20+ Boys Haircuts Perfect For Your Little Guy

Nothing makes the men in our lives feel quite as dapper as a fresh haircut, and that definitely applies when it comes to the little guys. While a mother always remembers her son’s first haircut—Where did the time go, we lament—after that it’s a free-for-all. From classic picks like bowl cuts and crew cuts to trendy ones like mop tops and French crops, boys’ haircuts require a little more thought than expected, especially when working with things like cowlicks or curls. We rounded up cool haircuts for boys that’ll have them covered from the first day of school to the last. No matter his style, there’s a fresh cut waiting below.

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Classic Scissor Cut

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Here’s a tip: Let any cowlicks work for him, not against. This classic cut can easily complement any cowlicks.

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Crew Cut

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Keep things short and sweet. A crew cut is as classic as it gets.

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Curly Pompadour

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Fresh and packed with personality, a pompadour style really ramps up the texture and volume.

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Side Part Crop

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With a neat fade on the sides, this wavy crop gets down to business.

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Curly Crop

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Keep curls tame with a short cut. It’ll make school mornings much less stressful!

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Side Part Cut

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Make those cowlicks a fashion statement with an adorable side-parted cut.

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Curly Mop

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Let those ringlets run wild with a mop top cut made for curls.

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Layered Long Cut

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For straight hair, a long cut gets some intrigue from subtle layering.

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Long Curly Cut

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Have we ever seen a cuter haircut? Certainly not.

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Straight Scissor Cut

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He’ll be ready to take on the student council with this refined ‘do.

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Spiky Fringe

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For the boy bursting with personality, this spiky fringe offers just the right amount of fun.

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Mop Top

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If The Beatles made it work, it deserves to be kept around. This long cut feels relaxed.

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Spiky Crop

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Give those strands a little personality with just a touch of spikiness. Leave the front pieces longer to get the look.

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French Crop

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This cut has defined fringe in the front, while the sides are kept short and tapered.

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Classic Bowl Cut

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This takes us back. It’s hard not to love a classic bowl cut.

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Classic Fringe

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Is he a no-frills kind of guy? This traditional fringe look never disappoints.

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Skater Mop

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Does he like skateboarding and video games? This relaxed, no-fuss cut might be the one.

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Long Scissor Cut

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For the most casual of little dudes, this low-maintenance cut will do the job.

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Old-School Swoop

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We like to call this the “tween” cut. If the moodiness has hit, this style isn’t far behind.

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Tapered Quiff

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Similar to the pompadour, this cut is longer on the top and shorter on the sides and back. It’s perfect for the stylish guy in your life.

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High Tapered Cut

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Let those curls do the talking. Keep the sides cut close to get the look.

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Side-Swept Cut

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This cut will help any boy enter middle school in style. It’s a favorite of the pre-teen sector.

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22 Cool Haircuts for Boys