Finding the right hairstyle for medium-length hair can be tricky, especially when you’re wearing glasses.
The combination of glasses and hair length requires a balance of style and practicality.
If you’re looking for a polished look or something more relaxed, there are plenty of options.
In this guide, I’ll show you 22 medium-length hairstyles for men with glasses to help you find a style that suits your personality and enhances your appearance.
1. Stylish Textured Medium Length Cut
This textured medium-length cut offers a relaxed yet fashionable look that suits men with glasses. The wavy texture and tapered sides create a modern silhouette, while the glasses add an intellectual touch. It’s perfect for men who want a low-maintenance style with a touch of sophistication.
2. Wavy Medium Length Hairstyle With Thick Glasses
Wavy hair paired with bold, thick-framed glasses creates a striking look. The side part adds structure to the waves, making this hairstyle perfect for men who like a stylish, effortless vibe. It’s an ideal choice for a trendy yet easy-to-maintain look.
3. Casual Medium Length Shaggy Hairstyle With Glasses
This casual shaggy hairstyle works great for men with glasses who want a carefree, edgy look. The layers add volume and texture, while the round glasses complete the relaxed style. It’s a great way to blend fashion and comfort in one easy-to-manage look.
4. Clean Side-Parted Medium Cut With Square Glasses
This clean side-parted cut offers a sharp, polished look, especially when paired with square glasses. The side part adds structure to the hairstyle, while the glasses give the style an intellectual edge. Perfect for a professional yet stylish appearance.
5. Modern Pompadour with Medium Length Hair and Glasses
The modern pompadour with medium-length hair adds volume and sophistication, making it an ideal choice for men with glasses. The sleek rectangular glasses balance the volume on top, giving off a refined yet bold look that’s perfect for fashion-forward individuals.
6. Layered Medium Length Cut with Round Glasses
Layered cuts bring a dynamic, textured look, ideal for men who like versatility. The round glasses add a vintage touch, while the layers offer plenty of volume and movement. This style is perfect for a stylish, well-rounded appearance.
7. Textured Medium Length Crop with Aviator Glasses
The textured crop with aviator glasses offers a cool, trendy vibe. The natural texture of the hair gives it a fresh, effortless style, while the aviators add a sleek, confident edge. It’s an ideal choice for a fashion-conscious man who loves simplicity with flair.
8. Soft Curls with Medium Length Hair and Stylish Glasses
Medium-length curly hair paired with stylish glasses creates a balanced and attractive look. The natural curl adds volume and personality, while the sleek glasses complement the soft curls for an effortlessly cool style. It’s great for men who like to show off their curls with a fashionable twist.
9. Tousled Medium Length Hairstyle with Large Round Glasses
Tousled medium-length hair combined with large round glasses creates a quirky and creative look. The texture in the hair adds a carefree element, while the round glasses bring a vintage, intellectual charm. Perfect for men who like to experiment with their style.
10. Medium Length Slicked Back Hair with Black Glasses
A slicked-back medium-length hairstyle is a timeless choice, especially when paired with black glasses. The sleekness of the hair contrasts nicely with the boldness of the glasses, creating a refined, fashionable look. It’s a classic choice for a polished and professional appearance.
11. Messy Medium Length Cut with Round Black Glasses
A messy medium-length cut paired with round black glasses exudes a relaxed yet fashionable vibe. The messiness of the hair adds effortless style, while the round glasses provide a sharp, contemporary look. It’s perfect for men who want to combine comfort with trendy flair.
12. Medium Length Undercut with Glasses for a Bold Look
The medium-length undercut is a bold, modern choice for men with glasses. The contrast between the long top and shaved sides creates a sharp, edgy look, while the rectangular glasses add sophistication. It’s a perfect hairstyle for a daring yet refined appearance.
13. Curly Medium Length Hair with Wireframe Glasses
Curly medium-length hair paired with wireframe glasses creates a soft, approachable look. The volume of the curls brings character and energy, while the delicate glasses complement the style without overpowering it. Ideal for men who appreciate a natural, stylish aesthetic.
14. Classic Medium Length Slick Hairstyle with Glasses
The classic slicked medium-length hairstyle with glasses offers a timeless, sophisticated appearance. The side part and sleek texture are balanced with the subtle elegance of the glasses. It’s an ideal choice for men who want a sharp, polished look with minimal effort.
15. Messy Top with Medium Length Hair and Square Glasses
This messy top with medium-length hair and square glasses creates a stylish and energetic vibe. The top adds volume and texture, while the square glasses bring a modern, intellectual edge to the look. It’s perfect for men who enjoy a playful yet refined style.
16. Medium Length Hairstyle with Natural Waves and Glasses
This natural wave hairstyle, paired with thin-framed glasses, creates a relaxed yet stylish look. The waves give the hair texture and flow, while the glasses add a touch of sophistication. It’s a great style for men who want a casual yet chic vibe with minimal styling effort.
17. Medium Length Brushed Back Hair with Glasses
The brushed-back medium-length hairstyle creates a voluminous and clean look, while the glasses add a polished finish. This style is perfect for men who want a low-maintenance yet sophisticated appearance. It’s versatile enough for both casual and formal settings.
18. Casual Medium Length Hairstyle with Round Glasses
This casual medium-length hairstyle with round glasses is ideal for men seeking a relaxed, stylish appearance. The tousled hair adds effortless volume, while the round glasses create a thoughtful, artistic touch. It’s perfect for men who like a carefree, yet put-together look.
19. Classic Side-Parted Medium Length with Modern Glasses
The side-parted medium-length hairstyle gives a clean, structured look, while the angular glasses add a contemporary touch. This classic yet modern style is ideal for men who appreciate timeless elegance with a trendy twist. It’s perfect for both professional and casual settings.
20. Layered Medium Length Cut with Black Framed Glasses
A layered medium-length haircut paired with bold black-framed glasses brings a perfect balance of texture and structure. The layers give the hair volume, while the glasses provide a sharp edge. It’s ideal for men who want a versatile, stylish look for any occasion.
21. Medium Length Tousled Style with Retro Glasses
Tousled medium-length hair paired with retro glasses creates a creative, laid-back look. The tousling adds volume and texture, while the retro glasses give the hairstyle a unique edge. It’s a perfect style for men who love vintage charm with a modern twist.
22. Medium Length Slicked Pompadour with Glasses
The medium-length slicked pompadour offers a bold, refined look. The height on top contrasts beautifully with the sharpness of the glasses. This hairstyle is perfect for men who want to exude confidence and style, ideal for formal or semi-formal occasions.
Conclusion
Choosing the right medium-length hairstyle with glasses can transform your look. From sleek styles to relaxed, tousled textures, there’s a perfect hairstyle for every man. Don’t be afraid to experiment with different styles until you find one that complements both your glasses and face shape.
