23 Hairstyles For Men With Glasses to Look Stylish

Finding the right hairstyle can elevate your look, especially when paired with glasses that suit your personality. 

From timeless classics to bold, modern trends, these styles complement all face shapes and glasses frames.

Whether you prefer a casual vibe or a polished appearance, there’s something for everyone here. 

Today, I’ll show you 23 hairstyles for men with glasses to look stylish and confident every day.

1. Modern Quiff With Tortoiseshell Glasses

1. Modern Quiff With Tortoiseshell Glasses

The modern quiff adds height and sophistication, making it a great choice for men with glasses. Paired with tortoiseshell frames, this hairstyle creates a smart, stylish look that transitions effortlessly from casual outings to formal meetings. The clean taper on the sides enhances the polished appeal.

2. Tousled Waves With Round Metal Frames

2. Tousled Waves With Round Metal Frames

Tousled waves paired with round metal glasses deliver a mix of effortless charm and retro flair. This style suits men with an adventurous yet laid-back personality. The natural movement in the hair contrasts beautifully with the structured frames, creating a balanced, versatile look.

3. Textured French Crop With Oversized Frames

3. Textured French Crop With Oversized Frames

A textured French crop keeps things modern and edgy, especially when paired with oversized frames. The short, neat layers on top contrast perfectly with bold glasses, giving a confident and fashionable vibe. Ideal for those who love sleek yet impactful styles.

4. Buzz Cut With Black Rectangular Glasses

4. Buzz Cut With Black Rectangular Glasses

A buzz cut is the ultimate low-maintenance hairstyle that pairs seamlessly with rectangular glasses. The clean lines of the cut highlight facial features, while the glasses add a professional and modern touch. A no-fuss style that’s effortlessly cool.

5. Long Side-Swept Bangs With Thin Wire Frames

5. Long Side Swept Bangs With Thin Wire Frames

Long side-swept bangs combined with wire-frame glasses create an elegant, intellectual vibe. This hairstyle is perfect for men who want a polished yet approachable appearance. It works well for both casual and professional settings, offering versatility and style.

6. Messy Pompadour With Transparent Glasses

6. Messy Pompadour With Transparent Glasses

The messy pompadour exudes effortless charm, especially when paired with transparent glasses for a modern aesthetic. The voluminous top balances the sleek sides, creating a stylish yet approachable look ideal for casual and semi-formal occasions.

7. Slicked-Back Hair With Gold Round Frames

7. Slicked Back Hair With Gold Round Frames

Slicked-back hair combined with gold round frames delivers a timeless, sophisticated look. The glossy finish adds refinement, making it a go-to choice for formal events or upscale outings. This style is perfect for making a lasting impression.

8. Undercut With Thick Black Glasses

8. Undercut With Thick Black Glasses

An undercut paired with thick black glasses screams confidence and creativity. The sharp contrast between the shaved sides and long top adds edge, while the bold frames complete the statement-making look. Ideal for men who love standing out.

9. Classic Side Part With Aviator Glasses

9. Classic Side Part With Aviator Glasses

A classic side part is a refined choice that pairs perfectly with aviator glasses. This combination exudes professionalism and timeless charm, making it suitable for work or formal occasions. The structured style ensures a polished and elegant appearance.

10. Curly Top Fade With Bold Square Frames

10. Curly Top Fade With Bold Square Frames

A curly top fade combined with bold square frames offers a playful yet stylish aesthetic. The height of the curls contrasts beautifully with the clean fade, while the glasses add a touch of personality. Perfect for those who enjoy contemporary looks.

11. Shaggy Layers With Retro Round Glasses

11. Shaggy Layers With Retro Round Glasses

Shaggy layers are ideal for a casual and relaxed style, especially when paired with retro round glasses. This combination offers a nostalgic charm with a modern twist, making it a great choice for everyday wear.

12. Faux Hawk With Rectangular Blue Glasses

12. Faux Hawk With Rectangular Blue Glasses

A faux hawk is a daring style that pairs well with rectangular blue glasses for a bold, modern vibe. The spiked top adds edge, while the colorful frames inject a fun, youthful energy, making this combination perfect for adventurous men.

13. Medium-Length Waves With Clear Frames

13. Medium Length Waves With Clear Frames

Medium-length waves offer a relaxed and natural look, while clear frames add a touch of subtle sophistication. This combination is perfect for men seeking effortless style with a modern, understated vibe.

14. High Fade With Round Gold Glasses

14. High Fade With Round Gold Glasses

A high fade is bold and contemporary, especially when paired with round gold glasses. The contrast between the sleek fade and voluminous top creates a sharp, stylish appearance that stands out in any setting.

15. Short Curls With Transparent Frames

15. Short Curls With Transparent Frames

Short curls paired with transparent frames create a fresh and trendy look. The neat styling of the curls keeps things sharp, while the minimalistic glasses add a contemporary flair. A great choice for casual and semi-formal occasions.

16. Crew Cut With Matte Black Glasses

16. Crew Cut With Matte Black Glasses

A crew cut is timeless and low-maintenance, perfect for pairing with matte black glasses. This combination gives off a polished and professional vibe, ideal for men who value simplicity and style.

17. Side-Swept Undercut With Bold Red Frames

17. Side Swept Undercut With Bold Red Frames

The side-swept undercut adds structure and elegance, while bold red frames provide a striking, creative touch. This pairing is ideal for men who want to exude confidence and individuality in their style.

18. Man Bun With Thin Black Wire Frames

18. Man Bun With Thin Black Wire Frames

The man bun paired with thin black wire frames is perfect for a modern, polished appearance. This combination radiates sophistication and practicality, making it a favorite for men who embrace a balanced, stylish lifestyle.

19. Short Spiky Hair With Geometric Glasses

19. Short Spiky Hair With Geometric Glasses

Short spiky hair is edgy and playful, while geometric glasses add a unique, modern twist. This pairing is perfect for trendsetters who love to experiment with bold, fashion-forward styles.

20. Shoulder-Length Hair With Vintage Square Frames

20. Shoulder Length Hair With Vintage Square Frames

Shoulder-length hair paired with vintage square frames delivers a mix of casual elegance and retro charm. This style is great for men who prefer a laid-back, stylish vibe that suits various occasions.

21. High Pompadour With Designer Glasses

21. High Pompadour With Designer Glasses

A high pompadour is all about bold, sophisticated style, especially when paired with designer glasses. The voluminous top adds drama, while the sleek frames complete the polished, high-end look. Ideal for formal events or upscale gatherings.

22. Wavy Curtain Bangs With Round Transparent Frames

22. Wavy Curtain Bangs With Round Transparent Frames

Wavy curtain bangs paired with round transparent glasses create a fashionable yet approachable look. The symmetry of the bangs complements the frames, making this a perfect choice for a relaxed and modern style.

23. Disconnected Undercut With Bold Gold Glasses

23. Disconnected Undercut With Bold Gold Glasses

The disconnected undercut offers a daring and modern aesthetic, while bold gold glasses add a luxurious touch. This combination is ideal for men looking to make a confident style statement, whether for casual or formal occasions.

Conclusion

The right hairstyle paired with glasses can completely transform your style. From sleek cuts to daring designs, there’s a look for every preference and personality. Experiment with different combinations to find what makes you feel most confident and stylish.

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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