20 Medium-Length Hairstyles for Boys

Are you looking to upgrade your hairstyle game? Medium-length hairstyles are the perfect mix of versatility and style.

Whether you’re going for something classic, edgy, or casual, there’s a look that suits every boy’s personality and vibe.

Here’s a guide to 20 fantastic medium-length hairstyles, along with tips to help you find the perfect match for your hair type and lifestyle.


Why Medium-Length Hairstyles Are a Great Choice

Medium-length hair gives you the best of both worlds—plenty of styling options without the hassle of maintaining super long locks. It’s also a great way to strike a balance between timeless looks and trendy vibes.

But before you dive into a new style, keep these things in mind:

  • Face shape: Certain styles suit different face shapes better.
  • Hair type: Straight, wavy, or curly—each has its own unique flair.
  • Lifestyle: Choose something practical if you’re active or sporty.

Let’s jump into the 20 styles that can take your look to the next level!


1. Textured Quiff

The textured quiff is a modern classic. It combines volume and definition, giving you a clean yet laid-back vibe. To achieve it, use a small amount of wax or pomade and style your hair upward with your fingers for that textured effect.


2. Side-Swept Fringe

This style is perfect if you want a simple yet polished look. The fringe is swept to one side, creating a soft, youthful vibe. It works especially well for boys with straight or slightly wavy hair.


3. Medium-Length Taper

The medium-length taper keeps things neat around the edges while allowing the top to shine. This versatile look can be dressed up or kept casual, making it great for school and formal events alike.


4. Layered Look

Layers are a fantastic way to add volume and movement to medium-length hair. This style works well for boys with thicker hair and looks amazing whether styled messy or sleek.


5. Shaggy Layers

For a more relaxed, 70s-inspired vibe, shaggy layers are the way to go. This style is all about effortless cool and pairs perfectly with wavy or curly hair textures.


6. Messy Bedhead

The messy bedhead look is for boys who want to look effortlessly stylish. It’s intentionally disheveled and pairs well with a casual wardrobe. Just use a little texturizing spray, and you’re good to go.


7. Undercut with Length on Top

This edgy style keeps the sides short while allowing the top to flow. It’s great for boys who want a sharp contrast between the top and sides.


8. Curtain Bangs

Curtain bangs are back, and they’re a perfect fit for medium-length hair. This split-middle style adds a retro yet modern touch to your overall look.


9. Slicked-Back Hair

For a sleek and polished look, slick your hair back with a bit of pomade or gel. It’s ideal for formal occasions or when you want to make a strong impression.


10. Comb-Over

The comb-over is a timeless style that’s simple yet sophisticated. It works great for straight hair and adds a touch of elegance to your overall appearance.


11. Neatly Trimmed Waves

If you’ve got natural waves, this style helps you tame them while keeping the texture intact. It’s polished enough for formal events yet relaxed enough for everyday wear.


12. Tousled Waves

Tousled waves are perfect for boys with wavy or curly hair. This style gives off a carefree, beachy vibe and requires minimal effort to maintain.


13. Beachy Layers

Channel your inner surfer with beachy layers. This relaxed style is all about movement and texture, making it perfect for boys who love a laid-back look.


14. Low-Man Bun

Growing your hair out? The low-man bun is a great option for keeping things stylish and practical. Just gather your hair at the nape of your neck and secure it with an elastic.


15. Half-Up, Half-Down

This hybrid style lets you enjoy the best of both worlds. Tie up the top half of your hair while leaving the rest loose—it’s a great look for casual outings or chill days.


16. Mohawk-Inspired Layers

Want something bold? Mohawk-inspired layers give you that edgy vibe without fully committing to the shaved sides. This style is perfect for adventurous boys.


17. Dyed Tips

Add some color to your look by dyeing just the tips of your hair. Whether it’s blue, red, or blonde, this style is a fun way to stand out.


18. Asymmetrical Cut

This modern, edgy look features uneven layers for a unique twist. It’s a bold choice that shows off your adventurous side.


19. Faux Hawk

The faux hawk is a playful and versatile style. Use a bit of gel to shape the top into a spiked or slightly messy look.


20. Disconnected Undercut

This dramatic style features a stark contrast between long top layers and shaved sides. It’s bold, trendy, and perfect for making a statement.


Tips for Styling and Maintenance

  • Tools: Invest in a good comb, blow dryer, and styling products like wax, pomade, or texturizing spray.
  • Health: Keep your hair healthy with regular trims and nourishing shampoo and conditioner.
  • Experiment: Don’t be afraid to try out different styles to see what suits you best.

Final Thoughts

Medium-length hairstyles are an amazing way to showcase your personality. Whether you prefer something polished, edgy, or laid-back, there’s a look on this list for everyone. Give one (or more!) of these styles a try and let your hair do the talking.

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