18 Best Gentleman Haircut Styles to Look for in 2025

Cindy Marcus
Cindy Marcus Hairstylist, Editor-in-Chief

The classic gentleman haircut is a timeless men’s style that is often shorter and arranged with a side part or a comb-over. Taking cues from vintage haircuts that embody the essence of a gentleman, this style remains sophisticated and fashionable across the ages.

Hollywood stars Colin Farrell, Henry Cavill, and Orlando Bloom have been at the forefront of this cut, which suits not only formal attire but also bold and expressive looks.

Barber Alexis Nikollaou showcases on his feed the various iterations of a gent’s cut on different hair types – wavy, straight, and thick hair.

The key to these hairstyles is a reliable hold product. Barbershop favorites include pomade, gel, wax, and clay, along with a versatile comb, which easily achieves the desired effect and makes any structured hairstyle simple to recreate.

Before heading to your next appointment, be sure to browse these stylish images of the finest gentleman haircut collections!

Photos
The Contemporary Ivy League Gentlemen Cut
Instagram @_hairbypamela

#1: The Contemporary Ivy League

This stylish haircut is an men’s ivy league haircut with a side part, and it’s elegant yet playful and contemporary. I’ll always take into account your hair type and evaluate all factors necessary for you to leave with the ability to style your hair effortlessly and effectively once you depart the chair.

Stylish Combover for Medium-Length Hair
Instagram @thugcuts

#2: Stylish Combover for Medium-Length Hair

This men’s medium-length haircut combines elegance and professionalism. The best thing about this style is that it exudes refinement and gives the impression of meticulous attention. A combover haircut like this requires time to style and the right products. It’s not suitable for low-maintenance men or those who prefer a “wash and wear” routine. It works exceptionally well for guys with wavy and straight hair textures.

Gentlemens styled long slick back haircut
Instagram @loonyborz

#3: Styled Long Slick Back Haircut

Even long hair can achieve a stylish, slick back appearance. Just style it slicked back and maintain it using gel or your preferred pomade for a polished, suave finish.

Classic Undercut with Fade Hairstyle for Thick Hair
Instagram @theheroine_

#4: Classic Undercut with Fade Hairstyle for Thick Hair

Elegance in an undercut comb-over is what keeps this gentleman’s hairstyle looking contemporary. Longer hair on top maintains a very spirited vibe. Incorporating texture into your hair will add more movement if you have straight hair.

Sleek Gentlemen's Cut with a Lustrous Finish for Men
Instagram @osman.karaev

#5: Sleek Gentlemen’s Cut with a Lustrous Finish

If you are searching for a polished style with a lustrous finish, then you have discovered it. The classic short back and sides have been clipped close to the skin. Then, they’re blended thoroughly into the top for an appealing contrast. The hard hair parting is placed perfectly to complement the hairline. If you want your hair to achieve the same shiny look, then use quality pomade.

Stylish Side-Swept Fringe for Fine Hair
Instagram @leekaja.hanif

#6: Stylish Side-Swept Fringe for Fine Hair

If you have fine hair, sporting a stylish side-swept fringe across your hairline could help create a more voluminous appearance. And since haircut styles like this are simple to elevate, why not give it a shot?

#7: The Timeless Gentleman Cut for Short Hair

If the legendary Captain America can pull off this vintage hairstyle and still look stylish after all these years, then you can too! Less is indeed more, and you can enhance your appearance significantly without making it seem like an effort.

#8: Classic Men’s Hairstyle Paired with a Beard

If you’re in search of a sophisticated and tidy hairstyle that complements a beard, consider this timeless men’s cut with a beard. This enduring style features clean lines and an orderly look. It typically showcases longer hair on top and shorter hair on the sides to create a gentle contrast. It’s styled for a sleek and polished finish. This adaptable look is fantastic for those wanting a customizable hairstyle, whether you favor a tapered fade or a more subtle blend.

Classic side part with facial hair for men
Instagram @eddie_rtb

#9: Classic Side Part with Facial Hair for Men

Blend the fade seamlessly into your beard by maintaining a subtle sideburns area. This approach helps ensure your hairstyle remains refined throughout, while still expressing your personal flair.

The sophisticated black Gentleman Haircut
Instagram @cal_newsome

#10: The Sophisticated Black Gentleman Haircut

This cut speaks for itself. The refined fade haircut and stunning waves create an elegant black gentleman.

Stylish Short Haircut for a Gentlemen with a beard fade and mustache
Instagram @edupradoo

#11: Stylish Short Haircut

Are you seeking to maintain a polished and refined appearance? You may want a stylish short cut to elevate your look and send you out the door feeling like a gentleman. I suggest that you ask for a 2 on the sides faded up. This provides a more relaxed yet clean cut around your ears and enough length on top to fold back and style easily. No better way to walk out the barbershop doors feeling your best!

Stylish Messy Quiff for Curly Hair
Instagram @przebarber

#12: Stylish Messy Quiff for Curly Hair

A messy quiff is a stylish option for any young adult with curly hair. It features a skin-tight low fade on the side that is nicely transitioned into a messy quiff. Ensure you have an experienced barber to execute this haircut for you because this style can easily take a wrong turn if he or she is not skilled enough.

The Classic Gentleman Cut for Wavy Locks
Instagram @_srlucaslima

#13: The Classic Gentleman Cut for Wavy Locks

A subtle fade and layered style beautifully accentuate your natural wavy hair texture.

Classic Gentleman's Side Part
Instagram @bushmanbarber

#14: Classic Gentleman’s Side Part

Ah, a timeless side comb-over. Never fails to leave the girls admiring your fresh gentleman’s haircut.

Refined Side Part + Timeless Taper for a Gentleman
Instagram @zaebis.haircuts

#15: Refined Side Part + Timeless Taper

This timeless gentleman haircut features a side part pompadour complemented by a taper fade at the back. Many gentlemen opted for these types of haircuts in the 1950s due to their practicality, elegance, and ease of styling. Side parts remain one of the most versatile haircuts you can choose. With the right combing technique or a bit of hair product, it can become your go-to look.

#16: Trending Short Comb Over Hairstyle

A refined man’s style, this timeless comb over with a side part is both relaxed and polished. Perfect for wearing with suits, make a statement and accentuate your facial features.

The Contemporary Gent Haircut
Instagram @behzad_tariqii

#17: The Contemporary Gent

A haircut alone does not define a gentleman. A true classic man carries even the seemingly ordinary barber’s cut with pride. The great advantage of the contemporary gent cut is its versatility for both straight and wavy hair types.

#18: Trendy High Fade Haircut with Afro Texture

A high fade haircut with afro texture is an excellent choice when searching for your fresh afro look. Inform your barber not to go too high on the fade, as it can quickly transform a high fade into a disconnected man bun.