Rugged enough for the playground and cool enough for the classroom, these washed Levi's jeans are as comfortable as they are laid-back.
Levi's Kids Jeans, Boys 505 Straight Fit
Price: $22.99
He'll be able to hold everything he needs hands free with these convenient Tommy Hilfiger cargo shorts.
Tommy Hilfiger Kids Shorts, Boys Back Country Cargo Shorts
Price: $39.50
If he's looking for something that feels a little lived in, these jeans from Guess are the perfect pick.
Guess Kids Jeans, Boys Flame Wash Jeans
Price: $56.50
He'll be beach-ready with these board shorts from Nike with hip details like cargo pockets and velcro closures.
Nike 6.0 Kids Shorts, Boys Print Board Shorts
Price: $21.99
For the rough and rugged boy who loves his faded blues. In a boot-cut style washed and worn for a lived-in look, these Levi's Boys Husky jeans are sure to be his favorite.
Levi's Boys Husky 527 Boot Cut Jean
Price: $27.99
Cool school style is easy with these straight-fit jeans from Akademiks.
Akademiks Kids Jeans, Boys Straight Fit Jeans
Price: $36.75
Turn boring to bold with this pullover hoodie from Nike.
Nike 6.0 Kids Sweatshirt, Boys Graphic Pullover Hoodie
Price: $30.00
Warm up his wardrobe with a pair of Tommy Hilfiger flat-front shorts that make it easy to get styled for summer fast.
Tommy Hilfiger Boys Shorts, Boys Chester Belted Shorts
Price: $29.62
Adorned with hand-painted grape vines for rustic, old world appeal, the Amorini collection evokes the warmth and splendor of a Tuscan vineyard and brings aged charm into your home.
Arte Italica Amorini Cereal Bowl
Price: $37.00
We love Rebecca Minkoff's bold, trend-right accessories, and this neon iPad easel is a perfect example of the look. Use it to upgrade your style status.
Rebecca Minkoff iPad Case - Neon
Price: $146.25
Wide stripes and bright colors make for a lively look he'll love on this Tommy Hilfiger polo shirt.
Tommy Hilfiger Kids Shirt, Boys Petley Stripe Polo
Price: $27.37
Cool weather calls for cooler layers and these pieced tees from Industry 9 are just what fits.
Industry 9 Kids Shirt, Boys Long Sleeve Layered Thermal
Price: $14.99
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