25 Easy Short Shaggy Hairstyles for Men Over 50 That Look Relaxed Yet Sharp

For men over 50, the right hairstyle can be a powerful style statement especially when it strikes that perfect balance between casual comfort and timeless sharpness. Enter the short shaggy haircut: a textured, layered style that’s low-maintenance, age-appropriate, and undeniably cool.

Shaggy hairstyles don’t just embrace natural hair movement they add structure, cover thinning spots, and project confidence without trying too hard. In this guide, you’ll find 25 short shaggy hairstyles that keep your look relaxed yet razor-sharp.

25 Easy Short Shaggy Hairstyles for Men Over 50 In 2025

1. Classic Short Shag

This timeless shag cut features choppy layers and a slightly tousled top that works with your natural texture. It’s subtle enough for everyday wear but stylish enough for special occasions.
Key Features: Feathered layers, side-swept fringe, neck-length cut
Styling Tips: Apply a light texturizing spray and let it air dry
Best For: Men with wavy or straight hair
Vibe: Classic, easygoing, and confident

2. Textured Crop Shag

With shorter sides and a slightly messy top, this crop-inspired shag is clean-cut with a casual twist. It’s great for hiding thinning spots while keeping styling time minimal.
Key Features: Short layered top, choppy edges, low taper
Styling Tips: Use matte clay and finger-style for a lived-in texture
Best For: Fine or thinning hair types
Vibe: Youthful, low-effort, and trendy

3. Messy Shag with Side Fringe

A laid-back cut with a sweeping side fringe to soften the face, this style gives a slimming effect to rounder face shapes.
Key Features: Asymmetrical fringe, textured crown, tapered back
Styling Tips: Blow-dry the fringe across the forehead and mist with light-hold spray
Best For: Men with wide foreheads or round faces
Vibe: Effortless, artistic, and approachable

4. Razor-Cut Shag

Precision cut with a razor tool, this version offers edgy separation and a soft flow perfect for men who want something modern without being flashy.
Key Features: Razor-cut ends, wispy fringe, shattered layers
Styling Tips: Use a texturizing paste to define pieces
Best For: Thick, straight, or coarse hair
Vibe: Modern, edgy, and laid-back

5. Shag with Crown Lift

Adding subtle volume to the crown elongates the face and draws the eye upward, creating a more balanced profile.
Key Features: Light crown volume, layered body, side part
Styling Tips: Use volumizing mousse and lift with a round brush
Best For: Oval or round face shapes
Vibe: Structured, clean, and refined

6. Tapered Short Shag

A barbershop favorite, this version blends tapering with soft layers on top. It’s ideal for men seeking a polished shag with a defined shape.
Key Features: Tapered neckline, short choppy top, controlled sides
Styling Tips: Maintain with regular trims; minimal styling required
Best For: Conservative or professional settings
Vibe: Mature, sharp, and tidy

7. Curly Shag

If your curls are still intact in your 50s, this shag showcases them beautifully with layers that support definition and movement.
Key Features: Short curly layers, volume on top, tapered edges
Styling Tips: Apply curl cream and use a diffuser to enhance curls
Best For: Naturally curly hair
Vibe: Energetic, stylish, and artistic

8. Tousled Fringe Shag

Short, textured layers at the top paired with a light, tousled fringe bring balance and volume in all the right places.
Key Features: Short fringe, textured crown, blended nape
Styling Tips: Scrunch with sea salt spray and air-dry
Best For: Medium to thick straight hair
Vibe: Carefree, relaxed, and stylish

9. Shaggy Ivy League

Think Ivy League with edge—a short, side-parted shag cut with a little more texture and movement.
Key Features: Structured side part, short back, feathered top
Styling Tips: Comb the side part and apply light styling cream
Best For: Professional men who want flair
Vibe: Sophisticated, tailored, and low-maintenance

10. Mini Mullet Shag

A subtle nod to retro styles, this mini mullet adds character while keeping the front and crown shaggy and short.
Key Features: Short sides, extended nape, layered top
Styling Tips: Apply molding cream to highlight separation
Best For: Edgy or fashion-forward men
Vibe: Rebellious, vintage-cool, and confident

11. Short Bedhead Shag

Intentionally messy, this cut is designed to look good with zero effort.
Key Features: Uneven top texture, no visible part, soft fringe
Styling Tips: Finger-style with a matte paste or leave it product-free
Best For: Active or retired lifestyles
Vibe: Casual, carefree, and rugged

12. Cropped Shag with Beard Fade

Combining short shaggy texture with a faded transition into a beard, this is a flattering and face-slimming option.
Key Features: Low-profile top, beard blend, defined sideburns
Styling Tips: Keep the sides clean and style top with pomade
Best For: Men with beards or strong jawlines
Vibe: Masculine, bold, and modern

13. Windswept Shag

This cut captures the natural flow of hair as if caught in a breeze—light, airy, and textured.
Key Features: Side-swept layers, longer crown, feathered fringe
Styling Tips: Use volumizing powder at the roots and scrunch lightly
Best For: Medium-thickness hair
Vibe: Breezy, beachy, and youthful

14. Blunt Fringe Shag

For those who want a more defined front, this blunt shag features a short fringe that sits right above the brows.
Key Features: Blunt bangs, short layered body, straight finish
Styling Tips: Style bangs with a comb and light-hold wax
Best For: Oval or angular face shapes
Vibe: Bold, intellectual, and expressive

15. Low Volume Short Shag

For men who prefer subtlety, this minimalistic shag uses short layers to add depth without big volume.
Key Features: Flat crown, light layering, cropped length
Styling Tips: Blow-dry with fingers and avoid heavy products
Best For: Fine or thin hair
Vibe: Understated, neat, and effortless

16. Shag with Sideburn Fade

A modern twist, this shag fades neatly into the sideburns, offering a more streamlined silhouette.
Key Features: Short sides, dense crown, sculpted sideburns
Styling Tips: Keep sideburns trimmed and style top with clay
Best For: Round or wide faces
Vibe: Sleek, modern, and flattering

17. Textured Caesar Shag

Take the structure of a Caesar cut and add the texture of a shag for a refined-meets-creative hybrid.
Key Features: Horizontal fringe, rough texture, short layers
Styling Tips: Use matte cream to define lines
Best For: High foreheads or receding hairlines
Vibe: Artistic, clean, and smart

18. Angled Shag Cut

This asymmetrical style angles the layers slightly downward toward the jaw, slimming the face.
Key Features: Diagonal fringe, angled side layers, mid-neck length
Styling Tips: Flat iron the sides for a sleek taper
Best For: Men with fuller cheeks or double chins
Vibe: Sculpted, sharp, and bold

19. Short Spiky Shag

Bring youthful edge into the mix with short, piecey spikes on top and soft texture around the sides.
Key Features: Short spiked crown, layered sides, clean neckline
Styling Tips: Style upward with firm hold wax or cream
Best For: Thick or coarse hair types
Vibe: Energetic, fun, and stylish

20. Feathered Shag

Light feathered ends give this short shag a soft, airy feel that flatters aging hair textures.
Key Features: Wispy ends, textured body, soft crown
Styling Tips: Brush gently with a vented brush for movement
Best For: Gray, thinning, or fine hair
Vibe: Elegant, classic, and breathable

21. Short Afro Shag

For natural hair, this cropped afro shag keeps curls close to the head with defined shape and lift.
Key Features: Rounded shape, short curls, tapered edges
Styling Tips: Use curl-defining products and sponge for volume
Best For: Natural Black hair textures
Vibe: Bold, confident, and authentic

22. Business Shag

This conservative shag blends traditional grooming with textured flow—ideal for office settings.
Key Features: Side part, low crown, soft structure
Styling Tips: Style with light cream for control and shine
Best For: Corporate or formal environments
Vibe: Polished, balanced, and professional

23. Temple-Fade Shag

A soft shag meets a temple fade for a cut that modernizes your profile and enhances your natural hairline.
Key Features: Textured top, subtle fade at temples, short back
Styling Tips: Use a medium hold cream and comb top forward or side
Best For: Men with glasses or wider foreheads
Vibe: Smart, dimensional, and trendy

24. Low Taper Shag

This clean cut allows short shag layers to sit above a faded neckline—great for minimal styling.
Key Features: Low taper fade, defined crown, cropped fringe
Styling Tips: Dry naturally or blow-dry crown with fingers
Best For: Busy, practical routines
Vibe: Efficient, fresh, and clean-cut

25. Short Shaggy Undercut

Combine short shag layers with an undercut to emphasize contrast and shape while staying stylishly low-key.
Key Features: Undercut sides, messy top, high contrast
Styling Tips: Add volume to top using powder or mousse
Best For: Edgy, trend-aware men
Vibe: Contemporary, bold, and structured