Welcome to a world where fashion knows no age boundaries! Are you ready to dive into the realm of trendy style? We’re thrilled to present a compilation about defying conventions and embracing the latest fashion trends for young gentlemen. Get ready to be inspired as we bring you “40 Trendy Stylish Medium Haircuts for Boys”!
This post takes you through the medium-length haircuts that have overtaken the world. We’ve scoured the runways, social media, and streets to curate a collection that’s as diverse as it is trendy. So, if you’re looking to update your boy’s hairstyle game or if he’s itching for a change, you’re in the right place. Are you excited to discover the next look for your little trendsetter? Let’s jump into the “40 Trendy Stylish Medium Haircuts for Boys” world and make hairstyling an adventure worth cherishing!
1. Wavy Medium Hair
The wavy medium-length locks embrace the inherent beauty of waves and affirm a carefree style. This look celebrates the texture and movement of the hair, allowing it to cascade gracefully in relaxed waves. Whether he’s enjoying a lazy day at home or hanging out with friends, this hairstyle radiates a carefree charm that’s both captivating and versatile. The waves create a soft and approachable appearance for boys who want relaxed confidence.
To enhance your wavy medium hair, try out one of the beautiful wavy hairstyles for women. These styles will complement the natural texture of your hair, adding movement and volume. Whether you prefer a tousled beachy look or defined waves, there’s a perfect style for you. Embrace your waves and embrace your beauty!
2. Afro Medium Curly Hair
The afro medium curly hair is a celebration of boldness and cultural pride. This iconic hairstyle showcases the natural curls and volume unique to Afro-textured hair. The medium length allows the curls to flourish while maintaining manageability. This style is not just a statement of fashion; it’s a symbol of identity and individuality. It’s a choice that encourages boys to embrace their heritage and confidently stand tall.
3. Blonde Medium Hair With Curtain Bangs
Blonde medium hair with curtain bangs is a fusion of elegance and trendiness. The curtain bangs frame the face beautifully, adding a touch of sophistication to the overall look. The medium length of the hair provides ample styling opportunities, whether he prefers a sleek and polished appearance or a more relaxed and tousled vibe. This hairstyle is perfect for boys experimenting with different looks while maintaining a refined edge.
4. Blonde Foxy, Wavy Medium Hair
The blonde foxy wavy medium hair combines playful charm and chic aesthetics. This style features wavy locks that gracefully around the face, creating a captivating frame. The blonde hue adds a touch of vibrancy, while the waves provide movement and texture. Whether he’s exploring the outdoors or attending a family gathering, this hairstyle exudes a sense of warmth and approachability.
5. Messy Curly, Medium Hair With Bangs
For boys who prefer an effortlessly cool appearance, the messy curly medium hair with bangs is a perfect choice. This hairstyle embraces the beauty of controlled chaos, with the curls adding a sense of spontaneity and flair. The bangs add youthful charm, making this style perfect for boys who want to capture a laid-back and carefree vibe. It’s a look ideal for embracing life’s fun side.
6. Shaggy With Side-Swept Bangs
The shaggy with side-swept bangs hairstyle is a balance of ruggedness and style. The shaggy layers create a dynamic and textured appearance, adding movement and volume to the hair. The side-swept bangs offer a touch of sophistication, framing the face and adding a subtle element of allure. This style is perfect for boys who want to channel a charismatic and slightly disheveled vibe.
7. Medium Spiky Hair
The medium spiky hair is a go-to choice for those who want to add energy to their appearance. This hairstyle features medium-length hair styled into playful spikes that radiate confidence and dynamism. The spiky texture adds a rebelliousness, making it perfect for boys who want to stand out. This style will indicate whether he’s attending a social event or a casual hangout.
8. Side Swept Medium Hair
The side-swept medium hair exudes classic charm with a contemporary twist. This hairstyle features longer hair swept to one side, creating a refined and polished appearance. The asymmetry adds an element of intrigue, capturing attention without being overly dramatic. This style is perfect for boys who appreciate elegance and want to maintain a timeless yet modern look.
9. Medium Mohawk Hair
For boys who want to embrace boldness and edge, medium mohawk hair is an excellent choice. This style features shorter sides that gradually transition into a strip of longer hair in the center, creating the signature mohawk appearance. The medium length allows for creativity in styling, whether he wants a subtle faux hawk or a more pronounced mohawk. It’s a look that embodies confidence and a fearless spirit.
10. Curly Faded Hair
The curly fade hair marries the charm of curls with the modern aesthetics of a fade. This hairstyle features curly hair on top that gradually tapers down on the sides and back. The fade adds a touch of sleekness and structure, enhancing the overall look. This style is perfect for boys who want to celebrate their curls while maintaining a polished appearance. It’s a choice that exudes a sense of contemporary style and sophistication.
11. Medium Man Bun Hair
The medium man bun hairstyle is a contemporary twist on a classic favorite. This look combines the rugged charm of medium-length hair with the stylish sophistication of a neatly tied bun. It’s a versatile choice that seamlessly transitions from casual outings to more formal occasions. This hairstyle exudes an effortless yet chic vibe, allowing boys to showcase their personalities with flair. The bun is positioned high on the crown, creating a balanced silhouette highlighting facial features. Whether he’s rocking this style at a music festival or a family gathering, the medium-man bun is bound to turn heads.
12. Spiky Low Fade Medium Haircut
The spiky low fade haircut is a game-changer for those who want to add an edgy element to their medium-length hair. This bold and dynamic style combines the best of both worlds: the length on top allows for creative styling, while the low fade adds a touch of modern sophistication. The spiky texture adds youthful energy to the look, making it perfect for boys who want to stand out. Whether he’s hitting the skate park or hanging out with friends, this haircut screams confidence and charisma.
13. Classic Brushed Back Medium Hairstyle
Elegance meets simplicity in the classic brushed-back medium hairstyle. This timeless look is all about embracing the natural flow of hair while maintaining a polished appearance. The hair is swept back with a product touch for a refined finish perfect for formal and casual settings. Whether he’s attending a family dinner or a school presentation, this hairstyle exudes a sense of maturity and poise. It’s an excellent choice for boys who want to look put-together without sacrificing comfort.
14. Grown-Out Layers Medium Hair
The grown-out layers of medium hairstyle offer a carefree and effortlessly stylish vibe. This low-maintenance look celebrates hair’s natural texture while allowing for movement and volume. The layers add dimension and depth to the hair, creating a tousled and lived-in appearance. Whether he’s at the beach or exploring the city, this hairstyle complements a relaxed and adventurous lifestyle. With minimal effort, boys can achieve a laid-back charm that captures the essence of youth.
15. Side-Shaved Comb Over Medium Hair
The side-shaved comb-over is excellent if your boy craves a daring and refined hairstyle. This haircut features a bold shaved design on one side, strikingly contrasting the longer hair on top. The comb-over adds a touch of elegance, allowing for a versatile look styled slick and sophisticated or casually tousled. It’s a perfect fusion of modern trends and classic aesthetics, ideal for boys who want to make a bold statement.
16. Tousled Balayage Hair
The tousled balayage hair combines the artistry of balayage coloring with the carefree charm of tousled waves. This look embraces a sun-kissed, natural appearance while maintaining an effortlessly stylish edge. The subtle color variations add depth and dimension to the hair, enhancing the texture and movement. Whether he’s attending a summer party or simply enjoying a day out, this hairstyle captures the essence of beachy vibes and youthful spirit.
17. Medium Length Undercut
The medium-length undercut is a modern take on a classic favorite. This haircut features shorter sides that contrast with the longer hair on top. The versatility of this style shines through as boys can opt for a neat and polished look or embrace a textured and tousled appearance. It’s a balanced choice that allows for creativity while maintaining a clean and tailored look. Whether he’s at school or hanging out with friends, the medium-length undercut radiates confidence and contemporary style.
To achieve a trendy and versatile look, consider opting for a medium length undercut. This style combines longer hair on top with shaved sides for a bold contrast. It can be styled in various ways, making it suitable for different occasions and personal styles.
18. Sexy Curly Natural Waves
Embracing the beauty of natural curls, the sexy curly natural waves hairstyle exudes confidence and charm. This look celebrates curly hair’s unique texture and volume, allowing it to flow freely and take center stage. The curls create a dynamic and captivating appearance, adding character to the overall look. Whether he’s hitting the dance floor or enjoying a family gathering, this hairstyle exudes a sense of charisma that’s hard to miss.
19. Mid-Length Taper
The mid-length taper perfectly balances a classic cut and modern aesthetics. With shorter sides gradually blending into longer hair on top, this style offers a polished and timeless appearance. The taper adds a touch of sophistication, making it suitable for various occasions, from school events to formal gatherings. This haircut offers boys a refined look that’s versatile and easy to maintain.
20. Taper Fade With Asymmetric Volume
For those who want to make a bold and creative statement, the taper fade with asymmetric volume is a unique choice. This haircut combines a taper fade on one side with voluminous hair on the other, creating a captivating contrast. The asymmetry adds an element of intrigue and individuality, making this style perfect for boys who want to push the boundaries of traditional hairstyling. Whether he’s exploring his artistic side or attending a fashion-forward event, this hairstyle commands attention and appreciation.
21. Mohawk With Short Sides
The Mohawk with Short Sides hairstyle is a bold and edgy choice that combines the classic mohawk with a contemporary twist. The sides of the head are shaved close to the scalp, creating a stark contrast with the longer hair on top. The central strip of hair on top is styled into a raised crest, giving it that iconic mohawk look. This style offers a perfect blend of rebellion and style, making a strong statement for those who embrace individuality and confidence.
To achieve a trendy Mohawk hairstyle with short sides, consider opting for a short Mohawk fade hairstyle. This style features a gradual fade on the sides while keeping the hair on top longer, creating a sharp and edgy look. The link provides you with a variety of Mohawk fade options to inspire your hairstyle choice.
22. Slicked Back Medium Style
The Slicked Back Medium Style is a sophisticated and refined option for various occasions. The hair is medium in length and smoothly combed back using a quality hair product for a sleek appearance. This timeless look exudes confidence and elegance, making it a favorite among those who want a polished and professional appearance without sacrificing style.
23. Side Shave Design Haircut
The Side Shave Design Haircut is a fusion of modern and retro elements. One side of the head is shaved close to the skin, allowing creative designs to be etched into the hair. This design can range from geometric patterns to intricate motifs, adding a unique and artistic flair to the hairstyle. The remaining hair is styled with a side part for a refined finish.
If you’re looking for a trendy and edgy hairstyle, consider the side shave design haircut. This style combines longer hair with a shaved or faded section on the side, creating a bold and unique look. To learn more about this haircut and get some inspiration, check out our article on long haircuts with shaved sides for men.
24. Undercut With Long Tousled Top
The Undercut with Long Tousled Top is a trendy hairstyle that showcases the contrast between the shaved sides and the longer, textured top. The sides and back are trimmed short, while the top is left longer and tousled for a carefree and youthful appearance. This style balances a neat, modern undercut and a relaxed, effortlessly stylish top.
25. Clean Mid-Length Cut
The Clean Mid-Length Cut is a versatile choice that balances sophistication and ease. The hair is kept medium length and styled to look neat and polished. This haircut is both traditional and contemporary because of its timelessly elegant and low-maintenance design, which is ideal for formal or informal occasions.
26. Minimalistic Tapered Medium hair
The Minimalistic Tapered Medium Hairstyle is all about simplicity and clean lines. The hair is tapered gradually from the sides and back to the top, creating a sleek and well-groomed appearance. This minimalistic approach highlights the natural texture and movement of the hair, making it an excellent choice for those who appreciate understated elegance.
27. Medium Hair With Comb Over
The Medium Hair with Comb Over is a refined hairstyle that combines longer hair with a classic side part. The hair is styled to one side using a comb, creating a polished and dapper look. This style offers a sense of maturity and sophistication, making it suitable for various formal and professional settings.
28. Medium Burst Fade
The Medium Burst Fade is a dynamic and eye-catching haircut that features a fade that gradually transitions from a shorter length to a medium length on top. This creates a burst of volume and texture at the crown of the head. As a result, the appearance is modern and fashionable and can be altered to accommodate diverse tastes.
29. Textured Layer Taper Haircut
The Textured Layer Taper Haircut is all about dimension and movement. The hair is layered and tapered, creating a textured and voluminous look. This look delivers a relaxed yet fashionable attitude and complements a variety of face shapes and hair types. It’s a great option for those who want a relaxed and effortlessly cool appearance.
30. Tapered And Spiked Medium Hair
The Tapered and Spiked Medium Hairstyle is a playful and edgy choice. The hair is tapered on the sides and back and progressively gets shorter towards the bottom. The top is styled into spikes using a strong-hold product, adding a touch of rebelliousness and attitude to the overall look. This hairstyle is perfect for those who want to stand out and showcase their bold personality.
31. Blonde, Wavy, Shaggy hair
The blonde wavy, shaggy hair exudes a carefree and effortlessly cool vibe. The texture of the strands’ light wave lends a hint of dimension and movement. This style is perfect for those who want a relaxed yet stylish appearance. The shaggy layers create a sense of volume and depth, while the blonde hue gives the hair a sun-kissed and youthful look. Whether you’re headed to the beach or a casual hangout, this hairstyle radiates a laid-back charm.
32. High Fade With Mid-Length Top
Combining sophistication with modern flair, the high fade with a mid-length top offers a polished yet versatile look. The high side and back fade create a sharp contrast, highlighting the longer hair on top. This mid-length portion can be styled in various ways, from sleek combed-back elegance for formal settings to a textured, tousled finish for a casual day out. This hairstyle seamlessly merges classic and contemporary elements for a dynamic appearance.
33. Medium Wavy With Curtain Bangs
The medium wavy hair with curtain bangs exudes a gentle and approachable allure. The waves add natural texture and depth to the hair, creating an effortlessly chic look. The curtain bangs frame the face beautifully, adding a touch of softness to the overall style. This versatile hairstyle can be dressed with some styling product for a sophisticated occasion or left untouched for a relaxed and charming everyday appearance.
To achieve a trendy medium wavy hairstyle with curtain bangs, consider pairing your waves with bangs that frame your face perfectly. Check out these curtain bangs hairstyles for every face shape to find the perfect inspiration for your next look. With the right bangs, you can elevate your wavy hair to a whole new level of style and sophistication.
34. Medium Curly Mohawk Hair
The medium curly ponytail is a brave and expressive style that makes a strong statement. The natural curls on top complement a distinct mohawk style, creating an eye-catching contrast. The mid-length curly hair provides ample room for creativity in styling, allowing you to showcase your unique personality. This hairstyle is perfect for those who embrace their curls while adding a touch of edginess to their look.
35. Tapered Afro
The tapered afro fuses classic afro aesthetics with contemporary precision. The hair on top is left full and voluminous, gradually tapering down the sides and back for a refined appearance. This style celebrates natural curls while maintaining a clean and well-groomed appeal. Whether dressing up for a special occasion or aiming for a confident everyday look, the tapered afro effortlessly adapts to your style needs.
For a bold and stylish look, try a tapered afro. This hairstyle combines the length and volume of an afro with the clean lines of a taper fade. It’s a versatile option that works well with any hair type and can be customized to suit your personal style. Whether you prefer a classic or modern look, there are plenty of taper haircuts to choose from.
36. Undercut With Twist Back Top
Embodying modernity and individuality, the undercut with a twist-back top is an adventurous and fashion-forward choice. The shaved sides create a bold contrast, emphasizing the twisted texture of the top hair. With this variation on the classic undercut, you may experiment with different twists, textures, and angles to produce a stand-out appearance that embodies your style.
37. Medium Mussed Coils With Shaved Sides
The medium-mussed coils with shaved sides combine natural texture with a contemporary edge. The coils on top provide a textured and voluminous appearance, while the shaved sides add a sharp contrast that enhances the overall texture and volume. This hairstyle commands attention and reflects a confident and trendsetting personality, making it ideal for those who want to stand out.
For a unique and edgy look, try pairing medium mussed coils with shaved sides. This style combines the natural texture of coils with the boldness of shaved sides. To learn more about different medium hairstyles for men, check out our guide on medium hairstyles for men. It’s full of inspiration and ideas to help you find your perfect look.
38. Medium Curled And Tapered Haircut
The medium curly ponytail is a brave and expressive style that makes a strong statement. The curls on top provide a touch of elegance, while the tapered sides and back maintain a clean and polished look. This hairstyle is versatile and adaptable, transitioning seamlessly from formal occasions to relaxed social settings. The curls add depth and character, creating a well-rounded appearance.
39. Medium Wavy Low Fade
The medium wavy low fade marries classic and contemporary elements for a balanced and stylish appearance. The low fade provides a clean and well-defined outline, while the medium-length wavy hair on top adds a touch of texture and movement. This style is effortlessly adaptable, allowing you to switch between a groomed and professional appearance to a more relaxed and approachable vibe, making it suitable for various occasions.
40. Medium Modern Asymmetrical Hairstyle
The medium modern asymmetrical hairstyle offers an artistic and avant-garde approach for those seeking a cutting-edge look. The asymmetrical lengths and angles create a visually captivating and bold appearance. This hairstyle expresses individuality, allowing you to express your creativity and uniqueness. With its unconventional design, this look is perfect for individuals who want to push the boundaries of style and make a lasting impression.
