Preppy with a twist. He'll have confidence and comfort in this unique plaid, snap-front shirt from Guess.
Guess Boys Shirt, Long Sleeve Lasalle Plaid Shirt
Price: $44.50
Get down to brass tacks with this simply classic blazer from Nautica in stylish stretch microfiber.
Izod Kids Blazer, Boys Blazer
Price: $48.00
Sun, sand and style. Keep him looking good while he's having fun in the sun with these Quiksilver board shorts.
Quiksilver Kids Swimwear, Boys Board Short
Price: $33.60
Looking for something he can comfortably play hard in? These classic denim jeans from Timberland are an easy solution.
Timberland Kids Shorts, Boys Denim Crampon Short
Price: $25.87
A charmingly traditional dress in multi-striped cotton seersucker has a pretty, full skirt with a petticoat and ribbon sash.
Ralph Lauren Childrenswear Toddler Girls' Ribbon Seersucker Dress - Sizes 2T-4T
Price: $42.50
Plaid performs. Whether it's school or a special occasion, this shirt from Tommy Hilfiger fits right in.
Tommy Hilfiger Kids Shirt, Boys Collared Plaid Shirt
Price: $31.60
Even boys have bad hair days. When he steps out in this Quiksilver hat no one will ever notice.
Quiksilver Kids Hat, Boys Rukis Hat
Price: $19.20
Even boys have bad hair days. When he steps out in this Quiksilver hat no one will ever notice.
Quiksilver Kids Hat, Boys Rukis Hat
Price: $19.20
A leg up. Comfortable and stylish, these tricot track pants from Puma will give him a competitive edge.
Puma Kids Pant, Boys Pique Tricot Pants
Price: $27.00
Get down to brass tacks with this simply classic blazer from Nautica in stylish stretch microfiber.
Izod Kids Blazer, Boys Two Button Husky Fit Blazer
Price: $60.00
Take all the guesswork out of finding the perfect casual style with this graphic tee from guess.
guess Kids Shirt, Boys Graphic Tee Shirt
Price: $26.50
Hand-painted fleurs-de-lis and vines combine with uneven edges to add old world charm to Arte Italica's Medici collection.
Arte Italica Medici Dipping Bowls, Set of 3
Price: $87.75
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