In 2025, messy hairstyles for men are not just a passing trend—they’re a movement. These looks combine effortless style with versatility, offering options for every hair type and occasion. Whether you’re going for a casual day out, a night on the town, or a low-maintenance professional look, messy haircuts allow you to express personality while keeping things cool and trendy. From textured quiffs to tousled waves, these styles will help you achieve that “I woke up like this” vibe with a little more flair. At the end of the article, here’s a bonus tip to help you manage your messy hair—just for you, because you deserve something extra special!

If you’re ready to break free from the classic, perfectly styled hair, these 15 messy hairstyles are the perfect place to start. Explore and uncover your next signature style!

1. Messy Undercut with Textured Top

This edgy look features a clean, clipped undercut on the sides, while the top is left longer and tousled for a messy yet structured finish. The contrast between the short sides and the voluminous top creates a sharp, modern aesthetic that’s both bold and versatile.

Best for those who want a standout look that balances sharpness with texture, the messy undercut works especially well for men with fine hair, as it adds volume and height. Whether you’re at the office or out with friends, this cut brings a stylish, rugged edge to any situation.

2. The Messy Quiff

The messy quiff reimagines the classic quiff with a laid-back flair. Instead of a perfectly styled lift, the hair on top is styled with a textured, tousled finish, giving it a more relaxed, lived-in look. The hair still stands tall, but it has a less rigid, more natural vibe.

Perfect for medium-length hair, the messy quiff adds volume and height while maintaining a laid-back, modern feel. It’s ideal for men who want a stylish yet easy-to-manage look, whether you’re going to work, a casual event, or a night out.

3. Messy Pompadour

The messy pompadour blends classic style with modern untamed texture. Hair is swept back from the forehead and styled high, but instead of a smooth finish, it’s left textured, adding volume and movement. The result is a pompadour that feels relaxed, yet still refined.

This look is great for men with thicker hair who want to make a statement without too much fuss. It offers a mix of retro sophistication and modern edge, perfect for everything from a date night to a trendy office look. It’s bold, but not overly done.

4. Tousled Caesar Cut

The tousled Caesar cut adds a contemporary edge to the classic timeless style. With short bangs and textured layers on top, this cut creates a messy yet structured look that’s perfect for guys who want a sharp haircut that doesn’t require too much upkeep. It’s short and easy, but still stylish.

Best for men with square or angular faces, the tousled Caesar cut helps soften harsh features while keeping things edgy and cool. It’s an excellent choice for those who want a low-maintenance cut with a bit of flair.

5. Messy Fringe with Tapered Sides

This messy fringe cut keeps the hair on top long enough to fall naturally into a tousled fringe, while the sides are tapered for a clean, fresh look. The blend of messy bangs and sharp sides creates a perfect balance between edgy and refined.

Ideal for men with round or oval faces, this style helps add structure to softer facial features. Whether you’re heading to a casual gathering or a business meeting, the messy fringe with tapered sides strikes the right balance between professional and playful.

6. Messy Slicked Back

The messy slicked-back style offers the sleekness of the traditional slicked-back look but with a relaxed, tousled finish. Instead of a smooth, polished look, this style allows for a bit of texture and movement while keeping the hair neatly out of the face.

Perfect for men with medium to long hair, the messy slicked-back look is ideal for those who like to keep things clean but still want to show off a bit of texture. It’s versatile enough for both work and play, adding sophistication without appearing too stiff.

7. The Bedhead Look

The bedhead look is the ultimate messy hairstyle, designed to look like you’ve just rolled out of bed (in the best way). The key is to leave your hair loose and tousled, with random strands falling naturally into place, creating a carefree and relaxed aesthetic.

This is perfect for men seeking a relaxed, low-maintenance hairstyle. It’s perfect for shorter haircuts, but works with medium lengths as well. If you’re looking for something super easy to style but still trendy, the bedhead look is the go-to.

8. Messy Spiky Hair

Messy spiky hair is all about creating defined, tousled spikes that stand out while maintaining a natural, textured look. The spikes aren’t sharp or rigid—they’re purposefully messy, adding a bit of edge to the traditional spiky style.

Great for guys with shorter hair, especially those with thick or coarse hair, this style gives off a youthful and energetic vibe. It’s perfect for casual outings or a bold look that can still be polished when needed.

9. Messy Crop with Fade

The messy crop with fade creates a striking contrast between the short, faded sides and the textured, tousled top. The crop is left choppy, with layers creating volume and movement, while the fade keeps the overall look clean and structured.

Best for men who want a bold style with low maintenance, the messy crop with fade is ideal for those with round faces. The crop adds structure and height, while the fade keeps it neat. It’s the ideal balance of precision and relaxed texture.

10. Messy Textured Waves

The messy textured wave allows your natural curls or waves to shine, while still keeping the overall look effortlessly messy. The waves are enhanced with a bit of product to give them texture and volume, but they remain soft and natural-looking.

Perfect for men with wavy or curly hair, this style lets you embrace your hair’s natural texture without worrying about frizz or stiffness. It’s great for those looking for a style that requires minimal upkeep but still looks fantastic on any occasion.

11. The Shaggy Bob

The shaggy bob is a longer, messier hairstyle with layers that add volume and texture. It’s a carefree look that works best when the hair is slightly tousled, allowing the layers to fall naturally and create movement around the face.

Ideal for men with oval or square faces, the shaggy bob adds softness and texture to sharper jawlines. It’s the perfect style if you’re looking for a relaxed yet trendy look with a bit of an edge. Whether you’re in the office or out on the weekend, it keeps things stylish without being overdone.

12. Messy Long Hair with Tapered Sides

For men who love long hair but want something more refined, the messy long hair with tapered sides is the ideal cut. The hair is kept long on top with natural waves or curls, while the sides are tapered to give the look structure and dimension.

This style works great for men with thick or wavy hair who want to keep their locks long without the risk of looking too unruly. It’s perfect for a laid-back, rockstar-inspired vibe, while still keeping things polished enough for formal settings.

13. The Messy Top Knot

The messy top knot features hair tied loosely into a bun on top of the head, with strands left out to frame the face. It’s the perfect style for guys who want a quick, stylish way to keep their hair out of the way while looking effortlessly cool.

Perfect for men with medium to long hair, this look is great for busy days or casual outings. Whether you’re hitting the gym or grabbing coffee, the messy top knot keeps you looking stylish with minimal effort.

14. Messy Fade with Curly Top

The messy fade with curly top features a clean fade on the sides, with the curls on top left voluminous and slightly messy. The result is a fun, playful look that feels modern and dynamic while still maintaining structure.

This style is great for men with curly hair who want to embrace their texture while keeping the sides neat. The fade helps highlight the curls, making the overall look sharper and more stylish. It’s ideal for those who want to show off their natural hair while keeping it trendy.

15. Messy Crew Cut

The messy crew cut is a refreshed version of the classic crew cut, with more texture and volume on top while keeping the sides short and clean. It’s a short, neat style but with a bit of messiness to add an effortless touch.

Ideal for men who prefer a low-maintenance, high-impact style, the messy crew cut works well with almost any face shape. It’s simple but still gives you that cool, fresh look that’s easy to maintain throughout the day.

Bonus Tips to Embrace the Messy Look

1. Use the Right Shampoo and Conditioner

Choose sulfate-free shampoo if your hair is dry, and a lightweight conditioner. For added manageability, consider a leave-in conditioner.

2. Get Regular Trims

Regularly trim your hair to remove split ends and keep it looking neat. This helps prevent excess tangling and promotes healthier, stronger growth.

3. Use the Right Styling Products

For control, use a matte pomade, clay, or texturizing cream. These products tame messiness without weighing hair down or making it greasy.

4. Dry Your Hair Gently

After washing, blot your hair with a microfiber towel to reduce frizz and breakage. Avoid rubbing it, which can lead to more tangling.

5. Embrace a Low-Maintenance Look

Work with your hair’s natural texture. A sea salt spray or texturizing paste can enhance the messy look while keeping it styled, not wild.

Conclusion

Messy hairstyles for men are all about breaking free from perfection and embracing the beauty of imperfection. Whether you’re looking for something sharp and bold or casual and laid-back, there’s a messy style for every taste. These 15 trending looks prove that messy hair can be both stylish and sophisticated, offering plenty of options to express your individuality. So, why wait? Try one of these cool, trendy cuts and start owning that messy yet chic look today!