1950s Mens Hairstyles: How to Wear Vintage Haircuts Today

Ever caught yourself staring at a photo of James Dean or Elvis and wondered, “Could I pull that off?” You’re not alone. The timeless charm of 1950s mens hairstyles—think pompadours, slicked-back looks, and the greaser cut—keeps turning up on runways and city streets. If you want to bring retro cool into a modern wardrobe without looking like a costume, this guide will walk you through the best vintage haircuts, styling tips, and outfit pairings that work for real life.

1950s mens hairstyles

Why 1950s Mens Hairstyles Still Matter

The 1950s defined masculine grooming: clean lines, deliberate volume, and a focus on glossy, controlled finishes. These styles translate well today because they emphasize structure and confidence rather than messy trends. Whether you aim for a full-on rockabilly vibe or a subtle side part that complements a business-casual look, vintage men’s haircuts offer versatility and polish.

Signature 1950s Looks and How to Get Them

The Pompadour

What it is: Volume at the front, shorter sides, a rounded or tapered back. The pompadour is the headline hairstyle of the 1950s—think Elvis Presley.

1950s mens hairstyles
  • Best for: Oval, square, and longer face shapes; medium to thick hair.
  • How to ask your barber: “Longer on top for volume, short but blended sides, and room at the crown for shaping.”
  • Styling steps: Blow-dry the front up and back, apply medium-to-heavy pomade or wax, comb into shape and finish with a light mist of hairspray for hold.
  • Outfit pairing: Leather jacket, white tee, slim jeans for a true rockabilly look; blazer and chinos for elevated retro.

Slicked-Back / Greaser

What it is: Sleek, combed back with high shine. The greaser uses minimal fade and high gloss—think iconic biker and rebel aesthetics.

1950s mens hairstyles
  • Best for: Straight to slightly wavy hair and men who prefer a sharp, neat silhouette.
  • How to ask your barber: “Keep top long enough to comb back; keep sides slightly tapered but not high faded.”
  • Styling steps: Work a strong-hold pomade through damp hair, comb back tightly, and use a fine-tooth comb to define lines. For added volume, blow-dry slightly before product.
  • Outfit pairing: Denim jacket, band tee, boots; for a dressier version, pair with a slim wool coat and oxford shoes.

Classic Side Part

What it is: Clean parting with a moderate amount of volume—ideal for office and evening wear.

1950s mens hairstyles
  • Best for: All face shapes; especially flattering on round faces when the part adds structure.
  • How to ask your barber: “Defined side part with tapered sides and enough length on top to comb over.”
  • Styling steps: Use light pomade or styling cream, create a firm part with a comb, sweep the longer top over to the side, finish matte for a modern touch.
  • Outfit pairing: Suit and tie or smart-casual shirt and cardigan.

How to Choose the Right 1950s Mens Hairstyle for Your Hair Type

Not all vintage cuts suit every hair texture. Match your hair density and natural wave to the style:

1950s mens hairstyles
  • Fine hair: Go for a side part or a modest pompadour with volumizing mousse; avoid heavy products that weigh hair down.
  • Thick hair: Embrace the pompadour or full greaser—strong pomade and a blow-dryer help control bulk.
  • Wavy hair: Use texture to your advantage with a loose pompadour or combed-over look; use cream-based products for control without crunch.
  • Curly hair: Consider a tapered side part or a textured, modern interpretation of 1950s styles rather than a slick, high-shine finish.

Products and Tools You’ll Actually Use

To get that mid-century finish, these are the essentials:

  • Water-based pomade for medium hold and washability
  • Oil-based pomade for classic shine and long-lasting control
  • Blow-dryer with a nozzle to direct volume
  • Fine-tooth comb for precise parts and sleek finishes
  • Matte clay or paste for a modern, less glossy take on vintage cuts
1950s mens hairstyles

Daily Maintenance & Barber Tips

Keep your 1950s look sharp without overdoing it:

  • Visit your barber every 3–6 weeks for trims and to maintain the silhouette.
  • Wash out heavy pomade regularly; use clarifying shampoo once a week.
  • Don’t sleep with product-heavy hair—wash or brush out to keep scalp healthy.
  • Bring reference photos to your barber (front and side) and describe how much height and taper you want.

Outfit Combinations That Complement 1950s Haircuts

Vintage hairstyles pair best with clothes that match their intent—clean, fitted, and intentional.

1950s mens hairstyles
  • Casual Rebel: Leather jacket, white tee, slim dark jeans, and boots. Perfect with a pompadour or greaser cut.
  • Smart Retro: Checked blazer, crisp Oxford shirt, tapered trousers, and loafers. Ideal with a classic side part.
  • Weekend Cool: Denim jacket, henley or striped tee, chinos, sneakers. Works with a relaxed pompadour or textured comb over.

Modern Tweaks: Making 1950s Mens Hairstyles Work Today

You don’t need to look like you stepped out of a period drama. Try these modern adaptations:

1950s mens hairstyles
  • Matte finishes for a contemporary, less glossy look.
  • Softer blends on the sides instead of stark high fades.
  • Textured pompadours that embrace a looser, lived-in vibe.

Frequently Asked Questions

1. Are 1950s mens hairstyles still in style?

Yes. Classic 1950s men’s haircuts like the pompadour and side part are timeless and frequently refreshed by contemporary stylists. Their emphasis on structure and grooming makes them adaptable for modern wardrobes.

1950s mens hairstyles

2. Which face shape suits a pompadour?

The pompadour flatters oval and square faces best because the added height elongates the face and balances jawlines. Men with round faces should go for a taller, more angular pompadour or a defined side part to add structure.

3. What product should I use for a vintage slicked-back look?

For authentic high-shine, use an oil-based pomade. For easier washing and a modern finish, choose a strong-hold water-based pomade or wax. Always apply to damp hair for the smoothest result.

1950s mens hairstyles

Conclusion — Make the 1950s Your Own

1950s mens hairstyles are more than nostalgia—they’re a blueprint for looking polished and intentional. Whether you go full pompadour, adopt a clean side part, or try a low-key greaser, the key is fit: choose a cut that suits your hair type, maintain it with regular barber visits, and pair it with outfits that echo the style’s clean lines. Ready to try a vintage cut? Book a barber consult, bring photos, and experiment with pomade and matte clays to find your signature look.

Want more styling ideas? Check out our guides on Men’s Haircuts and Grooming Tips to keep your look sharp.

1950s mens hairstyles

Call to action: Try one of these classic 1950s looks this week—snap a before-and-after, tag it in your style notes, and take the next step toward a more confident look.