35 Cool Outfits for Teenage Guys in 2021 — Teen Boys Style

What are the cool outfits for teenage guys 2021? For a very long time now, people have thought that guy’s clothing choices are mostly static and boring. It seems like from a young age, we’re doomed to look drab, dry, and very unfashionable. Thankfully, it’s not true! The number of cool clothes for teenage guys in the world today tells us otherwise.

Teen boys’ styles have evolved through the years to include sleek, fun, and super dope outfits, and boy, are we glad! From the clothes themselves to accessories like shades, hats, bracelets, and even shoes for teenage guys, we’re convinced that we can all look dapper.

Model: @jerem.dc

If you’re not sure about how to combine your clothes to give you cool outfits for teenage guys, we’re here for you. Fashion should not be hard for anyone, especially with how much inspiration we can now offer one another. Here, we’re going to break down different outfits that you can try on at different times of the year. Once you get this right, you can work with it to develop your own outfit ideas, and that, we can’t wait to see.

Interestingly, you may have some of the pieces that we‘ll be recommending. Combining them to give you the look you want is where the struggle tends to be. So, don’t worry about going overboard with buying new stuff. You may have to, but it just may not be as crazy as you think it would be. Like, we already said, fashion shouldn’t be so hard.

Ready? Set? Let’s do this!

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Teen Boys Styles in 2021

So far, teenage guys’ clothing has been more or less straightforward. We haven’t seen any specific new clothing but what we have seen is diversity with what is available and we love everything about it. New designs are constantly being churned out but the fact remains that cool teenage guys’ clothes have remained within familiar borders. If it seems like we’re being too ambiguous, we’ll break it down for you.

Model: @justinliv

Cool teenage guys’ clothes still fall in the categories of tees, hoodies, sweatshirts, shorts, trousers, jackets and so on. Then again, you don’t want to be caught slacking. There is a wide range of different styles and outfits that you can extract from these. And shall we mention colors and patterns? No color is too girly anymore as boys have broken every traditional fashion culture barrier.

Cool Outfits for Teenage Guys in 2021

Many things come together to make up a cool outfit. Sometimes, it’s layered clothing, other times, it’s good old classic clothes that everyone seems used to. The thing about teen boy outfits is that there are no one-piece outfits like girls have dresses. So, you have to learn how to put different clothes together to give you an outfit on fleek. Once you know how to match and combine properly, you have discovered the hack for wearing cool outfits, no matter the day or time.

If you’re not sure about how to go about this, you need to keep reading, but before then, check out these guys for inspiration.

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Latest Fashion Trends for Teenage Guys 2021 

Fashion trends come and go, some resurfacing from time to time. The latest trends have seen guys taking more seriously to accessories. Scarves, bracelets, hats, beanies have somehow gained more prominence to give teen boy styles a more exciting edge. Discover how to incorporate them into your outfit and say goodbye to uninspired, vapid fashion

Check out these outfits to see what we mean:

Model: @iamgalla
Model: @ric_fonsi

Outfits for Male Teens in 2021 : Style You Should Rock

When it comes to fashion, girls aren’t the only ones who get to have all the fun anymore. Teenage boys are stepping up to express themselves better through fashion and we strongly approve of this.

Some of the styles which you can try out as you explore your creative fashion juices are:

1. Single-Colour Outfits

By this, we mean an all-white or all-black ensemble. Not everyone can successfully pull off loud, single-color outfits so we recommend that you play it safe.

If you’re confused about how exactly to go about it, here’s inspiration:

2. Minimalist Outfits

Minimalism in fashion is a trend that is gaining more followers daily. The world no longer considers it boring or nerdy to want to wear simple, intentional outfits with less clothing.

Then, of course, there are the monochromatic colors, or sometimes limited wardrobe color palettes, and reduction of patterned clothing. Don’t freak out, it’s not as bad as you think. Check out this guy for instance:

3. Wearing a Pop of color

Wearing a pop of color isn’t a new style in the fashion industry. Many men have successfully rocked outfits with a bold color popping out somewhere. If you’re so inclined, go ahead and work that outfit! Believe us, you’re not alone in it. See these guys yourself:

4. Rocking Prints

And then we have prints constantly showing up among cool clothes for teenage guys. Whether it’s a floral print, an abstract print like tie and dye or graphic tees, prints remain a fashion classic.

Model: @asaprocky
Model: @jay.mb23

Cool Teen Boys Styles in 2021 : Fall

When fall arrives, it’s time to pull out the long-sleeved clothes, sweaters and beanies. You’re going to have to wear multiple layers of clothing just to stay warm and styling that right may seem challenging.

Here are five fall outfits that you should try on once fall comes around:

1. Hoodie and Jeans 

We’re starting with something simple that virtually every guy already has! Wearing a hoodie is the easiest way out if you’re looking to stay warm and look good while doing so.

If you’re worried that it may look too big on you, you’re wearing one that isn’t your size. Find a comfy one that fits your body and you’re good to go. You can rock this outfit with boots or sneakers, like this guy.

2. Sweater, Shirt, and Chinos

The beautiful thing about chinos is how diverse they are. They come in many different colors and designs, making them versatile. That means you can wear them to school, a hangout with friends, and anywhere really!

Paired with a shirt and sweater, it stands out as one of the most effortlessly cool outfits for teen boys ever. A quick tip for you is to make sure that it’s a color-coordinated outfit and you’re ready to go!

3. Plain Tee, Plaid Shirt, and Ripped Jeans

Say hello to a layered outfit that all the cool boys will be wearing this fall. We can’t afford to make a list of all the cool outfits for teen boys without adding this legendary one. Add a pair of boots and watch yourself ooze style!

It’s simple and cool, yet cheerful and stylish. Simply put, it’s the perfect teen boy fit.

4. Turtleneck and Sherpa Jacket

A Sherpa jacket is one that has a bit of fur, usually around the collar to provide more warmth. These jackets have grown to be trendy and we’re here for that. Styling it with a turtleneck in fall, you’d be killing two birds with one stone – warmth and cool style vibes, at the same time!

5. Joggers with Tee or Hoodie

Nothing says cool like a sporty outfit on a chilly autumnal day. It is a bold outfit for today’s fashionable teenager. As long as you can get a good fit, slip on some nice-looking sneakers and you can hold your head up high in confidence as you go about your day.

Model: @ianna27

Cool Teen Boys Styles in 2021 : Winter

Winter is another season that gives us all the chance to explore style as we work to keep ourselves warm. During winter, cool clothes for teenagers involve thick clothing as well as two to three layers. Here are five outfits that you can pull off during winter:

1. Hoodie with Denim Jacket

When your faves wear this, it usually looks so fluid on them, but you can too. It may seem tricky but what is most important here is sizing. If the hoodie is too big, the outfit will look tacky. Just find one that is your exact size and do the same for the jacket too. Put on our ever-loyal jean trousers, a nice pair of shoes, and bask in your dazzle.

Model: @liviuch

2. Sweater and Jeans with Beanie

We cannot talk about cool outfits for teenagers without including this iconic trio. They make the classic, yet trendy winter look for all teenagers. This outfit is comfy and warm, yet cool and trendy. Add sweet sneakers like the cherry on a cake and you’ve got yourself a style sweetheart. Feel free to accessorize with a scarf if you’re so inclined.

3. Winter Overcoat, T-shirt, Chinos and Beanie

If you’re aiming for a calm, sophisticated look, this is your go-to outfit. Wear it for a family dinner, to visit a friend, or a casual Christmas outing. Since there are many clothes in one outfit, go easy on the colors; make sure they all rhyme with one another in tone and vibe. That’s how to rock a cool outfit.

4. Cropped Pants with Tee and Leather Jacket

Cropped pants have grown increasingly popular as a men’s fashion must-have. During winter, you can mix it up with a tee and leather jacket to stay warm but still feel cool. Sneakers would look good on this, but so would boots.

5. Puffer Coat with Turtleneck

Puffer coats are a forever-trendy winter staple, so of course, we would add them here. Paired with a turtleneck or tee and worn with fitted jeans and shoes, you become the coolest kid in town, literally. If your coat is a neutral color like black or grey, your turtleneck or tee could be the perfect splash of color to give the outfit a facelift.

Model: @magic_fox

Cool Teen Boys Styles in 2021Summer

Summer is the time to kick back, relax, and enjoy the goodness of the sun. Many people go on vacations at this time, some get jobs, some simply invest it in a good time with friends. Whatever you decide to do during the summer, you can walk confidently, wearing voguish clothes.

Some cool clothes for teenage boys that can be worn during summer are:

1. Plain Tee and Shorts

Once summer comes in, the shorts come out! Shorts give off young and energetic vibes that no teen guy wants to be found lacking in. Whether you’re wearing a solid-colored pair, a patterned, or even floral pair, once you bring a t-shirt into the ensemble, it becomes perfect. Shoes during summer can be diverse as well – sneakers, loafers, whatever you choose, just do you.

2. Shirt and Ripped Jeans

Shirt on jeans may be an everyday look but it is an outfit that will never go out of style and why should it? It’s classy and most comfortable with a breezy aura. Cool outfits for teenage guys like this are what you just might need to make a subtle, yet firm fashion statement. And if the sun is out, accessorize using shades and what you get is perfection.

Model: @sandro

3. Sleeveless Top and Shorts

Now, this right here is the embodiment of youth and summer in one outfit. You absolutely cannot go wrong in this because of how rustic it is. Anyone would look good in a sleeveless top and shorts on a cool, sunny day.

4. Denim Shirt and Chinos

This seems like everyday dad-wear but if you can style it right it easily becomes one of the cool outfits for teenagers. We can recommend it because we’ve seen many guys step out looking like a whole meal in this. That can be you too. How? Find one that fits your body and add nice sneakers for a young vibe!

5. Print Shirt and Shorts

Don’t mind us if you think we’re obsessed with shorts. Who wouldn’t be? They’re comfy, stylish fashion items that teen boys need to incorporate into their outfits more often. Another cool way to rock them would be with a shirt and loafers or sneakers. That, fellas, is how you infuse comfort into style.

Cool Teen Boys Styles in 2021: Spring

Spring fashion is one of the most exciting trends that we ever get to see all-year round. Like nature pops up with all its colors, guys show up in diverse snazzy outfits that have them looking dapper.

1. Floral Shirt and Shorts : Cool Outfits for Teenage Guys in 2021

Before you frown and dismiss a floral shirt altogether, calm down and take a look at the picture. A guy in a floral shirt is a beautiful sight not only in Hawaii. It is the perfect spring icon, so there was no way we would not include it in our list of cool clothes for teenage boys.

2. Long Sleeve Tee with Shorts

Talk about an outfit that’s both cool and comfortable, especially in spring. However, long sleeve shirts are pretty regular clothes but paired with shorts and maybe a hat, it is transformed.

3. Bomber Jacket with Tee and Chinos

What’s not to love about this outfit? We’ll answer that for you – nothing. However, bomber jackets have a casual yet stylish aura that’s really hard to miss. Paired with chinos and a tee? Now, that’s a solid teen boy outfit. Because these clothes come in different colors, it may seem tricky. Take a cue from the guy up there and you’ll be fine.

4. Graphic Tee and Ripped Jeans

This seems like the most regular outfit ever, but who says regular can’t be cool? It’s a simple, everyday outfit quite alright. However, don’t be deceived. This evergreen outfit deserves a spot among cool outfits for teen boys. If you want to add a few hard vibes, go for statement sneakers like those.

5. Graphic Tee and Ripped Jeans

This is another outfit that seems too simple to be cool until you realize that it’s a masterpiece in itself. Don shades and flashy sneakers like this guy if you’d like to light it up a bit.

Model: @_js_sam_

Final Notes: 35 Cool Outfits for Teenage Guys in 2021

Everybody knows that trying to find cool clothes for teenage guys to add to your wardrobe can be a lot of work. You may even have some cool teen boy clothes but struggle with styling them to give you a great outfit.

We’ve been there and the last thing we want is for anyone to not be able to solve that. That’s why The Highest Fashion is here.

For the past six years, our community of over a million men can attest to the fact that growth in this area is inevitable with us. Our fashion blog and magazine are read in many countries across the world as we seek to help men express their fashion desires.

You can get non-stop fashion inspiration from our gallery of refined and sharp men on top of their fashion game. If we tell you that you can always look groovy with sleek outfits, you better believe us.

That said, we look forward to seeing you shine in our outfit recommendations. Who knows? You could get a feature and inspire millions across the world to look good too

Just follow us on Instagram @thehighestfashioncom and tag us in your juicy pictures. We’ll be expecting them.