When it comes to teen boy hairstyles, few looks are as cool and attention-grabbing as the undercut. This bold haircut blends short sides with longer hair on top, giving off a clean yet edgy vibe.
Whether you’re rocking messy waves, sleek straight hair, or thick curls, the undercut can instantly make your style pop.
The best part? It’s super versatile. You can pair it with a quiff, pompadour, fade, or even curly top depending on your vibe.
Whether you’re heading to school, hanging out with friends, or posing for that perfect selfie, these 25 teen boy hairstyles with undercut will help you look confident, trendy, and ready to stand out.
Let’s check out the coolest looks that every teen guy can pull off this year.
1. Classic Undercut With Volume
If you’re new to the undercut trend, this is the perfect place to start. The classic undercut keeps the sides short while leaving enough length on top for a bit of volume.
You can style it with a lightweight cream or mousse for a naturally lifted look. It’s easy to maintain and works great for both straight and wavy hair. This clean yet trendy style gives you that effortless charm that never goes unnoticed.
2. Textured Crop Undercut
For guys who prefer a more modern touch, the textured crop undercut is a game-changer. The top is cut short but layered to add texture, while the sides are neatly undercut for contrast.
This hairstyle is perfect for active teen boys who like to look sharp without spending too much time styling. Just a quick tousle with your fingers and you’re good to go.
3. Curly Top Undercut
Got natural curls? Let them shine with this bold curly top undercut. The shorter sides make your curls stand out, adding structure and balance to your look.

This style enhances your natural texture while keeping everything neat and edgy. It’s one of those undercut hairstyles that instantly make your curls pop with personality.
4. Side Swept Undercut
The side swept undercut adds a touch of sophistication while keeping things youthful. The top hair is longer and brushed to one side, creating a sleek flow that contrasts with the shorter sides.
It’s ideal for school events, parties, or any time you want to look effortlessly cool. A little hair product will help you hold that shape all day.
5. Wavy Undercut
This look celebrates natural movement. The wavy undercut gives off a relaxed beach vibe while still looking neat and trendy.

The short sides highlight your waves, making them look thicker and more defined. It’s low maintenance and perfect for guys who love a laid-back yet confident style.
6. Long Top Undercut
For teen boys who love dramatic flair, the long top undercut is a bold pick. The long strands on top can be styled into a quiff, pompadour, or simply left loose.
This look gives you flexibility to experiment with different styles every day. It’s fashionable and fun, perfect for creative guys who like standing out.
7. Undercut With Hard Part
Want a hairstyle that really defines your look? Try adding a hard part to your undercut. It creates a sharp line that separates the long top from the short sides, giving you a crisp, structured appearance.
This small detail adds a huge boost to your style, making you look confident and put-together.
8. Undercut With Pompadour
The pompadour undercut never goes out of fashion. This hairstyle features short sides that emphasize the voluminous hair on top. It’s perfect for formal occasions or even everyday wear if you like to keep things stylish.

The height of the pompadour gives your face a longer look, making it a flattering choice for most face shapes.
9. Slick Back Undercut
The slick back undercut is all about smooth confidence. The top hair is combed straight back while the sides stay short and tidy.

This hairstyle gives you that old-school charm with a modern twist. It’s a great choice for teen boys who want to look sharp and polished with minimal effort.
10. Messy Top Undercut
If you’re into effortless vibes, this one’s for you. The messy top undercut lets you keep things natural and unstructured.
It works best with a little texture spray to keep the hair light and flexible. This hairstyle has that cool, casual look that feels both carefree and confident.
11. Undercut With Fringe
A fringe paired with an undercut adds a playful touch to your hairstyle. The bangs fall slightly over your forehead, giving your look a fresh and trendy edge.

Whether your hair is straight, wavy, or curly, the undercut with fringe is perfect for showcasing your personality while keeping things clean on the sides.
12. High Fade Undercut
This bold version combines the best of both worlds. The high fade creates a strong contrast that makes your top hair pop even more.

Whether you pair it with a pompadour, spikes, or a textured crop, this hairstyle delivers instant coolness. It’s modern, edgy, and perfect for guys who love a sharp finish.
13. Low Fade Undercut
The low fade undercut offers a softer, more gradual transition between the top and the sides.

It’s subtle yet stylish, giving off a sleek vibe that’s perfect for school or casual hangouts. This haircut works well for all hair types and keeps maintenance super simple.
14. Curly Fringe Undercut
If you’ve got curls, this is your time to shine. The curly fringe undercut lets your natural curls fall forward, framing your face while the sides stay crisp and clean.

It’s stylish, fun, and adds movement to your overall look. Just keep your curls moisturized for the best effect.
15. Spiky Undercut
The spiky undercut is perfect for guys who love a bold, rebellious vibe. With short sides and a spiked-up top, it’s full of energy and character.

Use a matte styling gel to give your spikes shape and texture. It’s a great choice for teen boys who want their hairstyle to match their outgoing personality.
16. Middle Part Undercut
The middle part undercut gives a classic touch with a modern edge. The longer top is parted down the center while the sides are cleanly cut.
This hairstyle brings a youthful, trendy appeal that’s currently popular on social media. It’s easy to style and gives your face a balanced look.
17. Tapered Undercut
This version softens the edges of a typical undercut by blending the short sides with a gradual taper. It’s less dramatic but just as stylish.

The tapered undercut is a great option for teen boys who want a refined style that looks fresh without being too flashy.
18. Brushed Up Undercut
The brushed up undercut gives you volume and lift without the bulk. The top hair is styled upward, adding height and definition to your face.
It’s a versatile look that can be worn neat or slightly messy depending on your mood. This hairstyle adds a confident and youthful edge to your everyday style.
19. Short Undercut
If you want something easy to maintain, the short undercut is your best bet. It keeps the top slightly longer than the sides, offering a clean look that works for school or sports.

This low-maintenance haircut keeps you looking fresh with minimal effort.
20. Disconnected Undercut
The disconnected undercut makes a statement by keeping the top and sides drastically different in length.

The sharp contrast creates a modern, eye-catching style that turns heads. It’s bold, creative, and perfect for teen guys who like to stand out from the crowd.
21. Undercut With Design
Why stop at a regular cut when you can add a cool design? The undercut with hair designs lets you personalize your look with patterns or lines shaved into the sides.

It’s artistic, expressive, and gives you a signature style that truly pops.
22. Faux Hawk Undercut
The faux hawk undercut combines edgy energy with teen-friendly style. The hair is styled upward toward the center, while the sides remain short and tight.
It’s perfect for expressing confidence and individuality without going over the top.
23. Undercut With Dreads
For teen boys with short or medium-length dreads, the undercut creates an amazing balance.

The shorter sides highlight your dreads and make them stand out more. It’s a stylish and cultural expression that’s both modern and powerful.
24. Quiff Undercut
The quiff undercut is timeless. It gives your hair height and direction, making your overall style look sharper and more mature.

This hairstyle looks great on all hair textures and adds a classy twist to your daily look. A little styling product goes a long way to keep that lift all day.
25. Two-Tone Undercut
Want to take your undercut to the next level? Try adding a two-tone effect. Whether you go for subtle highlights or a bold contrast, the color difference draws attention to your hairstyle and gives it an instant pop.

It’s trendy, youthful, and a fun way to express your creativity.
Final Verdict
When it comes to teen boy hairstyles, the undercut is more than just a trend—it’s a versatile style statement that fits every personality. Whether you prefer a clean, structured look or a messy, carefree vibe, there’s an undercut that’s made for you.
From classic styles to bold designs, these 25 teen boy hairstyles with undercut that pop are perfect for expressing your individuality while keeping things stylish and easy to manage.
No matter your hair type—straight, curly, or wavy—an undercut gives you the confidence and fresh look that never goes out of style.
So next time you visit your barber, try one of these standout undercut ideas and make your hairstyle truly pop.