Medium hair has become the sweet spot for many teen boys today. It is versatile, stylish, and easy to experiment with.
Whether you want a clean school look, a fun weekend vibe, or a cool hairstyle that makes a statement, medium length hair has endless possibilities.
From textured layers to sharp fades, there is something that fits every personality and face shape.
This list of 25 trendy teen boy hairstyles for medium hair is designed to give you inspiration and ideas that can work for both casual and formal settings.
Each style brings a unique twist, whether it is about volume, texture, or structure. The best part is that medium length hair allows you to play around without committing to extreme cuts.
You can keep it natural, add a touch of style with gel or mousse, or even let it flow with a messy vibe.
Let’s dive into the most stylish medium hairstyles for teen boys that are popular right now.
1. Classic Medium Length Side Part
The classic side part has been a go-to hairstyle for years and continues to stay popular among teen boys. Medium hair gives this style a polished yet laid-back look.
By parting your hair to one side, you create a neat appearance that works well in school or more formal events. This hairstyle also frames the face nicely and works for straight, wavy, or even slightly curly hair. A touch of pomade or gel helps keep the part in place while still looking natural.
2. Messy Medium Textured Look
For teen boys who like a more casual style, the messy textured look is a perfect fit. With medium length hair, you can create a relaxed yet stylish vibe.
Simply run your fingers through your hair with a bit of lightweight styling cream to achieve effortless texture. The beauty of this hairstyle is that it does not have to look perfect. In fact, the more carefree it looks, the more stylish it becomes.
3. Medium Length Curtain Bangs
Curtain bangs have made a comeback and teen boys with medium hair are embracing this cool style. This look features a middle part with bangs that slightly frame the face, giving off a trendy and youthful vibe.
Curtain bangs work especially well with straight or wavy hair. It’s a hairstyle that looks great with casual outfits and gives you that effortlessly cool appearance without much effort.
4. Layered Medium Hair
Layers are perfect for teen boys who want to add movement and dimension to their medium hair. This hairstyle works by cutting different lengths throughout the hair, which creates volume and a natural flow.
It’s a versatile style that works whether you want a sleek look or a messy one. Layers are also great for reducing bulk if you have thick hair, making it easier to manage and style daily.
5. Medium Shaggy Style
The shaggy hairstyle is all about fun and personality. Teen boys with medium hair can pull off this look by adding layers and leaving the hair slightly tousled. It’s a relaxed style that feels natural while still showing off your hair’s texture.
The shaggy cut also gives off a youthful energy and works well with casual wear. It’s perfect for boys who prefer a hairstyle that does not require too much styling effort.
6. Medium Length Pompadour
The pompadour has been a favorite among stylish teen boys for years. With medium hair, the pompadour can be modern and trendy without being too flashy.
By pushing the front section of the hair upward and back, you create height and volume. It’s a hairstyle that stands out and works especially well for parties, events, or simply when you want a polished look. Styling products like mousse or pomade can help maintain the structure.
7. Brushed Back Medium Hair
Brushed back hair is simple yet sophisticated. With medium length, you can achieve a smooth flow that looks neat and stylish. This hairstyle works well with a bit of product to hold the hair in place while keeping it soft.
It’s perfect for teen boys who want a clean style for school or formal settings. The brushed back look is also versatile since you can make it sleek or keep it slightly relaxed depending on the occasion.
8. Medium Length Waves
For teen boys with naturally wavy hair, medium length is the perfect choice to highlight your natural texture. Letting your waves flow creates a stylish and effortless appearance.
With just a small amount of product to enhance definition, your waves can look polished without being overstyled. This hairstyle is especially trendy right now and works well for casual and semi-formal looks.
9. Medium Fringe Hairstyle
The fringe look is back in trend and teen boys with medium hair can easily pull it off. This style features longer bangs in the front that can either fall straight down or slightly to the side.
It adds a modern twist to your appearance and works especially well for framing the face. The fringe is great for boys who want a hairstyle that feels fashionable but still laid-back.
10. Tapered Medium Hair
A tapered cut on medium length hair creates a sleek and modern finish. The taper gradually shortens the hair along the sides while keeping length on top. This allows you to style the top in different ways, whether brushed, spiked, or messy.
It’s a versatile hairstyle that balances structure with freedom, making it popular among teen boys who like variety in their looks.
11. Medium Length Flow
The flow hairstyle has become very trendy among athletes and teen boys who want a relaxed vibe. With medium hair, you can let your locks naturally flow backward, creating movement and style.
The flow looks especially good with a slight wave and works well with casual outfits. It’s a low-maintenance hairstyle that gives off a cool, confident vibe.
12. Medium Layered Undercut
Combining an undercut with medium length layers on top creates a bold and trendy hairstyle. The undercut keeps the sides clean while the longer top layers provide volume and style.
This contrast is modern and eye-catching, making it perfect for boys who like a standout look. The layered undercut can be styled in multiple ways, including messy, brushed back, or with a slight wave.
13. Medium Mop Top
The mop top is a classic hairstyle that has made a comeback in recent years. With medium hair, this look features longer top sections that fall naturally over the forehead and around the sides.
It’s a fun and youthful style that has a relaxed appearance. Teen boys who want a low-maintenance hairstyle that still looks fashionable will find the mop top a great choice.
14. Medium Side Swept Bangs
Side swept bangs on medium hair create a soft, stylish appearance. This hairstyle works well for straight or slightly wavy hair, giving you a natural flow across the forehead.
The look is polished but not too formal, making it versatile for both school and casual hangouts. A light touch of styling cream helps maintain the direction of the bangs without looking stiff.
15. Textured Medium Layers with Volume
Adding texture and volume to medium layers gives your hairstyle a modern edge. Teen boys who like a hairstyle that has depth and movement will enjoy this look.
You can create volume with a blow dryer or styling mousse, giving your hair a fuller appearance. This hairstyle works great for boys with fine or thick hair and provides endless styling options.
16. Medium Messy Fringe
The messy fringe combines a relaxed vibe with modern style. With medium hair, the fringe can be styled slightly uneven to create a carefree, fashionable look. This hairstyle works especially well for boys with straight or wavy hair.
It’s great for everyday wear and does not require much styling effort beyond a quick tousle with your hands.
17. Medium Length Afro
For boys with natural curls, a medium length afro is a stylish choice. This hairstyle celebrates texture and creates a bold yet youthful appearance.
By keeping the curls healthy and well-shaped, the afro becomes a standout style that looks both trendy and classic. Medium length allows for volume while still being easy to manage.
18. Medium Spiky Look
Spikes never go out of style for teen boys. With medium length hair, you can create defined spikes or a softer spiky texture for a trendy appearance.
Styling products like gel or clay can help keep the spikes in place while adding a bit of shine. It’s a playful hairstyle that adds energy and works well for casual settings.
19. Medium Faux Hawk
The faux hawk is a modern favorite for boys who like bold hairstyles. With medium hair, you can style the top into a defined strip while keeping the sides slightly shorter.
This creates a cool contrast and gives off a confident vibe. The faux hawk is versatile since you can style it more aggressively for parties or keep it softer for everyday wear.
20. Medium Disconnected Undercut
The disconnected undercut is a striking hairstyle for teen boys who want something edgy. With medium hair on top and a sharp difference in length on the sides, this style stands out instantly.
You can style the top in different ways such as messy, slicked, or textured. The strong contrast makes it trendy and fashionable.
21. Medium Tousled Curls
Teen boys with curly hair can embrace their natural texture with medium tousled curls. This hairstyle looks stylish while keeping a relaxed, carefree vibe.
With the right curl cream or mousse, you can enhance the definition while still letting the curls flow naturally. It’s an easygoing look that shows personality.
22. Medium Slicked Back Undercut
Combining a slicked back look with an undercut gives medium hair a sharp and trendy style. This hairstyle is all about contrast, with sleek hair on top and short sides.
It’s perfect for boys who want a fashionable look that works well in both casual and formal settings. The slicked back style also adds a touch of maturity without losing its youthful vibe.
23. Medium Layered Side Part
A layered side part is a clean and classic choice for teen boys with medium hair. The side part provides structure while the layers add movement and style.
It’s a hairstyle that works in almost every setting, whether you’re in school or at a special event. With just a little styling product, you can keep it neat throughout the day.
24. Medium Flow with Tapered Sides
This hairstyle combines the natural flow of medium hair with the clean look of tapered sides. It keeps the length on top while maintaining a sharp finish along the sides and back.
The result is a stylish balance between casual and polished. It’s perfect for boys who like versatile hairstyles that can be worn in different ways.
25. Medium Beach Waves
Beach waves are relaxed, stylish, and timeless. With medium hair, this hairstyle looks naturally cool and works perfectly for a casual teen boy vibe.
A bit of sea salt spray can enhance the texture, making your waves look fresh and full of movement. This hairstyle is great for everyday wear and gives off a confident yet carefree energy.
Final Verdict
Medium hair opens up a world of styling possibilities for teen boys. From classic side parts to trendy curtain bangs and bold undercuts, there is a hairstyle here for every personality. The key is to choose a style that matches your lifestyle and makes you feel confident.
Whether you like a clean polished look or something more relaxed and messy, medium length hair offers the perfect balance between structure and freedom.
With these 25 trendy teen boy hairstyles for medium hair, you can try out new looks and find the one that fits you best.