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
Narrow down the choices with these slim fit, straight leg jeans from Levi's that always wear well.
Levi's Boys Slim 514 Slim Straight Jean
Price: $26.99
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Levi's Kids 511 Jeans, Boy Skinny Fit Husky Jeans
Price: $28.99
This fleece cardigan from Tommy Hilfiger will give him scholarly style even if he hasn't hit the books yet.
Tommy Hilfiger Kids Sweater, Boys Fleece Cardigan
Price: $29.75
Combining the preppy look of of a plaid woven with the skater style of a hoodie makes this a combination from Timberland you'll both love.
Timberland Kids Shirt, Boys Hooded Woven Shirt
Price: $33.00
A husky take on the easy-wearing, stylishly slim 514 jeans from Levi's.
Levi's Kids Jeans, Boys Vintage Husky 514 Slim Straight Jeans
Price: $27.99
Shed some layers. He'll stay stylish even without a jacket in this scholarly argyle sweater-vest from Sean John.
Sean John Kids Vest, Boys Tonal Argyle Sweater
Price: $31.87
Sporting style and spirit, this track jacket from Tommy Hilfiger has a scholarly feel that will fit right in with the rest of his wardrobe.
Tommy Hilfiger Kids Jacket, Boys Twain Track Jacket
Price: $35.70
The perfect piece. A dapper vest from Calvin Klein will make him look like the little man he's become.
Calvin Klein Kids Vest, Boys Four Button Vest
Price: $31.60
The jeans make the look.   Sandblasting adds a cool vintage look to these jeans from Tommy Hilfiger.
Tommy Hilfiger Kids Jeans, Boys Revolution Jean
Price: $34.50
Designed with double bands of beads, this Reed & Barton baby cup has two handles for a child's easy drinking. Crafted in tarnish-resistant pewter, it offers classic good looks.
Reed & Barton Baby Beads Double Handled Cup
Price: $45.00
Keep him warm and step his style up with this classic argyle sweater vest from Sean John.
Sean John Kids Vest, Boys Argyle Sweater Vest
Price: $31.87
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