12 Timeless Old Money Hairstyles for Men: A Classic Guide

Old money hairstyles for men are a testament to timeless elegance and sophistication. These classic styles have been favored by the elite for generations, representing a blend of tradition and understated luxury. In this guide, we explore 12 quintessential old money hairstyles that have stood the test of time. Whether you’re looking to channel the suave charm of a Hollywood icon or the dignified elegance of a European aristocrat, these hairstyles offer a refined look suitable for any occasion.

1. The Classic Side Part

The classic side part is a staple of the old money aesthetic, characterized by its clean lines and polished appearance. This hairstyle involves a deep part on one side of the head, with the hair neatly combed over to the other side. It’s a versatile look that complements various hair types and face shapes, offering a refined and sophisticated appearance suitable for both casual and formal settings. The side part has been a favorite of many influential figures throughout history, symbolizing a timeless elegance that never goes out of style.

2. Slicked Back Style

The slicked back hairstyle exudes an aura of sophistication and control, favored by those who appreciate a sleek and polished appearance. This style involves combing the hair back from the forehead and securing it in place with a styling product for a glossy finish. Often associated with businessmen and Hollywood icons, the slicked back look is ideal for formal occasions and adds a touch of old-world charm to any outfit. It’s a powerful style statement that emphasizes confidence and elegance.

3. The Ivy League Cut

The Ivy League cut, also known as the Princeton or Harvard clip, is a refined version of the crew cut. It features slightly longer hair on top that can be styled into a side part or brushed back for a polished look. This hairstyle is popular among those with a penchant for preppy, collegiate style, offering a clean and versatile appearance that is easy to maintain. The Ivy League cut is perfect for individuals who want a neat, professional look without sacrificing style.

4. Pompadour

The pompadour is a bold and iconic hairstyle that has been associated with luxury and fashion-forward thinking. Characterized by its voluminous top and shorter sides, this style requires careful styling and maintenance to achieve the perfect balance of height and structure. The pompadour has been worn by cultural icons ranging from Elvis Presley to modern-day celebrities, making it a versatile choice for those looking to make a statement. It embodies a spirit of rebellion and sophistication, ideal for anyone seeking to combine classic style with a modern twist.

5. The Crew Cut

The crew cut is a timeless and practical hairstyle that epitomizes the old money aesthetic. Known for its short, uniform length, this cut is easy to maintain and works well with various hair textures. The crew cut is favored by those who appreciate a no-fuss, masculine appearance, making it ideal for active lifestyles. It’s a versatile style that can be dressed up or down, fitting seamlessly into both formal and casual environments. With its roots in the military, the crew cut conveys discipline and understated elegance.

6. The Quiff

The quiff is a stylish combination of the pompadour and flat top, offering a sophisticated yet relaxed appearance. This hairstyle features volume at the front, gradually tapering towards the back, and can be adapted to suit various personal styles. The quiff requires some styling effort to maintain its shape but rewards with a look that is both bold and refined. It’s an excellent choice for those looking to add a touch of flair to their old money style, balancing classic elegance with contemporary appeal.

7. The Taper Cut

The taper cut is a sophisticated choice for men seeking a clean, well-groomed appearance. This hairstyle features gradually shorter hair as it moves from the top of the head down to the neckline, creating a seamless transition. The taper cut is incredibly versatile, allowing for various styling options on top, from slicked back to side-parted looks. It’s an excellent choice for those who appreciate a meticulous, polished style that is appropriate for any setting, embodying the essence of understated luxury.

8. The Gentleman’s Cut

The gentleman’s cut is a classic style that emphasizes neatness and sophistication. It typically involves a medium-length top with shorter sides, allowing for a variety of styling options such as a side part or a slicked back look. This hairstyle is perfect for professionals and those who value a polished appearance. The gentleman’s cut is a testament to timeless elegance, offering a refined look that is as appropriate in a boardroom as it is at a formal event.

9. The Caesar Cut

The Caesar cut is a short hairstyle named after Julius Caesar, characterized by its short, straight cut with a small fringe. This style is ideal for those seeking a low-maintenance yet sophisticated look. The Caesar cut is particularly suited for men with straight or wavy hair and works well to highlight facial features. It’s a classic choice that exudes confidence and authority, making it a staple in the repertoire of old money hairstyles.

10. The Brushed Back

The brushed back hairstyle is a timeless option for men who prefer a sleek and polished appearance. This style involves brushing the hair back from the forehead, often using a light styling product to maintain its shape. It’s a versatile look that can be adapted to different hair lengths and textures, offering a sophisticated silhouette that complements formal attire. The brushed back style is perfect for those seeking a classic look that embodies elegance and confidence.

11. The Buzz Cut

The buzz cut is a minimalist hairstyle that offers a clean, no-nonsense look. This style is achieved by trimming the hair to a uniform length with clippers, providing a neat and tidy appearance. The buzz cut is ideal for those who prefer a low-maintenance style without sacrificing sophistication. It’s a versatile option that can be worn in both casual and formal settings, embodying the practicality and elegance associated with old money aesthetics.

12. The Comb Over

The comb over is a classic hairstyle that features a side part and hair combed over to one side, often with a slight lift at the front. This style is versatile and can be adapted to suit various hair types and lengths, offering a polished and sophisticated appearance. The comb over is perfect for those seeking to maintain a professional look while embracing the timeless elegance of old money style. It’s a practical choice that exudes confidence and refinement.

Old money hairstyles for men are more than just fashion statements; they are a reflection of a refined lifestyle and timeless elegance. Each of these 12 hairstyles offers a unique blend of sophistication and practicality, ensuring that you can present your best self in any setting. Whether you choose the classic side part, the bold pompadour, or the minimalist buzz cut, these styles have been curated to help you embody the essence of old-world charm and modern grace.