51 Boys Haircuts Trending in 2019 | Men Hairstyles World

Boys Haircuts: 50+ Styles the Little Man Will Love Wearing that Are Trending This Year

Back to school. The holiday season. Family reunions.
These are all popular times for boys to spiff them up with a great new haircut. Whether it’s a fun, fringed style or a neat, close-to-the-head crop, your little man’s new haircut will have him all set for the fun times ahead.

Take a look at the latest boys haircuts gaining popularity this year!

1. Freshly Swept Blonde Haircut

Neat, natural, and fun! Leave the longer locks up top to sweep them to the side for a casual look or comb them for a neater, more put-together appearance. Go from school pictures straight to the soccer field. It’s tempting to keep this awesome blonde look all to yourself but be a sport and let others in on it.

boy with Fresh Swept Blonde Haircut

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2. Wavy Baby – Medium Length Wavy Curls

Does it get any cuter than this? Medium, naturally highlighted waves, windblown, and finger-combed frame the face adorably. There is no wrong way to wear this style. It’s a true all-occasion look.

boy with wavy medium length curls

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3. Cute and Coiffed – Classic Ivy League Haircut

Is the royal family in town? The Ivy League hairstyle is the perfect combination of dressy and darling. Medium-length top layers are combed up and over, setting off the eyes and a just-too-sweet face. Cut the sides short and to keep them off the ears for a dapper silhouette all around.

boy with ivy league haircut

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4. Top of The Charts – Layered Hairstyle with Bangs

Future boy band heartthrob alert! Long, choppy layers rest casually across the forehead while chunky pieces set off the eyes perfectly. There’s nothing to styling this carefree cut, and it will never look messy! Perfect for any occasion. Relaxed and fun!

boy with layered hairstyle with bangs

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5. Young Man’s Fancy – Quiff Boys Haircuts

This playful cut is the perfect combination of fun and functionality. Upswept, finger-combed chunky pieces, the quiff hairstyle celebrates youth and junior sophistication. It is flattering to any face shape and easy to maintain.

boy with quiff haircut

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6. Junior Heartthrob Hairstyle – Blonde Messy Bangs

It doesn’t get much more flattering than this easy breezy style set off by the forward-falling light waves. This look is ideal for any face shape and is also simple to maintain. Always photo-ready and always in style.

boy with blonde bangs

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7. Picture Perfect – Shoulder Length Hairstyle for Thin Hair

Ready for a close-up! Shoulder length, semi-sleek, casual and fun, this style will be a hit among young and old alike. It perfectly epitomizes carefree youth. Lengthy, easy layers with just a hint of trim fall all around the face. Add a bit of a side part, move the head, and make this style a stand-out in its simplicity.

boy with long blonde hair

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8. Youthful Flair – Shoulder Length Hairstyle with Bangs

Nothing says young and carefree like the perfect hairstyle, at any age. Sleek and shoulder-skimming are the trademarks of this style. The hint of wave and impish bangs are versatile enough to wear in more than one style. Experiment and give your young man a different look for every occasion!

boy wtih long hairstyle

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9. Peter Pan Boys Haircuts

Forever Young! Long, sleek, a bit choppy, a perfect representation of all things carefree and fun, this hairstyle features face-framing fringes that highlight the eyes and cheeks. Slightly layered low in the back with a few fringe-like pieces at the ears, this is a style that’s easy to maintain. It pulls together with a quick run-through from a comb. The simple details make this style flattering to any face shape.

boy with peter pan hairstyle

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10. Curls, Curls, Curls – Blonde Curly Hairstyle for Boys

Nothing is more youthful and fun than a whole headful of big, bouncy curls, not to mention low maintenance! Long, fat curls hit at the shoulders and fall in a picture-perfect frame across the forehead and around the face. No need to brush, just finger-style and go!

boy with blonde curly long hairstyle

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11. What A Doll – Medium Length Layered Fringe

This darling ‘do is almost ethereal! Big, smooth waves fall forward from the crown to completely cover the head and frame the face, ending just above the shoulders. An errant wisp here and there adds a touch of whimsey. Let the cheek-pinching begin! 

boy with longish hair and fringe

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12. Tousled Throwback Boys Haircuts

Some styles evoke memories of our own childhood. This is one of them. In the mid-70s, this was the boys haircuts it look! Natural, wavy, full, with just a bit of layering to give it some movement. No doubt your boy will love it – and so will everyone who sees this modern take on a retro style. 

boy with tousled hair

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13. Hipster in Training Haircut

Adorable and way ahead of its time! This is a great haircut for teen boys too! Thick, wavy layers are scooped to one side and brushed back away from the face. No need to make a fuss about styling – this style stands out on its own with its simple yet striking silhouette. Flattering for any face shape and easy to maintain. This will be a favorite look for years to come!

boy with wavy hipster haircut

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14. Versatile Retro Wavy Hairstyle

This style calls to mind all things simple and fun, yet stylish from the decade of the 80s. Mixed-length, slightly tousled layers fall from a deconstructed part for a style as unique as your young man. Comb it and allow pieces to fall naturally across the forehead to draw attention to facial features. Short at the back and sides, it’s the perfect summer style for keeping it “cool”! 

boy with retro blonde wave haircut

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15. Rocker Boy Hairstyle

Boy band alert! Long top layers are swept to one side and tucked behind the ear, creating a rock ‘n roll vibe. The hair is tapered at the nape of the neck in longer layers to complete the look. Cool, carefree, and casual, here is the ultimate in boys haircuts for letting the awesomeness shine through! 

boy with rocker style hair

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16. Sweet and Sassy – Parted Fringe

Lots of fun with just the right touch of boldness, this cut feathers over the ears while leaving the hair longer on top with fun wisps and a bit of layering to give it shape. The super-short back allows the front detailing to take center stage.

boy with parted fringe

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17. Free Falling – Long Luscious Blonde Hair

Long layers fall from a perfect center part to graze the shoulders, feathering back lightly at the sides. Easy to care for since a quick comb-through will do. Super flattering for any face shape, this cut can also be worn a bit shorter.

boy with luscious blonde hair

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18. ‘Do and Dash – Long Thick Bangs

This classic cut with a modern edge is perfect for a young man on the go. Short at the nape with longer layers at the sides and along the top of the head, the focal point is the thick fringe falling across the forehead and brushed just a bit to one side. Pieces of varying lengths frame the face adorably. Youthful and energetic, this style will look great on any young fellas.

boy with long thick bangs

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19. Swept Away – Short Sides, Long Top, Side Swept

Sassy to the max! Ultra-short meets long and windblown for two of the most up-to-the-minute looks combined into one cool cut! The back is trimmed short. One side is cut into short, choppy layers. The other side is long and casual with just a hint of intermittent layering. Brushed to the side with a sweep of the fingers, this style is just right for summertime fun.

boy with side swept hair and short sides

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20. Daring Dude – Hard Part, Side Fringe, and Fade

Buzzed at the back and on one side, the other side falls from a side part into a waterfall of long locks hitting just below the chin – this is a style with attitude for sure. Comb it through for a smooth, sleek look or wear it a bit tousled and textured. This is a look that can be personalized to suit any young man!

boy with hard part, fringe, and slight fade hairstyle

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21. Big and Bold – Farouk James Style 1

Hair just doesn’t get any more fun than this! What boy wouldn’t love to sport a headful of heavenly ringlets with this much sass and style? Long, loose ringlets with just the right amount of structure to showcase the curls fall all over the head in a thick cascade of super healthy hair. Achieve this style naturally (for those lucky ducks!) or with the help of a good perm. Either way, this look will turn heads and bring smiles.

farouk james wild hair

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22. Classy and Chic – Trimmed Front, Loose Back and Sides

Hair is cut to mid-nape and then tapered to a longer point to meet the earlobes. Full bangs hit at the brow line. The look is smooth all around, falling from the crown. Perfect for the younger fellas and tweens, although awesomeness knows no age limits!

boy with trimmed fringe and loose sides and back

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23. Life of The Party – Farouk James Style 2

Who could possibly resist this fantastic explosion of long, springy curls? Long, ultra-thick hair falls in wild spiral curls that are just a bit deconstructed for added fullness fall from the crown. A few shorter curls are created in the front to frame the face to prevent overwhelming it.

farouk James Bushy Hair

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24. Today’s Tom Sawyer Boys Haircuts

Just picture a spunky young lad running and playing, carefree as the wind, with this cute cut. Short at the nape, an assortment of layered pieces fall all over the head. Wisping here and there at the ears and forehead lend it a perfectly imperfect tousled look. No doubt a quick brush-through will create a neat and tidy look.

boy with tom sawyer style haircut

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25. Mini Muse – Long Locks

Some hairstyles are works of art in their own right, and this one is a perfect example. Shiny, healthy locks fall just a bit below shoulder length, while long bangs are swept casually to either side from a relaxed center part. A few errant wisps move freely here and there, creating a cool, relaxed look that perfectly embodies the youthful male spirit.

boy with really long hair

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26. Young Hollywood – Parted Side Sweep

Super fun and exploding with personality, this side part allows the hair to fall in one length to mid-nape as one side is whisked behind the ear and the other side lays smoothly over the eye. What more could an up-and-coming star want? Shake things up by combing through with the fingers for a more relaxed look.

boy with side sweep

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27. Model in Training – Straight Bangs

Short in the back, the sides and top are left in medium-length, smooth layers, the ends are trimmed into irregular wisps that fall across the forehead and perfectly frame the face. By hitting just above the brow line, the bangs focus all the attention onto the face. This is a timeless style that will flatter any fella’s features and have him feeling runway ready!

boy with classic straight bangs

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28. Boho Boys Haircuts – Messy Bangs

Flower child alert! Just take a look at this ultra carefree and casual style and you’ll understand. A headful of shaggy layers of various lengths gets its perfect look from the wind blowing through it. A slightly wavy texture gives it just a bit of volume. Bangs frame the face perfectly in uneven pieces.

boy with messy bangs

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29. Head of The Class – Medium Ivy League Haircut

This sharp look will leave no doubt that your child is headed straight to the top. Parted on the side, the hair is neatly cropped above the ear on either side while a swath of longer locks is pulled to one side and slightly over the forehead, adding a bit of a fun edge to this studious style.

boy with medium ivy league hairstyle

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30. Easy Does It – Messy Waves

What young man doesn’t like having a simple, stylish cut that’s easy to maintain and perfect for any occasion? This cut meets all the criteria, and then some. Random layers fall over the ears and cover the entire crown, reaching forward to sweep the forehead. Give it a quick sweep with the fingertips and you’re all set to go!

boy with messy waves haircut

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31. Cool and Casual – Medium Length

Any boy will love a haircut that requires as little fuss as this one does. No brushing needed – just a quick comb-through with the fingers and it’s done! Super short in the back with gradually longer locks moving from above the ears to the front where the hair falls from the crown to a bit above the brows.

boy with casual medium hairstyle

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32. High Marks – Thick Hair Ivy League Haircut

Keep it classy and beyond with this ultra-cool style. Cut into a short wedge shape at the back of the head and the nape, neatly shaped around the ears, culminating in a semi-casual side part with graduated layering on one side and slightly longer (short to mid-length) layers on the other side.

boy with thick ivy league haircut

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33. Casual Cool – Boy with Sleek Bangs

This style is just long enough to be cool without being crazy unruly. Curling at the nape just above the collar, the hair is cut into sleek, long, uneven layers in the back and on the sides, falling over the ears and laying against the sides of the face. The top hair falls forward from a high crown point in long layers reaching the eyes and showcasing them perfectly.

boy with sleek bangs

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34. Junior Executive – Medium Length Manicured Sides

Neat is the word for this style. The back is cut short to lie close at the nape. Hair is cut neatly around the ears into a point at sideburn level. A straight-cut layer falls to one side from a side part, with the side of the bangs combed over and gently feathered.

boy with medium length manicured haircut

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35. The Little Master – Blonde Soft Waves

Sleek, soft, all-natural locks fall to just below the earlobes. Naturally wavy hair is brushed back away from the face as it dries to give it a bit of volume and shape. A tiny fringe is cut at the center of the forehead, and the face is framed on either side by soft waves. This style perfectly represents youth and innocence!

boy with blonde tousled waves

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36. The Young Lord – Messy Forward Sweep

Hair is cut short in the back and left just a bit longer at the sides to be brought forward to caress the face on either side. The top is left long and forward across the forehead, then flipped back into a deep wave to one side. A few random tendrils are left free to play about the forehead.

boy with Messy Forward sweep haircut

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37. Classic Cuteness – Wild Bowl

Boys will be boys, and this is the most classic of all boys haircuts. The bowl-type style gets an upgrade here, as it keeps the shortness at the back and sides while leaving all the length to fall across the top of the head and the forehead from a high crown at the side. Soft layers are cut throughout to give the style a bit of movement and personality. Comb it for a dressier look or finger-comb for fun, casual times.

boy with classic wild bowl haircut

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38. Hot Dogger – Messy Short Bangs

How mega cool is this style, with its totally wind-blown look? Just look at those long layers lying impishly across the crown. The back and sides are ultra-buzzed to further showcase the awesome tousled look featured on top.

boy with messy short spiky bangs

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39. Soft and Spiky Bangs

This style is a unique teen boys haircuts. The back and sides of the hair are cut extremely short, but not quite buzzed, to the temples. Hair is left mid-length at the crown and pulled upward at the front to form a pseudo-spiky look without going completely punk. The entire look is structured without being too severe, lending a look of youthfulness and fun.

boy with classic medium ivy league hairstyles with shorter sides

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40. Casual Flair – Asymmetrical Side with Fringe

This style won’t get lost in the group, not with its asymmetrical shape-skimming the chin on one side with long sleek locks while the other side is a bit shorter, ending mid-ear and falling forward onto the cheek. The whole thing is set from an undefined side part with the entire look being softened by a light brush of fingers across the hair’s surface.

boy with asymmetrical side and fringe hairstyle

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41. Bedhead but Better

Cool dude alert! Long tousled to the max, daring, and fun hair. Random long layers are tucked behind one ear and left to fall over the other one. The rest of the hair is in delightful twists and turns all over the head, relaxing just a bit across the brow and pulled to one side. Finger-combing is as complicated as this style gets!

boy with bedbead hairstyle

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42. The Hair Apparent – Long Bangs

A gentle disarray of waves shaped, separated, and pulled to the front from a high, slightly off-center crown lays across the forehead. The back is cropped short at the nape but left longer and given a hint of feathering throughout to seamlessly blend with the longer waves.

boy with long bangs

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43. Swirls and Curls – Classy Coil Boys Haircuts

Mid-length curls play across the head, side to side, and front to back. This look can be achieved easily either with naturally curly hair or with the help of a good perm. Curls are separated a bit, with some lightly finger-combed to add just the right amount of volume. This style will look picture perfect on the soccer field or in a portrait studio.

boy with classy curly hair

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44. Flying High – Forward Swept Long Spikes

Youth, tween, or teen, this style will be wildly popular across the board! Shaved from the nape to mid-head in the back, buzzed for just a touch more length on the sides, and an explosion of long, full waves on top styled to stand with the ends drawn back toward the crown.

boy with forward sweep long spikes

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45. The Sorceress’s Apprentice – Messy Forward Swept Bangs

The hair is cut super-short in the back, all the way to the top of the ears on each side and then, the grand finale! A burst of loosely structured and textured pieces erupts across the crown, casually pushed to one side and shaken randomly across the forehead to come to rest on the brow. For a more formal look, brush smooth and style to one side.

boy with forward swept messy bangs

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46. Saturday Morning Cool – for Thin Hair

This is the perfect relaxed look in youth or teen boys haircuts. Short at the neck and trimmed to just above the ears, then the real fun begins! Tons of tousled and unstructured layers share the crown on either side of an easy side part. Pull a small shock or two over the forehead for an even more casual feel.

boy with messy thin hair style

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47. Young Man’s Fancy – Side Parted Bowl-style Bangs

Dressy and easy to manage, this style is perfect for the young man with bone-straight, healthy hair. The hair is blunt-cut all around the head mid-ear with a bit of an asymmetrical slant moving the sections at the temples toward the face. A thick sheaf of bangs almost covers the entire forehead to just below the brow, tossed a bit to one side to change things up a bit.

boy with slight part and bowl cut

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48. Life’s a Beach – Summer Bangs Shaved on the Sides

Here comes the sun! Shaved in the back and at the sides to mid-ear, then buzzed and reverse-graduated to let loose with long layers from the crown, falling to each side and in a windswept spray across the forehead. An extra-long tendril is left precisely mid-forehead to extend impishly between the eyes to the bridge of the nose.

boy with beach boy hairstyle

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49. James Dean Redux

This style is evocative of the 50s when rock’n’roll was young and the free spirits were just awakening to it. Perfect for any age, this young man’s style is cut ultra-short all around, slicked back from just above the ears to the crown, then combed forward into a deep wave. These reach onto the forehead to barely skim it before blending in with the sleekly coiffed side. The top is pushed forward just enough to give a bit of lift.

boy with James Dean hairstyle

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50. Dinner at Grandma’s – Classy Pompadour

This classy pompadour look combines a neat, proper young man’s style with just enough of a casual edge to keep things fun. Hair is left from temple to temple, flipped back and to one side, blow-dried to give it some volume at the roots, and styled by combing through with the fingers. The sides are cut in graduated lengths to just above the ears.

boy with pompadour hairstyle

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51. Star Power – Classic Messy Medium Hair

If ever a hairstyle could win the hearts of the masses, this is it. Hair is layered and stylishly sculpted around the ears, continuing around to form short layers at the back of the head before morphing into long layers at the top throughout the crown. From a casually defined middle part, the long layers are cut and shaped to give the look of lightly feathered hair pulled forward for a hint of bangs on either side of the forehead.

boy with classic messy hair

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Conclusion

Want to be the “It” parent?

Share this article with everyone you know so they can find the perfect boys haircuts for their sons or brothers or teens and style up their hair! What was your little man’s favorite?

This article was updated in August 2019.

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Jeffery R. Hamilton

Jeffery R. Hamilton

Jeffery worked as a barber throughout the East Coast before moving to sunny California. He currently resides in San Francisco and works at a local barbershop. He loves his job and he's always up to speed when it comes to the latest trends regarding men's hairstyles.

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