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  • NEW!

    Boys Long Sleeve Intarsia Football Helmet Sweater - Preppy Puppy

    $25.86

    $36.9530% OFF

  • NEW!

    Boys Long Sleeve Plaid Twill Button Up Shirt - Preppy Puppy

    $18.86

    $26.9530% OFF

  • NEW!

    Boys Long Sleeve Striped Rugby Polo - Preppy Puppy

    $18.86

    $26.9530% OFF

  • NEW!

    Boys Long Raglan Sleeve Bulldog Top - Preppy Puppy

    $16.07

    $22.9530% OFF

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  • NEW!

    Boys Long Raglan Sleeve Football Top - Preppy Puppy

    $16.07

    $22.9530% OFF

  • NEW!

    Boys Long Sleeve Embroidered '54' Applique Dog Top - Preppy Puppy

    $16.07

    $22.9530% OFF

  • NEW!

    Boys Short Raglan Sleeve Football Dog Top - Preppy Puppy

    $13.97

    $19.9530% OFF

  • Boys Long Raglan Sleeve Fleece Sweatshirt - Every Day Play

    $24.47

    $34.9530% OFF

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  • Boys Preppy Clothes

    Get ready for fall with the winning style of boys preppy puppy clothes at Gymboree. From tops and tees, to denim and joggers, shop all our cool weather favorites in fun football and puppy-inspired designs. Browse our collection that includes:

    Boys Preppy Puppy Outfits. Let the games begin with striped rugby polos, classic plaid button up shirts or long sleeve football tops and embroidered tees. Pair them with fan-favorites like football sweaters, raglan sweatshirts, zip up hoodies and quilted jackets. Complete his look with comfy side stripe joggers, jogger jeans, classic denim or chino pants.

    Boys Preppy Puppy Accessories. Round out his effortlessly cool style when you add the perfect accessories including cool football hats, colorful crew socks and essential boys booties in lace up and easy touch-close strap designs.

    From boys preppy clothes designed for head-to-toe style, to all our boys tops and bottoms for every season, stock up on all the essentials he needs throughout the year. Discover the magic of timeless quality kids clothing and the best time to be a kid with Gymboree - the Official Sponsors of Childhood.