32 Creative Mid Length Messy Hairstyles for Men Including Drop Fade Wavy Textured Fringe and More

Mid Length Messy Hairstyles for Men

Mid-length messy hairstyles for men have become a staple in contemporary fashion, offering a relaxed yet stylish look that suits various occasions and personalities. These hairstyles are versatile, easy to maintain, and perfect for men who want to strike a balance between polished and carefree. In this article, we will explore ten unique mid-length messy hairstyles that are sure to inspire your next visit to the barber.

Textured Drop Fade with Wavy Fringe for a Casual Look

The Drop fade wavy textured fringe is an excellent choice for men with naturally wavy hair. This hairstyle features a clean fade that drops behind the ear, coupled with a textured, wavy fringe that adds volume and movement. Ideal for casual outings and laid-back events, this style works best for men with oval or square faces and complements green or blue eyes. The wavy texture gives it a carefree vibe, making it perfect for those who prefer a low-maintenance yet stylish look.

To achieve this hairstyle, you’ll need a good quality texturizing spray and a medium-hold styling cream. Start by applying the texturizing spray to damp hair, then blow-dry while scrunching your hair with your hands to enhance the waves. Finish with the styling cream to define the fringe and keep it in place. Maintenance involves regular trims to keep the fade sharp and the fringe at the desired length, along with using a moisturizing shampoo and conditioner like Redken All Soft.

Medium-Length Tousled Waves for Effortless Style

The Medium wavy tousled waves offer a relaxed, beachy look that’s perfect for summer outings and casual weekends. This hairstyle features medium-length hair that is tousled to create natural waves and volume. Suitable for men with straight hair who want to add texture, it complements heart-shaped faces and enhances the appearance of blue or hazel eyes.

To style this look, apply a sea salt spray to damp hair and use a diffuser attachment on your blow dryer to enhance the natural waves. For added volume, you can use a volumizing mousse. To maintain the tousled effect, avoid brushing your hair once it’s dry and instead use your fingers to style it. Regular trims are essential to keep the ends healthy, and using a leave-in conditioner like It’s a 10 Miracle Leave-In Product will help maintain the softness and manageability of your hair.

Straight Hair with Messy Layers for a Sleek Look

For men with straight hair, the Messy layered straight hair style is a fantastic option. This hairstyle involves cutting the hair into various layers to create a messy yet controlled look. It’s great for formal and casual occasions alike, especially for men with oval or rectangular faces and dark brown or black eyes.

To achieve this look, ask your barber for layered cuts that add movement and texture. Use a lightweight styling gel or cream to add definition to the layers. After washing, blow-dry your hair using your fingers to tousle it. Maintain the layers with regular trims and use a shampoo and conditioner designed for volume, like Matrix Total Results High Amplify, to keep your hair looking full and healthy.

Casual Messy Fringe with a Natural Flow

The Mens fringe with natural flow is perfect for those who prefer a slightly edgy look. This hairstyle features a fringe that naturally falls over the forehead, adding a touch of mystery and charm. Ideal for casual events and day-to-day wear, it suits men with round or diamond-shaped faces and highlights green or grey eyes.

To style, start with damp hair and apply a lightweight mousse. Blow-dry your hair while combing the fringe forward with your fingers. Use a matte finish pomade to add texture and hold to the fringe. Maintaining this hairstyle involves regular trims to keep the fringe at the right length and using a nourishing shampoo like Paul Mitchell Tea Tree Special Shampoo to keep your hair healthy and dandruff-free.

Medium-Long Wavy Shag for a Retro Vibe

Embrace a retro look with the Medium long wavy shag. This hairstyle is characterized by its layered waves that create a voluminous and textured appearance. It’s perfect for music festivals, casual hangouts, or any event where you want to stand out. This style is best suited for men with oval or triangular faces and complements hazel or blue eyes.

To achieve this look, apply a curl-enhancing cream to damp hair and scrunch it with your hands. Let your hair air dry or use a diffuser to enhance the waves. Regular trims are necessary to maintain the shape, and a sulfate-free shampoo and conditioner like OGX Moroccan Argan Oil will help keep your hair soft and shiny.

Messy Top with a Fade Haircut for Modern Appeal

The Mens longer top with fade haircut offers a modern twist to the classic messy look. This hairstyle features a longer top with a fade on the sides and back, providing a clean yet textured appearance. Suitable for both casual and semi-formal occasions, it works well for men with square or heart-shaped faces and enhances dark brown or black eyes.

Start by applying a volumizing mousse to damp hair, then blow-dry while lifting the hair at the roots with your fingers. Use a matte finish clay or wax to add texture and definition to the longer top. Maintaining this style involves regular visits to the barber to keep the fade sharp and using a moisturizing shampoo like Dove Men+Care to keep your hair healthy.

Classic Bedhead with a Slightly Tapered Cut

The Medium long bedhead look is the epitome of effortless style. This hairstyle mimics the natural look of just getting out of bed, with a slightly tapered cut to keep it manageable. It’s perfect for casual outings and relaxed settings, suiting men with oval or rectangular faces and enhancing blue or grey eyes.

To achieve this look, use a light hold mousse on damp hair and let it air dry. Use your fingers to tousle the hair and create a messy effect. A dry shampoo like Batiste can help maintain the texture and volume between washes. Regular trims will keep the shape intact, and a hydrating conditioner will ensure your hair stays soft and manageable.

Curly Quiff with a Messy Finish

The Mens wavy curly quiff combines the volume of a quiff with the natural texture of wavy hair. This hairstyle is ideal for formal and semi-formal events, giving you a polished yet relaxed look. It’s best suited for men with diamond or triangular faces and highlights green or hazel eyes.

To style, apply a curl-enhancing mousse to damp hair and blow-dry while lifting the hair at the roots. Use a medium-hold pomade to shape the quiff and add texture. Maintaining this style requires regular trims to keep the quiff at the right length and using a curl-enhancing shampoo and conditioner like DevaCurl to maintain the waves.

Layered Messy Mop for a Carefree Look

The Mens longer layered mop offers a carefree and youthful appearance. This hairstyle features layers that add movement and texture, making it perfect for casual outings and social events. It suits men with round or oval faces and complements light brown or blonde hair.

To achieve this look, ask your barber for layered cuts that add volume and texture. Use a light hold styling cream on damp hair and blow-dry while tousling with your fingers. A leave-in conditioner like It’s a 10 Miracle Leave-In Product will help maintain the softness and manageability of your hair. Regular trims are necessary to keep the layers looking fresh.

Short Messy Crop with Textured Ends

For a more controlled messy look, the Short messy crop is an excellent choice. This hairstyle features a cropped cut with textured ends, providing a neat yet tousled appearance. It’s suitable for both casual and professional settings, especially for men with square or rectangular faces and dark brown or black eyes.

Start by applying a lightweight styling gel to damp hair and use your fingers to create texture while blow-drying. Use a matte finish wax to define the ends and add a messy touch. Maintaining this hairstyle involves regular trims to keep the crop neat and using a nourishing shampoo and conditioner like Nioxin System 2 to keep your hair healthy and full.

Additional Mid-Length Messy Hairstyles for Men

The Textured spiky medium-length cut is perfect for men who want to add some edge to their appearance. This hairstyle features textured spikes that create a bold and dynamic look. Ideal for casual and semi-formal occasions, it suits men with oval or triangular faces and highlights dark brown or black eyes.

To achieve this look, apply a strong-hold styling gel to damp hair and use your fingers to create spikes. Blow-dry your hair while holding the spikes in place to add volume and texture. Regular trims are necessary to maintain the shape, and using a strong-hold hairspray like Got2b Glued Blasting Freeze Spray will keep the spikes intact throughout the day.

Messy Pompadour with a Faded Undercut

The Mens longer messy pompadour with fade combines the classic pompadour with a modern messy twist. This hairstyle features a voluminous top with a faded undercut, providing a stylish and contemporary look. Suitable for formal and casual events, it works best for men with square or heart-shaped faces and enhances green or blue eyes.

Start by applying a volumizing mousse to damp hair and blow-dry while lifting the hair at the roots with a round brush. Use a strong-hold pomade to shape the pompadour and add texture. Maintaining this style involves regular visits to the barber to keep the fade sharp and using a volumizing shampoo like Big Sexy Hair to keep your hair full and healthy.

Shaggy Bob with Natural Waves for a Relaxed Look

The Shaggy bob with natural waves offers a relaxed and carefree appearance. This hairstyle features a medium-length bob with natural waves that add volume and texture. Perfect for casual outings and laid-back events, it suits men with oval or rectangular faces and complements light brown or blonde hair.

To achieve this look, apply a sea salt spray to damp hair and let it air dry or use a diffuser to enhance the natural waves. Use a light hold styling cream to add definition to the waves. Regular trims are essential to keep the shape intact, and using a moisturizing shampoo and conditioner like SheaMoisture Coconut & Hibiscus will help maintain the softness and shine of your hair.

Layered Surfer Hair for a Beachy Vibe

The Layered surfer hair is ideal for men who want to embrace a beachy and relaxed look. This hairstyle features layers that create a windswept and tousled appearance, perfect for summer outings and casual weekends. It works best for men with oval or heart-shaped faces and enhances blue or green eyes.

To style this look, apply a sea salt spray to damp hair and scrunch it with your hands to create waves. Let your hair air dry or use a diffuser to enhance the texture. Regular trims are necessary to maintain the layers, and using a hydrating shampoo and conditioner like Maui Moisture Thicken & Restore will keep your hair healthy and manageable.

Messy Quiff with a Subtle Fade for a Modern Look

The Messy quiff with a subtle fade offers a modern and stylish appearance. This hairstyle features a voluminous quiff with a subtle fade on the sides, providing a clean yet textured look. Suitable for both casual and semi-formal occasions, it works well for men with square or rectangular faces and dark brown or black eyes.

Start by applying a volumizing mousse to damp hair and blow-dry while lifting the hair at the roots with a round brush. Use a medium-hold pomade to shape the quiff and add texture. Maintaining this style involves regular visits to the barber to keep the fade sharp and using a volumizing shampoo like Redken Volume Injection to keep your hair full and healthy.

Messy Mohawk with a Tapered Cut for an Edgy Style

The Messy mohawk with a tapered cut is perfect for men who want to make a bold statement. This hairstyle features a mohawk with a messy top and tapered sides, providing an edgy and dynamic look. Ideal for casual and semi-formal events, it suits men with oval or triangular faces and highlights dark brown or black eyes.

To achieve this look, apply a strong-hold styling gel to damp hair and use your fingers to create the mohawk. Blow-dry your hair while holding the mohawk in place to add volume and texture. Regular trims are necessary to maintain the shape, and using a strong-hold hairspray like TIGI Bed Head Hard Head will keep the mohawk intact throughout the day.

Messy Crew Cut with Textured Ends for a Low-Maintenance Look

The Messy crew cut with textured ends offers a low-maintenance and stylish appearance. This hairstyle features a classic crew cut with textured ends that add a messy and relaxed touch. Suitable for casual and professional settings, it works well for men with square or rectangular faces and dark brown or black eyes.

Start by applying a lightweight styling gel to damp hair and use your fingers to create texture while blow-drying. Use a matte finish wax to define the ends and add a messy touch. Maintaining this hairstyle involves regular trims to keep the crew cut neat and using a nourishing shampoo and conditioner like Nioxin System 2 to keep your hair healthy and full.

Messy Faux Hawk with a Fade for a Bold Look

The Messy faux hawk with a fade combines the edgy look of a mohawk with a modern messy twist. This hairstyle features a voluminous top with a fade on the sides, providing a bold and stylish appearance. Suitable for both casual and semi-formal occasions, it works best for men with square or heart-shaped faces and enhances green or blue eyes.

Start by applying a volumizing mousse to damp hair and blow-dry while lifting the hair at the roots with a round brush. Use a strong-hold pomade to shape the faux hawk and add texture. Maintaining this style involves regular visits to the barber to keep the fade sharp and using a volumizing shampoo like Big Sexy Hair to keep your hair full and healthy.

Messy Side Part with a Tapered Cut for a Classic Look

The Messy side part with a tapered cut offers a classic and stylish appearance. This hairstyle features a side part with a messy top and tapered sides, providing a clean yet textured look. Suitable for both casual and semi-formal occasions, it works well for men with square or rectangular faces and dark brown or black eyes.

Start by applying a lightweight styling gel to damp hair and use your fingers to create the side part while blow-drying. Use a medium-hold pomade to add texture to the top. Maintaining this style involves regular visits to the barber to keep the tapered cut sharp and using a nourishing shampoo like Redken Brews to keep your hair healthy and full.

Messy French Crop with Textured Fringe for a Modern Twist

The Messy French crop with textured fringe offers a modern and stylish appearance. This hairstyle features a cropped cut with a textured fringe, providing a clean yet messy look. Suitable for both casual and semi-formal occasions, it works well for men with square or rectangular faces and dark brown or black eyes.

Start by applying a lightweight styling gel to damp hair and use your fingers to create texture while blow-drying. Use a matte finish wax to define the fringe and add a messy touch. Maintaining this hairstyle involves regular trims to keep the crop neat and using a nourishing shampoo like Nioxin System 2 to keep your hair healthy and full.

Messy Textured Crop with a High Fade for a Contemporary Look

The Messy textured crop with a high fade is a contemporary hairstyle that blends classic and modern elements. This hairstyle features a short, messy top with plenty of texture and a high fade on the sides and back. Ideal for both casual and professional settings, it suits men with oval or square faces and enhances brown or hazel eyes.

To achieve this look, start by applying a lightweight styling mousse to damp hair and blow-dry while using your fingers to create texture and volume. Once dry, use a matte finish clay to add definition to the top and ensure a messy, natural look. Maintaining this style involves regular trims to keep the high fade sharp and the textured crop at the desired length. Use a moisturizing shampoo and conditioner like Kérastase Bain Densité to keep your hair healthy and thick. Regular use of a texturizing spray like Oribe Dry Texturizing Spray can help maintain the messy texture and add volume between washes.

Conclusion

Mid-length messy hairstyles for men offer a versatile and stylish option for those looking to add a touch of casual elegance to their look. From wavy fringes to layered mops, there is a variety of styles to suit different face shapes and hair types. We hope these ideas have inspired you to try something new with your hair. Feel free to leave your thoughts and share your favorite styles in the comments below!

Nikita Mazlov

I’m Nikita Mazlov, a web developer with a passion for men’s style. My interest in haircuts, tattoos, outfits, and grooming inspired me to create this platform. Here, I blend my technical skills with a love for masculine style, sharing unique ideas and the latest trends. From sharp haircuts to bold tattoos, I explore various styles to inspire your next look. Join me as we dive into men’s fashion and grooming, where every detail shapes your personal story.