33 Cool Curly Haircuts for Men to Upgrade Your Look

Curly hair can be both a blessing and a challenge for men seeking the perfect hairstyle.

While some may struggle with frizz and unruly texture, the right haircut can transform your natural curls into a stunning style statement that commands attention and confidence.

This comprehensive guide to 33 Cool Curly Haircuts for Men to Upgrade Your Look will explore everything from classic cuts to modern trends, helping you discover the perfect style that complements your face shape, lifestyle, and personal aesthetic.

Whether you have loose waves or tight coils, understanding the versatility of curly hair and the right techniques can unlock countless styling possibilities that will elevate your overall appearance.

1. The Classic Curly Quiff

The curly quiff represents a timeless fusion of vintage elegance and modern sophistication.

This versatile haircut works exceptionally well with natural curl patterns, creating volume and height while maintaining a polished appearance suitable for both professional and casual settings.

The sides are typically cut shorter while leaving substantial length on top to showcase your natural curl pattern
Styling requires lifting the front curls upward and slightly back to create the signature quiff shape
This cut works particularly well for men with oval or square face shapes as it adds vertical dimension
Regular trims every 4-6 weeks help maintain the shape and prevent the sides from becoming too bulky
Use a curl-enhancing cream and light hold gel to define the curls while maintaining the quiff structure
The versatility allows for both formal business looks and relaxed weekend styling options

2. Textured Crop with Curly Fringe

The textured crop with curly fringe offers a contemporary take on short curly hairstyles.

This modern cut emphasizes natural texture while providing a fresh, youthful appearance that requires minimal daily maintenance yet delivers maximum style impact.

The cut features short sides that gradually blend into longer textured curls on top
The fringe area is left longer to create natural movement and frame the face effectively
This style works exceptionally well for men with tight to medium curl patterns
Styling involves applying a texturizing cream to damp hair and allowing natural air drying
The low-maintenance nature makes it perfect for busy lifestyles while still looking polished
Face shapes that benefit most include round and heart-shaped faces due to the horizontal emphasis

3. Curly Undercut with Fade

The curly undercut with fade combines the boldness of modern barbering techniques with the natural beauty of curly hair. This striking style creates a sharp contrast between the closely cropped sides and the voluminous curly top section.

The fade can be customized from high to low depending on personal preference and professional requirements
The top section maintains significant length to allow curls to form their natural spiral patterns
This cut requires skilled barbering to achieve the perfect blend between the fade and curly sections
Styling products should focus on curl definition and moisture retention to prevent frizz
Regular maintenance every 2-3 weeks keeps the fade looking sharp and well-defined
The dramatic contrast makes this style ideal for men who want to make a bold fashion statement

4. Natural Curly Afro

The natural curly afro celebrates the authentic texture and volume of tightly coiled hair. This iconic style has experienced a resurgence in popularity as men embrace their natural hair texture and cultural heritage with pride and confidence.

The cut involves trimming to create a rounded, symmetrical shape while preserving maximum length
Regular deep conditioning treatments are essential for maintaining healthy, defined curls
The style works best with type 3 to 4 curl patterns and creates a striking silhouette
Styling requires curl-specific products that provide moisture without weighing down the hair
The afro can be customized in size from subtle volume increases to dramatic full-sized styles
This cut complements most face shapes by adding width and creating balanced proportions

5. Curly Caesar Cut

The curly Caesar cut adapts the classic Roman-inspired hairstyle to work beautifully with natural curl patterns. This sophisticated yet approachable style offers a professional appearance while celebrating the unique texture of curly hair.

The hair is cut to a uniform short length all around the head, typically 1-3 inches
The natural curl pattern creates interesting texture and movement within the classic Caesar framework
This low-maintenance style requires minimal daily styling while always looking polished and put-together
The cut works particularly well for men with receding hairlines as it creates the illusion of fuller coverage
Styling involves applying a light curl cream to enhance definition without creating stiffness
The timeless appeal makes it suitable for conservative professional environments

6. Curly Side Part

The curly side part brings traditional elegance to naturally textured hair. This refined style demonstrates that curly hair can achieve the same level of sophistication as straight hair styles when cut and styled properly.

A distinct part is created on one side, with the hair styled to follow the natural growth patterns
The longer side showcases beautiful curl definition while the shorter side remains neat and controlled
This style requires quality styling products that provide hold without sacrificing natural movement
Regular professional styling helps maintain the part line and overall shape integrity
The sophisticated appearance makes it perfect for formal events and professional presentations
Works best on men with medium to loose curl patterns who can achieve a defined part line

7. Curly Pompadour

The curly pompadour transforms the classic vintage style into a modern masterpiece that celebrates natural texture.

This dramatic hairstyle creates impressive height and volume while maintaining the sophisticated elegance of the traditional pompadour.

The front section is styled upward and back to create the characteristic pompadour height and volume
Sides can be tapered or faded to emphasize the dramatic contrast with the voluminous top
This style requires strong-hold styling products to maintain the lifted shape throughout the day
The cut works exceptionally well with medium to loose curl patterns that can be easily manipulated
Regular professional styling appointments help perfect the technique and maintain the dramatic shape
The bold aesthetic makes it ideal for creative professionals and fashion-forward individuals

8. Messy Curly Top Knot

The messy curly top knot offers a relaxed, bohemian approach to styling longer curly hair. This effortlessly cool style combines practicality with casual sophistication, making it perfect for both active lifestyles and laid-back social settings.

Longer curls on top are gathered into a loose, intentionally messy knot or bun
The sides can be kept longer for a more natural look or trimmed shorter for contrast
This versatile style can transition from casual daywear to evening social events with ease
Styling requires minimal product application to maintain the natural, undone aesthetic
The practical nature allows for easy hair management during physical activities or hot weather
Works best on men with medium to long curly hair who embrace a more relaxed style approach

9. Short Curly Buzz Cut

The short curly buzz cut demonstrates that even minimal length can showcase beautiful curl patterns. This ultra-low maintenance style creates a clean, athletic appearance while highlighting natural hair texture in its most fundamental form.

Hair is cut to a very short, uniform length using clippers, typically 1/4 to 1/2 inch
The natural curl pattern creates subtle texture and interest even at minimal lengths
This style requires virtually no daily styling or maintenance beyond regular washing
Perfect for men with active lifestyles who prioritize convenience and cleanliness
The clean appearance works well in conservative professional environments and athletic settings
Grows out gracefully, allowing for easy transitions to longer styles when desired

10. Curly Slick Back

The curly slick back adapts the classic wet-look style to work beautifully with natural curl patterns. This sophisticated approach creates a polished, refined appearance that’s perfect for formal occasions and professional settings.

Curls are combed straight back using strong-hold gel or pomade to create a sleek silhouette
The natural curl pattern adds subtle texture and interest to the traditional slicked-back look
This style requires daily styling with wet-look products to maintain the polished appearance
Works best on men with medium-length curls that can be easily combed into position
The formal aesthetic makes it ideal for business meetings, weddings, and upscale social events
Regular professional cuts help maintain the proper length and shape for optimal styling results

11. Textured Curly Fade

The textured curly fade combines precise barbering techniques with natural curl enhancement.

This contemporary style creates visual interest through the contrast between the faded sides and the textured, voluminous curly top section.

The fade can range from subtle to dramatic based on personal preference and lifestyle requirements
The top section maintains length to showcase natural curl patterns and create volume
Texturizing techniques during cutting help enhance the natural movement and definition of curls
This versatile style works with various curl types and can be customized for different face shapes
Styling focuses on enhancing natural texture while maintaining the clean, faded sides
The modern aesthetic appeals to fashion-conscious men who want a contemporary, stylish appearance

12. Curly Crew Cut

The curly crew cut brings military-inspired precision to naturally textured hair. This clean, structured style offers a perfect balance between professional polish and natural curl celebration.

Hair is cut progressively shorter from front to back, maintaining enough length to show curl pattern
The sides are tapered cleanly to create a polished, professional appearance
This style requires minimal daily maintenance while always looking neat and well-groomed
The structured cut works excellently in conservative professional environments
Natural curl texture adds visual interest to the otherwise traditional military-inspired cut
Perfect for men who want a reliable, low-maintenance style that never looks messy or unkempt

13. Long Curly Shag

The long curly shag embraces a more relaxed, bohemian approach to curly hair styling. This free-flowing style celebrates natural movement and texture while creating an effortlessly cool, artistic appearance.

Multiple layers are cut throughout to create movement and prevent the hair from appearing too heavy
The length allows curls to form their natural spiral patterns and showcase beautiful bounce
This style works particularly well for men in creative fields who embrace non-traditional aesthetics
Styling requires curl-enhancing products that define texture without creating stiffness or crunch
The layered approach helps manage bulk while maintaining the full, voluminous appearance
Regular trims help maintain shape and prevent the ends from becoming too ragged or damaged

14. Curly Disconnected Undercut

The curly disconnected undercut creates a bold, edgy appearance through stark contrast between different sections. This modern style showcases advanced barbering techniques while highlighting the beauty of natural curls.

A clear line separates the short sides from the longer curly top section without blending
The disconnected approach creates a more dramatic, fashion-forward appearance
This style requires skilled barbering to achieve the precise lines and proportions
The bold contrast makes it perfect for men who want to make a strong style statement
Styling the top section focuses on curl definition and volume creation
Regular maintenance keeps the disconnect line sharp and the overall style looking intentional

15. Natural Curly Waves

Natural curly waves celebrate the softer side of textured hair. This relaxed style works beautifully for men with looser curl patterns who want to enhance their natural texture without creating overly structured looks.

The cut maintains moderate length to allow natural wave patterns to develop and flow
Minimal layering helps prevent frizz while maintaining the hair’s natural movement
This style works exceptionally well for men with type 2 to 3a curl patterns
Styling involves enhancing natural texture with lightweight, curl-defining products
The casual appearance makes it perfect for relaxed social settings and vacation styling
Low maintenance requirements make it ideal for men who prefer wash-and-go styling routines

16. Curly French Crop

The curly French crop adapts the popular European-inspired cut to work beautifully with textured hair. This contemporary style combines the clean lines of the traditional French crop with the natural beauty of curly hair.

The top section maintains length for curl definition while the sides are cut progressively shorter
A subtle fringe area frames the face while showcasing natural curl patterns
This versatile style works well in both professional and casual environments
The modern cut creates a youthful, contemporary appearance while remaining sophisticated
Styling requires products that enhance curl definition without weighing down the hair
The balanced proportions work well with most face shapes and curl types

17. Textured Curly Bowl Cut

The textured curly bowl cut modernizes a classic childhood haircut into a contemporary fashion statement. This updated version incorporates natural curl patterns to create visual interest and sophisticated styling.

The traditional bowl shape is adapted to work with natural curl patterns and modern proportions
Texturizing techniques prevent the style from appearing too blunt or severe
This bold choice works best for fashion-conscious men who embrace unique styling approaches
The cut requires skilled barbering to achieve the proper proportions and curl enhancement
Styling focuses on defining curl patterns while maintaining the overall rounded silhouette
The distinctive appearance makes it perfect for creative professionals and artistic individuals

18. Curly Taper Fade

The curly taper fade offers a more gradual transition than traditional fades while still creating clean, professional lines. This refined style combines precision barbering with natural curl enhancement.

The fade transitions gradually from longer curls on top to shorter hair on the sides and back
The subtle approach creates a more conservative appearance suitable for professional environments
This style works well for men who want the benefits of a fade without overly dramatic contrast
Natural curl patterns add texture and interest to the precisely cut silhouette
Styling emphasizes curl definition while maintaining the clean, tapered sides
The versatile appearance transitions seamlessly from professional to casual settings

19. Curly Faux Hawk

The curly faux hawk creates an edgy, contemporary appearance without the commitment of a traditional mohawk. This modern style uses natural curl volume to create height and visual interest along the center of the head.

Hair on the sides is cut shorter while the center section maintains length for curl volume
The natural curl pattern creates the height and texture needed for the faux hawk silhouette
This style offers versatility in styling from subtle everyday looks to dramatic evening appearances
Strong-hold styling products help maintain the lifted center section throughout the day
The edgy aesthetic appeals to men who want to express individuality and creativity
Can be styled down for more conservative settings or spiked up for bold, fashion-forward looks

20. Vintage Curly Pompadour

The vintage curly pompadour pays homage to classic 1950s styling while incorporating modern barbering techniques. This sophisticated style creates impressive height and volume using natural curl patterns.

The front section is styled high and back to create the characteristic pompadour silhouette
Natural curls add texture and interest to the traditionally smooth pompadour shape
This dramatic style requires quality styling products and regular professional maintenance
The vintage aesthetic works well for formal events and retro-themed occasions
Precise barbering techniques create the proper proportions and shape foundation
The timeless elegance appeals to men who appreciate classic menswear and vintage styling

21. Modern Curly Mullet

The modern curly mullet updates the controversial classic with contemporary proportions and styling techniques. This bold choice combines business-appropriate front sections with longer, textured back sections.

The front and sides maintain professional lengths while the back features longer flowing curls
Modern proportions create a more balanced, wearable version of the traditional mullet
This style works particularly well for men in creative industries who embrace non-traditional looks
Natural curl patterns add movement and texture to both the shorter and longer sections
Styling requires products that enhance curl definition while maintaining section separation
The bold aesthetic makes a strong personal statement while remaining more socially acceptable

22. Curly Top Fade

The curly top fade emphasizes the contrast between precisely faded sides and voluminous curly top sections. This contemporary style showcases advanced barbering skills while celebrating natural hair texture.

The top section maintains significant length to showcase natural curl patterns and volume
Fade techniques create clean, precise transitions from the curly top to the shorter sides
This versatile style can be customized with different fade heights and curl lengths
The dramatic contrast creates visual interest and contemporary appeal
Styling focuses on maximizing curl definition and volume in the top section
Regular professional maintenance keeps both the fade and curls looking their best

23. Asymmetrical Curly Cut

The asymmetrical curly cut creates visual interest through intentionally uneven proportions and creative styling approaches. This artistic style appeals to men who want to express creativity and individuality through their hairstyle.

Different sections are cut to varying lengths to create intentional asymmetry
Natural curl patterns enhance the artistic, sculptural quality of the uneven proportions
This bold choice works best for men in creative fields who embrace avant-garde aesthetics
Skilled barbering is essential to achieve intentional asymmetry that appears purposeful rather than accidental
Styling requires products that enhance curl definition while maintaining the asymmetrical shape
The unique appearance creates conversation and showcases personal style confidence

24. Curly Brushed Back

The curly brushed back style creates a sophisticated, polished appearance using natural curl patterns. This elegant approach combines traditional grooming techniques with contemporary curl enhancement methods.

Curls are brushed straight back from the face to create a clean, sophisticated silhouette
The natural curl pattern adds texture and movement to the traditionally smooth brushed-back look
This style works well for formal occasions and professional settings requiring polished appearance
Quality styling products provide hold while maintaining natural curl bounce and movement
The timeless approach appeals to men who prefer classic, refined styling methods
Can be adapted for both conservative professional environments and upscale social settings

25. Textured Curly Fringe

The textured curly fringe showcases natural curl patterns in the front section while maintaining clean proportions throughout. This contemporary style frames the face beautifully while highlighting curl definition.

The fringe area maintains extra length to showcase natural curl patterns and face-framing
Texturizing techniques enhance natural movement and prevent the fringe from appearing too heavy
This style works particularly well for younger men who want contemporary, trendy appearances
The fringe can be styled forward, to the side, or swept up depending on the occasion
Minimal maintenance requirements make it perfect for busy lifestyles and active schedules
The youthful aesthetic appeals to fashion-conscious men who follow current style trends

26. Curly Ivy League

The curly Ivy League cut brings preppy sophistication to naturally textured hair. This refined style combines traditional collegiate aesthetics with natural curl enhancement for a polished, educated appearance.

The cut maintains moderate length on top while keeping sides neatly trimmed and tapered
Natural curl patterns add interest to the traditionally conservative Ivy League silhouette
This versatile style works excellently in academic, legal, and corporate professional environments
The refined appearance requires minimal daily styling while always looking polished and appropriate
Quality styling products enhance curl definition without creating stiffness or unnatural texture
The timeless elegance appeals to men who appreciate traditional menswear and classic styling

27. Curly Skin Fade

The curly skin fade creates the most dramatic contrast possible between the closely shaved sides and the voluminous curly top section. This bold style showcases precision barbering and natural curl beauty.

The sides are shaved down to the skin level, creating maximum contrast with the curly top
The top section maintains significant length to showcase natural curl patterns and volume
This high-maintenance style requires frequent professional touch-ups to maintain the precise skin fade
The dramatic appearance makes a strong fashion statement and showcases style confidence
Styling the top section focuses on curl definition and volume maximization
Perfect for men who want to make bold style statements and aren’t afraid of attention-grabbing looks

28. Natural Curly Layers

Natural curly layers embrace the organic beauty of textured hair through strategic layering techniques. This approach enhances natural curl patterns while preventing bulk and creating beautiful movement throughout.

Multiple layers are cut throughout to enhance natural curl patterns and reduce bulk
The layered approach creates movement and bounce while maintaining natural curl integrity
This style works exceptionally well for men with thick, dense curly hair
Minimal styling requirements allow natural curl patterns to shine without heavy product buildup
The organic appearance appeals to men who prefer natural, low-maintenance styling approaches
Regular professional trims maintain layer structure and prevent the style from becoming shapeless

29. Curly Comb Over

The curly comb over adapts the classic gentleman’s style to work beautifully with natural curl patterns. This sophisticated approach combines traditional elegance with contemporary curl enhancement techniques.

Hair is combed to one side while maintaining natural curl patterns and texture
The style creates asymmetrical interest while remaining professionally appropriate
This refined approach works well in conservative business environments and formal settings
Quality styling products provide hold while preserving natural curl bounce and movement
The classic aesthetic appeals to men who appreciate traditional grooming and timeless style
Can be adapted for both subtle everyday looks and more pronounced formal styling

30. Messy Curly Quiff

The messy curly quiff combines the height of traditional quiff styling with relaxed, tousled textures. This contemporary approach creates effortless sophistication that appears naturally styled yet intentionally fashionable.

The front section is lifted upward and back while maintaining a deliberately messy, undone texture
Natural curl patterns enhance the tousled appearance and create organic movement
This versatile style transitions seamlessly from casual daywear to evening social settings
Styling requires minimal product application to achieve the naturally messy aesthetic
The effortless appearance appeals to men who want to look styled without appearing overly groomed
Perfect for achieving that “just rolled out of bed but still look great” aesthetic

31. Curly High and Tight

The curly high and tight brings military precision to naturally textured hair. This clean, structured style creates a sharp contrast between the closely cropped sides and the defined curly top section.

The sides and back are cut very short while the top maintains length for curl definition
The high contrast creates a clean, disciplined appearance suitable for professional environments
This low-maintenance style requires minimal daily styling while always looking neat and controlled
The structured approach works well for men in military, law enforcement, or corporate careers
Natural curl texture adds visual interest to the otherwise severely geometric cut
Regular professional maintenance keeps the contrast sharp and the overall appearance precise

32. Voluminous Curly Top

The voluminous curly top maximizes the natural fullness and bounce of curly hair. This dramatic style celebrates curl patterns while creating impressive height and visual impact through strategic cutting and styling.

The top section is cut to maximize natural curl volume and create impressive height
Strategic layering prevents the style from becoming too heavy while maintaining fullness
This bold style works best for men with naturally thick, dense curl patterns
Styling requires curl-enhancing products that boost volume without weighing down the hair
The dramatic appearance makes a strong fashion statement and showcases style confidence
Perfect for men who want to embrace their natural curl patterns and make bold style choices

33. Classic Curly Side Sweep

The classic curly side sweep brings timeless elegance to naturally textured hair. This refined style demonstrates that curly hair can achieve the same sophisticated appearance as traditional straight-hair styles when properly cut and styled.

Hair is swept to one side while maintaining natural curl patterns and organic movement
The asymmetrical styling creates visual interest while remaining professionally appropriate
This versatile approach works well in both conservative business and upscale social settings
Quality styling products provide hold while preserving the natural bounce and texture of curls
The classic aesthetic appeals to men who appreciate traditional grooming and refined appearance
Can be styled with varying degrees of formality depending on the occasion and personal preference

Conclusion

The world of curly haircuts offers endless possibilities for men seeking to upgrade their look and embrace their natural texture.

From classic styles that have stood the test of time to contemporary cuts that reflect current fashion trends, 33 Cool Curly Haircuts for Men to Upgrade Your Look demonstrates that curly hair can be both manageable and incredibly stylish.

The key to success lies in finding the right cut for your specific curl pattern, face shape, and lifestyle needs, then maintaining it with proper care and styling techniques.

Whether you prefer the polished sophistication of a curly pompadour, the edgy appeal of a disconnected undercut, or the natural beauty of enhanced layers, these hairstyles prove that curly hair is not just manageable but truly magnificent.

Embrace your natural texture, consult with skilled barbers who understand curly hair, and discover how the right haircut can transform not just your appearance but your entire confidence level.