Finding the right haircut is more than just trimming hair. For teen boys, a haircut can change the way the face looks, boost confidence, and even show off personality. If you have a diamond face shape, you are in luck.
A diamond face shape is known for strong cheekbones, a narrower forehead, and a slightly pointed chin. The right haircut can highlight these features while balancing the angles of the face.
The key to choosing the perfect style is focusing on cuts that add volume in the right places, balance out sharp features, and bring attention to the eyes.
Some haircuts soften the face, while others make it look sharper and cooler. Whether you like short hair, medium styles, or longer looks, there are plenty of options to try.
Here are 25 teen boy haircuts for diamond face shape that are stylish, modern, and totally Pinterest worthy.
1. Textured Crop
The textured crop is a trendy choice that works perfectly for a diamond face shape. With short sides and a slightly messy top, this haircut creates volume around the forehead, making the face look more balanced.

The choppy layers add movement and style, which helps soften strong cheekbones. It is easy to maintain and gives off a casual, effortless vibe that teen boys love.
2. Classic Taper
The classic taper is a timeless haircut that looks sharp and polished. The sides are neatly tapered while the top is left with some length. This style balances out the narrow forehead of a diamond face by keeping some hair on top.

It is perfect for school, sports, or casual hangouts since it looks neat without being overly styled.
3. Side Swept Fringe
A side swept fringe is a fantastic option for boys with diamond face shapes because it brings attention to the eyes while softening angular features.

The fringe falls slightly over the forehead, which helps balance out a narrow hairline. This cut is stylish, youthful, and easy to personalize depending on how long or short you want the fringe to be.
4. Crew Cut
If you prefer a clean and simple style, the crew cut is a go-to option. With very short sides and a slightly longer top, this haircut enhances strong features without looking too harsh.

For diamond shaped faces, it adds structure while still being low maintenance. It is also great for active teens who do not want to worry about styling every morning.
5. Messy Quiff
The messy quiff is modern, stylish, and fun. By keeping the sides shorter and the top longer, this haircut allows you to style the hair upwards and slightly back.

The messy look adds volume to the forehead area, which balances out the sharp cheekbones of a diamond face shape. It is a great mix of casual and trendy, making it a favorite among teen boys.
6. Low Fade with Textured Top
A low fade paired with a textured top is another hairstyle that works great for diamond faces. The fade keeps the sides neat while the textured top adds fullness where it is needed most.

This contrast balances the face shape, creating a stylish, modern look. It is a versatile style that works well for school days and weekend outings alike.
7. Wavy Medium Cut
If you have naturally wavy hair, a medium cut is a perfect way to show it off. The waves add natural texture and movement that softens the sharp lines of a diamond face.

Medium length allows you to experiment with different partings and styles. It is a relaxed yet stylish option that looks effortless while still being fashionable.
8. Faux Hawk
The faux hawk is bold without being too extreme. With shorter sides and a strip of longer hair in the middle, it draws attention upward, making the forehead appear broader.

For diamond face shapes, this balances the narrower forehead with the wider cheekbones. It is edgy, modern, and perfect for boys who like to stand out.
9. Side Part
A side part haircut is classic and versatile. By parting the hair to one side, it adds width to the forehead area, which balances the sharp angles of a diamond face.

This style can be worn neat and polished for formal settings or styled casually for an everyday look. It is one of those cuts that never goes out of style.
10. Short Pompadour
The short pompadour is stylish, bold, and perfect for adding volume on top. For boys with diamond shaped faces, the extra height balances the proportions of the face while the shorter sides keep it neat.

This haircut works well for both casual and special occasions, giving off a confident and trendy vibe.
11. Layered Medium Style
A layered medium haircut is great for teens who want more volume and texture. The layers add movement, making the hair look fuller and more stylish.
For a diamond face shape, the added fullness around the forehead and crown balances out the strong cheekbones. It is a flexible look that can be styled in different ways.
12. Taper Fade with Side Fringe
The taper fade with a side fringe combines clean sides with a stylish front. The fringe covers part of the forehead, softening the angles of a diamond face.

Meanwhile, the taper fade keeps the sides sharp and fresh. This haircut is trendy, youthful, and easy to manage.
13. Curly Top with Short Sides
For boys with naturally curly hair, this haircut is a winner. The curls on top create volume, while the shorter sides keep the look neat and structured.

For diamond face shapes, the curls help balance the sharper features, creating a softer and more youthful appearance.
14. Modern Ivy League
The modern Ivy League is a polished style that is slightly longer than a crew cut but shorter than a classic side part. It has a refined look while still being youthful.

For diamond shaped faces, this haircut balances the narrow forehead with some volume on top. It works great for both casual and formal settings.
15. Brushed Up Hair
Brushing the hair upward adds instant volume and makes the forehead appear wider, which is ideal for diamond faces.
The sides can be tapered or faded to keep the style neat. This haircut is versatile and can be styled with a little product to create a cool, lifted look.
16. Angular Fringe
The angular fringe is modern and stylish. By cutting the fringe at an angle, it brings attention to the eyes and softens the sharpness of a diamond face.

This haircut is trendy and works especially well for boys who want something a little different without going over the top.
17. Caesar Cut
The Caesar cut is short, neat, and practical. With a straight fringe across the forehead, it creates balance for diamond shaped faces by adding width to the upper part of the face.

It is easy to maintain, making it a great option for teens who like simple, no fuss styles.
18. Long Top with Undercut
The long top with undercut is bold and stylish. The undercut keeps the sides short while the longer top provides volume and styling options.
For diamond faces, this haircut balances out the proportions by making the forehead look broader. It is a statement style that gives off a confident, modern vibe.
19. Tousled Medium Hair
Tousled medium hair has a relaxed, effortless charm. It works great for teens who like a laid back look but still want something fashionable.

The tousled texture adds softness to the sharp angles of a diamond face, making it look more balanced. This haircut is especially good if you prefer a natural, low maintenance style.
20. Spiky Hair
Spiky hair is fun, youthful, and stylish. By styling the top hair into spikes, it creates height and volume, which balances the narrow forehead of a diamond face.
The sides can be kept short for a cleaner look. This haircut is playful yet trendy, perfect for teen boys who want a fresh style.
21. Curtain Bangs
Curtain bangs are making a comeback, and they work surprisingly well for diamond faces.

By parting the fringe in the middle and letting it frame the face, this style softens sharp features and draws attention to the eyes. It is stylish, unique, and perfect for boys who like to keep up with trends.
22. Long Layered Hair
For teens who prefer longer hair, long layered styles are a fantastic choice. The layers add movement and prevent the hair from looking too heavy.

For a diamond face shape, longer layers soften the angles and create balance. This haircut gives off a cool, laid back vibe that works well with casual outfits.
23. Brushed Forward Cut
The brushed forward cut is a practical yet stylish option. By brushing the hair forward, it covers part of the forehead, balancing the narrow top of a diamond shaped face.

This haircut is simple, neat, and easy to maintain, making it great for everyday wear.
24. High Fade with Volume Top
The high fade with volume top is sharp and modern. The high fade keeps the sides very short while the top is styled upward for volume.

This draws attention upward and balances the proportions of the face. For diamond face shapes, it creates a strong and stylish look that stands out.
25. Shaggy Medium Cut
The shaggy medium cut is casual, trendy, and perfect for teens who like a natural look. With messy layers and medium length, this haircut adds fullness while softening sharp cheekbones.

It is easy to style and gives off a fun, youthful vibe that fits perfectly with the diamond face shape.
Final Verdict
Choosing the right haircut for a diamond face shape can completely transform the way you look and feel. From short and clean crew cuts to trendy styles like messy quiffs and angular fringes, the options are endless.
The key is to balance out the strong cheekbones and narrower forehead with styles that add volume in the right places.
Whether you prefer a polished look for school, a messy style for weekends, or a bold cut that makes you stand out, there is a haircut here that will suit your personality and lifestyle.
Try experimenting with different lengths and textures until you find the one that feels just right. With these 25 teen boy haircuts for diamond face shape, you can be sure to look sharp, stylish, and confident every single day.