40 Fresh Medium Length Hairstyles for Men to Sport in 2023

Last updated on November 29th, 2023 at 10:23 pm

Medium length hairstyles for men come with a lot of options, you can choose to wear your hair messy or neat, classic or modern, worn up or down. It may seem that short hair requires low maintenance but that’s not always the case. A perfect cut with tapered sides can vary in length between barber visits. Each inch that you grow, changes the shape of the haircut entirely while that same growth on longer hair is just more length, depending on how you look at it. Some of these cuts also have fades or tapers, which look awesome growing out, only that it requires regular barber visits to maintain.

1. Medium Length Curly Hairstyle for Men

Medium hairstyles for men work amazingly for all types of hair, especially curly. A low fade on both sides turns what would be a classic cut into a fro hawk. Elegant and stylish, you can wear this on any occasion.

2. Slicked Back Medium Length

With lots of lengths, this cut is the best in tousled texture. Not very long on top cut and requires a fade to look smooth. For more pretentious workplaces, this cut is suitable for professional daily use while this is your look afterward.

3. Man Bun with Braids

A common misconception about men’s hairstyles is that if they are feminine, they are unsuitable. Obviously, with this hairstyle represented by a man bun and top braids, some men can look quite unusually attractive with it.

4. Medium Length with Comb Over

5. Hard Part Medium Length Pompadour

This gravity-defying style always looks awesome. It takes hair straight up with curved edges, setting it apart from a flat-top hairstyle. The hard part extends the hairline and low skin fade softens the contour.

6. Textured Side Part

This is the excellent version of the longer, higher, textured hairstyle that is gaining popularity among men. The looser look is easier to achieve and style but it still has plenty of polish.

7. Buzzed Sides and Top Knot

If you wish to look very masculine and tough, consider this haircut to be definitely the one for you. This style combines a ponytail, buzzed sides, and a medium beard as well, which all contribute to your classy and edgy look.

8.  Asymmetrical Low Fade Haircut 

This hairstyle can turn thin-haired men into looking like they have a fuller head of hair. With a low fade cut, concentrate all of the volumes on top, which you can further improve by styling it upwards.

9.  Medium Bangs with Subtle Undercut

Medium bangs and fringes with undercuts have been quite a popular combination these past years. All the attention focuses on the top of the head, where you can best highlight your charming features.

10.  Natural Curly Hairstyle

Now, this is another cool length for men to try. At the middle of the nape and almost down to your shoulders, natural curls will make you look mature and attractive.

11. Long Sweep Back Hairstyle

The long sweep-back hairstyle is exactly what the title says, hair swept back. This medium-length version has plenty of height at the top and a hint of messy and tousled texture for a loose and freestyle.

12. Natural Medium-Length Curls

Moisturizing gel right after the shower will help to maintain this hairstyle. Any man looking for cute hairstyles for naturally curly hair must try this haircut at least once.

13. Disconnect Hairstyle

Shaved sides give you a cool contrast to the long fringe on top. This disconnect hairstyle looks great with or without tattoos.

14. Spiked-Up Waves

This hairstyle is designed to imitate the motion of a wave when hitting the shore, creating a cool yet charming appearance. To personalize it, you can dye your hair white, just like the foam of the sea. Show that cool vibe through this haircut.

15. Brushed Forward Hair

This hairstyle is exactly the opposite of brushing your hair back to obtain a neat look. In this case, brushing your hair forwards allows for creating a messy cool, and tousled look.

16. Undercut and Slick Back Hairstyle

The easiest and trendiest way to wear a medium length hairstyle for men is this disconnect cut. There is a considerable difference between long hair and short, all you need to do is style this hair straight back. Stay sleek and elegant with this hairstyle.

17. Curly Top Mid-Length Hairstyle

When you have natural and extremely curly hair, it’s best for some men to keep it out of the way by cutting the sides and back close to the skin so that the majority of the curls rest at the top, giving balance to the style.

18. Blow Back Medium Hairstyle

This blowback hairstyle is represented mostly by how you look. Hair is tousled back from the face but it’s a wild style with some loose texture. Adjust the look by running your fingers through your hair using a bit of product.

19. Side Comb Over

Give your hair a cool appearance by focusing the volume at the center and then combing it to the side. Thin out the sides of your head, then you can get a neat, professional look by styling it with small waves. The formality of this style is on point! This Asian men’s hairstyle will do the job.

20. Messy Hairstyle

Longer men’s hair requires cuts as much as shorter hair, only not as often. The occasional adjustments will shape the hair, cut out the weight, and helps with styling. This cut creates a fresh and wild look along with the light-dyed tips. You have more options with your wavy hair.

21.  Messy Dreadlocks 

What your dreadlocks mean to you is understandable. This messy dreadlocks hairstyle is what can be your partner in the crime of being awesome and out of this world.

22. Blown Back Haircut

No matter your age, medium length hairstyles for men fringe combined with a blown-back hairstyle can make any man look quite exquisite. Add a fiery color to your style and you will definitely grab all the attention. This sleek look will certainly add more appeal to your appearance.

23. Mop Top Hairstyle

The original medium length hairstyle trend comes from 1960s music like the Beatles, Stones, and Doors. This mop top hairstyle features a fringe and is grown out to cover the ears and back of the neck. This classic style is still a top choice for rockers.

24. Long Spiky Texture Hair

Medium length hairstyles for men work well with spiky textures and small beards. At this length, the spikes are not able to stand straight up easily but they look great with volume and styling off to one side.

25. Quiff Haircut

This quiff hairstyle is right for men with square facial features. The sides are buzzed while the top is left medium and styled with messy spikes in order to achieve the illusion of having more length.

26. The Textured Crop

The medium-length textured crop is a popular men’s haircut that is usually messy. This longer version has enough messy fringe to cover the forehead. An undercut fade keeps the sides short and neat.

27.  Pompadour Mohawk Haircut

This particular and mesmerizing hairstyle combines the elements of pompadour (with its wavelike style) and the Mohawk, creating the perfect blend that is worth fashion magazines.

28.  Longer Thick Hair Blown Dry

The most underused styling tool for men isn’t a hair product but a blow dryer. It is easy to use and it takes just a few minutes to achieve a high-volume style that has more staying strength than with the product alone.

29. Tousled Side Part Hairstyle

Another different way to wear the side part hairstyle with medium-length hair is the look below. This particular one has a different take on volume with messy height on both sides of the part. An imperfect part adds to the casual style of this look.

30. Short Crop Haircut

If your hair is thin and red, cut it short into this very simple hairstyle. This look can go great with a medium-length beard and it can make you look clean and simple. Add a smile to complement this style.

31. Tousled Mousy Hair

Some men like to create the just rolled-out-of-bed look with elegance. With this stylish hairstyle that consists of bedhead locks, you just may get the nonchalant look you’re searching for.

32. Side Fringe Hair

Hairstyles with bangs are perfect for many face shapes and especially for men with wide or round cheeks. This angled fringe breaks up a round face and looks trendy. The mid fade is also ideal for this shape because it doesn’t add any additional width.

33. Tidal Wave Comb Over Haircut

With this hairstyle, you can make a wave-like stunning effect with your fringe that will make you look young and dapper while wearing it, too. Use light hair products to give flow to the waves.

34. No Part Hairstyle

The slicked-back hairstyle keeps evolving and this is one of the newest versions. Hair is arranged with matte volume wax and you can leave one piece to fall over the forehead in a curled fringe.

35. Cool Under-Hawk

Have fun with that length on top by styling it into a braided ponytail. This awesome under-hawk combines an undercut and the Mohawk haircut in a fresh way with lots of uniqueness.

36. Taper Hairstyle

A great way that hairstyles for men are getting better is the fades. The taper is also known for cutting the hair shorter as you move toward the neckline but it doesn’t go anywhere near the skin. Styling products are recommended to keep them in place.

37. Textured Crop with Heavy Fringe

This is an excellent choice for soft curly-haired gents. This crop is heavy on the fringe with length and weight around the sides and back. Texture paste is preferred to enhance waves and add more texture.

38. Side Part Low Maintenance Men’s Medium Hairstyle

Medium length hairstyles for men can be shorter or longer, as well you can add volume. This style has all the height of a pompadour but in a comb-over. The tousled side also sets this on a different level from the more preppy side part hairstyles. This is a sleek style for your medium hair.

39. Cool Waved Pompadour

Another version of the classic pompadour is expressed by this hairstyle with a long length on the top that adds small waves in addition to height. Use strong styling products to make your hair stand out.

40.  Classic Slicked Back Hairstyle

For men with fine hair, which is frequently hard to arrange, those high-volume styles become even tougher to achieve. Instead, consider this ultra-slick look with a side part and defined comb trails.

Conclusion

One of the biggest dilemmas a man can find himself lost in once or twice in his life is about the length of his gorgeous crown. It’s either long or short. That seems to be the most common dilemma. Well, with this list above, full of the multitudes of medium length hairstyles for men that come between long and short hair, there is no way you can pick just one and stick to it. However, if you do want a radical change in your look, here’s a list of Caesar haircuts that are just as bold and make a statement.