20 Medium Length Hairstyles For Men to Try Now

Medium-length hairstyles strike the perfect balance between style and versatility, offering endless ways to express your personality. 

Whether you’re into sleek, polished looks or prefer something more laid-back and natural, these hairstyles provide the foundation for any vibe you want to create. 

They’re easy to manage and adapt to various occasions, making them a favorite choice for men. 

Today, I’ll show you 20 medium-length hairstyles for men to elevate your appearance to the next level.

1. Textured Layered Cut with Tapered Sides

1. Textured Layered Cut with Tapered Sides

A textured layered cut with tapered sides is the epitome of effortless cool. This hairstyle offers a balance between structure and movement, making it versatile for casual and formal settings. The tousled top adds a relaxed edge, while the tapered sides ensure a polished finish. Ideal for those who enjoy a fresh, modern look with low-maintenance styling options.

2. Classic Side Part with Volume

2. Classic Side Part with Volume

The classic side part with volume is a timeless choice for men seeking elegance. Perfectly styled with a touch of shine, it exudes professionalism and charm. This look is versatile, working seamlessly in business settings or evening events. With its defined structure and polished appeal, it’s a go-to hairstyle for those who value tradition and modernity in equal measure.

3. Messy Waves with Undercut

3. Messy Waves with Undercut

Messy waves with an undercut offer a dynamic mix of relaxed and edgy vibes. The natural waves add texture and movement, while the undercut brings sharpness and contrast. Perfect for adventurous spirits, this hairstyle radiates effortless cool. It’s a great choice for those who prefer a low-maintenance yet striking look that stands out in any casual or outdoor setting.

4. Medium Shag with Bangs

4. Medium Shag with Bangs

The medium shag with bangs is perfect for men who embrace individuality and style. This layered cut offers texture and volume, while the bangs frame the face, enhancing the overall look. It’s ideal for casual outings or creative environments where a unique, vintage-inspired appearance can truly shine.

5. Curtain Bangs with Subtle Layers

5. Curtain Bangs with Subtle Layers

Curtain bangs with subtle layers are a trendy choice for men looking for a sophisticated yet laid-back style. The middle-parted bangs add a touch of classic charm, while the soft layers bring movement and dimension. It’s a versatile option that pairs well with a variety of outfits, making it a great choice for both casual and formal settings.

6. Sleek Comb-Back with Taper Fade

6. Sleek Comb-Back with Taper Fade

The sleek comb-back with a taper fade is a refined hairstyle perfect for formal occasions. The smooth, glossy finish creates a sophisticated look, while the taper fade adds a modern edge. This hairstyle is ideal for men who want to make a powerful impression, blending timeless elegance with contemporary style.

7. Wavy Fringe with Soft Layers

7. Wavy Fringe with Soft Layers

The wavy fringe with soft layers is an excellent choice for a relaxed yet stylish look. The fringe offers a flattering frame for the face, while the layers bring out the natural texture of wavy hair. It’s perfect for casual outings and those who appreciate a laid-back aesthetic with a touch of refinement.

8. Natural Flow with Tapered Ends

8. Natural Flow with Tapered Ends

The natural flow with tapered ends offers a relaxed, effortless look. The tapered edges maintain a polished appearance, while the natural flow gives the hairstyle movement and charm. This style is versatile, ideal for both casual and semi-formal settings. It’s perfect for men who prefer minimal effort with maximum impact.

9. Medium-Length Quiff with Faded Sides

9. Medium-Length Quiff with Faded Sides

The medium-length quiff with faded sides is a bold and stylish choice. The voluminous quiff adds height and drama, while the faded sides keep the look sharp and balanced. This hairstyle is ideal for men who want to stand out with a confident, edgy appearance that works for both urban and casual vibes.

10. Medium Length Pompadour

10. Medium Length Pompadour

The medium-length pompadour is a timeless statement of elegance and confidence. Its voluminous top adds a dramatic flair, while the tapered sides balance the overall look. Perfect for formal events or professional settings, this hairstyle exudes sophistication and works well for men who prefer a sleek, well-groomed appearance.

11. Curly Mop Top with Undercut

11. Curly Mop Top with Undercut

The curly mop top with an undercut is a modern twist on a classic look. The voluminous curls create a playful and relaxed vibe, while the undercut adds definition and contrast. This hairstyle is perfect for men who want to embrace their natural texture while maintaining a sharp and stylish edge.

12. Medium Slick Back with Hard Part

12. Medium Slick Back with Hard Part

The medium slick back with a hard part is a classic and commanding hairstyle. The hard part enhances structure and symmetry, while the sleek back creates a smooth, polished finish. This look is ideal for formal occasions or upscale events, showcasing confidence and style with a professional edge.

13. Tousled Layers with Side-Swept Bangs

13. Tousled Layers with Side-Swept Bangs

Tousled layers with side-swept bangs are a go-to for a relaxed yet chic appearance. The soft layers add texture and volume, while the side-swept bangs create a flattering frame for the face. This hairstyle is ideal for men who prefer a natural, carefree look with a touch of charm and sophistication.

14. Feathered Layers with Center Part

14. Feathered Layers with Center Part

Feathered layers with a center part offer a laid-back yet stylish look for medium-length hair. The soft, flowing layers create a sense of movement and lightness, perfect for casual and semi-formal settings. This hairstyle is ideal for men seeking a classic yet contemporary appearance that’s easy to maintain.

15. Medium Textured Crop with Taper Fade

15. Medium Textured Crop with Taper Fade

The medium textured crop with a taper fade is a versatile and trendy choice. The textured top adds depth and dimension, while the taper fade keeps the look sharp and polished. Perfect for urban settings or creative environments, this hairstyle radiates confidence and modern flair.

16. Windswept Look with Layered Ends

16. Windswept Look with Layered Ends

The windswept look with layered ends captures a carefree, adventurous spirit. The tousled effect adds texture and movement, while the layered ends ensure a clean and stylish finish. This hairstyle is perfect for men who embrace a natural, outdoorsy vibe, blending ruggedness with modern appeal.

17. Medium Length Afro with Shape-Up

17. Medium Length Afro with Shape-Up

The medium-length afro with a shape-up is a striking choice for men who want to celebrate their natural curls. The shape-up adds sharpness and definition, while the afro showcases volume and texture. It’s a bold, confident look that pairs well with vibrant, creative environments.

18. Medium-Length Man Bun with Undercut

18. Medium-Length Man Bun with Undercut

The medium-length man bun with an undercut is a bold and practical style. The bun keeps hair neatly tied back, while the undercut adds sharpness and contrast. This look is perfect for active men who want a stylish yet functional hairstyle that works well in both casual and fitness-focused settings.

19. Surfer Hair with Sun-Kissed Highlights

19. Surfer Hair with Sun-Kissed Highlights

Surfer hair with sun-kissed highlights brings a laid-back, summer-ready aesthetic. The natural waves combined with the subtle highlights create a carefree, sun-drenched look. This style is perfect for men who want to embrace a relaxed, adventurous vibe, reminiscent of endless beach days and coastal adventures.

20. Medium-Length Faux Hawk

20. Medium-Length Faux Hawk

The medium-length faux hawk is an edgy yet versatile hairstyle that makes a bold statement. The textured spikes add volume and personality, while the tapered sides keep the look clean and polished. This style is perfect for men who want to express their individuality while maintaining a contemporary and adaptable look.

Conclusion

Medium-length hairstyles are an ideal choice for men seeking a balance of style and versatility. From professional looks to casual vibes, there’s a style to suit every occasion. These hairstyles are perfect for experimenting with different trends while staying effortlessly cool. Choose one of these 20 ideas to showcase your personality and enhance your overall look.

Matthew Scott
Matthew Scott

I’m Matthew Scott, the voice of GentsBold. Dedicated to modern men’s fashion, I share expert tips on hairstyles, outfits, and grooming essentials. From sleek looks to casual style advice, my goal is to help every man embrace confidence through fashion and bold style choices.

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