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 Argyle Sweater Vest
Price: $15.93
Prep him in plaid. He'll look good in this  Nautica shirt no matter what he ends up doing during the day.
Nautica Kids Shirt, Boys Plaid Shirt
Price: $29.62
Your little monster will love the bright colors and cool graphics of this LRG tee shirt. (Clearance)
LRG Kids Shirts, Boys Tokyo Monster Ball Tee
Price: $7.49
He'll show off his west coast love in this casually cool graphic tee from Guess.
Guess Kids Shirt, Boys Mixed Screen Print Tee
Price: $22.50
A work of art. Add some urban edge with this architectural-inspired graphic tee shirt from Hurley.
Hurley Kids Shirt, Boys Graphic Logo Tee
Price: $13.50
Gilded touches and luxe logos are emblematic of Fendi style. These classic shades are sunny day staples.
Fendi Classic Wrap Sunglasses
Price: $350.00
Follow the line. Graphics on this DKNY tee shirt add interest to any look.
DKNY Kids Shirt, Boys Recovery Tee
Price: $18.00
A plaid shirt from DKNY helps complete his preppy look.
DKNY Kids Shirt, Boys Fitzroy Plaid Shirt
Price: $28.12
Classic and to the point, Rachel Roy's timeless Gardner pumps boast a sharp toe and a hidden platform.
Rachel Roy Pumps - Gardner High Heel
Price: $225.00
Super sporty and ultra refined in fresh striped cotton with signature webbing and leather trim.Cotton upperFive-grommet lace-up frontStriped webbed accentLeather collar and backRope-edged rubber soleMade in Italy
Kid's Striped Lace-Up Sneakers
Price: $90.00
Impeccable tailoring in a luxurious wool fabric with all the right details. Blazer Notched collarLong sleeves with button detailSingle-breasted with front button closureTwo front flap pocketsDouble back vents Pants Front button closureZip flyFront slash pocketsWoolDry cleanImported Please note: Number of buttons may vary depending on size ordered.
Toddler's & Little Boy's Wool Suit Set
Price: $235.00
An essential short-sleeved polo shirt in breathable cotton mesh. Ribbed polo collar and cuffs. Uneven vented hem. Signature embroidered pony accents the chest.
Ralph Lauren Childrenswear Infant Boys' Solid Mesh Polo - Sizes 9-24 Months
Price: $27.50
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