Tomboy Outfit Ideas to Keep Your Look “Unapologetic”

Tomboys don’t need perfection just freedom to move.

Feminine energy and cozy masculine outfits combo is at the next level of fashion. Some people think tomboy outfits always look messy and make you look less feminine, no they don’t. It’s not just about the tomboy girlies, it’s about celebs and influencers too. In fact, street style fashion these days depends completely on Tomboy outfits as our celebs and influencers love to wear those and look effortlessly beautiful in them. 

It’s really crazy how women can wear men’s clothes and still vibe without losing their gender identity while men can’t do the same. Anyways, so we were talking about the Tomboy outfits. The reason why I adore them a lot is because of how comfy and indie they are. 

In previous centuries and cultures, stereotypical thoughts always roamed around women’s clothing that they were always supposed to wear clothes that were just made for them and the ones that fit them well and showed their bodies just the way men wanted. 

For instance: the Victorian era was the most tortuous era females have ever encountered, because of the odd-dressing nature, and tight clothes that made them feel uncomfortable throughout the day. 

At that time, those women who wore men’s clothes were titled as the rude females or maybe the immodest ones. Well, as we all know tomboy outfits are not immodest at all, instead they are more comfy than most of the tight female outfits that are considered as the modest ones

So, that was a little historical background of the tomboy outfits and why many people still don’t like them. Well, of course, many fashion women don’t to lose their feminine side by wearing tomboy outfits but those that look good and improve a woman’s aura and make her feel happy are of course worth trying, no? 

No matter if it’s Jenna Ortega’s red carpet fashion awards tomboy look or Bella Ramsey’s tomboy looks that inspired you, it’s time for you to have some confidence and try those tomboy outfits that you’ve pinned in your Pinterest profile centuries ago. 

We all know how much Zendaya adores tomboy outfits and how effortlessly she looks pretty in those. And does she look ugly in maxis and frocks? No, she doesn’t. 

See this is how impressive feminine energy is. You can wear all kinds of comfy and modest clothing whether it is about masculine jackets, hoodies, and pajamas or a sleek silk outfit for an event, you’ll look definitely gorgeous. Now, let me show you the Tomboy outfits that I’ve selected for you. Excited? Come with me. 

White T-Shirt + Charcoal Grey Oversized Blazer + Vibrant Green Track Pants + White Sneakers + White Clutch

Light Grey Graphic T-Shirt + Burgundy Oversized Leather Jacket + Light Pink Maxi Skirt + Pink Baseball Cap + Pink Sneakers + Pink Bucket Bag

Charcoal Grey Sweatshirt + Olive Green Cargo Pants + White Sneakers + Black Baseball Cap + Black Shoulder Bag

Black Oversized Leather Biker Jacket + Black Turtleneck + Black Mini Skirt + Black Knee-High Pointed-Toe Boots + Black Handbag + Black Tights

White Graphic Crop T-Shirt + Light Grey Flared Leggings + White Sneakers + Black Mini Crossbody Bag 

Oversized Grey Denim Shirt + White Graphic T-Shirt + Light Wash Denim Bermuda Shorts + White Sneakers + Oversized Blue Handbag

Black Knit Polo Top + Navy High-Waisted Wide-Leg Pants + Black Chain Strap Shoulder Bag + Black Thong Sandals

Black Tank Top + Beige Trench Coat + Black Athletic Shorts + Black Loafers + Black Bandana + Beige Bag

White Crop Top + Medium Wash Denim Bermuda Shorts + Brown Knee-High Heeled Boots + Black Mini Handbag 

White Sleeveless Fitted Top + Black Denim Bermuda Shorts + White Sneakers 

Black Sleeveless Top + Black High-Waisted Wide-Leg Pants + Black Mini Handbag + Black Mesh Ballet Flats

Olive Green Textured Crop Tank Top + Light Wash Denim Cargo Pants + Black Ankle Boots + Black Paper Bag

Black Leather Biker Jacket + Black And White Striped Shirt + Black Flared Pants + White Sneakers + Black Shoulder Bag

Pink Cropped Corset Top + Pink Layered Midi Skirt + Black And White Chunky Sneakers +Pink Shoulder Bag

Black Oversized Varsity Jacket + Black Distressed Pants + Black Cropped Top + Orange Furry Handbag + Black Boots

Black Denim Shirt + Dark Grey Denim Maxi Skirt + Black Athletic Sneakers + Black Leather Bag

Beige Textured Corset Top + Brown Wide-Leg Pants + Black Pointed-Toe Heels + Brown Oversized Handbag 

Black Sleeveless Cropped Top + Black Wide-Leg Striped Pants + White Sneakers + Black Crossbody Mini Bag

Black Leather Biker Jacket + Black Fitted Top + Black Slim-Fit Jeans + Brown Pointed-Toe Ankle Boots + Black Structured Handbag

Light Blue Button-Up Shirt + Grey Sweater Vest + Black Oversized Blazer + Light Wash Baggy Jeans + Black Beanie + Black Woven Handbag + Black Toe Block Flats

Black Piped-Edge Blazer + Grey Off-Shoulder Top + Black Mini Skirt + Black Knee-High Boots + Burgundy Woven Shoulder Bag 

Black Leather Oversized Jacket + Black Sweater + Brown Wide-Leg Trousers + Black Structured Handbag + Black Toe Block Shoes

Purple Oversized Sweater + Black Leather Jacket + Orange And White Striped Pants + Green Socks + Burgundy Formal Shoes + Green Tote Bag 

Cream Sleeveless Cropped Vest + High-Waisted Blue Wide-Leg Jeans + Black Flip-Flops + Small Brown Handbag 

White Cable Knit Sweater + Black Oversized Leather Jacket + Light Wash Distressed Jeans + Red Sneakers + Black Shoulder Bag

Black Turtleneck + Brown Suede Blazer + Black Straight-Leg Jeans + Black Pointed-Toe Ankle Boots + Brown Tote Bag

Tan Ribbed Crop Top + Black Shearling-Lined Aviator Jacket + Light Grey Wide-Leg Sweatpants + Chestnut Brown Slip-On Slippers + Beige Baseball Cap

Tomboy Outfit Ideas to Keep Your Look "Unapologetic"
Lucy Arce is a shopping editor at YDYW, bringing her expertise in uncovering the best trends, seasonal essentials, and hidden gems for every kind of wardrobe. With a degree in communications from Northern State University, Lucy dove into fashion through hands-on roles at UK-based publications, where she honed her eye for detail and learned the nuances of fashion journalism. She later transitioned to the editorial side, specializing in shopping content that is both practical and aspirational, highlighting products from top designers to niche indie brands. Her experience includes crafting outfit guides, and extensive product roundups that inspire readers to discover pieces they’ll truly love. Though she currently resides in Seattle, Lucy has lived in New York City and Austin, drawing inspiration from each city’s unique fashion scene. When this savvy deal-hunter not curating shopping guides, she’s hitting her favorite yoga and barre classes or trying out the latest home workouts to stay active.

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