The Ultimate Gallery of Long Hairstyles for Men: 2021

Long hair is feminine? Nonsense. Since the dawn of time, a thick, flowing mane has been a symbol of strength and masculinity. In ancient Greece, for example, it represented great wealth and power. A shaved head, on the other hand (sorry bald guys) was indicative of the opposite.

Aside from historical cultural connotations, the best long haircuts for men also look pretty badass. From Keanu Reeves to Dev Patel, Jason Momoa to Timothée Chalamet, if you’re blessed with the genes to pull it off, long hair can give you a look that feels modern and distinctive.

But nothing is ever easy. For every Brad Pitt, there’s a Mick Hucknall (sorry, Mick). Whether you’re a seasoned long-haired person looking for a new style, or a follicular newbie venturing south of the jawbone for the first time, there’s a lot to think about before (or not) sitting in the barber chair. .

For this reason, we’ve put together the definitive guide to long hairstyles for men and everything you need to know before growing. From finding the best cut for your face shape to actually growing your hair out (not as easy as it sounds), here’s all the information you need to join this premier furry club.

Key terms for long hairstyle

Before we dive deeper into it, it’s important to understand a few important terms for long hairstyles. These are phrases that often come up when talking about long hair and can help you communicate more effectively with your hairdresser. It’s also nice to be able to understand what they’re talking about before you let them go with the scissors.


When a haircut is cut in such a way that there is no left-right symmetry, it is called an asymmetrical cut. It can result in some pretty daring looks if taken to the extreme, but if it’s an edgy style you’re aiming for, it might be worth considering.


Usually in the hairdressing industry, different lengths are mixed together to create a smooth transition. When two different lengths are left without being mixed, it is called ‘disconnected’. It’s a dramatic look and not for the faint of heart, but it offers a lot of texture and can open up a world of options.


An undercut is a type of loose style where the back and sides are cut short and the hair on top longer. It has been a common style for men for centuries, but really exploded in popularity during the 2010s.


When your stylist talks about density, he’s not referring to the thickness of the hair, but to the number of strands per square inch. It’s important, because certain styles only work if the hair has enough density to begin with. It also determines what kind of products you should use. For very dense hair, styling products with a firm hold are best. For less thick hair, opt for lighter products, such as sprays and mousses, that don’t weigh the hair down.


Does pretty much what it says on the tin. A messy cut is styled to look rough, tousled or just a little unkempt. Bed hair, surfer hair, call it what you will, but it’s a way to wear medium to longer locks that has become increasingly popular with the Hollywood heavyweights in recent years and will always be a good way to simply add a bit of character. crop.

How to grow your hair

Sounds simple, right? Well, it isn’t. Unfortunately, like most things in life, growing your hair requires a certain amount of care and know-how.

Logic dictates that it should be as simple as just not cutting your hair. But while it may seem counterproductive, trips to the hairdresser are still important, even if longer hair is your end goal.

Strategic haircuts help you grow hair the way you want while removing split ends. It also helps to keep things from looking too uncomfortable in the various stages of growth. Because growing your hair isn’t just a simple point-to-point journey. You will have several new hairstyles along the way whether you like it or not. Without proper care, it can easily get into mullet territory.

It is also worth investing in certain products to make the process easier and faster. A good dry shampoo will help you wash your hair less (this is better for it), a good conditioner will keep it healthy, and some special hair thickening supplements can help speed things up.

Apart from that, the most important thing is to be patient. This isn’t something that happens overnight, but if you want to have long hair, it’s inevitable. Make the most of the process and experiment with the different lengths as you go – it may not be a short trip, but it can be an enjoyable one.

Choosing a long haircut for your face shape

Every face is different. A long haircut that makes one person look like a Greek god can make someone else look like a troll living under a bridge. The secret to making sure you never end up like this is to choose wisely based on your face shape.

If you’re lucky enough to have a square or oval face, the sky’s the limit. These versatile face shapes are suitable for the entire spectrum of long hairstyles, from rockstar free-for-all to more carefully shaped hairstyles. If you have a particularly angular jawline, you can soften it by incorporating some layers or go for a loose, messy style to offset the squareness.

For long, rectangular faces, stay away from styles that have the hair up and away from the forehead. Especially if this results in extra height on top. All this will accentuate the length of the face and make the forehead appear more pronounced. Instead, opt for styles that create some volume on the sides of the head to balance the proportions.

Those with round faces should add vertical length by choosing a hairstyle that creates a bit of height, including tied or splayed back cuts. Avoid styles that are fuller on the sides as this will have the opposite effect.

Top long haircut trends for men

Au Naturale

Whether it’s an afro to rival Colin Kaepernick’s or long, tousled curls like Jason Momoa, embracing the natural shape and texture of your hair is a big trend. But don’t be fooled into thinking this means low maintenance. The idea here is to work with and enhance your hair’s best natural features rather than covering and ironing them.

That requires quite a bit of styling knowledge. Talk to your hairdresser and explain that you want a longer, natural-looking haircut. From there they can advise you.

The long and the short of it

Contrasting lengths and sharp disconnects have been popular in short haircuts for quite some time now. Transfer the same idea to longer hair and you’ll get some pretty dramatic results. The beauty of this trend is how wide it is. You don’t have to go full Skrillex to participate.

Keep these styles no longer than shoulder length and use the longer length on top to create texture and volume. Beware though, this is a bold look. If you’re looking for something classic and timeless, keep scrolling.

What a mess

Wavy, messy, medium to long locks of the type worn by Timothée Chalamet, Dev Patel et al. The look is all about volume and texture, so it’s best suited for full, thick head of hair. If you are not blessed with a wavy mane, you can achieve a similar effect with a blow dryer and some sea salt spray.

The best long haircuts for men

Braids & Dreads

Braids went off the radar for a while, but musical icons like Kendrick Lamar and A$AP Rocky were on a mission to bring them back. We would say they succeeded. Braids are cool again. Go neat and around the back of the head to keep it classic, or messy and tied up à la A$AP.

For those who don’t want the hassle of having their braids redone often to keep them looking their best, dreads are another effortlessly cool option (think old-school Lenny Kravitz). However, don’t think that they require no maintenance at all; it’s still important to keep them hydrated and keep your scalp clean and healthy.


If you’re looking for something bold and striking, an undercut could be the style for you. It is also a good option for those with extremely dense hair who want to reduce the volume. The key here is to wear it with swagger. If you’re not sure if a style like this looks good on you, it’s not.

Messy half-length locks

Timothée Chalamet has become a template for what a good medium to long haircut should look like. Its tousled, textured curls have inspired countless men to grow it and the fact that it’s not too long makes it great for those experimenting with long hair for the first time. It is best suited for thick, wavy or curly hair. If you don’t have that to begin with, it will take a lot of styling.

Long natural waves

Nothing says “I’m a big tough guy who’s totally at ease with his sexuality” like this long, textured cut. It’s about as long as you can go without wandering into wizarding territory while remaining just messy enough. In reality, it is carefully planned and carefully styled, but no one but you and your hairdresser needs to know that.

Natural afro/curls

This traditional black haircut is the result of natural growth and careful maintenance. If you have the hair for it, it can look great, but it’s not what you would call little effort. Keep it hydrated to prevent breakage and be sure to avoid excessive heat from dryers. If this is your first time growing your hair, get help from a specialist hairdresser or stylist. Ask them to guide you through best practices, trim dead spots, and shape your afro with regular visits throughout the growing process.

Smooth back

A classic smooth back is a great way to rock long hair without letting it get in your face. Plus, it works for all hair types, meaning there’s no limit to how it can be worn. Those with thick, curly or wavy hair can wear it loose to create texture and volume on the top, or comb it back tighter and tuck it behind the ears on the sides. For straight hair, it is best to comb it against the head with a small amount of product. Just avoid plastering the hair on your scalp unless you want to look like a cartoon villain.

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