Watch him fly. He'll be at his peak in this comfortable Air Jordan shirt and short set from Nike.
Nike Kids Set, Little Boys Jordan Shirt and Shorts
Price: $21.99
Three different styles to choose from gives him three chances to showcase his military-inspired fashion in these cargo pants from Greendog.
Greendog Kids Pants, Little Boys Twill Cargo Pant
Price: $14.99
Keep it clean and simple with a classic solid dress shirt for a handsome, traditional look on workdays. Rendered in crisp cotton poplin with French cuffs and a contemporary fit.
The Men's Store at Bloomingdale's Solid Poplin Dress Shirt - Contemporary Fit
Price: $79.50
Slip in and out. Getting him dressed is a snap with these pull-on cargo shorts from Osh Kosh.
Osh Kosh Boys Shorts, Little Boys Pull On Shorts
Price: $12.99
These carpenter-style shorts from Levi's will give him great grown-up style.
Levi's Kids Shorts, Little Boys Utility Shorts
Price: $22.99
Cure his blues with a pair of this dark denim jeans with stitch detailing from Rocawear.
Rocawear Kids Jeans, Little Boys Puzzle Jeans
Price: $33.00
Broaden out. Stripes go wide to give him look-at-me style in this tee shirt from Greendog.
Greendog Kids Shirt, Little Boys Wide Stripe Tee
Price: $9.99
He'll flex his fashion muscles with this baseball-themed tee from adidas.
adidas Kids Shirt, Little Boys Muscle Tee
Price: $10.12
This plaid shirt with faux-fur inner lining from DC Shoes is a perfect replacement for when his favorite hoodie is in the wash.
DC Shoes Kids Shirt, Little Boys Long-Sleeved Plaid Shirt
Price: $30.00
These quarter-zip shirts from Greendog are a great lightweight addition for the summer to fall transition.
Greendog Kids Shirts, Little Boys Quarter Zip Stripe Shirts
Price: $16.99
The lighter side of hoodies. This layered tee with attached hood from adidas won't weigh him down.
adidas Kids Shirt, Little Boys Hooded Layered Tee
Price: $14.00
Why fuss with a button or a zip? Get him on track much faster with these striped adidas pull-on pants.
adidas Little Boys Pants, Core Tricot Pull Ons
Price: $18.00
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