16 Medium Messy Men’s Curly Hairstyles for Different Occasions

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Medium, messy curly hairstyles are making waves for men, and it’s easy to see why. This look strikes the perfect balance between laid-back and stylish, offering plenty of versatility for various occasions. Whether you’re heading to the office, a night out, or just hanging out with friends, these curly styles allow you to show off your natural texture with minimal effort.

From loose, tousled curls to more defined, structured looks, there’s a range of styles to choose from. These medium-length messy curls are ideal for guys who want a carefree yet polished vibe that works for both casual and more formal settings. So, if you’re ready to embrace your curls and try something new, these 16 styles might just be the fresh look you’ve been looking for.

Casual Beach Waves

Casual Beach Waves
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For a relaxed day at the beach, medium messy waves provide the perfect laid-back vibe. Start by applying a curl-enhancing cream to damp hair.

Let your curls air-dry naturally, then tousle them with your fingers for a wind-swept look. The key is to maintain the natural texture while adding a carefree twist.

These waves are not only easy to manage but also help in exuding an effortless charm. Whether you’re playing beach volleyball or just soaking up the sun, this style is both functional and fashionable.

Formal Side-Parted Curls

Formal Side-Parted Curls
© Luxe Digital

For formal occasions, medium curls can be transformed into a sophisticated side-parted style. Begin by dividing your hair with a clean side part.

Use a light styling gel to keep the curls in place without losing their natural bounce. This style pairs perfectly with formal attire, adding a touch of elegance and charm.

The side-parted look is refined yet retains the dynamism of curls. Ideal for weddings or business events, it ensures you look polished but not overly styled, maintaining a balance between formality and natural flair.

Sporty Curly Undercut

Sporty Curly Undercut
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The sporty curly undercut is perfect for active individuals who want style without sacrificing practicality. With short sides and voluminous curls on top, this style keeps hair out of the face during physical activities.

Use a mousse to give your curls definition while keeping them lightweight. This look is ideal for gym sessions or outdoor sports, blending functionality with trendiness.

The contrast between the top curls and shaved sides offers a modern, edgy flair. It’s a low-maintenance yet stylish choice for those always on the move.

Vintage Pompadour Curls

Vintage Pompadour Curls
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Embrace a retro vibe with vintage pompadour curls, perfect for those seeking a classic yet trendy look. To achieve this style, blow-dry your curls upwards and back, then secure with a strong-hold pomade.

The result is a voluminous front with a tapered back, reminiscent of classic Hollywood glamour. This style not only highlights the curls’ natural texture but also adds height and drama.

Ideal for themed parties or simply standing out in a crowd, it combines vintage charm with modern aesthetics, making it a timeless choice.

Bedhead Curls

Bedhead Curls
© Luxe Digital

For those lazy mornings or casual hangouts, bedhead curls offer a relaxed yet stylish appearance. Achieve this look by lightly spritzing your curls with water, then scrunching them with a bit of leave-in conditioner.

The result is an intentionally tousled look that feels effortless. Perfect for casual outings or a day at home, bedhead curls exude nonchalance and style.

This approach embraces the natural messiness of curls while ensuring they remain soft and touchable, providing an easy-going look that’s both comfortable and chic.

Urban Slicked-Back Curls

Urban Slicked-Back Curls
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Slicked-back curls merge urban style with elegance, perfect for city dwellers. Start by applying a smoothing serum to damp curls, then comb them back gently.

This look creates a sleek silhouette while maintaining the natural volume of curls. Ideal for a night out in the city or a stylish urban adventure, it brings a sense of sophistication to casual wear.

By balancing sleekness with curl texture, this style offers a unique blend of modern and classic aesthetics. It’s a versatile choice for those who love exploring urban landscapes.

Travel-Friendly Curls

Travel-Friendly Curls
© DMARGE

Travel-friendly curls are all about convenience without compromising style. Use a travel-size curl cream to define and manage your curls on the go.

These curls are designed to withstand long flights or road trips, staying fresh and bouncy. The style is low-maintenance, allowing you to focus on your adventures rather than hair care.

Ideal for globetrotters, it ensures you look great in travel photos. Embrace the spontaneity of travel with a hairstyle that adapts to different climates and activities, offering both practicality and flair.

Rockstar Shaggy Curls

Rockstar Shaggy Curls
© The Right Hairstyles

Channel your inner rockstar with shaggy curls that scream attitude and style. Achieve this look by adding texture paste to dry hair, emphasizing the natural curl pattern.

The result is a wild, carefree appearance that works for gigs or casual outings. These curls embody the spirit of rock and roll, bringing a bold, rebellious edge.

Ideal for concerts or parties, the shaggy style is both eye-catching and full of personality. It’s a perfect choice for those looking to make a statement and stand out from the crowd.

Elegant Swept-Back Curls

Elegant Swept-Back Curls
© Man For Himself

For an elegant look, swept-back curls offer sophistication and style. Begin by applying a light mousse to damp curls, then comb them back gently.

This creates a refined silhouette, perfect for formal events like galas or black-tie affairs. The style highlights the natural elegance of curls while providing a polished, sleek finish.

It’s a timeless look that pairs well with formal attire, ensuring you leave a lasting impression. By combining elegance with curl texture, this style offers a classic choice for those special occasions.

Festival Fringe Curls

Festival Fringe Curls
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Festival fringe curls are perfect for those looking to embrace fun and creativity. Style your curls with a fringe for a playful, youthful vibe.

Use a curl-enhancing spray to keep the fringe bouncy and defined. The style is ideal for music festivals or artistic gatherings, offering an expressive look that stands out in a crowd.

These curls are all about self-expression and joy, making them perfect for lively events. With a fringe that frames the face, this style adds a touch of whimsy to your overall appearance.

Hipster Half-Up Bun

Hipster Half-Up Bun
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The hipster half-up bun combines practicality with a laid-back vibe. Gather the top half of your curls into a loose bun, leaving the rest to flow naturally.

This style keeps hair off your face while maintaining a relaxed, casual look. Ideal for coffee dates or creative meetups, it blends function with a trendy aesthetic.

The half-up bun is perfect for those who appreciate a bit of structure without losing the natural movement of curls. It’s a stylish choice for everyday wear, offering versatility and ease.

Edgy Textured Curls

Edgy Textured Curls
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Edgy textured curls are for those who love a bold, daring look. Achieve this style by using a texturizing spray to enhance the natural curl pattern, creating a defined, spiked effect.

Perfect for nights out or creative events, this style is all about making a statement. The combination of texture and curls adds a dynamic edge, enhancing your individuality.

It’s a great choice for showcasing personality and confidence. Whether at a club or an art gallery, these curls ensure you stand out with flair and style.

Laid-Back Bohemian Curls

Laid-Back Bohemian Curls
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Embrace a carefree vibe with laid-back bohemian curls, perfect for those who love simplicity and style. Let your curls air-dry, then gently shake them out for a relaxed look.

This style requires minimal effort, making it ideal for weekends or artistic gatherings. The bohemian approach highlights the natural beauty of curls, providing an earthy, effortless aesthetic.

It’s a style that resonates with those who appreciate nature and creativity. Whether you’re in a garden or an art studio, these curls offer a harmonious blend of comfort and style.

Business Casual Curls

Business Casual Curls
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For a professional yet relaxed look, business casual curls strike the perfect balance. Use a light styling cream to define curls without making them stiff.

This style is ideal for office environments where you want to maintain a polished appearance but still embrace your curls’ natural texture. It’s functional and fashionable, offering versatility for both meetings and after-work gatherings.

By keeping curls soft and well-groomed, this look ensures you stay comfortable and confident throughout the workday, providing a seamless transition from business to leisure.

Rugged Adventure Curls

Rugged Adventure Curls
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Rugged adventure curls are for those who seek thrills and outdoor exploration. This style is all about embracing the natural texture of curls, allowing them to move freely.

Ideal for hiking or camping trips, these curls require minimal maintenance, letting you focus on the adventure. Use a curl-defining gel to keep them manageable and resilient against the elements.

The rugged look conveys strength and readiness, making it perfect for those who love nature and challenges. It’s a hairstyle that embodies the spirit of adventure.

Playful Party Curls

Playful Party Curls
© Pinterest

Bring joy to any celebration with playful party curls, designed to attract attention and exude energy. Use a volumizing mousse to enhance curl bounce and vitality, ensuring your hair stands out in any crowd.

This style is perfect for birthday parties or lively gatherings, offering a fun, festive vibe. The playful curls are all about embracing joy and letting loose, making them ideal for dancing and socializing.

Whether you’re the life of the party or just enjoying the festivities, these curls offer a cheerful and vibrant appearance.