Men’s Street Style Fashion: A Guide for Newbies

Welcome to the world of men’s street style fashion! If you’re new to street style, don’t worry – I’ve got you covered. In this guide, I will explain what street style is, how to get started, the latest trends for 2023, tips for nailing the perfect street style look, and how to adapt your style for different seasons.

What is street style fashion?

Street style fashion is casual, cool, and youthful. It relies on sportswear and everyday garments like jeans and t-shirts, and incorporates elements of hip-hop, punk, and skateboarding cultures.

Importantly, street style isn’t dictated by what’s happening on the runways. It’s more about expressing one’s personal style and creativity, rather than following high-fashion trends. If anything, designers have evolved to incorporate street style elements into their collections. 

What sets street style apart other styles?

Street style is authentic and individual. It is a reflection of the wearer’s personal taste and style, and it often incorporates unique and unexpected combinations of clothing and accessories.

What’s fun about this is that there really aren’t “rules” for guys who want to develop their own street style game. Your version of street style can be whatever you want it to be — as long as it is casual and has interesting elements that reflect your tastes and personality. 

Why is street style popular?

Street style for men in particular has gained immense popularity over the years because it is relatable and accessible. You can express yourself however you want with your clothes. That’s a nice change of pace from the stuffier world of high fashion. 

Street style is also inclusive. For women, this means you don’t have to be 6 feet tall and thin to pull off this style. For men, it means you don’t have to be white, tall, and muscular. All shapes, heights, and cultures are accepted in the world of street style. 

Getting started with street style 

Essential wardrobe pieces

Building a street style wardrobe isn’t complicated. Chances are, you already have many of the building blocks: 

  1. Jeans
  2. Sweatpants 
  3. Graphic t-shirts
  4. Hoodies 
  5. Sneakers
  6. Hats 
  7. Sunglasses 
  8. Chains 
  9. Statement jacket, such as a bomber, puffer, or leather jacket 

How to create a stylish street style look

Now, here are some guidelines to help you mix and match those pieces for cool street style looks. 

1. Wear at least one statement piece. 

Street style outfits have at least one stand-out element — and sometimes, two or three. This could be anything from a chain belt to a bright pair of sneakers. It doesn’t really matter what the piece is. What matters is how you wear it. 

For a statement piece to be effective, it has to stand out. And things stand out because they’re different. Take a shirt, for example. A t-shirt would stand out if it is: 

  • Bright
  • Boldly textured 
  • Aggressively patterned 
  • Very tight or very baggy

So you can — and should! — use textures, fits, colors, and patterns to emphasize certain elements of your ensemble. And feel free to step into two bold, even clashing pieces on the same day. If it feels right, it’s street style. 

2. Go bold.

Lean into bold. This is not the time for a blue pullover sweater or black jeans. Nope, instead go for garments the conservative accountant who lives next door would never wear. Checkered shoes, camo jackets, fuzzy beanies, hot pink hoodies, and even man-purses are on the table.

3. Mix casual and formal. 

Another fun strategy to come up with unique men’s street style ideas is to mix casual pieces with more formal attire. Wear a suit jacket with sneakers or a tie with a beanie. Try dress shoes with a concert t-shirt. Again, anything goes as long as you love the look.

4. Watch the details.

Pay attention to details such as shoes, accessories, and grooming. Any of these can elevate your outfit to the next level.

5. Be you.

Don’t forget to add your personal touch and let your individuality shine through.

Identifying what’s hot in street style 

This is a controversial topic, because true street-style enthusiasts don’t care what’s trending. But we all need a little inspiration sometimes, right? So when you need a nudge to start experimenting with your own version of this style, check out: 

You can also see the “new arrivals” collection at Asos Men, which is usually on point with what’s trending.ย 

Also take cues from the latest street style trends spotted during fashion weeks in cities like Paris, Milan, and New York. Look out for the hottest menswear shows and the most stylish attendees. Fashion publications like GQ and Vogue often provide trend reports and coverage of the latest looks, so they are great resources. 

Men’s street style trends for 2023

The fashion world is constantly evolving, and street style trends are no exception. Good choices for this year include bold and vibrant colors, experimental layering, statement coats, tailored suits, and retro-inspired accessories. Pieces that are flat-out trending include: 

  • Cargo pants 
  • Anything oversized 
  • Statement hats 
  • Extreme chunky sneakers 
  • Crossbody bags 
  • Futuristic designs and technical fabrics 

Men’s street fashion for the seasons

Spring and summer

During the hot summer months, beat the heat with lightweight and breathable fabrics such as linen, cotton, and chambray. And shorts, of course! Also experiment with bright colors and bold patterns to embrace the vibrant spirit of the season. Don’t forget to protect yourself from the sun with a stylish hat and sunscreen.

Fall and winter 

As the temperatures drop, layering becomes key. Embrace fall with cozy sweaters, tailored coats, and fashionable jackets. Play with earthy tones and rich textures for warmth and style. Consider investing in a good pair of boots to complete your fall street style outfits.

When there’s weather

Street style fashion is all about being adaptable. Whether it’s rainy, snowy, or windy, there are always ways to make your street style outfit work. Invest in edgy but weather-appropriate outerwear, such as a waterproof jacket or a warm parka. Layer your clothing to adjust to changing temperatures, and accessorize with hats, scarves, and gloves when it feels right.

Be you and be confident 

As you probably have guessed by now, confidence is the true key to pulling of street style as a guy. Create unique combos from your favorite pieces and wear them as if they’re an extension of your personality. Be confident and authentic. Beyond that, there are no rules.