3 Men’s Street Style Ideas

style ideas

Men often have a reputation for putting the bare minimum effort into their outfits. This approach should have died with the end of the 20th Century. It’s 2020, people! You can’t afford to be just another guy on the street. With social media gaining more users every day, you’re more visible than you ever were. Given the savvy styling you see from male influencers and celebrities, there’s really no excuse to lack inspiration in your outfit. 

You’ve probably put in the most dressing effort when it comes to a boardroom meeting or a friend’s wedding reception. Men will throw on a snappy tux and appear like an entirely different person. You’ve likely caught compliments left, right, and center when you do. 

3 Simple Street Style Looks for Men 

So what does that tell us guys? Men need to step up their game and put their best-dressed foot forward. At ALL times! That includes when you’re in the club with the best athleisure wear, or on the beach with a pair of classics men’s shorts made in USA. That also means you need to step up your street style game as well. The good news is, ramping up your street fashion doesn’t necessarily have to mean a whole new wardrobe. What you do need to do is add a few strategic pieces of apparel. These can then be combined in a number of ways to create unique looks for every day of the week. Here are a few options to get you started: 

The Casual Walker 

If there’s one good thing that comes with being a man, it’s that we age like fine wine. This is all the more surprising since most men I know use the same body wash for their hair, face, and butt. That aside, this opens up several opportunities for men to dress younger than their age. And how do young people dress? The classic American outfit of a pair of comfortable pants for men like light denim jeans, a white tee-shirt, and sunglasses will never go out of style. A pair of classic sneakers (high-top or low-top) will add a certain youthful flair to the look that few other shoes can achieve.

Key outfit pieces: Solid white tee-shirt, light-blue denim jeans, casual sneakers.

The Busy Commuter

Many men have to commute from their homes to their places of work every day. The commute itself can often be a very boring ordeal. But that is no excuse to slack off on how you look. It doesn’t matter if you’re taking the subway or the bus or even carpooling. You’ll still be in public, with multiple people around you. So, you need a street-smart outfit to look the part of the hip urban traveler. A stretch jacket, preferably grey, goes well with virtually any outfit. Pick one that looks smart while still offering great comfort. The jacket usually comes off once you’re at work or home, so it’s not necessarily something you wear all day. However, it is still a statement piece. You’ll be wearing it on the street enough for you to give careful thought to which jacket you should buy. 

Remember to wear a lighter-colored shirt underneath, to accentuate your look. A pair of black trousers or slacks and footwear appropriate to your workplace should be all you need to complete the look. 

Key outfit pieces: Grey stretch jacket, light business casual shirt, dark slacks, moccasins, or formal shoes. 

The Urban Everyday-Man

When you’re in a larger urban center, you’re likely to notice street fashion is a lot more vibrant. Urban dwellers pride themselves on adding their own unique twist to street style. That’s why you’re likely to see a huge range of looks on a busy city street. The problem is that most people can’t immediately invest in an edgy streetwear wardrobe. If anything, it will take you a few months to amass a worthy collection. 

But that doesn’t necessarily mean you can’t look like you belong in an urban setting. A printed long-sleeve shirt or a graphic sweatshirt is one of the most versatile statement pieces you can own. Pick a graphic or print that you feel confident and upbeat in. Then simply tailor the rest of your outfit around it. You could pair the shirt with a brown or black leather jacket, some rough-and-ready boots, and maybe even a rugged timepiece. There’s no shortage to the number of ways you can dress like a born-and-bred urbanite. 

Key outfit pieces: Printed or graphic sweatshirt, brown leather jacket, tough-looking boots. 


As you can see, a male street look doesn’t necessarily have to be complicated. Don’t make the mistake of investing in too many loud clothes and wearing them all at once. The key is to stand out, but subtly. Of course, your attention should stay limited to your outerwear. Underwear that looks good is just as important for guys as it is for girls. 

Sure, you may not always get an opportunity to show off your choice of the best boxers for men. But you likely don’t want to be wearing a pair of old tightie-whities when the chance does arise. In other words, pay attention to each article of clothing. And don’t think you can get away with doing the bare minimum anymore.  

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