWR

2) Streetwise Sneaker Chic

Streetwise Sneaker Chic merges comfort with urban edge, pairing a graphic tee with distressed jeans and high-top sneakers. This tomboy outfit effortlessly captures the essence of cool boyish style, embracing streetwear aesthetics with a rebellious attitude. The ensemble exudes a laid-back charm that radiates authenticity and modern flair.

Streetwise Sneaker Chic
PHOTO: PINTEREST.COM/ @GOWTHNEY

3) Denim Rebel

Denim Rebel unleashes a rebellious spirit with a distressed denim jacket, graphic tee, and cuffed jeans. This tomboy outfit epitomizes casual, cool, boyish style, making a statement with its effortlessly tousled appearance. The ensemble embraces a carefree attitude, blending rugged denim with streetwise charm.

Denim Rebel
PHOTO: PINTEREST.COM/ @ANATSINA
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4) Classic Shirt and Tie Swagger

Classic Shirt and Tie Swagger redefines formal wear with a crisp button-down shirt, tie, and tailored trousers. This tomboy outfit effortlessly combines traditional menswear elements with a feminine twist, showcasing a perfect balance of sophistication and confidence. The ensemble radiates a timeless charm, making it a versatile choice for various occasions.

Classic Shirt and Tie Swagger
PHOTO: PINTEREST.COM/ @SAMALAND2011

5) Athleisure Maverick Moves

Athleisure Maverick Moves embraces the dynamic fusion of sporty comfort and urban chic. This features joggers, a cropped hoodie, and stylish sneakers. This tomboy outfit effortlessly elevates casual wear to new heights. It also captures the essence of cool boyish style with its relaxed yet fashionable appeal. The ensemble nods to the athleisure revolution, where comfort meets trendsetting aesthetics.

Athleisure Maverick Moves
PHOTO: I.PINIMG.COM

6) Tailored Vest and Trouser Prowess

Tailored Vest and Trouser Prowess exudes sophistication with a tailored vest, crisp shirt, and tailored trousers. This tomboy outfit combines classic menswear elements with a contemporary twist, creating a look that radiates polished elegance. 

The ensemble is a testament to the versatility of cool boyish style. It also seamlessly transitions from professional settings to refined social occasions.

Tailored Vest and Trouser Prowess
PHOTO: I.PINIMG.COM
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7) Leather Jacket Rebel Heart

Leather Jacket Rebel Heart embraces an edgy allure with a leather jacket, graphic tee, and ripped skinny jeans. This tomboy outfit channels a rebellious spirit, fusing biker chic with streetwise charisma. The ensemble exudes a fearless attitude, making a bold statement in cool, boyish style.

Leather Jacket Rebel Heart
PHOTO: I.PINIMG.COM

8) Graphic Tee and Culottes Fusion

Graphic Tee and Culottes Fusion defies conventions with a playful blend of a graphic tee, culottes, and sneakers. This tomboy outfit effortlessly marries comfort with fashion-forward flair, creating a look that radiates youthful charm. The ensemble celebrates individuality, embracing traditional style norms with its eclectic combination.

Graphic Tee and Culottes Fusion
PHOTO: I.PINIMG.COM

9) Plaid Flannel Grunge Vibe

The plaid Flannel Grunge Vibe captures the essence of the ’90s grunge with a plaid flannel shirt, distressed jeans, and combat boots. This tomboy outfit exudes a laid-back yet rebellious spirit, channeling the iconic style of the grunge era. The ensemble nods to a cool boyish style that effortlessly transcends fashion eras.

Plaid Flannel Grunge Vibe
PHOTO: I.PINIMG.COM
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10) Bomber Jacket Urban Explorer

Bomber Jacket Urban Explorer ventures into urban landscapes with a sleek bomber jacket, monochrome ensemble, and high-top sneakers. 

This tomboy outfit radiates contemporary cool, embracing an urban aesthetic with its streamlined silhouette and street-savvy details. The ensemble is a modern ode to cool boyish style, combining versatility with an adventurous edge.

Bomber Jacket Urban Explorer
PHOTO: I.PINIMG.COM

11) Overalls and Beanie Playfulness

Overalls and Beanie Playfulness infuses a playful spirit into tomboy style with denim overalls, a graphic tee, and a beanie. This cool, boyish outfit radiates a carefree and youthful vibe, celebrating the joy of casual dressing with a touch of urban charm. The ensemble is a nod to tomboy style that embraces simplicity and authenticity.

Overalls and Beanie Playfulness
PHOTO: I.PINIMG.COM

12) Military Jacket Commando Chic

Military Jacket Commando Chic commands attention with a structured military jacket, cargo pants, and combat boots. This tomboy outfit exudes a strong and confident aura, merging military-inspired elements with a touch of utilitarian charm. The ensemble is a statement of cool boyish style that embraces the bold and the empowered.

Military Jacket Commando Chic
PHOTO: I.PINIMG.COM
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13) Monochrome Minimalist Mastery

Monochrome Minimalist Mastery achieves elegance with a monochrome palette featuring a tailored blazer, shirt, and trousers. 

This tomboy outfit showcases the power of simplicity, radiating a minimalist aesthetic that is both refined and sophisticated. The ensemble is a testament to the versatility of cool boyish style in its ability to convey understated chic.

Monochrome Minimalist Mastery
PHOTO: PINTEREST.COM/ @ASOS_ISABELLA

14) Dapper Vest and Bowtie Elegance

Dapper Vest and Bowtie Elegance redefines formal wear with a dapper vest, bowtie, and tailored trousers. This tomboy outfit blends masculine and feminine elements, creating a polished and contemporary look. The ensemble celebrates a cool boyish style, transcending traditional gender norms with its sartorial finesse.

Dapper Vest and Bowtie Elegance
PHOTO: I.PINIMG.COM

15) Baseball Cap and Denim Dynamism

Baseball Cap and Denim Dynamism infuses a sporty edge into tomboy style with a baseball cap, denim jacket, and distressed jeans. This cool, boyish outfit embraces an athletic aesthetic, combining comfort with streetwise charisma. The ensemble is a dynamic expression of tomboy style that effortlessly merges casual cool with an urban flair.

Baseball Cap and Denim Dynamism
PHOTO: I.PINIMG.COM
  • You may also read this: Halloween Tattoo Flash: 20 Spooky Designs To Haunt Your Skin

Frequently Asked Questions

How can I add a touch of femininity to tomboy outfits?

Adding a touch of femininity to tomboy outfits can be achieved through subtle details like accessories and softer fabrics. The versatility of tomboy style allows individuals to tailor their outfits to strike the perfect balance between masculine and feminine aesthetics.

Are tomboy outfits limited to specific body types?

Tomboy outfits are diverse and adaptable to various body types. The key is to choose silhouettes and styles that complement individual preferences and comfort levels. It allows for a personalized expression of tomboy fashion that suits everybody.

Wrapping Up!

To sum it up, these are the top 15 tomboy outfits that redefine the cool, boyish style. They show a range of looks beyond traditional fashion for guys and girls. From classic tailored outfits to street-smart chic looks, each outfit lets you be yourself and feel confident. 

These cool outfits blend comfort with style, making you look great and feel good about yourself. They break free from the usual fashion rules and let you express your unique style.

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Erin Lowry

Erin Lowry

Erin Lowry is an expert Beauty and Fashion Writer who offers engaging insights into trends and lifestyle essentials. Her keen eye for emerging trends sets a high standard in fashion journalism, captivating readers with her expertise and unique perspective.

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