There are more men’s hairstyles than you can count, yet some of the best are styles that have been around forever. Even though the years have gone by, there are certain men’s styles that will always be associated with refined gentlemen.

These are classic gentlemen hairstyles that have remained stylish over the years. There’s something here for everyone, no matter your face shape or hair type. We’ll go into detail on how to get them and style them.

George Clooney short side part hairstyle with grey hair
1/23
Side Part

The side part is one of the simplest but most effective gentlemen hairstyles for men. It’s one of the old standbys that goes well with any wardrobe and fits any occasion.

You’ll want 2 to 4 inches on top of the head so you can have enough hair to comb over for the part. The sides should be clipped. The clipper setting is up to you, but #3 through #6 is a good range. Be sure to ask for a taper (or fade) on the sides and back.

The secret of the side part is pomade. Get a good water-based pomade and apply it to towel-dried, damp hair. Comb your hair backward to a point on the back of your head, and comb the sides downward.

Matteo Chinellato / Shutterstock.com
Classic Slicked Back
2/23
Slicked Back

The slicked back look has never gone out of style, and it’s super easy to replicate.

You need at least 2 inches of hair on top to get a good slicked back look. 3 to 5 inches is the sweet spot. Anything more than that, and you’ll have trouble.

You can do whatever you want for the sides and back––we recommend getting it clipped with a #2 through #6, depending on how short you want it. This look also pairs well with a fade.

Pomade works well for this, though a gel or wax may do the trick. Work the product into towel-dried, damp hair, combing the hair on top backward. Repeat until it’s sufficiently slicked back.

Zachary Quinto classic gentleman business hairstyle
3/23
he Gentleman’s Cut

We couldn’t leave out the classic gentleman’s cut, a style truly for refined men.

Start with a #3 or #4 on the sides and back. The hair should be blended together, especially at the temples. The hair on top can be anywhere from about 2 to 4 inches.

Work the product into towel-dried, damp hair. Comb it in backward and away from your side part to create the always-gentlemanly result

Featureflash Photo Agency / Shutterstock.com
medium-hairstyle-side-swept
4/23
Side Swept

The side swept is a bit unruly and a rebellious classic.

You can get a side swept look with almost any haircut, but we recommend a standard cut, like the cut described in the slicked back style (#2 in this guide).

Apply pomade to towel-dried, damp hair. Part your hair, and comb your hair to the other side, away from your part. This will create the side swept look. You can tease the hair for volume or leave the hair completely flat.

Volodymyr Tverdokhlib / Shutterstock.com
Ivy League
5/23
Ivy League

Also known as the Harvard cut, this gentleman’s cut is a smart style that’s suitable for all men.

Ask for about an inch on top and a little more in the front. The sides should be clipped––#2 through #4 is a good range. You’ll also want to ask for a gradual taper on the sides, back, and top. Traditionally, this cut features a blocked neckline. Showing your barber a picture of this style will help.

The Ivy League is usually side parted but doesn’t require much styling. You can also brush the hair back. Add a little wax or gel if needed.

Kathy Hutchins / Shutterstock.com
Related
Brushed Up Thick Top with Sharp Drop Fade
6/23
Brushed Up Thick Top with Sharp Drop Fade

This bold, outgoing style is characterized by its high-volume quiff and a unique fade that tapers the hair sharply along a curve. This accentuates the part in a way no other style does.

Layered Pompadour with Tapered Temple
7/23
High Volumed Top with Temple Fade

This clean, voluminous cut is sharp and stylish at the same time. A slightly longer style, this look is much trendier than your average business haircut, yet it’s not too crazy.

Wavy Gelled Top with Classy Volume
8/23
Wavy Gelled Top with Classy Volume

If you want something even more fashionable, check out this gelled style. Faded sides and a brushed up quiff make for a polished yet youthful look.

Strands with Layered Quiff
9/23
Strands with Layered Quiff

Layering can give depth to almost any haircut. Here, a wavy quiff is layered to make it more textured, resulting in a slightly messy look.

Blonde Gentlemen with Side Fringe
10/23
Side Fringe with Blonde Highlights

This classy style features textured waves with blonde highlights that form a star-like pattern on the top of the head. The waves extend all the way to the front of the head, where they form a side fringe.

Undercut Pompadour with Tapered Sides
11/23
Undercut Pompadour with Tapered Sides

The pompadour is always a good choice for a smart, business-oriented appearance. This pomp features a hard part and tapered sides, giving this classic look a contemporary update.

Medium Brush Up
12/23
Medium Brush Up

The brush up is a great style for guys who want a look that’s full of personality. This particular style uses a subtle line up and textured spikes for a super trendy result.

Textured Pompadour
13/23
Textured Pompadour

This pompadour is slick yet casual, so it’s a good choice for both formal and informal scenarios. This is also a style that also works for men with thinner or finer hair.

Clean Dapper Haircut
14/23
Clear Dapper Style

Inspired by the clean, shiny haircuts of the early to mid-twentieth century, this style is unmistakably dapper. A high-shine, water-based pomade is the secret behind this cut’s glossy look.

High Volume Quiff
15/23
Messy Quiff

Laid-back and carefree, this stylish quiff is a good choice for more casual situations. If your hair is naturally wavy, you can use that waviness to your advantage with this style.

Classic taper, gentlemen, high volume, sleek back
16/23
Always Classy Taper

This tidy, brushed back quiff with tapered sides takes the classic undercut look and gives it a refresh thanks to the texture and overall clean appearance.

Donald Glover’s Afro
17/23
Neat Afro

If the afro is your style of choice, consider tidying it up with evenly trimmed edges and a defined shape.

DFree / Shutterstock.com
Pompadour
18/23
Classic Pomp

Here’s a modern take on the classic pomp that uses a matte finish instead of a shiny finish for a stylish, updated twist.

Dape Blonde Tapered Hair
19/23
Classic Mini Pompadour

Enjoy the pompadour style but want to tone it down a bit? You can do just that with a mini pompadour. With less volume, the mini pompadour gives you a similarly classy look.

Brushed Up Wavy Hair with Glasses
20/23
Brushed Up with Wavy Hair

Featuring a prominent part, longer sides, and a highly textured top, this wavy style is great for semi-formal environments.

Clean SIde Swept
21/23
Clean SIde Swept

Sometimes you need something simple and straightforward. This side-swept haircut is basic yet fashionable, and it’s suitable for a variety of situations.

Modern Regulation Cut
22/23
Tuft Quiff

This style takes the classic quiff and changes it up a bit by making it a bit smaller. The sides are also short, with a taper similar to what you’d find in a regulation cut.

Alones / Shutterstock.com
Classic Tapered Side Part
23/23
Classic Brush Back with Taper

You can’t go wrong with this timeless cut. The hair is neat and classy, and the side part adds a final touch of style.