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50 Sexy Messy Hairstyles for Men Popular in 2023

Home » 50 Sexy Messy Hairstyles for Men Popular in 2023

February 12, 2023 By Mia Cross Leave a Comment

Messy hairstyles for men are all about being easy, quick, and fashionable. Many people wrongly believe that a messy haircut equals a bedhead or an ‘I woke up like this look’ when, in reality, it equates to a wonderful alternative to hair styled in the traditional way. Not to mention that when you go for a messy do, your possibilities are endless, as you are about to see in this article.

1. Short Messy Hairstyle

The easiest way in which you can approach this haircut is short and messy, of course. You’ll be amazed at how simple it is to style it. Just take a bit of hair wax between your fingers and apply it liberally to your locks.

Short Messy Hairstyle
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2. The Chris Evans Hairstyle

Evan tough when he plays Captain America his hair is perfect and reminiscent of the 1940s, in real life actor Chris Evans prefers a rather messier hairstyle. He likes to slick back his hair in a casual fashion with a little bit of hair wax.

The Chris Evans Hairstyle
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3. The Harry Styles Hair

Former One Direction member Harry Styles has had many hairstyles throughout his career. But it’s probably fair to say that all of them can be qualified for men. They are all artistic and carefree, just like the singer himself.

The Harry Styles Hair
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4. The David Beckham Hairstyle

Even when he wears hairstyles for men, David Beckham still looks perfect. It’s not his fault. He just knows how to wear a haircut. He has had about a million different ones, which truly makes him a styling god. A perfect gentlemanly look. Showcase your messy hair with the complement of your trimmed facial hair.

The David Beckham Hairstyle
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5. Kit Harrington’s Hairstyle

Here’s a perfect example of how you can sport a messy haircut if you have curly hair, brought to us by none other than Kit Harrington. Jon Snow, King in the North, wears the same haircut in real life as he does on the show.

Kit Harrington Hairstyle
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6. High and Tight Hairstyle

The high and tight haircut works perfectly with a messy top, especially if you go for a medium haircut. Ask your stylist to give you a layered hairstyle so that it seems you have a lot more volume.

High and Tight Hairstyle
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7. The Messy Caesar Hair

The Caesar haircut was named thusly because it seems as though this is the hairstyle the great emperor of Rome is wearing in most of the statues that depict him. Even though typically it is styled using gel, you can try the messy version as well.

The Messy Caesar Hair
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8. Layered Hairstyle

One of the ways in which you can ensure that loveable messiness any good modern haircut needs to have is by getting some layers. They look unruly and artistic, exactly what hairstyle should be.

Layered Hairstyle
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9. Medium Hairstyle

Even though you can sport with short hair as well, as we’ve demonstrated above, the best length for it is still medium to long. It helps settle your layers or curls into place if you have them.

Medium Hairstyle
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10. The Zayn Malik Hairstyle

Even though all the One Direction boys had messy teenage haircuts and loved to experiment a bit, it was Zayn who stole everyone’s hearts with the famous ‘strand’ incident. Once, while on the red carpet, a single strand of hair fell from his slicked-back hair onto his forehead and all of Twitter melted into madness. Look good like the famous male celebrities today.

The Zayn Malik Hairstyle
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11. The Leonardo DiCaprio Hairstyle

But before Zayn Malik, there was Leonardo DiCaprio as the King of all messy bed heads and unruly hair strands, which means we need to give credit where credit is due. He is definitely the original 90s heartthrob, especially with movies like Titanic and Romeo + Juliet.

The Leonardo DiCaprio Hairstyle
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12. The Johnny Depp Haircut

Still, one cannot mention 90s heartthrobs and hairstyles for men and leave out Johnny Depp. The brunette and slightly edgier version of DiCaprio, Depp was always a bad boy, both on the big screen and in real life. And his hair said just that.

The Johnny Depp Haircut
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13. Layered Hairstyle with Beard

If you’re going for a more rugged look, you can always pair your messy hairdo with an almighty beard. Here’s a tip, though. Invest in some good quality beard oil because you are surely going to need it.

Layered Hairstyle with Beard
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14. Daniel Radcliffe Hairstyle

His famous book counterpart is described as having a tangle of jet-black hair that was always messy no matter how much he combed it. Daniel Radcliffe was the perfect embodiment of that in the movies and life.

Daniel Radcliffe Hairstyle
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15. Blonde Spikes Hairstyle

Do you remember those blonde spikes we all used to wear in the 2000s? Now they’re back in an updated version, which is a lot messier but a lot cooler at the same time. It’s the perfect hairstyle for the summer.

Blonde Spikes Hairstyle
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16. The Jon Kortajarena Haircut

Unanimously recognized as one of the most handsome and successful male models of all time, Jon Kortajarena might know a thing or two about fashion and styling. He’s very partial to this rich chocolate side parted messy haircut which highlights his out-of-the-ordinary features.

The Jon Kortajarena Haircut
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17. 80s Grimy Hairstyle

There was no way we could have compiled a list of hairstyles for men and not included a throwback pic to the amazing age of Glam Rock. Here’s Jon Bon Jovi and his mane of curly frizzy hair that was the epitome of style back then.

80s Grimy Hairstyle
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18. The Finn Wolfhard Hair

By contrast, here is what passes by messy today in the person of fresh-faced actor Finn Wolfhard. He sports the typical and, almost obligatory, medium teenage haircut that all boys his age must go through.

The Finn Wolfhard Hair
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19. Long Curly Hairstyle

You can even try a messy vibe if you have long hair. If you’re lucky enough to have naturally curly or wavy hair, then all you need to do is add a bit of salt water to define them. If not, you can always use your hair curler for some beach waves.

Long Curly Hairstyle
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20. The Andrew Garfield Hair

The second Spiderman out of three we’ve had in the past few years loves a good messy hairstyle as well. It complements his boyish good looks and makes him look even younger than he already is.

The Andrew Garfield Hair
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21. The Robert Downey Jr. Style

As far as different hairstyles for men go, this one should actually be called Tony Stark because Robert Downey Jr. has borrowed his character’s haircut in real life as well. It’s no secret that the two have fused a bit over the years, but people seem to enjoy it nevertheless.

The Robert Downey Jr. Style
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22. Milo Ventimiglia Hairstyle

Do you remember back in the 2000s when you used to root for Rory and Jess to get together on Gilmore Girls? Or, at least your girlfriend did. Now Milo Ventimiglia is 40 years old, and stars in This Is Us.

Milo Ventimiglia Hairstyle
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23. The Alexander Skarsgard Haircut

Alexander is just one of the many, many overly talented Skarsgard boys. His plethora of acting brothers includes Gustaf whom you may know from a little show called Vikings and Bill who played Pennywise the clown in It.

The Alexander Skarsgard Haircut
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24. Orlando Bloom Hairstyle

Here’s a fun fact. Orlando Bloom actually has very curly hair in real life. However, he became famous as a blonde elf with long, sleek, and straight hair in The Lord of the Rings. He even stated that some people don’t recognize him without the wig on.

Orlando Bloom Hairstyle
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25. Fauxhawk Hairstyle

Another contemporary hairstyle that you can try, and which falls under the category of messy haircuts is the fauxhawks. It has become the go-to solution to replace the 70s and 80s original mohawk which included shaved sides and spikes.

Fauxhawk Hairstyle
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26. Unconventional Hairstyle

If you want to spice things up a little bit, what better way to do it than with an unconventional color? This is red wine, a shade belonging to the red family. Nontraditional colors are all the rage right now, so you’ll be right on trend.

Unconventional Hairstyle
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27. The Bradley Cooper Haircut

Even though he is more known for his signature hairstyle which is a medium, slicked-back hairdo with a lot of hair gel in it, Bradley Cooper has been known to keep it casual and messy from time to time.

The Bradley Cooper Haircut
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28. The Justin Bieber Hair

As soon as he matured a little bit and wasn’t a baby-faced teenager any longer, Justin Bieber started to sport contemporary hairstyles for men as well. He opted for platinum or bottle blondes.

The Justin Bieber Hair
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29. The Brad Pitt Haircut

Another heartthrob of the 90s whom we can thank for pioneering the messy hairdo trend is none other than Brad Pitt. He coined the asymmetrical and choppy haircut, really stressing his gorgeous blonde locks.

The Brad Pitt Haircut
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30. Elijah Wood Hairstyle

He might have had hobbit-like curls in The Lord of the Rings, but in real life, Elijah Wood was just like any other teenager who lived in the early 2000s. He loved his hair messy and spiky with an edgy beard that went with it.

Elijah Wood Hairstyle
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31. The Nick Carter Haircut

Speaking of teenagers, here’s Nick Carter and his take on the messy hairstyles for men back in the 1990s. Backstreet Boys was just beginning then, and he was on a huge wave of superstardom. By the way. Did you know you can still catch Backstreet Boys in Vegas?

The Nick Carter Haircut
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32. The Robert Pattinson Hairstyle

Whether you’re a fan of the Twilight series or not, you must admit that Robert Pattinson is a seriously handsome guy. Therefore, when it comes to messy hairstyles for men, we believe his style is definitely one you should copy.

The Robert Pattinson Hairstyle
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33. The Chris Hemsworth Hair

Thor himself, Chris Hemsworth, is a huge fan of messy hairstyles for men. Whether he has long, medium, or short hair, he never wears it very slick, but rather in a messy and unruly way. He’s not mistaken because he is one of the most handsome men in the world.

The Chris Hemsworth Hair
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34. The Tom Hardy Haircut

Speaking of the most handsome men in the world, how could we have gone through a list of hairstyles for men without even mentioning Tom Hardy? His bad boy persona is clearly expressed through his tattoos, bushy beard, unique sense of style, and messy hair.

The Tom Hardy Haircut
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35. The John Krasinski Hairstyle

Although a classically handsome man, John Krasinski has always retained his boyish charm with a devilishly cute smile and a messy head of hair. To quote his boss Jo from The Office, he is a ‘tall drink of sun tea.’ Check out more men’s hairstyles for oval faces.

The John Krasinski Hairstyle
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36. Tom Welling’s Hairstyle

We’ve spent quite a fair amount of time with heartthrobs from the 90s and 2000s in this article thanks to our messy hairstyles for men topic. Therefore, it would only be fair to also mention Tom Welling as well, small screen’s Superman and his head of messy spikes.

Tom Welling Hairstyle
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37. The Jonathan Rhys Meyers Hairstyle

If there ever was an embodiment of the rocker persona in an actor, Jonathan Rhys Meyers is it. His androgynous and outstandingly handsome face is perfectly complemented by a short and spiky hairstyle which does not steal the spotlight from his facial features.

The Jonathan Rhys Meyers Hairstyle
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38. The Tom Hiddleston Haircut

Even though he typically presents himself as the classic British gentleman who could be both James Bond and Prince Charming at the same time and has the hair to prove it, Tom Hiddleston kicks back sometimes with unruly hair when he’s not working.

The Tom Hiddleston Haircut
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39. The Jude Law Hairstyle

It’s a commonly known fact by now that actor Jude Law has a receding hairline and he does not try to hide it one bit. Therefore, a messy hairstyle actually helps him with that situation, as it will help you.

The Jude Law Hairstyle
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40. Ben Barnes Hairstyle

Volumized is the keyword you need to remember here if you want to copy Ben Barnes’ hairstyle. Therefore, you will need to use your hairdryer and some mousse to get it to stand up like that.

Ben Barnes Hairstyle
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41. The Jared Leto Hair

Here’s a true style icon who has gone through more changes and stages of reinventing himself than we care to count. Jared Leto had a real moment back in the day when he used to put his hair up like this and really believe in hairstyles for men.

The Jared Leto Hair
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42. The Adam Levine Hairstyle

Another singer on our list of hairstyles for men is none other than Adam Levine. He couldn’t resist the lure of unkempt spikes either and decided to go for this boyish haircut which elongates his face and highlights his cheekbones.

The Adam Levine Hairstyle
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43. The Dan Stevens Haircut

Actor Dan Stevens has come a long way since his dapper roles in Downton Abbey and Summer in February. He now plays much more contemporary characters who allow him to channel and look like himself.

The Dan Stevens Haircut
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44. The Jeremy Renner Undercut

Everyone’s favorite bow and arrow-wielding Avenger, Jeremy Renner is a bit of a goofball in real life, as proven by his hairstyle. He sports an undercut with a short and messy top that has lots of choppy layers to it.

The Jeremy Renner Undercut
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45. The Dane Dehaan Hair

With roles in movies such as Kill Your Darlings and Tulip Fever under his belt, actor Dane Dehaan has established himself as a leading man in Hollywood. Plus, with that haircut and blonde hair he looks a bit like Leonardo DiCaprio, don’t you think?

The Dane Dehaan Hair
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46. Tom Holland Hairstyle

We’ve already seen one Spiderman, now let’s take a look at the newest actor to play the iconic character. We’re talking about Tom Holland, of course, who also crowns his fresh yet handsome teen face with a messy but gorgeous haircut.

Tom Holland Hairstyle
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47. The Eddie Redmayne Hairstyle

From one young brit to the next. Eddie Redmayne has the aura of a supermodel about him and he knows it. The actor has actually modeled for Burberry throughout his career thanks to his chiseled good looks.

The Eddie Redmayne Hairstyle
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48. The Rupert Grint Haircut

Ginger messy hairstyles for men have never looked better than they do on actor Rupert Grint, none other than Ron Weasley himself. He typically wears a medium, layered and choppy hairstyle complete with long bangs.

The Rupert Grint Haircut
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49. The Jake Gyllenhaal Hairstyle

Young Jake Gyllenhaal is definitely a style inspiration for us all. You can copy his awesome haircut by using a handful of mousse to tousle your hair around. If you need some extra support, use hairspray.

The Jake Gyllenhaal Hairstyle
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50. Mads Mikkelsen Hairstyle

Mads Mikkelsen is the face you know and loves from movies such as Casino Royale, Doctor Strange, or Star Wars Rogue One. And now you will love him even more for this awesome messy haircut.

Mads Mikkelsen Hairstyle
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Conclusion

Messy hairstyles for men have functional merits that are seemingly endless. It’s just so easy to maintain and wear such a haircut that it’s a wonder why more men don’t wear it.

However, just like we’ve proven with the plethora of Hollywood stars who wear them, messy hairstyles for men are also very stylish and fashionable. Which one was your favorite? Let us know in the comment box down below!

Mia Cross
Mia Cross

Mia is our junior copywriter and professional hair stylist. She is now working as a hairdresser in West Hollywood and dreams of opening her own salon. Mia is an Economics graduate who has found her true career path by developing a natural passion for men hairstyles and experimenting with vibrant colors. In her free time, Mia chooses to bond with her pets and share her work experience with our readers.

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