17 Messy Undercut Hairstyles for Men

Even if you don’t think you are familiar with an undercut hairstyle, chances are that you have definitely seen them around. After all, undercuts are one of the most popular modern hairstyles for men, mostly because of how they are able to offer a high-maintenance look with a low maintenance effort.

Although many men seek out an undercut in an effort to look more put together, there are some men for whom the polished look just doesn’t suit them.

This may be a stylistic choice, but it may also be out of no choice of their own. If you are a man with hair that is hard to tame, you may feel left out of the undercut conversation.

Until now! In this article, we will be going over a selection of popular messy undercut hairstyles for men who do not want to feel limited by their undercut.

1. Messy Undercut for Long Hair

Undercuts are usually thought of as a short hairstyle, but this doesn’t have to be the case. With a messy undercut for long hair, you can keep your hair relatively long at the top while keeping the sides shaved. The result is a carefree and trendy look that is very versatile.

If you like, you can swipe your hair to the side and use a bit of product, although you are not limited to this. A long haired messy undercut is also perfect man bun material. 

2. Messy Undercut With Quiff

Although quiff and undercut are often used interchangeably with one another, they actually have a subtle difference. While an undercut generally refers to shaved sides and a longer top, a quiff is actually closer to a pompadour hairstyle, which is characterized by puffed up hair on the top of the head.

If you are considering a messy undercut, having a quiff at the top of your head is a great option as it thrives off of a stylish “messy” look.

3. Messy Undercut With Pompadour

Although it may seem as if we are repeating ourselves, there actually is a subtle yet notable difference between a quiff and a pompadour.

It’s really a matter of styling differences — while the hair in a quiff is combed forward and then back to create a hairstyle, a pompadour involves the pushed back of all hair. As a result, a pompadour is a more pronounced hairstyle.

4. Messy Undercut With Beard

If you’re somebody with a lot of hair — including a lot of facial hair — you may be wondering how the trendy undercut hairstyle can best work for you. The good news is that a messy undercut was made for facial hair. This rings true whether you have a full beard and moustache or a simple goatee, though in general the more hair on your face, the better! 

5. Messy Undercut With Spiky Hair

One the surface, it may seem strange to mix an undercut with a spiky hairstyle. After all, while undercuts are very much en vogue in the current moment, it would be fair to say that spiky hair had its time in the sun many years ago.

However, spiky hair is coming back, and this trend return is accelerated by how well spiky hair pairs with an undercut. It may have to be seen to be believed, but there is no doubt that these somewhat contrasting hairstyles actually pair very nicely together.

6. Messy Undercut for Thick Hair

Much like individuals with thin hair have their woes, the struggle is also real for anybody with particularly thick hair. Fortunately for the thick haired among us, though, the possibilities are practically endless if you are looking for a messy undercut.

If you’re feeling particularly adventurous, you should always have your barber give you a traditional undercut on the sides and allow the rest of your hair to do its thing, naturally. The results might surprise you.

7. Messy Undercut With Curly Hair

If there is any subset of the hair population that understands being left out of trendy styles, it’s the curly haired folks. However, it’s strange that many of the examples of undercuts that we see are for straight or wavy haired individuals, as a messy undercut is basically made for a person with curly hair.

In fact, if you have curly hair, you are in an enviable position, as you can simply give your hair a toss and achieve a look that others will work with multiple products over a few hours to achieve.

8. Messy Undercut for Round Faces

Much like it’s possible to find the best undercut for you based on your hair type, you can also choose an undercut based on your face shape. A round face is one of the most common face shapes for men.

If your face is round, an undercut that is on the shorter side will likely serve you best. If you slick back your longer hair with a hair product, this may bring more attention to your face, in a flattering way.

9. Messy Undercut for Square Faces

Much like folks with a round face can benefit from a certain type of haircut, there is also a way to take advantage of your faded sides if you have a square face. In fact, the advice is exactly the opposite of what is given to those with a round face.

If you find your face is on the square side, a long undercut can go a long way to accentuate your features. If you are unsure of your face shape, it may be worth your time to entrust the help of an app that can determine your face shape based on a selfie photograph.