5 Classic & Timelessly Stylish Hairstyles for Men

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00:00 Introduction

00:34 The Prohibition High-and-Tight Hairstyle

It was very popular in the mid-1920s and with shows like Boardwalk Empire, it became very popular a few years ago. Maybe you’ve also watched Peaky Blinders and they all have very similar hairstyles. They are very short on the side with longer hair on the back and it gives you that rough edge that’s kind of cool but at the same time very classic. It’s a style that works for anything from fine to thick hair as long as it’s reasonably straight and not too curly.

02:22 Pompadour

It’s all about the top and how you comb it. Now James Dean had a curl and for that, you need some curl in your hair otherwise you can also go without and it still looks quite timeless and classic.

03:12 Flair

No, I’m not talking about the 1980s Gordon Gekko look that just looks dated today and almost like the cliche used-car salesman. Of course, if you have longer hair on top you can comb it back and have a little flair and not get quite an extreme Gordon Gekko look. If you want to wear the updated version of it, you want a square cut and if you tell your barber, he’ll know what you mean. For this hairstyle, a mousse works best and you just work it in your hair and then comb it back. I suggest not to comb it back quite straight. You want a little wave so it looks more pleasing.

03:52 Undercut or we call it the Gent Gazette

It’s the kind of a haircut I typically wear. I part it on one side and initially, I started parting it in front in the middle and I moved all the way out. Usually, my sides are cut shorter all the way up so I get that nice transition at the same time it grows out in a way that doesn’t look terrible. Usually, I go get a haircut about every three to four weeks.

04:40 Bed Head

It’s similar to a pompadour. It’s shorter on the side, higher on top but it’s just a little more disheveled which could look more relaxed and it’s particularly popular with hipsters often combined with a beard. So, you want to tell your barber to keep it high on the sides and instead of combing it back you’re pulling it forward and you dishevel it slightly with your hands. This is definitely a cut you don’t want to be slicked back otherwise, it looks greasy. In terms of products, you want to stick with something with a matte finish and it can be like a grooming cream or a foaming cream, not a pomade, they’re just too stiff. I suggest you start with damp hair and then use a blow dryer and your fingers to kind of dry it in shape and the only problem is strong winds. To counteract that, you can work with a bit of hairspray.
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Gentleman’s Gazette