A cool plaid pattern and splashy colors make this button-down from Tommy Hilfiger stand out.
Tommy Hilfiger Kids Shirt, Boys Floyd Long-Sleeved Gingham Shirt
Price: $29.62
Add some interest. Stripes and a pocket on the front turn this basic tee from Epic Threads into a stylish statement.
Epic Threads Kids Shirt, Boys V Neck Pocket Tee
Price: $11.69
Dress your king of the castle in this LRG short-sleeved shirt so everyone knows who rules the castle.
LRG Kids Shirt, Boys Short Sleeved Tee Shirt
Price: $16.00
Points for participation! He'll feel like he's part of the team in this nautical-inspired shirt from Tommy Hilfiger.
Tommy Hilfiger Boys Shirt, Short Sleeve Lewis Rugby
Price: $35.60
Do your research. Keep his curiosity alive with this stylish striped tee shirt from LRG.
LRG Kids Shirt, Boys Ivory Coast Striped V Neck Tee
Price: $10.50
These tees from Nike shake up his normal casual look with a 6.0 on the cool scale.
Nike 6.0 Kids Shirt, Boys Staying Up Tee
Price: $11.99
The perfect preppy companion to his dressed-up look is this long-sleeved oxford shirt.
Izod Kids Shirt, Boys Long Sleeved Oxford Shirt
Price: $18.00
A little friendly competition never hurt anyone. Get him ready for a top performance with a comfy graphic tee shirt from Champion.
Champion Kids Shirt, Boys Sports Graphic Tee
Price: $9.00
No reason to read between the lines. His style and comfort will be obvious in this striped tee shirt from Epic Threads.
Epic Threads Boys Shirt, Short Sleeve Stripe Tee
Price: $7.49
Classic sports style in this polo shirt from Guess will pull his outfit together and keep him comfortable all day.
Guess Kids Shirt, Boys Crown Jersey Polo Shirt
Price: $32.50
The ever-classic yet always stylish sailor pant channels breezy, summery appeal with a flowy, wide-leg silhouette of lightweight cotton twill.
Lauren Ralph Lauren Nicklaus Cotton Twill Sailor Pants
Price: $69.65
Pop some preppy plaid into his warm-weather wardrobe with this short-sleeved woven shirt from Nike.
Nike 6.0 Kids Shirt, Boys Plaid Shirt
Price: $22.80
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