Messy Hairstyles for Men with Medium Hair: 2025 Guide
Messy hairstyles for men with medium hair have become the gold standard for effortless cool. Whether you’re after a relaxed, beachy vibe or a polished-yet-undone look, medium-length messy hair offers versatility and modern charm. In this guide, we’ll break down the best styles, how to achieve them, and how to maintain that just-right level of messiness.
Why Messy Hairstyles for Men with Medium Hair
Men are embracing texture, movement, and freedom—and that’s exactly what messy hairstyles for men with medium hair deliver. Unlike short cuts that require frequent trims or long styles that demand heavy maintenance, medium-length messy looks hit the sweet spot.
These styles work with all hair types—curly, wavy, or straight—and suit casual hangouts just as well as smart-casual events. Plus, they’re perfect for men who want to look stylish without appearing like they tried too hard.
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Top 15 Messy Hairstyles for Men with Medium Hair
1. Textured Quiff
This hairstyle adds height and volume on top with messy texture. It works great with naturally thick hair and adds a modern, edgy look.
2. Messy Fringe
Let your hair fall naturally forward into a casual fringe. It softens your face and adds a relaxed, youthful vibe.
3. Messy Slick Back
Push your medium-length hair backward using matte pomade, but leave texture and loose ends for that effortlessly stylish finish.
4. Surfer Waves
Achieve this laid-back beach vibe with sea salt spray and finger-combing. It’s perfect for naturally wavy or curly hair.
5. Layered Shag
A great option for guys who want movement and body. The layered cut enhances volume while maintaining a rugged, messy shape.
6. Messy Faux Hawk
Add a little rebellion to your style with a faux hawk that’s textured and messy, not spiked. Great for a bold but wearable look.
7. Disheveled Side Part
Blend a formal side part with messy styling. It’s professional with a twist—ideal for office settings with personality.
8. Natural Curls with Texture
Let your curls do their thing. Use curl cream to enhance definition while keeping the look tousled and natural.
9. Windblown Blowout
Use a blow dryer to lift the hair, then style with your hands for a windblown, rebellious look that adds height and flair.
10. Bedhead Style
Intentionally messy with minimal effort. Use dry shampoo or light paste to recreate the “just woke up” aesthetic.
11. Undone Pompadour
The pompadour gets a makeover with this style—lifted front, messy sides, and a casual finish that screams modern rockstar.
12. Curly Tapered Mess
Keep the sides shorter while letting curly volume shine on top. This contrast gives your curls a messy yet groomed appearance.
13. Bro Flow
Let your medium hair fall freely behind the ears with a natural flow. It’s clean, messy, and laid-back all at once.
14. Messy Mullet Fade
Business in the front, party in the back—but updated with texture and volume. This medium-length mullet embraces controlled messiness.
15. Wavy Brush Back
Comb your waves backward and tousle lightly for volume. This style merges elegance with disarray, great for both dates and casual hangs.
Styling Tips for Messy Medium-Length Hair
Use the Right Products
Sea salt sprays, matte pomades, and texturizing powders are your best friends. Avoid heavy gels that clump hair and kill movement.
Work with Damp Hair
Start styling when your hair is towel-dried—not dripping wet and not bone dry. This gives your look the perfect balance of hold and flexibility.
Air Dry or Blow Dry Strategically
Air drying gives a natural fall, while blow drying adds volume and direction. Use a diffuser if you’ve got curls or waves.
Finger Styling > Comb Styling
Ditch the comb for your hands. Finger-styling enhances natural texture and prevents over-taming the look.
Maintenance Tips for Messy Hairstyles for Men with Medium Hair
- Trim Every 6–8 Weeks: Keep split ends at bay without losing length.
- Condition Regularly: Messy styles rely on texture, but dryness is not your friend.
- Refresh Between Washes: Use dry shampoo to keep the volume alive and avoid flatness.
Best Face Shapes for Messy Medium-Length Styles
Messy hairstyles for men with medium hair are surprisingly adaptable. Here’s a quick guide:
- Oval Faces: Almost any messy style suits you.
- Square Faces: Add texture to soften strong jawlines.
- Round Faces: Volume on top creates elongation.
- Heart-Shaped Faces: Go for side-swept looks to balance forehead width.
FAQs
Q1. What are the best messy hairstyles for men with medium hair?
The best include the textured quiff, surfer waves, messy fringe, and disconnected undercut—all offering balance between style and comfort.
Q2. How can I make my medium hair look messy but stylish?
Use a sea salt spray on damp hair, scrunch with your fingers, and let it air dry or blow dry with a diffuser for natural movement.
Q3. Is messy medium hair hard to maintain for men?
Not at all. With occasional trims and lightweight products, these styles are low-maintenance while still looking on point.
Q4. Can messy hairstyles work for professional settings?
Yes. Styles like the messy slick back or side-swept look can be made office-appropriate with subtle grooming and product use.
Q5. What products are best for messy hairstyles for men with medium hair?
Look for texturizing products like sea salt sprays, dry shampoos, and matte clays to achieve controlled chaos.
Conclusion
Messy hairstyles for men with medium hair are more than just a trend—they’re a lifestyle choice that balances casual cool with adaptable elegance. Whether you’re headed to work, a party, or the beach, these styles fit in effortlessly.
Their versatility makes them ideal for different face shapes and hair types, while their low-maintenance nature ensures you won’t spend hours grooming. With the right products and a little creativity, your hair can become your most stylish accessory.
In 2025, it’s all about embracing who you are—and nothing says authentic confidence like a perfectly imperfect, messy medium hairstyle.
