20 Hairstyles for Men with Glasses That Turn Heads

20 Hairstyles for Men with Glasses That Turn Heads
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Your hairstyle is more than just another part of your look—it’s a statement. When paired with the right glasses, the combination can elevate your style, boost your confidence, and reflect your personality in ways you might not expect. Glasses have a way of framing your face, so choosing a hairstyle that complements them isn’t just about following trends—it’s about putting your best self forward. Whether you’re someone who leans toward classic, polished looks or you prefer a bold, modern vibe, finding that balance can be a game-changer.
This guide is here to help you discover exactly what works for you. With 20 hairstyle suggestions on deck, you’ll find options to suit every face shape, frame type, and personal preference. From sleek, professional cuts to relaxed and textured styles, this list ensures there’s something to match your aesthetic and daily routine. Whether you’re heading to work, tackling a special occasion, or just enjoying everyday life, these hairstyles can transform your glasses from a necessity into a fashion statement. Let’s see how you can turn heads with the right mix of frames and fantastic hair.

Classic Side Part for Timeless Elegance 

Classic Side Part Hairstyle

A side part is the quintessential gentleman’s hairstyle, and it pairs beautifully with glasses. This look features neatly combed hair, with one side combed over to a defined part. It’s a great choice if you have rectangular or square glasses, as the sharp lines mirror the angles of your frames. 

To style, use a light hold pomade or wax. Comb your hair to the side, emphasizing the part for definition and structure. This style works well for medium-length hair and is especially appealing if you have a professional or polished wardrobe. Its clean and sophisticated vibe complements both casual and formal settings with ease.

Textured Crop for a Modern Edge 

Textured Crop Hairstyle

The textured crop is all about texture and a slightly messy, edgy vibe. It’s short on the sides and back, with a bit more length on top that’s tousled for a carefree touch. This cut pairs wonderfully with round or oval glasses, balancing soft curves with sharper details.

To achieve this look, use a matte finish styling clay or powder to create texture and volume. Run your fingers through the top to break up the layers and add movement. This low-maintenance style is perfect for anyone seeking a trendy yet easy-to-manage haircut.

Buzz Cut for Minimalist Sophistication 

Buzz Cut Hairstyle

The buzz cut is a bold and completely fuss-free option that highlights your frames like no other hairstyle. By keeping your hair super short, your glasses become the centerpiece of your look. Minimalism works best here, so be sure to pick frames that make a statement. 

This cut works for all face shapes and is easily maintained with a pair of clippers. For an extra touch, consider incorporating a subtle fade on the sides to add dimension. The clean lines of a buzz cut are an easy match for both casual wear and sleek, tailored outfits.

Quiff for Volume and Charm 

Quiff Hairstyle

The quiff is a voluminous, brushed-up hairstyle that brings an element of charisma to your look. It’s a wonderful option if you wear rectangular or browline glasses, as the height of the quiff creates balance and symmetry. 

To style, apply a volumizing mousse to damp hair and blow-dry it upwards while shaping the top with a brush. Use a strong-hold pomade for long-lasting structure. Whether you’re heading to a client meeting or enjoying a night out, the quiff delivers a confident and stylish impression.

Messy Fringe for a Relaxed Look 

Messy Fringe Hairstyle

A messy fringe gives off a casual, effortless vibe that works especially well with oval or round glasses. This cut typically leaves your hair a bit longer and lets the fringe fall gently across your forehead, offering a soft contrast to hard-edged frames.

You’ll want a lightweight texturizing product to create this look. Use your fingers to work the product through your hair, shaping it naturally. The fringe can be sleek or scruffy, depending on how you feel. It’s versatile and works best for those who appreciate a laid-back style with personality.

Undercut Fade for Contrast and Drama 

Undercut Fade Hairstyle

The undercut fade brings a sharper element to your overall style, particularly when paired with bold frames. It combines a high contrast between shaved sides and longer volume on top, making it a popular choice for rectangular or geometric-shaped glasses. 

This look requires regular maintenance to keep the fade fresh, but the payoff is well worth it. Use a high-hold pomade to slick back the length on top or style it loosely for more movement. It’s perfect for anyone who loves a bold statement.

Curtain Bangs for Retro Flair

Curtain Bangs Hairstyle

This 90s-inspired look has made a comeback and is surprisingly versatile. Curtain bangs feature a center part with longer strands that frame your face, pairing beautifully with thin wire-frame glasses. The soft lines of this style balance oversized or circular frames exceptionally well. 

Styling curtain bangs works best with medium to longer hair. Use a round brush to blow-dry the bangs outwards, creating a subtle curve that flatters your face. This is a standout choice if you’re after something trendy and expressive.

Slicked-Back Look for Refined Style 

Slicked-Back Hairstyle

The slicked-back style is polished, confident, and undeniably sleek. It’s particularly effective for men with square or structured glasses, as both share sharp, defined shapes. 

To achieve this look, use a strong-hold pomade or gel and comb your hair straight back while it’s damp. This cut works well with medium-length hair and is a favorite for anyone seeking a neat and professional appearance.

Wavy Medium Length for Natural Charm 

Wavy Medium Length Hairstyle

If you’ve got naturally wavy hair, why not show it off? Medium-length waves add softness and texture and look great with any type of glasses. Especially flattering for round or oval faces, this style feels upscale while still being approachable. 

To style, use a curl-enhancing cream to define the waves, letting them fall naturally. The relaxed yet refined vibe makes this an incredible option for both everyday life and special occasions.

High Fade with Curls for Dynamic Movement 

High Fade with Curls Hairstyle

The high fade with curls combines the tightness of a fade with the texture of curls, creating a dynamic, eye-catching hairstyle. This look complements circular or geometric glasses beautifully, offering a balance of shapes. 

Apply a curl cream or mousse to damp hair and scrunch it upwards to amplify your natural curls. The fade ensures a crisp look while drawing attention to the curls on top. It’s perfect if you’re looking to showcase natural textures with minimalist upkeep.

The Pompadour with a Modern Twist 

Pompadour with Modern Twist

The pompadour never goes out of style, but the modern version gives it a fresh, edgy vibe. This look combines volume on top with faded or tapered sides to create a sharp contrast that enhances your glasses. It’s particularly striking with rectangular or geometric frames.

To style, work a volumizing mousse through damp hair, then blow-dry while using a round brush to lift the roots. Shape the top with a high-hold pomade or wax for structure. The polished height of the pompadour gives you a confident edge that looks great in formal or casual settings.

Low Taper Fade with a Faux Hawk 

Low Taper Fade with Faux Hawk

For those who want subtle drama, the faux hawk paired with a low taper fade is an excellent choice. This style creates a gradient effect on the sides while leaving more length on top, styled upward into a slight peak. It complements round or oval glasses by balancing soft and sharp elements. 

Use a styling gel or mousse for the faux hawk portion. Simply work the product through your hair, pushing it upward for texture and volume. The fade keeps the look structured without being overwhelming, making it a versatile option for every occasion.

Hard Part with Defined Edges 

Hard Part with Defined Edges

A hard part adds a bold, clean line to your hairstyle, perfect for rectangular or square glasses. It’s a sophisticated yet straightforward style that leaves the longer section of your hair looking sharp and intentional.

Ask your barber to shave a defined line on one side of your parting. Use a pomade to keep the longer portion polished and in place. This look is professional enough for the office but easily transitions into evening wear.

Short Spiky Texture for Effortless Cool 

Short Spiky Texture

Spiky hair has re-emerged as a fashion statement, especially with a modern, textured twist. For men with glasses, the short spiky style adds energy and dimension to their overall appearance. It pairs well with almost any frame shape, from aviators to classic square designs.

Achieve this look with a lightweight styling gel or clay. Use your fingers to tease the hair upward in uneven sections for a playful, dynamic finish. It’s a fantastic low-maintenance yet trendy style that’s ideal for everyday wear.

Shaggy Layers for an Undone Look 

Shaggy Layers for Undone Look

Shaggy layers give you a deliberately unpolished, laid-back vibe. This casual style works wonderfully for men who wear oversized or round glasses, as the layers soften your face and blend seamlessly with your frames.

To maintain the look, ask for medium-length layers with soft edges. Use a leave-in conditioner and lightweight mousse for a hint of definition. Air-dry your hair or use a blow dryer with a diffuser for a naturally tousled effect. It’s a carefree, approachable style that feels authentic and relaxed.

Skin Fade with a Comb Over 

Skin Fade with Comb Over

This combination of a skin fade and comb-over radiates modern sophistication. The fade transitions smoothly from a clean shave at the base to longer hair on top, which is neatly combed to one side. This style works best with rectangular or browline glasses, as it emphasizes balanced proportions.

Start by using a mousse or gel to sweep your hair into the comb-over shape. A fine-tooth comb is ideal for creating that smooth, polished finish. The result? A versatile look that can take you from work to weekend effortlessly.

Disconnected Undercut for Boldness 

Disconnected Undercut for Boldness

The disconnected undercut creates a striking visual contrast between the short sides and longer, loose top. This style is ideal for men with square or angular glasses, as it emphasizes bold lines and strong features.

To keep the top looking fresh, use a strong-hold gel or wax. Style it backward for refinement or to the side for some dimension. This haircut is great for anyone who wants to stand out while still maintaining a classic edge.

Side-Swept Fringe for Subtle Elegance 

Side-Swept Fringe for Subtle Elegance

The side-swept fringe is flattering for most face shapes and is especially versatile for men with oval or rectangular glasses. It leaves enough hair to sweep gently across the forehead while keeping the back and sides shorter for contrast.

To style, use a lightweight texturizer. Comb the fringe to the side to keep it sleek or allow it to fall naturally for a more relaxed vibe. This cut is perfect if you like a timeless, understated hairstyle.

Curly Top with an Undercut

Curly Top with an Undercut

Men with curls often struggle to find a style that showcases their natural texture. A curly top with an undercut offers the perfect solution. This look concentrates your curls on top while maintaining clean, sharp sides that stay polished and neat. It pairs beautifully with vintage-style circular or wireframe glasses.

Use a curl-enhancing cream to bring out definition, working from roots to tips. Diffuse to dry, ensuring the curls retain their bounce. The undercut serves as a sleek canvas that makes your curls the centerpiece.

Textured Ivy League for Effortless Charm 

Textured Ivy League for Effortless Charm

The textured Ivy League haircut takes a classic men’s style and makes it more approachable with lightly tousled touches. This style is excellent for men with square glasses, as its clean lines frame the face in harmony with structured frames.

Apply a matte styling product to damp hair for light texture. Comb through while allowing the strands to retain some movement. The result is an upscale yet casual cut that works in both formal and relaxed settings.

Final Thoughts 

Your hairstyle shouldn’t just fit your glasses—it should enhance them. From bold undercuts to soft, natural waves, there’s no shortage of ways to express your personality while keeping your glasses in focus. Experiment with these styles to find the one that feels like you.

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