Hairstyles

40 Cool Gentleman Haircut Ideas – Going Sharp and Trendy

A gentleman haircut is one that sports that neat and slick look. It looks quite uncomplicated and comes in many different styles. Most of the styles in a gentleman haircut sport the pompadour fashion; a preppy haircut that has proven to be timeless and classic. In addition to that, there are many other different styles that bring out the best look in a gentleman haircut. Below, we look at 40 dashing examples worth putting into consideration.

# 1 Layered Pompadour

Give your hair a light trim with the exception of the front section which is left longer. Make a comb side part and pull back the hair. Pull up the long front and use flat iron to style it into waves. Slick it back over the top to create a classic layered pompadour. Finish by giving the unparted side an undercut at the temple for that preppy look.

# 2 Messy Side Part

This style suits those with medium hair. To achieve it, give your hair tons of texture and make a comb side part. Give the sides a light trim and prep them by brushing. Style the longer top into light waves and pull it back starting from the front. Rub the top with your hands to create that messy yet cool look.

# 3 Classic Temp Taper

Daniel Craig makes a bold statement in his short blonde hair. He gives it some texture and makes a “V” outline at the front. He adds some little creativity by giving the sides a tapered cut at the temple to create that sexy finish.

# 4 Tousled Wavy Side Part

Give your medium hair some texturing and style it into light waves. Make a comb side part and pull back the hair ensuring to give the waves that tousled look. Pull loose some few strands to create that cool messy touch.

# 5 Bangy Flip

This style looks cool on men with dark, medium hair. Start with a side part and give the sides an undercut. Pull up the longer top and give it some texture. Style it into contoured waves and flip it over to one side creating an overlap. Tease up the front to create a flirty side bang that adds more charm to your look.

# 6 Short Buzz Cut

Go for an easy maintenance style by giving your hair a short buzz cut. Ensure to create some uniformity and leave the natural hair outline untouched. Stay sharp by connecting it to your stubble beard.

# 7 Quiff Pompadour

Prep your hair by giving it some texture. Make a double, hard side part. Give the sides a low tapered fade that runs to the back of the head. Using pomade wax, style the top into a pompadour and tease up the front to create a sexy quiff.

# 8 Sleek Pompadour

Take your gentleman look to a higher level with a sleek pompadour. To achieve this, texture your medium hair and give it a hard side part. Use pomade wax to create a sleek pompadour at the top. Finish by giving the parted side a low tapered fade and the other side a high fade cut.

# 9 Disheveled Hipster

Give the sides of your textured hair an undercut. Add more texture to the top and chop it at the ends to create that cool disheveled hipster haircut.

# 10 Sleek Side Flip Pompadour

Prep your hair by giving it some texture. Make a hard side part and brush the sides to make them sleek. Pull up the top and style it into waves. Flip it over to the unparted side and add pomade wax to create that classic pomp haircut.

# 11 Sophisticated Waves

This styles requires long hair. Pull the hair back ensuring that the sides are swept over the ears. Give the hair a twist to one direction.

# 12 Wavy High Pomp with Tapered Sides

Trim the sides and back to create a tapered cut. Leave the top longer and make a comb side part. Add some texture to the top, style it into slight waves and apply pomade wax ensuring to keep up the height on top.

# 13 Slick Back Undercut

Alan Cumming goes for a slick back haircut that sports a side part. He adds a cool touch to the sleek look by giving the sides an undercut visible at the temple.

# 14 Messy Taper

Make the top of your hair crispy by texturing it and rubbing a bit. Add some classic touch to the disheveled top by giving the sides a tapered cut. Extend the tapered cut to the back and let it connect to the beard.

# 15 Preppy Side Part

Tony Goldwyn goes for a haircut that makes him stand out at the red carpet events. He gives the hair tons of texture and makes a hard side part. He pulls back the hair and adds some gel to upgrade its look. He finishes with a light trim on the temple.

# 16 Glossy Full Pompadour

This is a haircut for those with medium hair. Texture the hair and give it a side part. Give the sides a high undercut and add pomade wax to the long top. Pull it back starting from the front to create a slick back pomp that sports that glossy finish.

# 17 Creative Pomp

Here’s a cool way to give your natural hair an upgrade. Give it a deep, comb side part with a light trim to the temple. Add some texture to the top and pull up the strands along the edges of the part line. Style the strands into curvy waves and flip them over the top for that classic gentleman look.

# 18 Sleek Low Taper

Aaron Eckhart preps his short hair by brushing to make it sit sleek on the head. He makes a side part and gives the sides a low tapered cut for that sexy, charming look.

# 19 Contoured Pompadour

Give your medium hair some texture and make a buzz undercut on the sides and the back. Use clay pomade to style the top into a wavy, contoured pomp. Make it fuller at the front for that creative, sexy slope.

# 20 Textured Buzz Cut

Go simple but cool by texturing your hair and giving it a buzz cut. Shave off the beard lineup to create that clean and fresh military haircut.

# 21 Messy Quiff

This style requires medium, thick hair. Start by adding lots of texture to the hair. Next, make a side comb part on each side. Brush the sides and the back to create that sleek look. Make a low temp taper for that edgy look. Style the top into tousled waves to create a messy look and tease the front into a wavy quiff.

# 22 Sleek and Glossy Side Part

Add some shine to your hair by adding lots of texture and making a hard razor side part. Brush it to achieve that sleek look and add pomade wax for extra elegance. Give the sides a low tapered cut and make it blended at the back.

# 23 Messy Flipped Pompadour

This pomp haircut doesn’t require any pomade wax. All you have to do is give your hair lots of texture. Make a high undercut at the sides and back. Pull the top into a pomp and give it a slight flip to one side. Let the undercut connect to the beard ensuring to keep the height uniform.

# 24 Contoured Wavy Pomp

Make a light trim on the sides and the back to create a longer top. Let the trimmed undercut connect to the beard. Style the top into waves and use clay pomade to create an elegant contoured pompadour.

# 25 Messy Waves with Undercut

Go creative with a messy wave and undercut combo. To achieve this, give the sides a high undercut and ensure not to extend to the back. Texture the rest of the hair and style the top into loose waves. Let it flip to one side for that flirty look. Finish by styling the back into waves and make it sit sleek.

# 26 Textured Quiff

Add texture to your medium hair and make a side part using a comb. Mess up the top a little bit to create that cool disheveled look. Finish by teasing the front into a quiff. This haircut looks great with the beard shaved down to the skin.

# 27 Creative Center Part

Add some little drama to your pomp haircut. Texture your hair and make a center part. Give the sides an undercut and let one side extend up to the part line. Style the top into a pompadour for that cool, classic style.

# 28 Wavy Hipster

Style the top to create a wavy waxed look. Tease it at the front to create a side flip. Finish with a tapered undercut that is blended at the back. Color the wavy top in a blonde tone to create a cool contrast with the dark roots.

# 29 Smooth Tapered Fade

Give your hair a blow-dry effect and make a side part. Pull the top back and sideways starting from the front. Finish with a tapered blurry fade on the sides and back. Let the hair connect to the beard and make a razor outline for a more fresh finish.

# 30 Classic Half Pomp

Defect from a full pompadour by making yours half. Start by texturing the hair and give it a light trim with the exception of the front section that’s left fuller. Make a side part and use pomade wax to style the front section into a classic half pomp.

# 31 Tousled Waves

Add texture to your natural hair. Use flat iron to create waves at the top. Rearrange the waves at the top to create a cool tousled look. Make a side part and finish with a low tapered cut on the sides.

# 32 Curvy Pomp with Undercut

Go for a sweet pomp haircut that doesn’t need much hair length to achieve. Begin by making a side part. Give the sides and back a high tapered undercut and leave the top longer. Apply pomade wax to the top and style the strands along the part line into curvy waves for that sweet pomp haircut.

# 33 Multi-Layered Side Flip

This style works for those with long hair. Start by texturing the hair then make a hard side part. Give the sides a low tapered fade and make it blended at the back. Flip the long top over the unparted side, with the exception of the front section that’s given a lift to the roots and made to overlap the top.

# 34 Fluffy Pompadour

This is a classic way of adding some soft fluffy look to your pomp haircut. Begin by texturing your hair ensuring to leave the top that’s given a blow-dry effect. Make a side part, sweep back the blow dried top and chop the textured strands along the part line to create a soft pomp. Finish with a tapered cut at the sides.

# 35 Classic Pomp Taper

Here’s a flipped wavy pomp that sits high on the head. It’s given a disheveled look at the crown for that classic twist. The sides sport a high taper cut that is extended to the back. The hair connects effortlessly to the beard for a flawless finish.

# 36 Double Flip

This gentleman haircut requires a longer top. You can achieve this by giving the sides an undercut. Then go on to make a center part and flip each section to overlap the undercut sides. The result is a sweet double flip that looks amazing.

# 37 Extended Side Flip Pompadour

This haircut will look great in case you first begin with some texturing. Make a side part and style the top and the parted side into cool waves. Pull back the wavy side and flip the top to overlap the unparted side. Add clay pomade to transform the flipped top into one cool contoured pomp.

# 38 Half Slick Back

This haircut requires that you give the top lots of texture. Give the top a medium buzz cut ensuring to leave the front section untrimmed. Make a short buzz cut at the sides and back for that tapered effect. Give the front a slick back and add pomade wax for that elegant contoured look.

# 39 Creative Wavy Pompadour

After texturing your hair, give it a side part and style the top into a wavy pomp. Do the same at the crown but give the waves that tousled look. Finish with a high taper at the sides and the back.

# 40 Super Slick

Take slick haircut to the extreme. Start by giving your hair tons of texture. Make a side part and give the top a side slick in such a way that it presses down on the scalp to create a thin layer. The result is a super slick style that looks sweet and flawless.

The gentleman haircut is a great way of getting that look that will help you blend in on any given occasion, both casual and formal. It’s an ingenious way of staying tidy without having to go for a haircut that looks too complicated.

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