21 Hairstyles for Men with Glasses That Look Sharp

Choosing the right hairstyle when wearing glasses can be tricky, but with the right look, you can enhance both your hair and frames. 

Glasses don’t just have to complement your face; they can also make a bold statement. 

From sleek pompadours to messy textures, there are endless possibilities to pair with your glasses. 

In this article, I’ll show you 21 hairstyles for men with glasses that will help you look sharp and stylish no matter the occasion.

1. Modern Pompadour with Glasses

1. Modern Pompadour with Glasses

The modern pompadour, paired with sleek, angular glasses, creates a sharp, professional vibe. The voluminous top contrasts nicely with the tidy fade on the sides, providing balance and style. This combination is perfect for men who want a bold, sophisticated appearance while maintaining a modern edge.

2. Textured Crop with Oval Glasses

2. Textured Crop with Oval Glasses

The textured crop with messy layers enhances the natural texture of the hair, while the oval glasses add a quirky touch. This hairstyle is great for those who want to stand out while keeping it effortless and stylish. It’s a versatile option for casual or semi-casual looks, offering a modern and approachable appearance.

3. Buzz Cut with Square Glasses

3. Buzz Cut with Square Glasses

The buzz cut is the epitome of low-maintenance, offering a clean, masculine look. Pairing it with square glasses helps highlight the sharp angles of the face. This combination creates a no-nonsense style that is bold, strong, and effortlessly cool, making it ideal for men who want a straightforward, sharp appearance.

4. Side Part with Round Glasses

4. Side Part with Round Glasses

The side part adds a timeless elegance to the hairstyle, while round glasses soften the overall look. This combination is ideal for those aiming for a polished, intellectual style. The balance between neatness and softness makes it a versatile choice for both professional and casual settings.

5. Undercut with Cat-Eye Glasses

5. Undercut with Cat-Eye Glasses

The undercut brings a bold, edgy vibe, while the cat-eye glasses add a distinctive flair. This look is perfect for men who want a combination of modern style and vintage charm. It’s a fashion-forward choice that balances strength and sophistication, ideal for making a statement.

6. Long Wavy Hair with Metal Glasses

6. Long Wavy Hair with Metal Glasses

Long, wavy hair paired with metal glasses gives off a laid-back yet refined vibe. The natural texture of the hair flows effortlessly, while the glasses add a touch of sophistication. This hairstyle is perfect for those who want a relaxed, bohemian feel with a sharp, polished edge.

7. Slicked-Back Hair with Aviator Glasses

7. Slicked-Back Hair with Aviator Glasses

The slicked-back hairstyle exudes professionalism, while aviator glasses add a touch of classic cool. This combination creates a timeless, sharp look that’s perfect for men who want a sophisticated, confident appearance. Whether for work or social settings, this style makes a lasting impression.

8. Pompadour Fade with Square Glasses

8. Pompadour Fade with Square Glasses

The pompadour fade offers a bold, eye-catching look, while square glasses enhance the sharpness of the face. This style combines modern flair with classic masculinity, perfect for men looking to make a powerful yet stylish statement.

9. Crew Cut with Bold Rectangular Glasses

9. Crew Cut with Bold Rectangular Glasses

The crew cut is a timeless, no-fuss style, and when paired with bold rectangular glasses, it creates a sharp, professional look. This combination is perfect for men who want a clean, smart appearance that exudes confidence and sophistication without extra effort.

10. Quiff with Thin Wire Glasses

10. Quiff with Thin Wire Glasses

The quiff is all about volume and height, while thin wire-frame glasses add an element of sleek sophistication. This style is perfect for men who want a classic, polished appearance with a modern twist. It’s an ideal look for both casual and semi-formal occasions.

11. Tapered Fade with Round Glasses

11. Tapered Fade with Round Glasses

The tapered fade provides a sharp, defined look, while round glasses soften the features. This hairstyle is versatile and easy to maintain, offering a balanced yet stylish look that’s perfect for both casual and business settings.

12. High Fade with Rectangular Glasses

12. High Fade with Rectangular Glasses

The high fade offers a clean, bold contrast between the short sides and longer top. Paired with rectangular glasses, this style creates a sharp, urban look that is both fresh and modern. It’s perfect for men who want a contemporary, edgy appearance with a touch of sophistication.

13. Caesar Cut with Oval Glasses

13. Caesar Cut with Oval Glasses

The Caesar cut provides a sharp, angular look, while the oval glasses introduce a soft contrast. This hairstyle is great for men who want something low-maintenance yet stylish, offering a sophisticated appearance with a modern edge.

14. Ivy League Cut with Thin Glasses

14. Ivy League Cut with Thin Glasses

The Ivy League cut is clean, sharp, and classic, offering a timeless style that pairs well with thin glasses for a polished appearance. It’s the ideal choice for men looking to achieve a smart, sophisticated look with minimal effort.

15. Bro Flow with Retro Glasses

15. Bro Flow with Retro Glasses

The bro flow offers a relaxed, natural hairstyle, while the retro glasses add a nostalgic touch. This look is perfect for men who want to combine a laid-back style with a nod to the past, creating a cool, effortless appearance.

16. Faux Hawk with Aviator Glasses

16. Faux Hawk with Aviator Glasses

The faux hawk adds height and structure, while aviator glasses bring a bold, adventurous edge. This combination is ideal for men who want to stand out with a daring, youthful look. It’s perfect for those who enjoy experimenting with their style.

17. Messy Textured Hair with Square Glasses

17. Messy Textured Hair with Square Glasses

Messy, textured hair paired with square glasses offers a cool, casual style that’s perfect for a laid-back, everyday look. The contrast between the soft hair and sharp glasses adds dimension to the face, making it a versatile option for men who want to balance comfort with style.

18. Low Fade with Cat-Eye Glasses

18. Low Fade with Cat-Eye Glasses

The low fade is clean and sharp, with the longer top giving the style depth and dimension. Paired with cat-eye glasses, this look adds a distinctive flair. It’s perfect for men who want to make a bold yet fashionable statement while keeping the overall appearance sharp.

19. Long Straight Hair with Round Glasses

19. Long Straight Hair with Round Glasses

Long, straight hair paired with round glasses creates a balanced and refined look. The sleekness of the hair contrasts nicely with the softness of the glasses, offering a gentle yet stylish appearance. This hairstyle is perfect for men who want an easy-to-maintain yet polished look.

20. Curly High Top with Bold Glasses

20. Curly High Top with Bold Glasses

The curly high top is a bold and voluminous hairstyle that exudes confidence. Paired with thick-framed glasses, this look is striking and playful. It’s perfect for men who want to express their personality and create a fun, sharp, and fashionable style.

21. Short Spiky Hair with Rectangular Glasses

21. Short Spiky Hair with Rectangular Glasses

The spiky hairstyle adds an edgy, youthful vibe, while rectangular glasses enhance the structure of the face. This combination creates a bold and modern appearance that’s perfect for men who want to stand out with a dynamic, energetic look. It’s ideal for both casual and professional environments.

Conclusion

With the right hairstyle, glasses can become a defining feature of your look. Whether you prefer a sleek, polished cut or a more textured, carefree style, there’s a perfect hairstyle for every man with glasses. Experimenting with these 21 hairstyles will help you find a look that not only suits your personality but also complements your frames. 

Robert Kennedy
Robert Kennedy

I’m Robert Kennedy, the creator of BoldHairstyles. My mission is to bring you the best in hairstyles, haircuts, and vibrant hair colors for men and women. Whether you’re looking for the latest trends or timeless looks, I aim to inspire you with creative ideas to transform your style.

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