From the halls of his elementary to the halls of his first-choice university, the classic Tommy Hilfiger polo forever remains in a league of its own.
Tommy Hilfiger Boys Ivy Polo Shirt
Price: $24.50
A look that's skilled at the art of cool: the 511 skinny jean from Levi's.
Levi's Kids Pant, Boys Regular Student 511 Skinny Jean
Price: $26.99
A tropical paradise. He'll get in the hot-weather spirit with a pair of these patterned swim trunks from Tommy Hilfiger.
iXtreme Boys Swimwear, Little Boys Patterned Swim Trunks
Price: $7.49
Fashioned with Dri-Fit fabric and a no-nonsense style, these signature Nike shorts say he's game for some serious play.
Nike Kids Shorts, Boys Nike Dri-Fit Mesh Short
Price: $17.60
Fashioned with Dri-Fit fabric and a no-nonsense style, these signature Nike shorts say he's game for some serious play.
Nike Kids Shorts, Boys Nike Dri-Fit Mesh Short
Price: $17.60
The Baby Beads Keepsake Box from Reed & Barton offers classic good looks to make a treasured gift for any little boy or girl.
Reed & Barton Baby Beads Keepsake Box
Price: $40.00
A simple layer evokes casual cool with these hoodies from Nautica with bold graphic detail.
Nautica Kids Hoodie, Boys Fleece Hoodie
Price: $29.62
A simple layer evokes casual cool with these hoodies from Nautica with bold graphic detail.
Nautica Kids Hoodie, Boys Fleece Hoodie
Price: $29.62
This Is Not A Polo Shirt By Band of Outsiders Sweatpants
This Is Not A Polo Shirt By Band of Outsiders Sweatpants
Price: $165.00
This Is Not A Polo Shirt By Band of Outsiders Sweatpants
This Is Not A Polo Shirt By Band of Outsiders Sweatpants
Price: $165.00
A polished, dressed-up look for the young man in black: Calvin Klein's cotton sateen shirt.
Calvin Klein Kids Shirt, Boys Long Sleeve Sateen Shirt
Price: $28.80
This look has stood the test of time: Levi's® straight leg, five pocket denim, this one with a rich blue dye and striated pattern all over. Button-zip closure.
Levi's® Boys Regular 514 Slim Straight Jean
Price: $27.99
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