Style Hair 22 Boys Haircuts Perfect For Your Little Guy No matter his style, there's a fresh cut waiting below. By Kaitlyn Yarborough Kaitlyn Yarborough Part of the Southern Living team since 2017, Kaitlyn Yarborough is a Georgia native living in Austin, Texas, who covers a wide variety of topics for both the magazine and website, focusing on culture and lifestyle content, as well as travel in the South. Southern Living's editorial guidelines Updated on May 23, 2023 Share Tweet Pin Email Trending Videos Photo: max-kegfire/Getty Images Nothing makes the men in our lives feel as dapper as a fresh haircut, which definitely applies to the little guys. While a mother always remembers her son's first haircut, 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 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. 01 of 22 Classic Scissor Cut Morsa Images/Getty Images Here's a tip: Let any cowlicks work for him, not against him. This classic cut can easily complement any cowlick. 02 of 22 Crew Cut Jamie Garbutt/Getty Images Keep things short and sweet. A crew cut is as classic as it gets. 03 of 22 Curly Pompadour Ridofranz/Getty Images A pompadour style ramps up the texture and volume and is fresh and packed with personality. 04 of 22 Side Part Crop Portra/Getty Images With a neat fade on the sides, this wavy crop gets down to business. 05 of 22 Curly Crop Layland Masuda/Getty Images Keep curls tame with a short cut. It'll make school mornings much less stressful! 06 of 22 Side Part Cut Funwithfood/Getty Images Make those cowlicks a fashion statement with an adorable side-parted cut. 07 of 22 Curly Mop max-kegfire/Getty Images Let those ringlets run wild with a mop top cut made for curls. 08 of 22 Layered Long Cut Portra/Getty Images For straight hair, a long cut gets some intrigue from subtle layering. 09 of 22 Long Curly Cut Alexandra Grablewski/Getty Images Have we ever seen a cuter haircut? Certainly not. 10 of 22 Straight Scissor Cut Westend61/Getty Images With this refined hairdo, he'll be ready to take on the student council. 11 of 22 Spiky Fringe Nikhil Patil/Getty Images This spiky fringe offers just the right amount of fun for the boy bursting with personality. 12 of 22 Mop Top Maskot/Getty Images If The Beatles made it work, it deserves to stay around. This long cut feels relaxed. 13 of 22 Spiky Crop Hero Images/Getty Images Give those strands a little personality with just a touch of spikiness. Leave the front pieces longer to get the look. 14 of 22 French Crop Grosshans Grosshans / EyeEm/Getty Images This cut has a defined fringe in the front, while the sides are kept short and tapered. 15 of 22 Classic Bowl Cut SensorSpot/Getty Images This takes us back. It's hard not to love a classic bowl cut. 16 of 22 Classic Fringe KidStock/Getty Images Is he a no-frills kind of guy? This traditional fringe look never disappoints. 17 of 22 Skater Mop Eric Audras/Getty Images This relaxed, no-fuss cut might be the one. A Skater Mop frames his face while leaving the edges and back casual. 18 of 22 Long Scissor Cut Cecilie_Arcurs/Getty Images This low-maintenance cut will do the job for the most casual of little dudes. 19 of 22 Old-School Swoop Ron Levine/Getty Images We like to call this the "tween" cut. If the moodiness has hit, this style isn't far behind. 20 of 22 Tapered Quiff Stígur Már Karlsson /Heimsmynd/Getty Images 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. 21 of 22 High Tapered Cut LSOphoto/Getty Images Let those curls do the talking. Keep the sides cut close to get the look. 22 of 22 Side-Swept Cut Jasmin Merdan/Getty Images This cut will help any boy enter middle school in style. It's a favorite of the pre-teen sector. Frequently Asked Questions At what age do boys get their first haircut? Boys typically get their haircut around the age of two unless he is born with a lot of hair that grows quickly. It might be time to consider his first haircut when his hair gets in the way of his eyes. What are the health benefits of getting regular haircuts? Regular haircuts improve hair health by removing damaged strands. Cutting damaged strands promote strong, thicker, and healthier hair. Was this page helpful? Thanks for your feedback! Tell us why! Other Submit