20 Old Money Hairstyles for Men That Signal Wealth

Old Money Hairstyles

An old money hairstyle for men starts with a clean side part, soft volume, and a smooth, natural finish. The medium-length top has neat, tapered sides.

This keeps everything balanced and polished. These classic cuts come from Ivy League and prep culture. They feel elegant and expensive without any effort.

Suitable for all hair types, they fit both formal and casual settings. The result is timeless and classy.

Top Old Money Hairstyles for Men

The top old money hairstyles for men include the classic side part, slicked-back, Ivy League cut, natural wave, and tapered styles. Each one looks clean and polished.

They all feel quietly elegant and suit both formal and casual settings.

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Classic Taper

Classic Taper

The classic taper is one of the most iconic hairstyles for men. It keeps the hair full and neat on top while the sides gradually fade down.

The result is a clean, sharp look that feels polished without being overdone. It suits almost every face shape and works just as well in a boardroom as it does on a weekend out.

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Exudes timeless refinement with clean tapered sides for a distinguished, wealthy aesthetic.

French Crop

French Crop

The French crop is a sharp and clean old for men. It sits short on the sides with a neat, textured fringe across the forehead.

The cut looks effortlessly polished and well-groomed without needing much styling. It works well for men with thick or fine hair and fits both formal and casual settings with ease.

Undercut

Undercut

The undercut is a bold yet refined old money hairstyle for men. It features short, tight sides with a fuller, styled top. This creates a strong contrast.

The look is clean and structured. It works for formal occasions and casual wear alike. With the right styling, it carries a timeless, polished edge that old money style is known for.

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Pairs sharp short sides with a longer top for a sleek, upper-class appearance.

Ivy League Cut

Ivy League Cut

The Ivy League cut is a timeless old money hairstyle for men. It sits between a crew cut and a side part. The hair is short on the sides and slightly longer on top.

This allows for a clean, neat part when styled. It looks sharp, polished, and refined. The cut works well in formal settings and fits casual wear just as easily.

Classic Slick Back

Classic Slick Back

The classic slick back is one of the most polished old money hairstyles for men. The hair is combed straight back for a smooth, clean finish.

It looks sharp, refined, and effortlessly elegant. The style works best with medium to longer hair. It fits formal settings perfectly and adds a quiet confidence to any casual look as well.

Classic Pompadour

Classic Pompadour

The classic pompadour is a bold and elegant old money hairstyle for men. The hair is styled high at the front and swept back with a smooth, polished finish.

It adds volume and structure without looking overdone. The cut works well for both formal and casual settings. It suits men who want a refined, classic look with a strong, confident presence.

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Lifts hair high at the front for a bold, commanding presence rooted in classic elegance.

Layered Cut

Layered Cut

The layered cut adds soft texture and natural movement to the hair. Each layer sits neatly on top of the other, creating a clean and balanced shape.

It works well for men with thick or wavy hair. The style looks refined without being too structured. It fits both formal and casual settings with ease.

Caesar Cut

Caesar Cut

The Caesar cut is short, clean, and easy to wear. It features a straight, horizontal fringe across the forehead with short, even sides.

The style looks neat and well-groomed without much effort. It works well for men with round or oval face shapes. The cut is simple yet refined, making it a solid everyday choice.

Classic Quiff

Classic Quiff

The classic quiff brings volume and character to the front of the hair. The top is lifted and swept slightly back, while the sides stay short and tight.

It strikes a balance between structured and relaxed. The style adds height without feeling overdone. It suits men who want a groomed, confident look that stands out in the right way.

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Sweeps hair upward and forward for a polished, refined look with effortless volume.

Layered Medium Cut

Layered Medium Cut

The layered medium cut sits at a comfortable length that is easy to manage. Each layer adds natural movement and soft texture to the hair.

The style falls neatly without looking stiff or forced. It works across different hair types and suits both formal and casual settings. It is a relaxed yet put-together look that ages well over time.

Classic Comb Over

Classic Comb Over

The classic comb over is clean, sharp, and quietly confident. The hair is parted on one side and combed neatly across the top.

It creates a structured, well-groomed finish. The style works well for both formal and casual settings. It is a straightforward cut. It carries a refined, timeless appeal without any extra effort.

Bro Flow

Bro Flow

The bro flow is relaxed, natural, and effortlessly cool. The hair grows out to a medium or longer length and sits with a loose, easy shape.

It does not need much styling to look good. The style works best for men with natural waves or slight texture. It is laid-back yet groomed enough to carry a clean, refined look.

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Grows hair naturally past the ears for a relaxed, easygoing charm.

Side Fringe

Side Fringe

The side fringe is soft, clean, and easy to style. The hair is swept to one side across the forehead, creating a natural, relaxed fall.

It adds a subtle touch of character without being too bold. The style works well for men with straight or slightly wavy hair. It looks neat and put-together in both formal and casual settings.

Classic Crew Cut

Classic Crew Cut

The classic crew cut keeps things simple and sharp. The hair is cut short all around with a slightly fuller top that tapers down neatly on the sides.

It needs very little styling to look well-groomed. The cut suits almost every face shape and works just as well in a boardroom as it does on a weekend out. Clean, minimal, and always reliable.

Classic Side Part

Classic Side Part

The classic side part is one of the most recognized cuts in men’s grooming. A clean, defined line on one side sets the tone for the entire look.

The hair sits smooth and controlled on top with neat, trimmed sides. It carries a quiet authority. It works in formal settings without feeling out of place in everyday wear.

Few hairstyles hold this level of consistency across generations.

Curtain Cut

Curtain Cut

The curtain cut is soft, natural, and easy to wear. The hair is parted down the middle and falls gently on both sides of the forehead.

It creates a relaxed, effortless frame around the face. The style works well for men with straight or wavy hair. It looks clean and refined without needing heavy styling or product.

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Parts hair down the middle for a soft, face-framing look with timeless appeal.

Scissor Cut

Scissor Cut

The scissor cut is precise, clean, and tailored to shape. Each section of hair is cut by hand, giving the style a soft, natural finish.

It removes bulk without losing length or texture. The result is a well-balanced look that sits neatly without feeling stiff. It works well for men who prefer a refined, low-maintenance style with a personal touch.

Side Swept

Side Swept

The side swept style is smooth, polished, and easy to pull off. The hair is combed or brushed to one side, creating a soft, flowing line across the top.

It adds a natural, relaxed shape without looking messy. The style works well for men with medium-length hair. It fits both formal and casual settings and always looks well put together.

Brushed Back

Brushed Back

The brushed back style is clean, confident, and straightforward to wear. The hair is pushed away from the face and set back with a smooth, even finish.

It keeps the forehead clear and gives the overall look a sharp, open feel. The style works well with medium to longer hair. It suits formal settings and holds up just as well in casual wear.

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Sweeps all hair back cleanly for a sharp, sophisticated and put-together look.

80/20 Haircut

80/20 Haircut

The 80/20 haircut is a subtle take on the classic side part. The hair is divided with a slight off-center parting, placing more volume on one side than the other.

It creates a natural, asymmetric shape that looks intentional without being overdone. The style works well for men with straight or wavy hair. It is clean, relaxed, and easy to maintain.

What Is an Old Money Hairstyle?

Old money hairstyles are classic, clean, and well-groomed. They carry a refined, wealthy appearance without looking overdone. These cuts come from Ivy League and prep culture.

They are known for a timeless, polished look. Think side parts, slick backs, and tapered cuts. These styles feel elegant and expensive without trying too hard.

How to Choose the Right Old Money Hairstyle

Choosing the right old money hairstyle comes down to your face shape, hair type, and lifestyle. Each one plays a role in finding a cut that feels natural and easy to wear.

Consider Your Face Shape

Oval faces suit almost any cut. Square faces work well with softer styles. Round faces benefit from height, and longer faces suit shorter, wider cuts.

Know Your Hair Type

Fine hair needs volume. Thick hair needs bulk control. Wavy or curly hair carries relaxed styles naturally. Working with your texture always gives the best result.

Match the Style to Your Lifestyle

Low maintenance or high effort — pick what fits your routine. Think about where you spend most of your time and choose a cut that moves easily between formal and casual settings.

How to Ask Your Barber for an Old Money Haircut

Knowing what to say at the barber makes all the difference. A few clear words can get you exactly the look you want.

Use the Right Terms

Say words like “clean side part,” “tapered sides,” or “soft volume on top.” This gives your barber a clear direction.

Bring a Reference Photo

A photo says more than words. Pick one that matches your hair type and face shape for the best result.

Keep It Simple

Tell your barber you want a clean, classic, and polished finish. Less is more when describing an old money look.

Conclusion

Old money hairstyles stand the test of time. They are clean, polished, and refined. A classic side part or a relaxed bro flow — there is a cut for every face shape, hair type, and lifestyle. Find the one that feels natural and wear it with confidence.

FAQs

What is an old money hairstyle?

A clean, classic, and polished cut that looks refined and timeless.

Which old money hairstyle is most popular?

The classic side part is the most recognized and widely worn.

Do old money hairstyles work for all hair types?

Yes, there is a suitable style for every hair type.

How often should I get a trim?

Every three to four weeks keeps the style looking sharp and clean.

Do I need a lot of product for these styles?

Most old money styles need very little product to look well-groomed.

Can I wear these styles casually?

Yes, most of these cuts move easily between formal and casual settings.

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