The 19 Best Haircuts & Hairstyles for Teenage Boys

Teen boy haircuts range from long to short, contemporary to classic, and punk to preppy. Your hairstyle is an expression of your individuality, so it demands to be spontaneous and full of character. Think about your lifestyle, hobbies, and your preferences because these factors will easily determine what type of haircut and styling techniques you should go for.

If your taste involves spikes, slicked-backs, and pomps then holding products like gels, waxes, and pomades should be your best friend. On the other hand, opting for a natural, wild, and rugged appearance only requires confidence to rock it.

Your teenage years won’t be there forever, so you should live it to the fullest while owning a modish look! Here, I’ve rounded up the most contemporary, ultra cool haircuts for teenage boys that you can try on your next barber visit.

Twisted Curls for Black Guys

Twisted Curls for Black Guys
Instagram @locs_by_tee

This interesting pattern on locs will turn you into a natural gem. Perfect if you are looking for a change in your look.

Low Top with Designs for Black Guys

Low Top with Designs for Black Guys
Instagram @valiantbarbers

Keep it natural on top but intriguing at the back. If you want a dapper vibe then this will be suitable for you.

Dreads for Black Guys

Dreads for Black Guys
Instagram @_vonunique

Start your dreads early to achieve the perfect dreads-life look. Partnered with a tapered hairline this look will surely be the talk of town.

Military High and Tight

Military High and Tight
Instagram @mirrormirrorwillits

For that shower-and-go look, try this cut that will take no time to style but will still keep you looking tight.

Short Afro with Bald Fade

Short Afro with Bald Fade
Instagram @carlosthebarber96

Stylist Carlos crafted this fun and funky top. A handsome look for a fun-filled Friday night.

Faux Hawk with a Burst Fade

Faux Hawk with a Burst Fade
Instagram @freddy_cuttz

Sport this edgy and eye catching look with a real cool fade work to complement the bold styling.

Crew Cut with a High Fade

Crew Cut with a High Fade
Instagram @charbelghorayeb_

A fresh and dapper looking hairstyle that is perfect to start the school year with. Keep it neat with an inviting dark brown hair color.

Quiff with a Hard Part

Quiff with a Hard Part
Instagram @welbertbarber

Jazz up that that sleek hair with subtle chestnut brown on the tips and clean sides, and this will complete your signature everyday look.

The Man Bun / Top Knot

The Man Bun / Top Knot
Instagram @taylorcutz1

Keep it looking fresh, and this ultra hipster hair will never let you down.

Short Waves for Black Guys

Short Waves for Black Guys
Instagram @smashthalegend

Wavy is back! Keeping it dapper with a natural hair color to let those strands splash through.

Undercut

Undercut
Instagram @cindyhstyles

Cut it like Beckham! A cleanly shaved skin fade will definitely complete that sporty and cool look.

Mid Fade for Short Curly Hair

Mid Fade for Short Curly Hair
Instagram @dossix

A balanced cut that gives you a real polished look but also the versatility to style your strands on top.

Short Haircut with Skin Fade

Short Haircut with Skin Fade
Instagram @urechepaul

The perfect schoolboy look – this cut’s straightforward neat and still allows you to style your hair on top anyway you want.

The Modern Short Mohawk

The Modern Short Mohawk
Instagram @hmsalonformen

A stand-out haircut that’s playful and exciting – this punk hair complements those young men who’s not afraid of anything.

Short Sides

Short Sides
Instagram @yungspoodydabarber

Go suave and hip with this double lined clean cut. Those sharp angles are sure to make your image way more masculine.

Disconnected Undercut

Disconnected Undercut
Instagram @_runninwithscissors

Accentuate your textured top hair with shaved sides and an etched part. This fresh cut is suitable for any kind of hair!

The Ivy League Haircut

The Ivy League Haircut
Instagram @rgbarbers

Q&A with style creator, Gemma Davies
Stylist @ R & G Barbershop in Crediton, Devon

How would you describe this look?

This look is a classic fade suitable for schoolboys. The best about it is the smooth flow from top to bottom giving it the natural look.

Any advice for someone considering it?

You need to be aware of the natural direction of your hair and that blow drying may be essential to create this look.

A matte finish product is used to finish the look with the use of fingers to create texture as a pose to a sleek finish. The haircut suits all lifestyles as it a very classic look and there is nothing too extreme about this cut.

The Side Part Combover

Q&A with style creator, Abigail Fernández
Stylist @ Johnny’s Barbershop in Los Angeles, CA


How would you describe this look?

This cut is of classic style that’s ideal for all ages. Thanks to the products of today, you can give a natural look for every day, and for something more formal you can use ointment and hair dryer, which keep its essence classic-elegant but at the same time modern.

Any advice for someone considering it?

I like this type of cut because it is very gentle to all face shapes. It is recommended to make the hair more manageable with light products. If the hair is rebellious, there are different types of products from a gel with extra strong fixation or heavy ointment to achieve a stiff effect. That depends on the client’s need and their hair type.

The products that I personally use and recommend are from the Gentlemen Republic because they have ointments of various types from soft to heavy natural shine and matte high fixing gel. That’s why I like them because they have for each need of different people.

Cornrows for Black Guys

Cornrows for Black Guys
Instagram @curlzofglory

Q&A with style creator, Aramide Dada
Hair Braider @ Curlz of Glory in Madison, WI


How would you describe this look?

This look is a protective hairstyle that not only saves you time in the morning but also turns head. The coolest thing about this hairstyle is the angle of the parts. It gives the braids a unique style that makes it stand out.

Any advice for someone considering it?

To ensure that this hairstyle lasts a week, I will suggest that the client wears a du-rag to sleep and prevents the braids from getting wet while showering. This will prevent the hair from becoming frizzy quickly. I will also suggest that the client oil his scalp every two days or whenever it starts to itch. Constant scratching of the scalp can not only frizz up the hairstyle, but it can also irritate the scalp.