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
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 /
Classic Slicked Back
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
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

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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.

Ivy League
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 /
Brushed Up Thick Top with Sharp Drop Fade
Brushed Up Thick Top with Sharp Drop Fade
Wavy Gelled Top with Classy Volume
Wavy Gelled Top with Classy Volume
Blonde Gentlemen with Side Fringe
Side Fringe with Blonde Highlights
Strands with Layered Quiff
Strands with Layered Quiff
Layered Pompadour with Tapered Temple
High Volumed Top with Temple Fade
Undercut Pompadour with Tapered Sides
Undercut Pompadour with Tapered Sides
Textured Pompadour
Textured Pompadour
Classic Tapered Side Part
Classic Brush Back with Taper
Classic Pomp
Clean Dapper Haircut
Clear Dapper Style
Brushed Up Wavy Hair with Glasses
Brushed Up with Wavy Hair
Classic taper, gentlemen, high volume, sleek back
Always Classy Taper
Donald Glover’s Afro
Neat Afro
DFree /
Clean SIde Swept
Clean SIde Swept
Dape Blonde Tapered Hair
Classic Mini Pompadour
Modern Regulation Cut
Modern Regulation Cut
Alones /