16 MASCULINE OUTFIT IDEAS – FROM VINTAGE TO FORMAL MEN’S FASHION TRENDS

As fashion evolves in 2025, masculinity takes on fresh expressions across the diverse world of menswear. This article explores 16 masculine outfit ideas, guiding the modern man through a blend of timeless and contemporary styles. From vintage charm that echoes the past to formal elegance that exudes quiet sophistication, each look tells a unique story in today’s ever-changing style narrative.

TIMELESS TRANQUILITY

Channeling the essence of autumn, this ensemble embodies effortless sophistication. A relaxed-fit, cream-colored T-shirt pairs seamlessly with tailored herringbone wool trousers, creating a balance of comfort and elegance. Clear-framed glasses and classic brown leather shoes add a refined touch, making this a versatile staple in any masculine wardrobe.

URBAN EXPLORER

City life demands a wardrobe that merges style with function. A chunky, ribbed black turtleneck meets off-white cargo pants, creating a look that’s both rugged and contemporary. A black cap and sturdy boots complete this urban-ready outfit, making it a perfect addition to any fall wardrobe.

CASUAL RENDEZVOUS

Casualwear should never be an afterthought. A light-brown collar jacket layered over a soft white tee, paired with dark trousers and classic sneakers, exudes effortless cool. Personal touches like a vintage watch or a simple bracelet elevate this look, making it ideal for those who value both comfort and individuality.

CONTEMPORARY CLASSIC

Modern meets timeless in this refined ensemble. A crisp white T-shirt forms the foundation, layered with a chocolate-brown vest and cream trousers for a vintage-inspired yet contemporary appeal. A beanie and silver accessories add an edge, blending sophistication with a touch of alternative style.

PATTERNED POISE

For those who embrace bold fashion choices, this outfit plays with patterns effortlessly. A patterned vest layered over a white shirt, paired with neutral-toned trousers, creates a visually striking yet balanced aesthetic. It’s a confident look that celebrates texture and individuality.

METROPOLITAN MINIMALISM

Simplicity speaks volumes. A fitted white polo shirt and black trousers create a sleek, minimalist outfit perfect for city life. Paired with grey sneakers, this ensemble is both timeless and modern—an ideal choice for warm-weather sophistication.

THE SOPHISTICATED SLOUCH

Comfort doesn’t mean compromising on style. Relaxed-fit wool trousers and a black crewneck sweater strike the perfect balance between laid-back and polished. This look proves that soft masculinity can be effortlessly refined.

DAPPER IN DENIM

Blending workwear inspiration with street-style sensibilities, this outfit features an olive-green jacket and rust-colored trousers. The earthy tones offer a fresh, versatile palette that can be easily accessorized for a personal touch.

THE MODERN MONOCHROME

Monochrome outfits don’t have to be predictable. This look plays with varying shades and textures, featuring a cozy ribbed sweater and wide-legged trousers in a single color scheme. Ideal for colder months, this ensemble radiates understated elegance.

THE BOLD AND THE BALANCED

A structured navy overcoat layered over a creamy turtleneck and olive trousers creates a look that’s both daring and refined. Mastering the art of layering, this outfit is perfect for those who appreciate classic menswear with a contemporary twist.

SUBDUED SOPHISTICATION

Blending practicality with style, this ensemble features a soft-toned polo shirt paired with vintage-inspired checked trousers. Classic white sneakers complete the look, making it an ideal choice for a relaxed city day or an afternoon gathering.

MONOCHROMATIC ELEGANCE

A dark turtleneck and gray trousers form the foundation of this clean, minimalistic ensemble. White sneakers introduce a casual touch, making this a versatile choice for both daytime outings and evening events.

THE NEW WORKWEAR

Traditional office attire gets a modern refresh with this outfit. A crisp khaki button-up tucked into high-waisted navy denim delivers a smart yet relaxed aesthetic. Polished black shoes elevate the look, striking a balance between nostalgia and contemporary flair.

GRUNGE REVIVAL

Paying homage to ’90s rebellion, this outfit features an oversized striped shirt paired with distressed jeans. A beanie and chunky headphones complete the look, making it perfect for those who love a mix of music culture and edgy fashion.

THE POWER OF TAILORING

Nothing defines sophistication like a well-tailored suit. This modern take features a relaxed fit, paired with a light-colored shirt for a softer contrast. Sneakers add a contemporary twist, proving that formalwear can be both stylish and approachable.

LAID-BACK LUXE

Closing the list is an effortlessly chic ensemble. A loose, airy shirt paired with tailored trousers strikes the perfect balance between comfort and refinement. Earthy tones and a relaxed silhouette make this a go-to look for everyday elegance.

EBOY STYLE: A COMPREHENSIVE GUIDE & OUTFIT INSPIRATION

You may be familiar with emos and f-boys, who were significant trends in their time. Following them came the e-shays and adlays, leading to the emergence of Eboys—pioneers of the Eboy style, a major fashion trend that has gained immense popularity, largely thanks to TikTok.

The Eboy style has made its way into the wardrobes of many celebrities, including Billie Eilish, Grimes, and Doja Cat, all known for their bold fashion choices and dedicated fanbases. This style presents a darker aesthetic compared to the softer vibes of the softboy look. Read on to discover everything you need to know about Eboy fashion!

LET’S LOOK AT SOME OF THE TRENDING EBOY STYLES

EBOY STYLE 1

One of the signature Eboy outfits features a puffy jacket paired with a plain T-shirt, jeans, and Vans. To enhance the look, consider adding a chain wallet or belt, white tube socks, and a classic pair of checkerboard or black-and-white Vans. This combination captures the quintessential Eboy aesthetic perfectly!

EBOY STYLE 2

Another popular Eboy outfit includes a baggy jumper, a T-shirt, black jeans, and Converse shoes. For a quick, cold-weather look, try layering a collared button-up shirt under a crewneck sweatshirt. Pair it with cuffed trousers and finish the ensemble with black sneakers or oxfords, along with white tube socks for an added touch of style.

EBOY STYLE 3

Eboy fashion is heavily influenced by streetwear and skatewear brands. A typical outfit might include an oversized T-shirt layered over a long T-shirt, paired with blue jeans and Vans. Many Eboys gravitate towards brands like Thrasher, Nike, Off-White, and Rick Owens. They often find unique and rare pieces at thrift stores and vintage shops, adding their personal flair through DIY touches like distressing or bleach-dyeing their clothing for a customized look.

EBOY STYLE 4

Timothée Chalamet is a prime example of celebrity Eboy style, both on and off-screen. His signature floppy curls and bold red carpet looks have garnered the attention of millions on social media. He often sports a striped T-shirt, black jeans, and Vans, embodying the Eboy aesthetic effortlessly. You can even catch glimpses of his Eboy style in his leading role in Beautiful Boy, where his fashion choices reflect this trend.

EBOY STYLE 5

One of the most popular Eboy outfits features oversized T-shirts, black pants, boots or Converse, and a jean chain. To elevate this look, consider adding a vertically-striped collared shirt over a white T-shirt, paired with black trousers. Complete the outfit with layered jewelry and a chain belt for an extra touch of style.

What is an Eboy?

The Eboy subculture is a youth movement that has gained popularity among young men, characterized by a stylishly chic aesthetic inspired by anime, goth, and semi-emo fashion. This look first emerged online in 2018, and by 2019, it had captured widespread attention on TikTok, a platform that resonates with Gen Z audiences.

While trends on TikTok often come and go, the Eboy style has proven to be a lasting phenomenon. The term “Eboy” can be interpreted as “electronic boy,” and the fashion choices associated with this aesthetic often reflect a progressive take on gender politics and masculinity.

Eboys frequently express fluidity in sexuality and gender, embracing a more feminine appearance. They often wear makeup and maintain less facial hair to soften their look. As societal standards of male attractiveness have shifted from traditional masculinity to a more effeminate style, Eboys embrace their vulnerability and showcase these fashion choices on social media.

True Eboy style encompasses more than just clothing; it’s a lifestyle. You’ll often see Eboys sporting long, flowy hairstyles, influenced by K-Pop trends, and many choose to bleach or color their hair as part of their unique identity.

What Exactly is Eboy Style?

Eboy outfits and fashion draw inspiration from a variety of preceding subcultures and trends, including emo, scene, goth, skater culture, hip-hop, anime, BDSM, and late ’90s to early 2000s fashion.

Key attributes of this style include loose-fitting thrifted clothing, such as oversized jumpers, monochromatic pieces, and band or graphic merchandise layered over long-sleeved striped shirts. Accessories play a significant role, with chain necklaces, wallet chains, and dangling earrings commonly worn.

Some Eboys embrace makeup to emulate anime characters, using fake freckles, eyeliner, light contouring, and nail polish as part of their look. Eboy outfits typically blend casual and formal elements, featuring oversized jumpers, tops, and cuffed pants as staples.

To complete their outfits, Eboys often opt for worn-out Vans or Converse, usually paired with white tube socks, which are a signature aspect of the aesthetic. Doc Martens and black leather oxfords also fit well within this style.

The clothing items of an Eboy’s wardrobe

  • Oversized T-shirts
  • Long-sleeve striped T-shirts
  • Crewneck jumpers
  • Slim denim jeans
  • Black joggers
  • White tube socks
  • Checkered/ black Vans shoes
  • Chain wallet
  • Leather Belt

Other alternative Eboy outfits can include trendier items like

  • Gothic cargo pants
  • Padlock necklaces
  • Chipped black nail polish
  • Striped long-sleeved shirts
  • Loose-legged pants being an Eboy staple

Jewelry for Eboys

Dressing like an Eboy involves incorporating chain belts, chunky rings, and pierced ears into your look. Eboys often embrace trendier pieces such as gothic cargo pants, padlock necklaces, and chipped black nail polish. Some even add unique touches like drawing a teardrop on their cheek with eyeliner for an edgier aesthetic.

Hairstyles for Eboys

It’s important to remember that the essence of the Eboy aesthetic is about embracing your true self, starting from the top. While adding color can enhance the style, it’s not a requirement. What truly matters is emphasizing the pattern and texture of your hair, allowing your individuality to shine through in your look.

Famous Eboys


Most Eboys are closely associated with “Sad Boy” music, a genre characterized by musicians who draw inspiration from their experiences with depression and emotional struggles, often overlapping with emo rap.

Key figures in the Eboy scene include the late Lil Peep, Yungblud, Timothée Chalamet, Chase Hudson, Bryce Hall, and Josh Richards.

Fun Fact: The Eboy style gained significant attention following the untimely death of rapper Lil Peep, who played a pivotal role in shaping this subculture. Timothée Chalamet exemplifies the Eboy aesthetic both on and off-screen, with his oversized T-shirts, cuffed pants, signature floppy curls, and attention-grabbing red carpet looks, which have captivated millions of fans on social media.

CONCLUSION

You can easily recognize an Eboy by their distinctive style and fashion choices. Although TikTok is facing bans in some countries, like India, that doesn’t spell the end for the Eboy aesthetic. The Eboy style is here to stay. While it may evolve and adopt a more modern, simplified approach over time, and some elements might fade away, many of its core concepts are timeless and will continue to resonate for years to come.