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Trench: J Crew/ Shirt: Ralph Lauren Boys/ Tank: Gap/ Skirt: Club Monaco/ Shoes: Via Spiga (via Nordstrom Rack, similar here)/ Sunglasses: Ray-Ban

Vest & Socks: Gap/ Shirt: Cherokee Boys for Target/ Jeans: J Crew/ Shoes: Steve Madden (more here)/ Sunglasses: Ray-Ban/ Bracelet: Tivi

Jacket: Gap/ Hoodie & Pants: J Crew/ Shirt: Crewcuts for J Crew (similar)/ Shoes: Converse/ Sunglasses: Ray-Ban

At the risk of sounding like an infomercial – Yes, you TOO can shop and save in the boys’ department! (cue overly enthusiastic audience applause) – there are some serious goodies to be found in the boys’ section. These button-downs are well-made, well-priced, and have the perfect 3/4 sleeve length and cropped, boxy fit for layering, belting, tucking, or untucking. Sizes usually run from 8 to about 20 (I’m wearing 10/12 in these pics).