39 Favorite Haircuts For Men With Glasses: Find Your Perfect Style

When you go in for a haircut, you’re probably thinking about what haircut will look best with your hair type. Or maybe you’re taking your face shape into consideration. If you’re a gent who sports eyeglasses, you probably don’t think about how your cut and frames will interact. Needless to say that some haircuts for men with glasses are more adequate.

But think about it: If you wear glasses to see, they’re on your face all the time. They’re a focal point of your face, and they play a huge role in your everyday life. Why not get a great hairstyle that complements your spectacles?

While glasses are the source of many a taunt in elementary school (the infamous “four eyes”), they’re now a center point in contemporary style. And with so many types of glasses available, they’re a bona fide fashion accessory of their own. After you choose frames that match your personality, all you need is a great outfit and a stellar haircut. And lucky for you, we can help you find a stellar haircut!

We’ve gathered up a comprehensive list of haircuts for men with glasses to help you choose a style that works for you. And since everyone has glasses of all sizes and shapes, we’ve taken that into consideration, so there’s something here for everyone.

Small glasses

If you have smaller glasses, you’ll want to stick with shorter to medium length cuts. Longer styles can make your head and face unbalanced, leaving you with what could potentially be a fashion faux pas. Here are a few haircuts to help you avoid that.

1.

Undercut

Undercut
Undercut

The undercut is a one haircut that refuses to step out of the spotlight. It’s also one of the best haircuts for men with glasses. If you have smaller glasses, an undercut will add some symmetry to your head with a short cut. And if you want some contrast, you can always keep the sides short and add length on top for a lively variation. The undercut will nicely balance your smaller glasses and give you an all around classic look.

Check out our guide to the undercut to learn more about this style.

2.

Ivy League

Ivy League
Ivy League

If you’re after a toned-down style that’s great for school, work, or other formal occasions, then the Ivy League may be just the right cut for you. It’s essentially a longer version of the crew cut, and it’s beloved by guys around the world. If you’re a glasses-wearing athlete or enjoy a low maintenance haircut, the Ivy League will work well with your glasses. As a bonus, it requires minimal styling, so you won’t have to spend forever in front of the mirror to get a fantastic look.

If you’re after an Ivy League, check out our guide on this style.

3.

Side part

Side part
Side part

The side part is another go-to hairstyle that we almost always recommend. Naturally, it’s one of the best haircuts for men with glasses. A shorter side part will pair nicely with smaller glasses. Combine it with a skin fade on the sides, and you’ll have a well balanced look that’s super trendy. (Bonus tip: Add a skin fade to most of the cuts on this list, and you’ll have a fantastic style!)

We have an entire article devoted to the side part, so take a peek at that.

Big glasses

If you have glasses that fall on the medium or large areas of the spectrum, you’ll have slightly more options. Smaller glasses can easily be overpowered by longer hair, but larger glasses don’t fall victim to this. That said, keep in mind that super short hair (we’re talking #1 all over the head short) will somewhat unbalance your head.

4.

Pompadour

Pompadour
Pompadour

If you’ve got medium to large sized glasses, a pompadour is a fantastic hairstyle for you. The upward swoop of the pomp will draw the eye from your glasses up toward your hair. It’s a killer combo, and while it does require a little bit of styling, the end result is a classic, retro look that we guarantee you’ll love.

Check out our guide to the pompadour to learn more about this hairstyle.

5.

Quiff

Quiff
Quiff

Another vertically inspired hairstyle, the quiff is going to be one of 2016’s hairstyle hallmarks, and it’s one of our favorite haircuts for men with glasses. You can add some texture to your quiff and get some serious volume going, or you can comb it back a little bit for a faux pompadour look. It’s a fun, versatile style that goes great with a larger pair of glasses.

6.

Man Bun

Man Bun
Man Bun

While longer hair and small glasses can unbalance each other, long hair plus large glasses is a great combination. If you’ve been thinking about rocking the man bun in 2016 along with your frames, do it! We’re giving you the official hairstyle fashion thumbs-up.

A benefit of the man bun is that you can wear your hair long and loose or shorter and tied up. Both will pair nicely with medium to large glasses.

Check out our guide to the man bun and top knot to get more information on these two trendy styles.

Round glasses

Since rounder glasses naturally echo the more ovaline shape of your eyes, you want to avoid any haircut that obscures your face too much. If you have round glasses, we recommend staying away from hairstyles with fringes.

In addition to the pompadour and quiff, here are a couple of good options:

7.

Comb over

Comb over
Comb over

Like the pompadour and quiff, the comb over takes your hair out of your face and places it in a prominent spot atop your head. This will help to create a nice visual contrast and keep your hair and glasses separate focal points instead of blending into one.

Check out our guide on the comb over haircut for the finer details on this style.

8.

Slicked back undercut

Slicked back undercut
Slicked back undercut

This is yet another style that takes your hair back for a timeless look. The clipped sides and high contrast help your glasses and hair stand out. Pair it with a skin fade for a super contemporary twist on this style.

Take a look at our guide to the undercut to find out more and see even more variations on the undercut.

Square glasses

With square glasses, you can pull off a lot of volume in your hair. You can also choose a haircut with a fringe if you want, but if you do, opt for a clean-shaven face. If you have a beard and a fringe, they’ll compete with each other, obscuring your face in the process.

9.

Brush up hairstyle

Brush up hairstyle
Brush up hairstyle

The brush up is one of the more eye-catching haircuts for men with glasses. You can tone it down for a more subtle look or tease it up high until it’s almost in blowout haircut territory.

Check out our guide on the brush up hairstyle to learn how to get this cut.

10.

Disconnected undercut

Disconnected undercut
Disconnected undercut

Like many other cuts on this list, the disconnected undercut will add volume to your hair and provide contrast. It’s another adventurous haircut, especially if you ask for a hard part. However, you can make it more versatile by having less hair on top and sides that are clipped with a medium clipper setting like a #4.

Check out our guide on the disconnected undercut for more information.

11.

Messy fringe

Messy fringe
Messy fringe

12.

Brush up Fringe

Brush up Fringe
Brush up Fringe

13.

Man Bun with Glasses

Man Bun with Glasses
Man Bun with Glasses

14.

Elegant Side Part

Elegant Side Part
Elegant Side Part

15.

Ivy League

Ivy League
Ivy League

16.

Side Swept Undercut

Side Swept Undercut
Side Swept Undercut

17.

Slicked Back

Slicked Back
Slicked Back

18.

Brush up Fade + Beard and Shades

19.

Textured Crop with Glasses

Textured Crop with Glasses
Textured Crop with Glasses

20.

Medium Skin Fade Straight Fringe

21.

Caesar Cut with Glasses

22.

Elegant Side Swept

23.

Angular Fringe

24.

Wild Brush up Skin Fade

25.

Straight Hair with Fringe

Straight Hair with Fringe
Alones/Shutterstock.com

26.

Short Hairstyle For Red Hair Men

Short Hairstyle For Red Hair Men
s_bukley/Shutterstock.com

27.

Longer Quiff Boy Hairstyle

Longer Quiff Boy Hairstyle
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28.

Messy Style – Frizzy Hairstyle

Messy Style – Frizzy Hairstyle
s_bukley/Shutterstock.com

A messy fringe carelessly draped across the top of your glasses is ideal for a “rolled out of bed look.” Pair it with a tousled style, and you’re all set.

29.

Side Swept Elegant

Side Swept Elegant
s_bukley/Shutterstock.com

30.

Classic Cut LA style

31.

Punk Holly Quiff

32.

Modern Undercut

33.

High Volume Top

High Volume Top
Amazingmikael/shutterstock.com

34.

Brushed Back Longer Sides

Brushed Back Longer Sides
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35.

Curly Blonde

Curly Blonde
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36.

Wet Iconic Surfer Hairstyle

Wet Iconic Surfer Hairstyle
sergey-causelove/shutterstock.com

37.

Swept Fringe Medium Long

Swept Fringe Medium Long
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38.

Undercut Surfer Hairstyle

Undercut Surfer Hairstyle
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39.

Slight Quiff

Slight Quiff
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