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25 Amazing 1920s Hairstyles for Men That Are Super Easy To Do

Younger boys from the 1920s used to wear short haircuts. Short in the back and in the front with or without bangs. Nothing special. However, some 1920’s hairstyles are very interesting to look at and can give you a good idea of what you want to get done.

1920s Men’s Hairstyles

Whether you are looking for an everyday hairstyle or getting ready for a masquerade, take a look at the below creative 1920s hairstyles for men.

1. Side-Swept Waves with a Fedora

men's 1920s hairstyle with hat
Ruta Production/Shutterstock.com

In the 1920s, men’s hairstyles often featured a very dapper-looking hat. You can pull off the look by picking out your favorite fedora and topping off your short haircut with it. Tip it back just a little so we can still see some of your wavy hair.

2. Center-Parted Short Hair

men's 1920s middle part hairstyle
iStock.com/LightFieldStudios

Looking for an easy way to give your current short haircut the 1920s vibe? Part it in the middle, then smooth down the sides with mousse or gel. To prevent a nerdy look, skip the bow tie!

3. Deep Side Part with Swept-Back Waves

1920s hairstyle for older men
True Touch Lifestyle/Shutterstock.com

Older men with a little more length up top can look handsomely vintage in a 1920s hairstyle by combing in a heavy side part. Use a little product to smooth those waves down. 

4. Pompadour

classic 1920s hairstyle for men
iStock.com/GSPictures

If you have thick hair, you need to do it justice with a handsome 1920s hairstyle! The pompadour has been a classic men’s hairstyle since even the late 1890s. It will take a lot of product and time to get the look, but the result is worth it!

5. Wavy Quiff with Short Sides 

men's 1920s hairstyle with glasses
iStock.com/Deagreez

To bring your 1920s haircut into the 21st century, you can add a hard part. Not only will this update the look, but it will also nicely flatter your face shape and make hair easier to style in the mornings. 

6. Smooth Side-Swept Curls

men's 1920s hairstyle
iStock.com/SensorSpot

Do you have thin short hair with a little bit of curl or wave? Then this short vintage hairdo that features hair combed mostly to one side is definitely for you! The amount of product you’ll need to smooth hair down varies depending on your hair’s stubbornness, but the final look will be nothing but dapper!

7. The Executive

1920s hairstyle for men
iStock.com/George Marks

The Executive haircut is a 1920s style that was often seen on men who went into the office daily. A center or slightly off-center part separates thick wavy hair that is combed back. Avoid using too much product so your hair doesn’t look plastered to your head.

8. High comb over

Thick Wavy Hair Combed Back in 1920s Comb Over

A simple comb over was considered stylish in the 1920s. Men would ask their barbers to leave the hair long enough on top to comb it backwards. The sleek look was achieved by pomade or brilliantine. A great style for a night out.

9. Low comb over

mens hairstyles for men

In the 1920s, comb overs were often used by men, who wanted to hide the receding hairline. So, it was a classic choice for older men. A low comb over looked natural and was quite easy to style. Some pomade was required to keep the hair in place.

10. Sleek and chic

Sleek Slicked Thick Hair 1920s Comb Over for Men

This 20s hairstyle requires thick hair and a lot of hair gel. It was often used for going out. You would rarely see such a hairstyle on an office worker or a serious businessman. Today, though, this haircut can fit a man of any profession.

11. Neat side part

mens haircuts you like all time

This neat hairstyle would have been considered very fashionable in the 1920s. Minimum hair cosmetics and a natural part would keep some heads turning at a retro high school dance. So, why not give it a try?

12. Lateral comb over

Short Sides Textured Lateral Comb Over for Men

This type of a comb-over is a modern interpretation of the classic 1920s men’s hairstyle. The hair on the sides is cut very short, while a textured mane is swept sideways. Altogether this makes a great modern look.

13. Undercut

best Men's Hairstyles from 1920s

Men’s Undercuts were popular in the 1920s. They were worn by sailors and some military men. Usually, the top part was kept quite short, but there were comb over variations as well. The hair was clipped short on the sides, with a sharp break instead of a modern fade.

14. Sleek side-swept waves

hairstyles for men 1920s

Sleek side swept waves are created by making a lateral comb over. Then the hair is curled into neat waves by using a comb and hair gel. All Clark Gable fans considered this hairstyle a must-do. It will look fantastic on a modern man as well.

15. Classy 1920s Businessman Hairstyle

Classic Taper Fade Comb Over 1920s Businessman Style

The businessmen in the 1920s didn’t go for complicated movie star hairstyles and limited themselves to simple taper fades with slight comb overs. This style is easy to manage and doesn’t require too much maintenance. It can become a great idea for any man.

16. Slick Side Part

Sleek Gelled Side Part 1920s Hairstyle for Men

Making a side part was a must for stylish men. Keeping the wild hair subdued by pomade was not easy, but men were ready to do it. This easy to do hairstyle is great for any occasion since the hair looks very neat.

17. Taper fade

cool haircut for men

Taper fades were rather popular in the 1920s and can be considered a classic men’s haircut of the 20th century. The sides are kept short, while the top part is left long enough for styling. If you want to keep to the classics, it is imperative not to do any side shaving. Otherwise, the style becomes modern.

18. Modern variations

Modern Bold 1920s Taper Fade Variation with Gel

This hairstyle would have found its niche in the 1920s. It is a bolder variation of the 1920’s taper fade, which men wore on a regular basis. Some hair gel is required to keep the hair in place. Don’t forget to brush it backwards.

19. Comb over with a voluminous beard

Comb Over with Voluminous Beard 1920s Mens Style

Full beards were actually rare in the 1920s, when most men went clean-shaven or wore thin mustaches. Only bohemian society went farther to grow outrageous unkempt beards. Such a beard would make you look more like a rebel, so make your choice.

20. Another classical style

Classic Taper Fade with Side-Swept Top for Men

This 1920’s hairstyle was considered classical back then and is still widely used. A taper fade with a side-swept top looks great on men with all face and hair types. The hairstyle is all-purpose. If you want it to look vintage, add more hair gel.

21. Natural

Natural 1920s Mens Hairstyle Without Products

While hair products, such as pomade and brilliantine, were quite popular in the 1920s, the natural hairstyles were still used quite often. Men who didn’t want to spend too much time caring for their hair chose simple hairstyles that required no maintenance.

22. Creative pompadours

Small Pompadour Short Hair with Classic Side Part

Small pompadours are a great choice for men with short hair and no wish to spend much time on it. This stylish look is easily achieved by some hair gel and a round brush. Don’t forget the classical side part.

23. Short and neat

Short Neat Brushed Side Part Hairstyle for Men

This short hairstyle looks great with no hair cosmetics. At first, the side part is created. Then both sides are carefully brushed to get a natural look. While no hair gel is needed, regular brushing is a must to keep the style neat.

24. Short Waves with a Near-Center Part

Short waves styled away from a near-center part

This hairstyle is great for men with wavy or curly hair. After a slightly off-center part is created, the hair is smoothed by hair gel. The natural wave is allowed to stay and even to curl up at the ends. Another amazing 1920s hairstyle is ready!

25. Classic slicked waves

1920s men hairstyle with slicked back waves
@dandyprofessor

In the 1920s, men favored sharp, well-groomed styles polished with pomade for a sleek finish. Take a look at this photo. The hair is neatly cut and styled with deep, structured waves, combed straight back off the forehead without a part for a clean, timeless look.

Now you have plenty of 1920s inspiration to bring to your barber. Pick the style that suits you best and give it your own modern twist.