15+Classic 1920s Hairstyles for Men Reimagined in 2025

Introduction

The 1920s hairstyles for men marked a turning point in grooming and fashion. Moving away from conservative styles, men embraced shorter, bolder cuts that reflected the spirit of the roaring twenties. As 2025 brings vintage trends back into the spotlight, iconic styles like the bob cut, finger waves, and slick side parts are making a powerful return with a modern twist. Whether you’re after elegance, rebellion, or retro glam, these reimagined styles let you channel Gatsby-era confidence with 21st-century attitude.

Trending Types of 1920s Hairstyles for Men

1. 1920s Long Hairstyles

Long hairstyles in the 1920s radiated elegance and creative expression, often styled with soft waves or pinned curls. In 2025, these cuts return with a modern touch like added braids or enhanced volume to match contemporary fashion.

Must Try:

• Garnier Fructis Full & Plush Volumizing Mousse
• Scunci No-Slip Grip Headbands

Styling Tips:

• Use volumizing mousse to boost fullness
• Add modern braids for a boho twist
• Accessorize with a bold headband or clip

Maintenance & Care:

Keep long styles moisturized with a hydrating conditioner to prevent dryness. Schedule regular trims to maintain shape and avoid split ends.

2. 1920s Medium-Length Hairstyles

Medium-length hairstyles from the 1920s were both structured and romantic, styled with tucked ends or faux bobs. In 2025, these cuts shine with layered textures, light curls, and flexible styling that suit both formal and everyday looks.

Must Try:

• TIGI Bed Head Manipulator Texture Paste
• Revlon Curling Wand for Vintage Waves

Styling Tips:

• Use a curling wand to create soft retro waves
• Tuck the ends under for a faux bob illusion
• Add light layers for movement and shape

Maintenance & Care: 

Use a lightweight mousse or styling cream to define waves. Weekly deep conditioning helps preserve moisture and elasticity.

3. 1920s Short Curly Hairstyles

Short curly styles defined the 1920s with their bouncy texture and youthful edge. In 2025, they return with enhancements like asymmetrical cuts and fade lines that highlight natural curls while adding bold personality and dimension.

Must Try:

• Cantu Coconut Curling Cream
• Eco Style Olive Oil Gel

Styling Tips:

• Apply curl-enhancing cream to damp hair
• Use a diffuser to define curls without frizz
• Add asymmetry for a modern update

Maintenance & Care: 

Deep condition regularly and avoid heat styling. Use a satin pillowcase to protect curls while sleeping.

4. 1920s Wedding Hairstyles for Men

Men’s wedding hairstyles in the 1920s emphasized sleek lines and suave confidence. In 2025, they’re modernized with smooth textures, vintage parts, and detailed accessories for a polished, elegant, and unforgettable groom-ready finish.

Must Try:

• Suavecito Strong Hold Pomade
• Conair Metal Styling Comb

Styling Tips:

• Create sleek waves using a fine-tooth comb and pomade
• Accessorize with a feather or boutonnière clip
• Keep styles firm yet natural

Maintenance & Care:

Use clarifying shampoo weekly to remove buildup. Add light oils or serums for shine without heaviness.

5. Pixie 1920s Hairstyles for Short Hair

The short pixie cut from the 1920s was daring and liberating, often styled with gelled finger waves. Today’s versions feature undercuts, bold color choices, and sculpted shapes to highlight individuality while honoring vintage flair.

Must Try:

• Got2b Ultra Glued Invincible Gel
• L’Oreal Paris Hair Color for Bold Tones

Styling Tips:

• Create defined finger waves using gel and comb
• Try a sharp undercut for contrast
• Experiment with bold, fashion-forward shades

Maintenance & Care: 

Frequent trims keep the pixie shape crisp. Use non-drying styling gels to maintain texture and avoid flakes.

6. Long Hair Flapper Look 1920s

The long flapper hairstyle in the 1920s blended soft elegance with bold femininity. In 2025, it’s reimagined with vintage waves, deep side parts, and subtle accessories that offer timeless glamour and red-carpet-worthy vibes.

Must Try:

• Bed Head Wave Artist Deep Waver
• Vintage Crystal Flapper Headband

Styling Tips:

• Create vintage waves with a triple barrel waver
• Add a crystal headband for authentic flair
• Use shine spray for a polished finish

Maintenance & Care: 

Use a sulfate-free conditioner to maintain softness. Style with low heat and apply heat protectant beforehand.

7. Men Roaring 20s Hairstyles

The roaring 20s hairstyles for men were bold and expressive, showcasing slick backs, wave patterns, and dashing side parts. In 2025, the style is revived with fade variations and texturizing creams for added versatility.

Must Try:

• American Crew Pomade
• TIGI Bed Head Matte Separation Wax

Styling Tips:

• Slick hair with pomade and comb in a clean part
• Add a low fade or temple taper for contrast
• Finish with matte wax for a modern edge

Maintenance & Care: 

Cleanse with clarifying shampoo weekly. Use lightweight gel daily to hold the style.

8. 1920s African American Hairstyles for Men

African American hairstyles in the 1920s embraced finger waves, short bobs, and cultural elegance. Today, styles honor the past with natural textures, protective designs, and modern moisture-rich styling routines.

Must Try:

• SheaMoisture Curl Enhancing Smoothie
• ORS Olive Oil Edge Control

Styling Tips:

• Embrace natural curl patterns using curl smoothie
• Use edge control to shape defined baby hairs
• Try twist-outs or flat twists for low-maintenance style

Maintenance & Care: 

Keep hair hydrated with leave-in conditioners. Wear a satin bonnet to reduce breakage overnight.

9. 1920s Retro Hairstyles

Retro hairstyles of the 1920s include elegant updos, sleek finger waves, and structured curls. These styles are updated in 2025 using modern styling tools, dry texture sprays, and bold accessory pairings.

Must Try:

• L’Oreal Advanced Hair Spray for Extra Hold
• Kitsch Rhinestone Hair Clip Set

Styling Tips:

• Shape finger waves with styling gel and clips
• Finish with glam clips for 1920s drama
• Use texture spray to modernize volume

Maintenance & Care: 

Use alcohol-free hair sprays to hold style without drying. Avoid over-styling with heat.

10. 1920s Braided Hairstyles

Braided hairstyles in the 1920s often included tight plaits, crown braids, and wave-braid combos. In 2025, they’re brought to life with French braids, twists, and boho details like pearls or clip-ins.

Must Try:

• Goody Classic Bobby Pins
• Pearl Hair Pin Set

Styling Tips:

• Create a braided crown using side parts
• Pin with pearl clips or vintage accessories
• Mix with soft waves for added texture

Maintenance & Care: 

Avoid tight styles daily—rotate with protective buns. Moisturize the scalp to prevent flaking.

11. Classic Hairstyles in 1920s

Classic 1920s hairstyles were polished and structured, often featuring finger waves, side parts, and sleek gelled finishes. These styles are back in 2025 with updated texture, modern accessories, and sharper detailing that’s easy to personalize.

Must Try:

• Johnny B Mode Styling Gel
• Kent Handmade Comb for Precision Styling

Styling Tips:

• Apply styling gel and comb into precise waves
• Add a side part for symmetry
• Pair with suspenders or vests for full vintage flair

Maintenance & Care: 

Use moisturizing gel to avoid flaking. Trim hair bi-weekly for a crisp shape.

12. Glamour Hair in 1920s

Glamour hairstyles of the 1920s oozed sophistication, with high-shine curls, sleek chignons, and ornate hairpieces. Today, these styles are revived with modern hot tools, gloss sprays, and red-carpet-worthy details.

Must Try:

• TRESemmé Shine Spray for Glossy Finish
• Great Gatsby Feather Headpiece

Styling Tips:

• Smooth hair into a low bun or chignon
• Finish with a feathered accessory for flair
• Set with shine spray for radiance and hold

Maintenance & Care: 

Use a heat protectant before styling. Refresh style with a shine mist on non-wash days.

Trending:

13. 1920s Hair with Accessories

Accessories were essential in 1920s hairstyles, ranging from feathers and headbands to jeweled clips. In 2025, these add-ons make a comeback with metallic accents, crystals, and pearl detailing for standout looks.

Must Try:

• Vintage Jeweled Hair Comb
• Great Gatsby Style Feather Headband

Styling Tips:

• Use clips to accentuate waves or buns
• Try stacked accessories for a bold statement
• Mix metal and fabric textures for contrast

Maintenance & Care: 

Always remove accessories gently to avoid breakage. Store in a case to keep from tarnishing.

14. 1920s Glam Updos

Glam updos in the 1920s were showstoppers—styled with twists, rolls, and luxe accessories. In 2025, they’re refreshed with volumizers, textured buns, and red carpet energy ideal for formal events.

Must Try:

• Kenra Volume Mousse Extra 17
• Scunci Decorative Hair Pins

Styling Tips:

• Sculpt rolls using section clips and hairspray
• Tease roots for extra volume
• Decorate with glam pins or chains

Maintenance & Care: 

Secure styles with strong-hold hairspray. Wrap hair at night to preserve the updo.

15. 1920s Bob Styles for Men

Men’s bob styles in the 1920s defied expectations with mid-length waves, side parts, and slick finishes. Modern barbers enhance this classic with asymmetry, tapered edges, and natural volume for attitude.

Must Try:

• Layrite Superhold Pomade
• Conair Barber Comb Set

Styling Tips:

• Style with volume cream for light lift
• Define shape using a barber comb and blow-dryer
• Use side parting to create structured balance

Maintenance & Care: 

Get trims every 2–3 weeks to maintain shape. Wash with clarifying shampoo to reset styling buildup.

16. 1920s Finger Waves Hairstyles for Men

Finger waves were one of the most iconic 1920s hairstyles, offering sleek, wave-like patterns sculpted close to the scalp. In 2025, they’re revived with modern gels, parting tools, and fade-enhanced cuts for a crisp, stylish look.

Must Try:

• Eco Style Professional Gel
• Rat Tail Comb Set for Styling Precision

Styling Tips:

• Apply strong-hold gel and sculpt waves using a rat tail comb
• Keep waves close and even for a classic feel
• Add side fade for modern contrast

Maintenance & Care: 

Use hydrating gel to avoid flaking. Avoid brushing dry to preserve the wave pattern.

17. 1920s Elegant Bobs hairstyles for Men

The elegant bobs of the 1920s combined precision cutting, curved ends, and well-groomed finishes. Modern stylists add tapered necklines, blunt ends, and subtle texture for a clean yet bold aesthetic.

Must Try:

• Reuzel Fiber Pomade
• Haircut Scissors Professional Kit

Styling Tips:

• Apply pomade for a structured bob finish
• Keep ends trimmed for a clean edge
• Create slight bends for natural motion

Maintenance & Care: 

Use a shine-enhancing conditioner. Trim monthly to retain shape and edge sharpness.

You May Like: 15 Stunning Hairdo Hairstyles for Women You Must Try