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30 Classy 1950s Hairstyles for Men to Try

Home » 30 Classy 1950s Hairstyles for Men to Try

April 16, 2025 By Lara Thompson

Last updated on April 17th, 2025 at 03:20 pm

Just a while back the thirties were back in style – now it’s the 50s! We’re not mad, these 1950s hairstyles for men are a bit more modern and with a bit more variety. So it’s nice that you can basically twist these hairdos however and they’ll still look both fresh and old school.

1. “The Dad” Widow’s Peak 1950s Hairstyles

The round glasses, the receding hairline, the stubble, the widow’s peak. Everything about this hairstyle says it’s a “dad” look! But it looks fresh.

The Dad Widow's Peak

Source

What to ask for: widow’s peak for receding hairline

2. Middle Part Slick Back with Pencil Mustache

The pencil mustache completes Don Amache’s look here. We love the middle part, and the slick back’s going to make many appearances on this list.

Middle Part Slick Back with Pencil Mustache

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What to ask for: simple slick back with middle part and pencil mustache

3. Side Part Slick Back 1950s Hairstyles

Since we’ve done the middle part, it’s time for the side part. Same style, but this time no mustache. You could definitely add one, though!

Side Part Slick Back

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What to ask for: simple slick back with side part

4. The Johnny Cash Pomp

The Pompadour had to make an appearance and who else to go with than Johnny Cash, of course. This simple pomp is extra stylish, not too much (like Elvis), and perfect for a 50s or even 60s party!

The Johnny Cash Pomp

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What to ask for: the Johnny Cash

5. Forward Swept Gelled Hair

Simple, efficient, using tons of hair gel or pomade. Not much to say about it other than it looks awesome and it’s very easy to maintain – if you like gel in your hair, that is!

Forward Swept Gelled Hair

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What to ask for: simple slick back with forward swept fringe

6. Peter O’Toole Wavy Hair

He’s had tons of cool hairstyles, but this one’s probably the dreamiest one from Peter O’Toole. It’s difficult to style however, has absolutely no gel in it, and you really need very fine hair to rock it.

Peter OToole Wavy Hair

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What to ask for: simple wavy haircut with a clean shave and no sideburns

7. Gary Cooper Widow’s Peak

Did you know Gary Cooper’s natural hair was actually very curly? It’s true! But he preferred to use lots of gel and slick it back, that’s how he got his signature widow’s peak look – like here.

Gary Cooper Widows Peak

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What to ask for: the Gary Cooper

8. Sophisticated 1950s Wavy Hairstyles

Arthur Goose looking sharp here in a shoot for Hugo Boss. The wavy side part was a classic 50s style that men wore casually.

Sophisticated 1950s Wavy Style

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What to ask for: medium length wavy side part, clean shave

9. Curly Top and Slicked Back Sides 1950s Hairstyles

Men with curly hair tended to favor hiding it back in the 1950s. However, gelling your sides and leaving your top a bit curly was considered a casual gentleman hairstyle. Try it on, see how it looks!

Curly Top and Slicked Back Sides

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What to ask for: curly medium top with short slicked back sides

10. Wavy Blonde Hair like Burt Lancaster

Simple, wavy – this is a beach hairstyle if I’ve ever seen one. Burt Lancaster is rocking the wavy blonde look here and we’re all for it. Sometimes, 1950s hairstyles really looked fresh despite their apparent simplicity.

Wavy Blonde Hair like Burt Lancaster

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What to ask for: the Burt Lancaster

11. Fine Hair Side Part

A hairdo for fine haired people, this style works wonders and adds a whole lot of authenticity to your whole 1950s look.

Fine Hair Side Part

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What to ask for: simple side part, no sideburns, short mustache

12. Thick Forward Swept Waves 1950s Hairstyles

The glasses make this look, but the hair is equally cool. A lot of people in the 1950s were going for slightly more rebellious dos, and we don’t blame them! They gave us this look.

Thick Forward Swept Waves

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What to ask for: medium length forward swept, side parted hairstyle

13. Blonde Widow’s Peak 1950s Hairstyles

Put on a sweater and try on this 1950s hairstyle, then go to the park and maybe do a photoshoot? I don’t know, it’s what I would do. It looks perfect for men 40-something years old.

Blonde Widows Peak

Source

What to ask for: simple slicked back widow’s peak

14. Curly Widow’s Peak with Pencil Mustache

When you get older, you’re going to have to add something to your look to make up for that receding hairline. David Niven did just that and put on a mustache to complement his whole thing.

Curly Widows Peak with Pencil Mustache

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What to ask for: basic rounded widow’s peak with long sides and pencil mustache

15. The Nerdy Bad Boy 1950s Hairstyles

The 50s was an age where you were shunned for being a bit different. So naturally, a lot of rebellious youth sported hairstyles that were not so conservative (like this one). We’re all for it!

The Nerdy Bad Boy Look

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What to ask for: wavy medium-long hair, trimmed along the edges to look neat

Take your wavy hair into the present with these cool trends!

16. The John Travolta Grease Look

Whatever happened to this greaser look? We don’t know. We just know that it looked… interesting. Let’s see you try to pull it off!

The John Travolta Grease Look

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What to ask for: John Travolta in Grease (basically medium length hair gelled back, with a short mullet, and a messy short fringe)

17. Neat Side Part for Fine Hair

This is a step down from number 15. Maybe the dude was forced to get a haircut by his boss? Either way, the side part really works, especially for such straight, fine hair like his.

Neat Side Part for Fine Hair

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What to ask for: simple side part for fine hair

18. Curly Gelled Hair

Despite the 1950s hairstyles shunning all types of curly hair, Ronald Colman combined the decade’s love for pomade with his natural curls resulting in this dashing style!

Curly Gelled Hair

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What to ask for: short curly cut and a mustache

19. Slicked Back Side Part 1950s Hairstyles

We love the touch of color in this photo. The hairstyle – we’ve all see it, but it doesn’t make it les representative for 1950s hairstyles.

Slicked Back Side Part

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What to ask for: basic side part, slicked back

20. Gelled Hard Part with Contour

The hard part wasn’t as popular in the 1950s as other styles on this list, but it’s still one of the defining looks of the sophisticated gentleman. So it couldn’t be missing from this list.

Gelled Hard Part with Contour

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What to ask for: hard part, simple contour around the ears (no fade)

21. Wavy Modern 1950s Hairstyles

This style takes on the 1950s style and ups it by just leaving the hair a bit longer, and the eard a bit more unkempt. Works well with a scarf.

Wavy Modern 50s Look

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What to ask for: 50s wavy hair but longer

22. The Very Young Marlon Brando

With Marlon Brando, it was all about style, less about hair. But this is one of his early hairstyles that looks so fresh, especially for the 1950 hairstyle scene.

The Very Young Marlon Brando

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What to ask for: a young Marlon Brando with wavy medium hair

23. Extra Gelled Slick Back

We know just from this list that Ronald Colman had very curly hair, so naturally this photo exists of him just combing it back with ridiculous amounts of pomade.

Extra Gelled Slick Back

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What to ask for: just make it shine (oh, and there’s also a pencil mustache there)

24. Simple Medium Slick Back 1950s Hairstyles

If you want something business that won’t draw too many looks, this is the way to go. Or it might draw lots of looks because nobody wears their hair like this anymore.

Source

What to ask for: simple medium business hairstyle

25. Vintage Slick Back 1950s Hairstyles

Honestly this is getting ridiculous. Who knew there could be so many ways to slick back your hair with a ton of pomade and still make it look different?

Vintage Slick Back

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What to ask for: at this point, if you don’t know, you haven’t been paying attention at all

26. Side Part with a Nice Sheen

I love how this haircut looks paired with the thick-rimmed glasses. It’s a basic side part, but there’s a sheen to it that suggests a different, more expensive pomade.

Side Part with a Nice Sheen

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What to ask for: simple side part (buy some good pomade for sheen)

For more modern side parts, we got you covered!

27. Messy Unkempt 1950s Hairstyles

When you’re talking 1950s hairstyles, this is the messiest it can get. The sides really look like a mess, but I personally approve of this style. My parents wouldn’t, however.

Messy Unkempt Hair

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What to ask for: a widow’s peak and then let it go a bit wild on its own

28. Henry Fonda’s Stylish Subtle Part

What I love about Fonda’s look here is that the part is not too hard, just enough to be seen but still subtle – somewhat like his acting style.

Henry Fonda Stylish Subtle Part

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What to ask for: the classic Henry Fonda

29. The Basic Short 1950s Hairstyles

There’s nothing more basic than James Garner’s look. That’s so people know you’re serious whenever you talk. Or so you just fade into the background – your choice!

The Basic Short Hair

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What to ask for: simple short haircut in the 1950s style

30. 1950s Cut for Receding Hairlines

Effective and great for receding hairlines – the white hair haircut of the 50s really hasn’t changed much. It just looks a bit more old-school now.

1950s Cut for Receding Hairlines

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What to ask for: a short cut that masks your receding hairline

Ready to Go Back?

We’ve put these hairstyles from the 1950s together – now it’s your turn to pick one of them. Once you do, let us know which one. And once you get it – maybe for a 1950s themed Halloween party – send us your best photo on our Pinterest! We might feature it.

Lara Thompson
Lara Thompson

Lara has been working with us since the website launched. She is an accomplished hairstylist with years of expertise giving her clients the style they dream of. Lara is working on her own cosmetics brand and has certifications from some of the greatest hairstyling schools in her wallet. She is committed to leading an active life and specializes in men’s hairstyles, haircare, and coloring.

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Filed Under: Classic Hairstyles, Hairstyles

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