There’s nothing quite like the gentleman haircut – you have to admit that. When it comes to style, sophistication, and going for a debonair look, you can’t go bad when you go classic gentleman haircut.
Short hair, no beard, simple fade, and eyes that could kill. The ingredients are right there. While you may add some variety, it’s best not to deviate too much, say go for the gentleman haircut with beard and you’re fine, but more than that is too extra.
Let’s get right to it now, presenting, the best hairstyles gentilshommes of the 21st century can go for!
1. Wavy Widow’s Peak – David Gandy
Listen, I quite like the no beard look so I’d apply it to this stylish fella right here. But other than that this is something men over 30 should go for and that most women would probably swoon over.
I mean, what’s not to like? The impeccable pinstripe suit, the open shirt. Is it just me or is it hot in here?
What to ask for: just cut the edges off, trim it a bit, pull it back and take care of the sideburns and the sides
2. The Side Part Medium Hairstyle – Chris Pine
The parted style looks like a million bucks any day of the week, combine it with heartthrob Chris Pine and you get something entirely new. That jawline!
Obligatory – no beard. This style might not work that well if you have a large head, so tone down the length but keep the haircut styled for optimal results.
What to ask for: a simple parted style, styled back, long sideburns, and a close shave
3. The Kit Harrington Medium Long Hair
While Jon Snow might know nothing, Kit definitely does know a thing or two about how to rock his long hairstyle even if his facial hair might sometimes need some work.
Try this medium shag if you venturing north beyond The Wall with your wildling friends.
What to ask for: if you’re having difficulties with just leaving your hair down, go to the barber and ask them to retouch your edges, maybe cut out a bit to make it less thick. Oh, no sideburns!
4. Grey Hair Shag with Grizzled Beard
One doesn’t need dark hair to rock a gentlemanly hairstyle. Go for that southern gentleman haircut look!
What to ask for: just trimmed a bit, nothing too fancy, wavy with a bit of a mullet
5. Long Hair and Very Short Beard
Long hair can be gentlemanly as this dapper dude right here proves. Just don’t go with full beard or a very thick beard, you’ll find that it gives you that homeless look that’s quite the opposite of style.
What to ask for: nothing here, just grow your hair and grow a beard
6. Classy Wavy Part with Fade and Cool Beard
I really love the high sideburns on this look. Couple that with a fade and we’re looking at something with +5 class and that anyone with the diamond or rectangular face shape can pull off!
What to ask for: hard part, fade, high sideburns, side sweep
7. Wavy Swept Back Hair
If you take the hairstyle we had at number one and remove the widow’s peak, you get this. A simple wavy slick back with pinstripe sideburns. A pretty cool men hairstyle with extra points if you’re wearing a suit!
What to ask for: just a simple slick back, trimmed around the edges
8. Basic Undercut with Fade
Undercuts are usually far from the classic look but this one can work as a modern gentleman haircut.
You can pair this undercut with a beard and it will still look good, but don’t go with the bushy beard until you’re sure it works.
What to ask for: simple undercut with fade
9. Simple Gentleman Haircut – Gabriel Macht
You can’t go for a more basic short haircut than this one! No need for tons of hair products, or worrying about what beard styles work. Just go for the classic and you won’t have a problem.
What to ask for: a regular haircut, slightly longer on top
10. Impeccable Swept Back Hair with Slight Part
The soft sheen of this side-swept hairstyle is what gives it that special look. And the subtle side part is just an extra layer of style!
What to ask for: a simple classy hairstyle, swept back with a subtle part
11. Spiky Medium Hair with Subtle Part
This looks nice and neat but it actually has a twist. You see those spikes really give you an edge that makes the hairstyle unique.
What to ask for: medium spikes with a subtle part
12. Long Hair, Long Beard, Trimmed
This beard and hairstyle combo can go super wrong, super fast unless you trim it constantly. But the result? Totally worth it, 100%.
What to ask for: just schedule a monthly barber’s appointment
13. Medium Swept Back Hair with Short Sides
It’s almost an undercut. Well, some would say it’s actually an undercut, one of the most famous haircuts for men this year.
We know only that it looks cool and I really dig the uniform length that goes from the deep part to the neckline, without turning into an actual beard.
What to ask for: hard part undercut, swept-back hair. That’s the tricky part with these hairstyles, you can find so many ways in which to describe them – so always bring a photo!
14. Short Quiff and Slight Part – Zack Effron
Planning to attend the Golden Globes gala? Well now, going for a quiff might just do the trick! The quiff, or coiff, is a staple of the gentlemanly presence and has been for decades.
What to ask for: basic quiff, slight part on the side, longer top
15. Forward Swept Hair with Short Sides – Channing Tatum
Slight spikes and van dyke goatee! The reviews are in and they say there’s no possible way you could go wrong with this hairstyle. Easy!
What to ask for: simple spikes, forward swept, a bit longer in the front
16. Swept Back Flowing Medium Hair with Slight Medium Part – Chris Hemsworth
The most famous of the Hemsworths sports a classic gentleman haircut in this photo – medium length golden locks with a messy middle part.
What to ask for: let your hair down and then ask for just a trim and a subtle part down the middle.
17. Very Short Sides High and Tight, No Beard
Almost an undercut but not quite, it’s too close-cut and too short for that. It’s perfect for people with rectangular or square-shaped faces.
What to ask for: high and tight with shaved sides
18. Forward Swept Wavy Hair, Part Quiff
This could be a quiff, but it’s mostly a shape up forward sweep for wavy hair, heavy on the pomade or hair gel, because otherwise it would go haywire.
What to ask for: basic haircut, longer top with a shape up and forward sweep
19. Stylish Part Side-Sweep – Joe Manganiello
Ah, the classic butler look! A simple part, not that much gel, simply combed to the right, with a salt and pepper beard that goes all over, but not too long.
What to ask for: basic side sweep with part, and a trim for the beard
20. Stylish Widow’s Peak – Gabriel Macht
For men with receding hairlines, this one proves you can nail the gentlemanly look and be stylish despite your diminishing head of hair – no offense.
What to ask for: medium length widow’s peak, sideburns cut short
21. High and Tight with High Fade and Beard – Aaron Taylor Johnson
The symmetrical look for wavy hair. Cut to perfection by, what we can only assume, is a very expensive hairstylist.
What to ask for: high and tight with neat beard
22. Wavy, Dreamy Quiff with Blonde Highlights and Fade
Now this would probably be the definition of quiff, were it not for the totally amazing blonde highlights that turn this hairstyle from something normal into something absolutely stunning!
What to ask for: short sides, quiff, neat beard, and blonde wavy highlights.
23. Stylish Parted Undercut with Fade and Short Beard – Sergio Ramos
Sergio Ramos doesn’t usually have a haircut that’s very gentlemanly, but this gentleman haircut goes for a more traditional look. We can even see the slight trace of a part on the right side of his head.
What to ask for: undercut, part, burst fade, and neat beard
24. Classic Slick Back
Hello gorgeous! This is probably the most classically handsome hairstyle we got to feature here. It’s just a medium length overgrown undercut, trimmed to look neat, and styled back with tons of pomade.
What to ask for: simple wavy slick-back with shorter sides
25. Medium Wavy Quiff with Forward Sweep
Love the length on this hairstyle! Just the wavy hair mixed with the slightly messy look and the reddish brown undertones – it’s perfect! I wish I had that hair.
What to ask for: just a simple trim, medium length, high top, long sideburns. Maybe ask your barber how to style it too.
26. Gelled Back Slight Widow’s Peak – Andy Garcia
You can’t go for a more gentlemanly haircut than that of Andy Garcia in the Godfather. What we have here is a Widow’s Peak hairstyle but not one for receding hairlines, it’s specifically cut so that it looks like a peak.
What to ask for: slicked back medium length widow’s peak like Andy Garcia in the Godfather
27. Slightly Highlighted Messy Slicked Back Hair
Simple, efficient – so efficient it can be worn at a wedding! Just look at this dapper dude with his bow tie and perfect jacket.
What to ask for: a few blonde highlights in your messy classic haircut, with a subtle part
28. Side Sweep with Long Sideburns
Another dapper dude at a wedding. How many wedding gentleman haircuts can we get in this article? Honestly, it’s probable that all the haircuts on this page would work.
What to ask for: a dapper side-swept haircut, medium-long hair, with long sideburns
29. Slight Quiff and Fade with Slight Widow’s Peak
We couldn’t leave without adding Tom Hiddleston, the ultimate gentleman, to this list of gentleman haircuts! This short quiff for receding hairlines is absolutely perfect! It’s only enhanced by the checkered shirt and pinstripe gangster suit.
What to ask for: short quiff with fade and a slight widow’s peak, tapered edges
30. Buzz Cut and Stylish Precision Cut Beard
The buzz cut is often too daring to be considered a gentleman’s haircut, but pair it with a beard and you’ve got something special! Men with beards will always look slightly more mature.
What to ask for: precision cut beard with buzz cut
Are You Ready?
We’re just as pumped as you are for trying these ridiculously stylish hairdos. Have you put your finger on your favorite yet? Just go wild with it – and don’t forget you can show off by sending a picture of your gentleman haircut to our Pinterest page! Who knows? Maybe you’ll get featured!
Andy has been passionate about men’s hairstyles from a very young. He afterward pursued a profession as a hair stylist, following in his family’s footsteps. He is now working in a reputable salon in his hometown and is about to start a second bachelor’s degree. Andy is very fond of writing, and what better way to do it than by combining it with his passion? In his free time, Andy enjoys playing football, reading, and catching up on some cult classics.
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