31 Cool Boy Haircuts with Longer Tops

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Editor-in-Chief

Are you looking for the perfect haircut? A longer top cut may be just the style you need. To help you understand this trendy hairstyle, Linda Miller, a seasoned hair expert, shares her insights on boy haircuts with longer tops.

Choosing the Right Cut for Your Son

According to Linda, a longer top cut works well for boys with straight or wavy hair. “Curly hair may not be the best choice, but it can still work with the right hair texture and density,” she advises. The key to this cut is the right length on top. Linda emphasizes, “It’s all about the head shape and hair texture.”

Maintaining the Cut

To keep this cut looking sharp, Linda recommends a visit to the barbershop every 4–6 weeks. “You’ll need to trim the top regularly to avoid a bushy look,” she notes. For a more casual appearance, you can go 6–8 weeks between trims. However, Linda cautions, “The sides will need a trim every 2–3 weeks to keep the cut looking clean and sharp.”

1. Modern Waves Undercut Edge

This hairstyle is a new version of the traditional undercut, with the sides and back cut very short to make a bold difference from the longer, textured hair on top. The top part displays a collection of waves or curls that add fullness and lively movement, giving the hair a fun yet put-together look. A slight straight line is carved into one side, emphasizing the unevenness and adding an interesting element to the whole style, making it a good pick for people wanting to stand out.

2. Modern Relaxed Fade Cut

This cool haircut has a longer part on top with a naturally messy look that gives it a modern, relaxed feel. The sides are trimmed short and fade into the top, showing off the fullness and texture of the hair above. It’s a cut that can work for both laid-back daily wear or brushed back for dressier occasions.

3. Energetic Flair Swept Back

This hairstyle has a very fluffy top with textured hair that is swept back, giving it an energetic look of motion and flair overall. The sides are trimmed very short in a clean fade, shifting smoothly from the longer top down to almost nothing by the ears, making the difference with the full top stand out more. The look is finished off with a neat hairline that further highlights the modern and fashionable shape.

4. Curly Crest with Edgy Sides

This popular haircut has a big, wavy top section that displays the natural curliness and bouncing around. A strongly defined, high shave on the sides gives a neat difference, making the modern feel of the haircut stand out more. The look is finished with a unique, shaped boundary line that contributes an edgy, creative element to the total appearance.

5. Messy Top Sleek Sides

This popular haircut has a lot of hair on top that is styled messily for an informal yet fashionable appearance. The hair on the sides is cut shorter to make the longer hair on the top of the head stand out even more, giving a clean contrast that looks nice around the face. It’s a choice that can be styled in different ways for people wanting a fresh take on traditional haircuts, and it can be worn neatly or casually mussed like just waking up.

6. Bold Textured Contrast Cut

This modern haircut has a big difference between the longer, textured hair on top and the very short sides, giving a bold and daring style. The top part is fixed with a scruffy, messy look that adds more hair and movement, making it a flexible choice for those wanting a fashionable and simple hairstyle to handle. The straight lines around the temples and the faded sides blend smoothly into the thicker top, showing a laid-back and modern style that is famous among trend-setting people.

7. Modern Textured Undercut Elegance

This boy’s haircut has different lengths with the longer, textured hair on top contrasting against the much shorter hair on the sides, giving a new take on the traditional undercut haircut. The hair on top is styled in a natural, messy way that adds fullness and movement, ideal for those looking for a fashionable do that’s easy to maintain. The sharp edges and gradients around the ears and back of the neck leave the style looking tidy and well-kept, allowing it to work for relaxed settings or dressed-up events.

8. Bold Waves Sculpted Precision

This hairstyle has an artistic and bold mix where the top of the hair is much longer, allowing for a detailed blend of waves and curls that flow to one side, making a daring and stylish appearance. The sides are trimmed neatly, which highlights the amount and form of the curled top, drawing attention to the exactness of the style. Ideal for making a trendsetting statement, this haircut is a perfect pick for those looking for a fashionable difference while keeping a sense of refinement.

9. Bold Waves, Sharp Fade

This modern haircut has a longer top section that is messy and puffed out, giving it a fun and thick appearance. This look is great for people wanting a casual but fashionable style. The sides are shaved very close in a fade, making a bold difference between them and the big curls above, lending this style a neat and current vibe. The natural waves are left as the main focus, displaying their grain and motion in a way that makes this haircut a changeable pick for different events.

10. Volume Meets Precision Cut

This hairstyle has lots of volume that is swept back at the top, giving it a lively and fashionable look. The sides are trimmed neatly, making a neat difference between them and the longer, textured sections on top. It’s a haircut that can be worn in different ways, mixing a modern, edgy vibe with traditional class, ideal for people wanting to stand out.

11. Textured Top with Faded Edges

This cool haircut has lots of volume and texture on top with a longer length that allows it to be styled in different ways. It is paired with shorter, faded sides that make a stark difference. The hair on top has been skillfully cut into layers to add movement and dimension, giving it a trendy and edgy look. To keep a clean-cut look, the hairstyle includes a distinct, well-trimmed beard fade that mixes perfectly with the hairline, ideal for a fresh, modern look.

12. Confidence in Contrast Cut

This bold haircut has a big difference with shaved sides and a big, brushed-back top. The longer hair on top is carefully fixed, with a part on the side that adds a orderly, traditional feel to the otherwise current look. Perfect for the forward-thinking person, this hairstyle shows assurance and gives a adjustable base for both dressed-up and casual times.

13. Wild Volume Rebel Cut

This edgy hairstyle has a long, messy top that gives lots of volume and style, perfect for standing out from the crowd. The sides are cut very short, drawing the eye upward and emphasizing the way the longer hair on top moves around. Ideal for anyone looking for a fresh take on their look, this haircut combines neatly cut contemporary styling with a touch of rebellious youthfulness.

14. Curls with Sharp Contrast

This modern haircut has a distinctly longer top section with a large amount of tight curls, adding both texture and a young, fresh feeling. The side sections are faded into a very short cut, providing a sharp difference and emphasizing the curly mass above. The entire look is finished with a clean, skin-fade around the ears and back of the neck, drawing attention to the detailed tattoo on the neck and giving a smooth, city-like look.

15. Bold Curls with Edgy Fade

This fashionable haircut has a big, curly section on top that really contrasts with the shaved sides, giving it a fresh, bold look. The fade into the beard on the sides goes together smoothly, giving a neat, sharp outline that highlights the jawline. A designed pattern is carved into the side, adding a one-of-a-kind, customized detail that makes the haircut stand out from the rest.

16. Waves and Edges Fusion

This hairstyle has a big, wavy top section that gives it a stylish, textured look, ideal for those wanting a fresh take on traditional longer styles. The sides are expertly lightened to make a smooth difference, highlighting the clear lines and the bold, geometric shaved patterns that add a edgy, artistic touch to the whole look. It’s completed with a exact, straight edge above the eyebrows, helping its refined and classy appearance.

17. Curled Elegance with Silver Streaks

This hairstyle has a longer top section that is styled with big curls, giving it a fashionable twist. The top is much longer than the rest, which has been trimmed very short, making a sharp difference between the full top and closely cut sides and back. The design is brought more attention by a detailed picture that has been carefully cut into the hair. The streaks of gray mixed into the curls make the hairstyle stand out from others with its unusual coloring that catches the eye.

18. Elevated Waves High-Top Fade

This hairstyle has a popular high-top fade style where the hair on the sides and back is cut very short, drawing attention to the full and curly hair on top. The hair that is longer on top is fixed to stand out because of its natural waves, giving it a modern and bold look that makes it look taller and adds character. It’s a haircut that can be styled different ways and is easy to take care of, perfect for boys who want their hair to stand out while showing off its natural texture.

19. Curly Crown with Edgy Detail

This hairstyle has a big, curly part on top that is very different from the nicely cut sides. A small but cool detail is the sharp line above the temple, giving a fresh twist to the classic undercut hairstyle. The natural texture of the curls is made more noticeable, giving the style a relaxed yet planned look, just right for those going for a trendy, young appearance.

20. Silver Crest Urban Fade

This popular hairstyle has a big difference between the tightly trimmed sides and the full, textured top part. The top piece displays a cool, gray color that gives it a current and rough vibe. Finishing it off, the hair is fixed upwards for a strong and lively shape that gets peoples’ attention.

21. Bold Waves Modern Undercut

This edgy haircut has a big difference between the tightly cut sides and the full, wavy hair on top, showing a modern version of the classic undercut. The top part naturally has texture with curls that give it movement and a fun style to the whole look. It’s a haircut that can be casual or dressy, perfect for those wanting a bold look while still seeming polished.

22. Modern Flip Volume Contrast

This hairstyle features a big top section with lots of styling texture, giving a fresh and current twist to the classic upward flip. The sides and rear are trimmed tight, making a bold difference that draws attention to the thicker hair above. It’s a style that can work well whether neat for dressy events or messy for a laid-back, edgy feel.

23. Skyward Strands with Attitude

This hairstyle has attitude. The top portion has texture and volume with strands pointed skyward and to the front, making for a lively and current appearance. The sides are trimmed extremely short down to the skin, highlighting the difference with the longer hair on top and adding to the tidy, modern look. The look is finished off with a well-groomed beard, blending together seamlessly with the fade, showing how versatile the hairstyle is when paired with facial hair.

24. Laidback Faded Elegance

This cool boy’s hairstyle has a big, messy top section with longer pieces that are mussed up to look laidback but stylish. The hair on the sides is trimmed very short against the skin, fading smoothly into the thicker hair on top in a way that shows off the difference and gives it a modern feel. With the proper hold gel or wax, this flexible cut can be molded for any event, making it a reliable pick for people wanting their hair to stand out.

25. Effortlessly Cool Messy Top

This cool haircut has a longer part on top with a casual, messy look, giving it a calm and current style. The edges are skillfully blended down to the head, making a bold difference with the full hair above. How it feels and moves makes it a prime pick for guys who want a trendy but no-fuss ‘do.

26. Blonde Rebel Fade Fusion

This cool boy’s hairstyle has a big, messy top section with a trendy bleached blonde color that gives a fun yet rebellious feel. The sides are shaved very short in a smooth fade, making a stark difference from the longer, messy hair on top. Perfect for anyone wanting to stand out, this cut balances current style with a little bit of young rule-breaking.

27. Edgy Faded Top Knot

This on-trend hairstyle has a big, messy top that gives it a current and edgy look. The sides are shaved very close while fading up to the shorter hair on top. This creates a stark difference between the longer hair on top and the skin on the sides. This adaptable style is ideal for people looking for a fashionable cut that can be quickly fixed up for casual or dressier events.

28. Edgy Tousled Top Cut

This fashionable and adaptable haircut features a longer section on top that’s creatively cut and messed up for a lively, energetic appearance. The sides and rear are trimmed very short, making a bold difference that draws attention to the laidback yet shaped disarray of the tousled top. Ideal for those looking for a fresh take on their look, this haircut is both edgy and simple to maintain, going well with different personal styles.

29. Curly Top Modern Edge

The hairstyle shown is a updated version of longer hair on top styles for boys, showing thick, messy curls that make the hair look more interesting and 3D. The hair on the sides and back is cut short and neat, making a clear difference with the wavy fullness on top, which can be fixed to seem casually thrown together. This haircut that can look different works for looking modern and is easy to take care of, perfect for boys who want their natural curls at the front while keeping the rest tidy.

30. Sky-High Daring Sweep

This hairstyle has lots of volume on top which is swept upward, giving it a tall and attention-grabbing look that’s just right for standing out in a crowd. The hair on the sides is cut shorter, making a neat and obvious difference that draws attention to the longer hair at the top. It has a contemporary and daring appearance that requires true hair-styling skills to keep its well-defined shape.

31. Bold Heights and Neat Sides

This hairstyle has a big, messy top that is done up and back, making a fresh, higher-up look. The sides are cut very short to be different from the length on top, showing off a neat and formed shape. With the haircut, the full, well-kept beard balances the bold and manly style, just right for people wanting to stand out.

See Which Haircut & Color Flatters You Best

Note: This quiz is meant for fun, not to be taken too seriously.
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Linda Miller

Editor-in-Chief

Linda Miller is a seasoned expert in the hair industry with over 12 years of experience, currently serving as the Founding Editor-in-Chief of our website. Her journey in the field began after graduating from the University of Houston, with a Bachelor of Arts in Communication Studies. Linda's extensive knowledge and expertise have been instrumental in shaping the editorial direction of our site. Her work and insights have been recognized and featured in various prominent platforms. Beyond her editorial responsibilities, Linda is passionate about sharing her knowledge and engaging with our readers. Connect with Linda on LinkedIn for the latest trends and advice in hair care. For any inquiries or hair-related questions, reach out to her at [email protected].