Skip to Content

50 Of The Most Popular Hairstyles For Teenage Guys

It’s no secret that teenagers really care about their image and one of the biggest parts of anyone’s image is their hairstyle.

The right hairstyle can make or break a person’s whole appearance, so finding one that suits your hair type (that you actually like) can be a bit of a challenge.

50 Of The Most Popular Hairstyles For Teenage Guys

There are lots of different kinds of hairstyles and haircuts out there for teenage boys, regardless of if you are in middle school or you are about to go off to college.

You just need to find one that matches your style, your face shape, and the type of hair that you have.

If you are a teenage boy and you are looking for a new hairstyle, then you have come to the right place!

We have put together a list of 50 of the most popular hairstyles for teenage guys, and you are sure to find one on this list that is perfect for you!

So let’s take a look at them now!

50 Of The Most Popular Hairstyles For Teenage Guys

Whether you have short hair or long hair, wavy hair, or curly hair, there are plenty of hairstyles for you to choose from.

Longer hairstyles are trendier at the moment, but that doesn’t mean that you can’t rock a shortcut if you want to!

You will find a huge range of hairstyles on this list, so you are sure to find the perfect hairstyle for you and when you have it, you will feel confident and more like yourself!

Short Hairstyles

Let’s start off with some short hairstyles first. Shorter hairstyles have been popular for many, many years, and regardless of what trends are going around, they will always remain in style.

Short hairstyles are perfect for any guy who wants to look good without having to keep up with the maintenance of long hair, and there are a lot more short hairstyles than you might originally think!

1. Military Style Haircut

Military haircuts have been around for a long time, and regardless of what kinds of hairstyles are the most popular, they never go out of fashion.

There are plenty of variations on the military style haircut, but generally, they are clean in appearance and quite short.

The hair on top is usually longer than the sides, and the sides are more often than not completely shaved off.

Overall, this look is clean and tidy, and it’s one of those short hairstyles that is pretty low maintenance, so you can look good without having to worry about styling it every day.

2. Undercut And Wet Top

The undercut and wet top look is a bit more high maintenance than the military style haircut, and the simplest way to keep it looking wet is to keep hair gel applied to it.

This is another type of hairstyle that has been around for many years, but it has definitely seen an extra rise in popularity more in the last decade or two.

You can just have the wet top look without the undercut if you want, but the undercut gives this whole style a bit more depth, so it’s really the perfect pairing!

3. Buzz Cut With Shaved Patterns

The buzz cut with shaved patterns hairstyle is incredibly popular amongst teenage boys because it stands out from the crowd and is quite unique.

In this day and age, you can get almost any kind of pattern or design put into your initial buzz cut, so if you are creative, you can have lots of fun with this hairstyle.

The only downside to the buzz cut with shaved patterns look is that it is a lot more high maintenance than it might appear.

You will need to get the design regularly touched up and reshaven, and lots of schools might not allow it as part of their dress code. Just keep this in mind before you get this cut!

4. Caesar Cut

As you might have guessed from the name, this hairstyle comes from the time of Julis Ceaser.

This hairstyle is one of the more timeless ones, and many guys like it because it works for almost any kind of hair and it’s uniform, without being too clean.

There are many variations of the Ceaser cut as well, so you can get a version where the sides are shaved down, or you can get versions with more layers.

This is a great cut to get if you want something a little different, without being too over the top.

5. Faux Hawk

If you like the idea of a mohawk but you don’t want to fully commit to it, you can easily replicate this look by having a faux hawk instead.

This haircut starts with a shortcut around the sides and back and it gradually gets longer as you get to the middle of the head.

This style is great because you can wear it up in the faux hawk style or you can wear the faux hawk down and a bit messier on casual days.

It should be noted that this hairstyle requires the use of gel to keep the middle up, so if you are planning on having the faux hawk up all the time, this is a more high-maintenance style.

6. High And Tight

The high and tight hairstyle is basically a milder version of the buzz cut, but it’s still very much its own style, so it counts as a standalone haircut.

The hair on the top of the head is long, while the back and sides are a lot shorter. It can be described as being a strong and masculine look, and it’s very popular amongst teenage guys.

The high and tight haircut is great because it works on all different hair types and it’s one of the lower maintenance haircuts on this list.

If you don’t want to spend too long on your hair every day but you still want to look good, this is a great cut for you to try!

7. Buzz Cut

If you like the idea of a buzz cut, but you don’t want any patterns, then you can just get a traditional buzz cut instead.

A buzz cut will clip your hair extremely close to your head and it doesn’t really require any grooming or maintenance at all.

The only thing you need to be mindful of when choosing a buzz cut is to get a version of it that matches the shape of your face.

You can talk to your barber about this and if they are skilled and experienced enough, they will be able to give you a buzz cut that compliments your other features.

8. Short And Spiky

The short and spiky haircut is perfect for anyone who wants a style with a little bit of character, without going too overboard.

Not only does this hairstyle give you both a clean and slightly wild look, but it is also way less hassle to maintain than you might originally think.

You will need to use gel to style it, but it doesn’t take very long to do it, so it shouldn’t become too much of a bother if you don’t enjoy styling your hair.

9. Ivy League Haircut

The Ivy League Haircut is popular amongst teenage boys, but especially those who are a bit older. It is smart and sophisticated, but it is also fun, and you will look amazing when you have this haircut for yourself.

Also known as the Harvard or Princeton cut, this hairstyle is incredibly versatile, and there are a few different variations you can try, so if you don’t like one version, that doesn’t mean you have to write the whole hairstyle off straight away.

10. Crew Cut

The crew cut actually became popular from college rowing teams decades ago, and the style has really stayed prominent amongst younger guys ever since.

It’s regarded as being one of the more athletic haircuts, but even if you are not athletic, you can still have this cut!

As with many of the other short haircuts on this list, the Crew cut is also very low maintenance, and even when it hasn’t had any styling, it still looks great!

Medium Hairstyles

If you don’t want a short haircut but you don’t want a long one either, then medium haircuts are what you need.

There are plenty of stylish medium haircuts for teenage guys for you to choose from, and they work with so many different hair types as well.

Obviously, medium hairstyles are going to be more high maintenance than short haircuts, but some of the options on this list are still pretty easy to maintain.

11. Straight Shag

Straight haircuts are incredibly popular amongst teenage boys. In most cases, you probably have something close to this hairstyle already, but even if you don’t, it’s not hard to recreate and it’s also not too hard to maintain either.

The straight shag does require a bit of maintenance and upkeep, but all you really need to do is brush your hair and add a bit of mousse to it.

If your hair is naturally curly, you may need to use a flat iron to achieve the straight shag look, which can be higher maintenance, but it’s totally worth it to achieve this look!

12. Blowback

The blowback hairstyle has been popular for many, many decades. It has been worn by pop culture and music icons such as Elvis and James Dean, and though it does have a reminiscent 50s feel to it, it still works in this day and age.

This medium hairstyle is a very voluminous and “big” hairstyle, and it will certainly leave a fantastic impression on anyone who sees you rocking it.

It’s versatile and goes well with practically any face shape and surprisingly, it doesn’t require as much maintenance as you might think!

13. Modern Cowlick

Cowlicks have been around for years, and many guys sport their hair like this, regardless of what age they are. Cowlicks are usually defined by a section of hair that lies at an angle that goes in the opposite direction.

Modern cowlick hairstyles are pretty much the same, but they just feel a bit more here and now than vintage.

In order to rock this hairstyle for yourself, you will have to let part of your hair grow out long enough and you may need to train it, by combing it over your forehead.

This is a higher-maintenance hairstyle, but if you have the time and patience, it can work really well for you!

14. Wavy Shag

If you like the idea of the straight shag, but your hair is too wavy or curly to keep it straight, then this wavy alternative might be just what you are looking for!

The thicker and wavier your hair is, the better, and that also means this haircut will be incredibly low maintenance overall.

You may need to use gel or mousse to style your hair if it has a history of being unpredictable, and if you have straighter hair, the wavy shag might be harder to achieve, but it’s still possible!

Overall, this is a great shag alternative if you have thicker and wavier hair.

15. Bro Flow

Although this hairstyle might seem a bit long, it still counts as a “medium” hairstyle because it is above the shoulders.

What makes this hairstyle so great is that it can give the illusion that your hair is longer and thicker than it is, and that has a lot to do with the clever layering used in this hairstyle.

The Bro Flow is the perfect hairstyle for any teenage guys who are in between long and short hair, and it’s perfect if you want a bit of shape and definition to bypass that awkward in-between phase.

16. Curtain Middle Part

The curtain middle part hairstyle is incredibly popular amongst teenage guys, especially those who have straight hair. But don’t be fooled! You can easily achieve this style if you have curly hair too, it’ll just look slightly different.

To achieve this hairstyle properly, you want your hair to at least reach your ears, but if you let it grow any further, you won’t be able to get the desired curtain effect.

Because of this, you will have to keep it regularly trimmed in order to keep the curtain style, but other than that, this hairstyle is quite laidback and it’s considered to be a classic hairstyle that will make you look fashionable.

17. Messy Fringe

The messy fringe look works on practically any length of hair, but if you really want to get the most out of it, grow your hair out to a medium length.

It will make the fringe look more natural and it will blend in with the rest of your hair a lot better.

The messy fringe will make you look laidback and casual, but it will also make a statement and compliment your whole look and style.

A messy fringe really works with all kinds of hair and hairstyles, but we feel that medium length is definitely the most optimal if you want to look trendy!

18. Surfer Style

This shag-like medium-length haircut is inspired by surfers and you can definitely see the influence in the way the hair is styled!

The idea with this medium-length hairstyle is that it’s messy enough that it requires nearly no maintenance, but it still looks styled enough that you can wear it anywhere, not just at the beach!

If your hair is a bit wilder, you may have to style it a bit, but the surfer-style shag is designed to be a bit more untamable!

19. Side Hanging Fringe

The side hanging fringe hairstyle is perfect for teenage boys who have straight hair. It is a great way to give your hair a bit of volume and make it look bigger than it actually is!

In order to get this fringe, it will involve you cutting your hair longer on one side, while keeping the other side quite short.

It works best for medium-length hair as well, because if it gets too long, the fridge will get lost, and if it’s too short, the fringe will look a bit out of place.

20. Wings

As your hair gets longer, you will need to keep it maintained, but you will also be able to do a lot more styles!

The wings hairstyle is perfect for when you are in that awkward in-between stage of short and long hair, and it’s a great way to make your medium-length hair look good.

In order to achieve this look, you will need your hair to be ear length on the sides and you can keep the shape by using hair gel or wax.

The wings hairstyle works really well on long hair too, but medium-length hair looks the best!

Long Hairstyles

Sure, long hair does take a lot of time and effort to maintain, but there are a few long hairstyles that are way easier to look after than you might think.

Long hair has gone in and out of fashion for centuries, and if you have the patience and commitment to grow it out long, you should definitely look for the perfect way to style it!

Check out these long hairstyles to find the perfect one for you!

21. Ponytail

Simple but effective, the ponytail always works for anyone who has long hair! You can wear it as a low ponytail or you can wear it a bit higher, it really depends on how you feel about it.

The ponytail is a really easy hairstyle to recreate, and even if you have never styled a ponytail before, you will find that putting your hair into one doesn’t require much effort.

Ponytails are great for guys with long hair, especially on days when you want to look a bit more clean-cut, or you just need your hair out of your face.

22. Man Bun

Man buns are one of the most popular hairstyles amongst teenage boys and older men, and it’s no surprise as to why!

They are easy to maintain and even if you don’t style them, they still look good and give you a laidback look and vibe.

The beauty of man buns is that they look good neat or a bit messy, and if you struggle to look after long hair but you don’t want to cut it, this is a fantastic hairstyle for you!

There are so many different variations on the man bun as well, so look into all the different versions and see which one resonates with you the most!

23. Cornrows

Cornrows have been a popular hairstyle of African hair braiding for black men for years, and it is a great style for teenage boys who have long hair that they have trouble maintaining.

It will keep your hair uniform and tidy, while also looking good!

The cornrow hairstyle is incredibly versatile and can last for quite a long time, and there are many different variations of the style for you to experiment with.

This is one of those hairstyles where you will need to go to a trained and experienced professional if you want it to look good and last for a while.

They will be able to instruct you on the best way to keep your cornrows tidy and looked after.

24. Rat-Tail

The rat tail is a cross between a mullet and a ponytail and it’s one of the more unusual hairstyles on this list.

Teenage boys who are a fan of anime and manga will recognize this hairstyle, as lots of their favorite characters tend to sport it, and if you have the confidence to sport this look yourself, it’s incredibly easy to maintain.

This is a quirky and unique hairstyle that is perfect for anyone who has long hair, but finds it hard to commit to it.

The front and sides of your hair will be cut short, while the rat tail at the back will be considerably longer, and doesn’t require much maintenance.

25. Low Fade Half-Ponytail

Here’s another variation on the ponytail or man bun that gives the whole look a bit more style and finesse.

The inclusion of the fade on the back and sides that blends into the long hair on top gives this whole look a bit more depth and makes it look a bit more clean cut.

This look does require a bit more maintenance and you will need to style it if you want to keep it looking fresh, but it’s definitely worth it for how great this hairstyle will make you look and it’s definitely one of the more trendier hairstyles on this list.

Curly Hairstyles

Most of the hairstyles we have already listed can be rocked really well on curly hair, but it’s no secret that curly hair behaves a lot differently from straight hair.

Contrary to popular belief, curly hair is a lot harder to manage than straight hair, and finding hairstyles that look good without making your hair messy or frizzy is quite a challenge.

But fear not! There are plenty of curly hairstyles that are cool and trendy and perfect for teenage boys. Read on to find out a bit more about them!

26. Curly Top With Sharp Low Fade

The curly top with a sharp low fade is a great curly hairstyle to start off with. It’s similar to a classic straight fade, but the curls give it a bit more volume and texture.

To achieve this look, you need to grow your curls out on top and then get a fade shaved in on the sides and back.

This is a great and very popular hairstyle for teenage boys, especially those with curly hair and it looks clean and tidy, while also keeping things casual.

It doesn’t require much maintenance, but it does depend on the kind of curls you have!

27. Rocker Locks

The rocker locks are quite similar to the curly top with the low fade, except, there is no fade in this hairstyle. Instead, you keep the curly top and just shave the sides down a bit so there are no curls.

You don’t need to expose the skin on the sides and back and it’s a much more natural hairstyle that can easily be rocked!

When you have really curly hair, this is a fantastic hairstyle to sport, and it doesn’t require too much upkeep to make it look good practically every day!

28. Curly Pompadour

The pompadour works on all sorts of hair, but there is something really special about the curly pompadour.

The pompadour is designed to be BIG and glamorous, so curly hair is really the perfect fit for it, because your hair is already going to have the volume… all you need to do is style it a little bit!

The curly pompadour is perfect for any teenage boy who wants to make a statement and show off their curls.

Curly hair should always be celebrated, and this version of the pompadour is the perfect way to show your curls off!

29. Curly Man Bun

The man bun works in many different ways, and it is absolutely perfect for curly hair.

The longer your hair gets when it’s curly, the more high maintenance it becomes, and if you struggle to deal with it every single day, the curly man bun might be just what you are looking for.

Aside from being convenient for longer hair, this hairstyle is also incredibly stylish, and your curly hair will give it some extra texture and volume that will make it look fantastic.

30. Curly Fringe

If you really want a fringe but you think you can’t have one because you have curly hair, then we are happy to tell you that this isn’t the case at all!

Not only can you have a fringe, but you can make it a bit more interesting by making that fringe curly!

This cut works especially well if you have thick, curly hair, and it will blend in with the rest of your hair perfectly.

Because curly hair has so much texture and natural layers, you can rock this fringe with short hair or long hair and it will look fantastic.

You will need to add a bit of hairspray to the fringe in order to keep it in place, but other than that, a curly fringe hairstyle is quite easy to maintain and it’s an incredibly trendy and popular hairstyle amongst teenage boys with curly hair.

31. Light Side Part

It’s amazing the sort of effect a side parting can have on your whole look, and if you were worried that your curly hair could never support it, you would be wrong!

If anything, the side parting looks even more natural on curly hair than it does on straight hair, so if you have curly hair, you should definitely give this hairstyle a try.

You can recreate this hairstyle yourself at home if you feel confident enough, but if you’d rather have a stylist do it, then go with that option instead!

You might need to train your hair to get used to falling into a side parting, but once it does, you will be able to rock your curls in a way that is trendy and cool.

This hairstyle is becoming more and more popular with teenage boys and it makes a nice change from the classic center parting.

32. Curly Hair Fade

Here’s another curly fade option if you haven’t resonated with any of the others. The curly top with the sharp low sharp fade might be a bit too intense for some people, so a standard curly hair fade is the perfect compromise.

You can still enjoy a fade, but this version is a lot more natural and doesn’t stand out too much.

This style of curly fade is incredibly popular amongst teenage boys, especially those with curly hair, and it’s incredibly low maintenance, so you don’t have to worry about keeping on top of it every single day.

The length and style of this curly fade will vary depending on which specific style you are going for, so make sure that you consult with your stylist and listen to any advice they give you to find the curly hair fade that will go best with your hair!

33. Curly Slicked Back

Slicked back curls are perfect for any teenage boy who wants to make a statement and do something a little different with their curly hair.

If you have curly hair that has a lot of volume, this hairstyle is going to be perfect for you because when it comes to slicked-back curls, the bigger the better!

The haircare that comes with this hairstyle will vary greatly depending on your hair texture, curl type, and face shape.

If you have curly hair, you can easily rock the curly slicked-back look, but make sure you talk it over with your stylist so you can get the right variant of this hairstyle.

Another thing to note about this hairstyle is that the longer your hair is, the easier it will be to slick it back.

While shorter haircuts will still be able to be slicked back, it will be a lot harder and more high maintenance, so you should grow your hair out a bit if it’s too short before you choose to go for the curly-slicked-back look.

34. Short Choppy Curls

Speaking of shorter hair, it can be quite difficult to style your hair curly when it’s short. If your curls are still growing out and your curls aren’t quite defined yet, it can make your hair look a bit awkward, and trying to style it straight won’t really work either. But this is why the short choppy style is so convenient!

The curls on this hairstyle are so short that they resemble spikes rather than curls, which is perfect if your curls haven’t quite grown out yet.

The spikes add a lot of texture to your hair and give your hair a bit of style while you are waiting for it to grow out.

Even if you aren’t planning on growing your hair out, the short choppy curls style works incredibly well as a permanent look and it’s very popular amounts teenage boys, so you will be able to rock it perfectly.

35. Messy Curls

If you are a teenage boy who has quite wild and messy curls, then don’t worry! This hairstyle is going to make you look amazing and love your curls for what they are!

Curly hair is on the rise in popularity again and there is so much you can do with it, and if your natural hair is curly, you don’t have to work so hard to get the perfect hairstyle.

For this cut, you want your curls to look as natural and loose as possible, but even if your curls are a bit tighter, this look can still work really well for you!

To get the proper messy curls to look, you also want to make sure the sides and back are longer, and try and avoid having a fade shaved in.

This still is pretty low maintenance once you have trained your curls and it looks very modern and fashionable, and it’s a great hairstyle for teenage guys.

Wavy Hairstyles

If your hair isn’t quite straight but it’s not exactly curly either, you might be struggling with both straight and curly hairstyles.

Straight styles are going to be too high maintenance for your wavy hair, and curly hair is going to be harder to achieve without getting your hair permed.

Wavy hair falls somewhere in between both of these types of hair, and it requires different kinds of hair care and attention.

There are plenty of wavy hairstyles that are considered to be cool and popular, so let’s take a look at some of them now!

36. Slicked-Back Pompadour

The curly pompadour is great, but if your hair is more on the wavy side, then try this slicked-back pompadour instead!

Because you have wavy hair, you will still be able to achieve a lot of the volume needed for this hairstyle naturally, and your waves will add a lovely bit of texture and style that will really complete the overall look.

You will need to train your hair into this style a bit and it does require a bit more maintenance, but it’s worth it for a classic hairstyle that is cool and fashionable.

37. Quiff

Everyone on planet earth knows what a quiff hairstyle is, and it has been one of the most popular hairstyles for years and years.

It’s very similar to a pompadour hairstyle, but it’s a bit more subtle, so your hair doesn’t stand out as much.

This is the perfect hairstyle for any teenage boy who wants their hair to look a bit more luxurious, but doesn’t want to go as over the top as they might with a pompadour style.

Having wavy hair gives you a bit of an advantage as well, because you will need a bit of volume to make the perfect quiff!

38. Medium Length Wavy Undercut

The medium-length wavy undercut hairstyle is perfect for teenage guys because it looks incredible and it isn’t too hard to recreate for yourself.

In order to have a wavy undercut hairstyle of your own, you will need to shave some of the back and sides of your hair, but you don’t need to go anywhere near a buzz cut.

The top of your hair needs to be considerably longer than the back and sides, but you want them to blend together rather than have a sharp contrast.

This hairstyle is really low maintenance as well, and your wavy hair should give you all the volume you need!

39. Front Tousle

The front tousle is a classic hairstyle and it can really work with straight hair too, but to experience it properly, having wavy hair is going to be a massive advantage.

To define this look, you will need to use hair wax on the front of the hair because you will want the front to be a bit more voluminous than the back. It does require a bit of grooming and maintenance, but it isn’t too time-consuming!

40. Natural Wavy Hair

If your hair is naturally wavy and pretty defined and tidy already, then you don’t really need to change the style unless you want to!

Wavy hair has the best of both the curly and straight hair worlds, and if it’s the right length, you can just brush it out and wear it however it falls!

For the best results, wavy hair that reaches the ears is usually the best length to work with, but don’t be afraid to experiment with short and long-haired variations too!

Messy Hairstyles

Messy hair might sound offputting, but as a teenage boy, it’s completely normal for your hair to be messy, and in a lot of cases, you can actually style it messy and it will look absolutely amazing!

To get the right messy hairstyle, you just need some direction and inspiration, so read on to find out about some of the best messy hairstyles for teenage guys!

41. Messy Crop Top

The messy crop top hairstyle is a variation of the French crop and it combines short, spiky hair with a fade of your choice.

This is a simple hairstyle that doesn’t require much maintenance (besides regularly shaving your fade!) and if you don’t want to style it on certain days, it can still look good with a little bit of a brush!

42. Messy Comb Over

Messy comb-overs are great for teenage boys who are looking for a more alternative hairstyle. They are easy to style and easy to look after, and they look great straight, wavy, or curly.

You may need to use wax to style the messy comb-over, depending on how wild your hair is, but this is a fun style to experiment with!

43. Messy Slick Back

Slick back hairstyles look classy and sophisticated, but if you want to look a bit more laid back while also having a bit of an edge, try the messy slick back look instead.

It’s perfect for teenage guys with longer hair, and it’s a great way to keep your hair out of your eyes while still looking good!

44. Long Textured Messy Hair

If you have wavy or curly hair, then a simple textured messy hair look will work perfectly for you! It’s quirky and gives your hair loads of volume thanks to the inclusion of layers, and it’s lower maintenance than some of the other long hairstyles on this list.

45. Bed Head Hair

Bed head hair is exactly what it sounds like- it’s a style that looks like it’s been slept on a bit, but somehow, it’s still incredibly stylish!

This style is better for shorter hair, but if you’re creative in your approach, it can work really well for long hair too!

46. Messy Fade Haircut

Yes, even fades can have the messy look! It’s not too different to a regular fade, but it does look a lot more relaxed and casual, and it will suit any teenage guy who wants to look fun and approachable!

Aside from keeping your fade regularly shaved, this is quite a low-maintenance style too.

47. Messy Layers

This is another great hairstyle if you’re a bit more alternative and want something low maintenance that still looks good.

Adding lots of layers to your hair, mixed with a bit of “bed head” vibes can give you a casual and chill appearance, and it’s perfect for any teenage guy.

48. Messy Pompadour

Messy pompadours work regardless of what kind of hair you have and they are much more relaxed than their classic variations. They give you all the volume with all the casualness and fun!

49. Carefree/Messy Shag

Shags are quite messy/casual already, but this version makes it even wilder. The messy shag is great for anyone with curly or more textured hair. You may need to style it a little bit, but if it gets a bit messy, it will still look great!

50. Messy Ponytail

The messy ponytail is really similar to the man bun, but it’s still very unique. This is a really low-maintenance hairstyle that any teenage boy can pull off to look casual, carefree, and good!


So there you have it! 50 of the most popular hairstyles for teenage guys! Whether you have short hair or long hair, curly hair, or straight hair, you are sure to find the perfect hairstyle for you.

Try some of these hairstyles out and see which one is your favorite!

Simon Lewis

Leave a comment

Your email address will not be published. Required fields are marked *