The last couple of years has been full to the brim with trends such as the man bun, the top knot, man braids, and perfectly shaved undercuts. However, there are still a few old classic men’s hairstyles that just transcend decades and style standards.
That’s why we’ve compiled a selection of the best and most handsome classic hairstyles for men that are sure to make the wearer look perfect. Scroll to the bottom and find the one that inspires you most!
1. Dirty Blonde Classic Mens Hairstyles
We begin with a sweet side part, a little windswept and thoroughly good-looking style. It’s what all of us think about when we hear the idea of an old classic haircut. Here’s a tip – use some extra gel or hair wax on your comb to get that watery look.
2. The Brad Pitt Classic American Haircut for Men
There are a lot of Hollywood celebrities who love classic men’s hairstyles and Brad is only the first one on our list. This classic cut with a side part perfectly mirrors his prominent and chiseled jaw, bringing him one step closer to perfection.
3. Salt and Pepper Classis Men’s Hairstyles
Whoever said that men age like wine was completely right. They might have also said they age like fine Italian prosciutto because salt and pepper can look perfect on them. Don’t be afraid and embrace that changing hair color!
4. The David Beckham Quiff Classic Haircut
When he was younger, Becks was famous for his soccer skills and for trying out every single haircut known to man and beast. Nowadays, he has settled for classic hairstyles for men – and they look so good on him!
5. Frat House Classic Men’s Hairstyles
There are Ivy League haircuts, Harvard haircuts, boarding school haircuts, which we will also cover in this article, by the way, and then there are frat house hairstyles. You can do them in style as well, without losing an ounce of dignity while chugging that beer.
6. The Henry Cavill Wavy Classic Haircut
Superman himself could not have missed this list. Henry Cavill is a classically handsome man who benefits from this type of haircut. He has wavy hair which he loves to wear in a well-trimmed comb-over.
7. The Zac Efron Old Classic Haircut
Isn’t it wonderful when you get to see such a teen in what is clearly a manly haircut? This dapper take on the classic men’s hairstyles brings out Zac Efron’s baby blue eyes as well as his beautiful, angular face.
8. Messy Pompadour Classic Men’s Hairstyles
If you’re in love with pompadours, you’re also in luck. You can combine them with classic hairstyles for a stunning result. Slick back the hair for formal occasions or let it fall where it may for a messy do.
9. The Matt Bomer Classic Haircut from 1950s
Matt Bomer is, without a shred of a doubt, a true style icon. The good news is that you can now copy his classic men’s hairstyles ideas if you want to. His gorgeous dark wavy locks need just a touch of hairspray to look this good!
10. The Leonardo DiCaprio Classic Man Haircut
Leo transformed from the teenage heartthrob we saw in ‘Titanic’ and ‘Romeo + Juliet’ to the elegant and handsome man he is today. Evidently, his classic men’s hairstyles have played a huge part in that transformation.
11. The Pierce Brosnan Old Classic Haircut
The man who played James Bond had to be high-class and sophisticated. And we all know Pierce Brosnan is all that. He wears his hair in a demure pompadour, slicked back and with just a bit of wax in it for added support.
12. The Jake Gyllenhaal
When it comes to classic men’s hairstyles, Jake Gyllenhaal came over to the classy side as well. He left behind his more youthful years when he used to wear spikes and opted for a windswept comb-over and a full-on, thick beard.
13. The Ryan Reynolds Classic Regular Haircut
When you’re married to beauty queen Blake Lively, you do everything in your power to keep up, right? Apparently, this is what Ryan Reynolds thought when he adopted his classic men’s hairstyles for a dashing and debonair look.
14. The Jamie Dornan Classic Haircut
Who better to advocate classic men’s hairstyles than Christian Grey himself? Whether you are a fan of the books or not, you still have to admit that Jamie Dornan is a very handsome guy who knows a thing or two about seducing the ladies.
15. Fiery Classic Men’s Hairstyles
One thing we encourage you to do as part of your routine into adopting a classic hairstyle is to go all-natural. Even if that means white hair or keeping your original hair color.
16. Hipster Classic Men’s Hairstyles
In case you ever wondered what Harry Potter would look like with a hipster hairstyle and tattoos, this is your answer. We especially like the hair color – which is a light tan blonde – and also the classic waves.
17. Sandy Blonde Classic Men’s Hairstyles
And speaking of blonde hair, if you have been blessed with this natural hair color, why not use it to your advantage? Ahead of hair and a full-on beard in this beautiful shade will work wonders for your appearance.
18. High School Classic Men’s Hairstyles
Classic haircuts are so popular and versatile they even have a version for teenage boys that will not age them at all. Instead, they will look cool and dapper, especially if they learn how to style and accessorize it properly.
19. The George Clooney Old Classic American Hairstyle for Men
Is there anyone in Hollywood who embodies the idea of a classically stylish and handsome man better than George Clooney? If you agree with us, then he should become your hairstyle inspiration. Add a little Clooney to your daily life!
20. The Hugh Grant Classic Hairstyle
British actor and 90s heartbreaker Hugh Grant has a different take on classic men’s hairstyles. The haircut that made him famous was a medium-sized one that was very wavy and with quite a lot of volume. He wore it slicked back over his head.
21. The Chris Evans Classic Haircut for Men
Captain America himself is another famous classic figure who needed a hairstyle to match. Actor Chris Evans obliged and turned to a nice, little Ivy League cut with a side part and a comb-over, complete with a nicely trimmed beard.
22. The Dan Stevens British Classic Haircut
If Dan Stevens was handsome enough to play a Disney prince, you can trust him for some styling advice. In real life, the actor likes keeping his natural chestnut hair parted to one side in wavy, textured layers.
23. The Ryan Gosling Classic Men Haircut
The world fell in love with Ryan Gosling in ‘The Notebook.’ Since then, Mr. Gosling has turned to classic men’s hairstyles as well, becoming one of the most adored actors in Hollywood and a true style icon.
24. Boarding School Classic Men’s Hairstyles
If you love the British boarding schoolboy look, one way to achieve it from a styling point of view is by turning to classic men’s hairstyles. Discuss the option with your stylist and take into account the shape of your face and the color of your hair.
25. Minimalist Classic Men’s Hairstyles from 1950s
A mid-sized pompadour can easily turn into what we call classic hairstyles if you know how to style it correctly. The undercut here is very important as it will give you that clean and elegant look you need to pull this off.
26. Curly Classic Hairstyles
This, in technical terms, would be another take on the Hugh Grant type of classic men’s hairstyles, only a lot slicker and more modern. You will need a lot of good quality hair care products if you want to pull off this look.
27. Side Part Classic Hairstyles for Men
The most basic type of classic haircut is this one. All you need to do is get a medium-sized cut, part your hair to one side, and use a wide comb to go through it. Add some hair wax to keep it all in place and you’ve got the hairstyle of your dreams! You can also cut in a high fade as a modern touch.
28. The Tom Hardy Classic Messy Haircut
If there’s one thing that Tom Hardy loves when it comes to hair, that’s gel. His take on classic men’s hairstyles is a slightly messier version of what we’ve seen so far, all bathed in a lot of hair gel.
29. Wavy Classic Men’s Hairstyles
If you have a thick head of hair, one way of embracing it would be by growing it out to a medium length and then wearing it in handsome and classic waves. You can use some hairspray for this, as it will keep them in place and out of your eyes.
30. Classic Men’s Hairstyles with a Comb-Over
How would you look if you just returned from a ride in your convertible with the top down? This is what this hairstyle is all about. You need to look all devil may care, handsome, and windswept as you run your fingers through your hair.
31. The Channing Tatum Classic Men Haircut
Channing Tatum cannot let go of his spiky hairstyles even when he’s wearing classic hairstyles. We love it because he mixes the old and the new in this boyish yet handsome look we cannot wait but copy.
32. The Don Draper Old Classic Men Haircut from 1950s
Even though we know perfectly well it’s actor John Hamm, we still cannot help but see Don Draper when we look at him. He was absolutely exemplary in embodying that 50s classic picture-perfect man.
33. The Harvard Hard Part Classic Hairstyle
Although Harvard is a hard part in itself because it’s an Ivy League College, that’s not what we’re talking about. Ask your stylist to give you a hard part using the razor and then an Ivy League haircut. Then you’ll have a Harvard hard part. Make it more modern by also adding a skin fade.
34. Beach Side Classic Hairstyles for Men
A lazy day at the beach doesn’t mean you can skimp on the way you look. However, that’s the beauty of a classic men cut. You can style it very easily with just a little bit of hair wax and make it look like you just came back from the barber.
35. The Orlando Bloom British Classic Men Cut
How can a pirate in a bowtie look good, you ask? With a classic hairstyle that fits all hair types, of course! He usually wears his naturally curly hair in a jaw-length cut. But on the red carpet, he goes for a slicker appearance that looks towel-dried but is actually achieved with a lot of hair products.
36. The Clark Gable American Classic 1950s Haircut
Here is a timeless example of classic hairstyles for men. Clark Gable set the trend with his raven-colored 30s finger waves and pencil mustache as Rhett Butler in ‘Gone with the Wind.’ He became a style icon for the ages.
37. The Prince William Classic Cut
Having to obey a rather strict dress and style code, Prince William of Great Britain evidently is a great fan of classic men’s hairstyles. He is naturally blonde and used to wear his hair in wavy comb-overs.
38. The Chris Hemsworth Classic Haircut
He has had many hairstyles over the years, including extensions ‘Thor’, a man bun, and a top knot. But we love him best when he decides to go for classic men’s hairstyles, as they go perfectly with his rugged good looks.
39. The Benedict Cumberbatch Classic Haircut
Even though he is not considered to be traditionally handsome, actor Benedict Cumberbatch is one of the most physically appreciated men in the world and has even gone so far as to win the title of the sexiest man. Copy his look now – go for a slicked-back look!
40. The Tom Hiddleston Classic Cut
You cannot possibly talk about British classic men’s hairstyles and not mention Tom Hiddleston. Hearts swoon all over the place when he walks in. With rumored girlfriends such as Jessica Chastain and Taylor Swift, Hiddles knows where it’s at!
41. Messy Classic Men’s Hairstyles
One misconception about classic hairstyles for men is that they always have to be perfect. That might have been the case in the past but not anymore! Bring these haircuts to our modern times and make them yours!
Messy hair is trending again. Ride the trends with one of these cool messy looks this year!
42. Rugged Classic Men’s Hairstyles
Another stereotype about a classic haircut or style is that you always have to look pristine. In fact, you can look as rugged or messy as you want. What matters is the attitude of elegance and confidence that you exude.
43. Fingers Waves and Curly Classic Haircut
Classic men’s hairstyles are versatile enough to allow you to even combine two haircuts and still get the desired effect. This is a traditional cut that combines 20s and 30s finger waves with naturally curly hair.
44. The John Krasinski Classic American Hairstyle
Even though the world fell in love with him as the goofy and giggly Jim Halpert on the massive hit TV series ‘The Office,’ John Krasinski is actually a dapper and elegant man in real life. In other words, he knows all about classic men’s hairstyles and is the best one to pick to bring out his thick hair.
45. The Eddie Redmayne British Classic Haircut
We have all learned by now that Redmayne is an absolute chameleon when it comes to both acting and his looks. The best part? He looks good in everything. Just look how dapper and fierce he looks in his three-piece suit and side part!
46. The Eric Bana Classic Cut
Few men in Hollywood can do elegance and manly grace better than actor Eric Bana. His ruggedness doesn’t chip away one bit at his sense of style. He wears his naturally curly hair short and perfectly waxed and styled.
47. The Luke Evans Classic Hairstyle
The world took notice of Luke Evans in his roles in ‘Dracula Untold’ and ‘The Hobbit.’ But it wasn’t until his portrayal as Gaston in ‘Beauty and the Beast’ that we really fell in love with his sense of fashion and style. Luke Evans is truly one to watch in years to come!
48. The Tom Selleck American Classic Cut
Whether you know and love him as Magnum P.I or as Monica’s biggest heartbreak, Richard, on ‘Friends,’ Tom Selleck is truly an advocate of classic men’s hairstyles. Do you know what he’s even more famous for than his hair? You’ve guessed it! His mustache.
49. The Dapper Gentleman Classic Mens Hairstyles
A good classic hairstyle has to be paired with the right clothes and accessories so that it can give you the look you want. Our advice here is that you invest in a few high-quality suits, the proper accessories – such as sunglasses, watches, and jewelry – and pair them well together.
50. The Matthew Goode Classic Haircut
It just seems that Britain is filled with classically handsome actors, doesn’t it? Matthew Goode is definitely one of them, especially with hair like that. He usually wears his dark chocolate brown hair highlights in simple wind-swept waves across his head.
This is our selection of the best and most handsome classic mens hairstyles. From Hollywood A-listers to Ivy League haircuts, we gathered all the ideas you need to inspire you to change your style and go for a classy look! What do you think? Tell us in the comment section below!
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