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      Classic Prep Sale Collection

      On Sale $ 49.00 $ 26.99

      Savor his first few summers. Those little knobby knees will grow into the Lax team captain soon enough. 'Til then there's our Dylan little boy shorts in embroidered seersucker. Dylans feature an easy-on elastic waist, side pockets, and cute patch...

      On Sale
      On Sale $ 55.00 $ 38.99

      If your baby boy is quickly turning into a big kid, it's time to transition to our most grown up shorts. Flat front, with a real button and zipper closure, these pair well with rope bracelets and a good tan....

      On Sale
      On Sale $ 49.00 $ 26.99

      And just like that he's looking more like your big boy than your baby. Perhaps it's time for a pair of our Hudson Big Boy shorts in our "older brother" smart, summer cotton plaid. He'll love their grown-up straight fit,...

      On Sale
      On Sale $ 49.00 $ 26.99

      Making their debut this season, our fun new aquatic-themed Dylan shorts are richly colored in pastel blues and greens on cotton sateen, teeming with undersea adventures that your little beachcomber will love. Our Dylan shorts are known by choosy moms...

      On Sale
      On Sale $ 55.00 $ 30.99

      Blue lobsters are kind of like your little boy: truly one in a million. We couldn't think of a better summer print to celebrate the priceless value of every child. Our Hudson shorts offer a very grown-up straight-leg, flat-front fit,...

      On Sale
      On Sale $ 65.00 $ 32.99

      Blue lobsters are kind of like your little boy: truly one in a million. We couldn't think of a better summer print to celebrate the priceless value of every child. My all-cotton preppy John Johns (aka shortalls) offer full coverage,...

      On Sale
      On Sale $ 65.00 $ 35.99

      Making their debut this season, my fun new aquatic-themed James Shortalls (aka John Johns) are richly colored in pastel blues and greens on cotton sateen, teeming with undersea adventures that your little beachcomber will love. These classic john johns offer...

      On Sale
      On Sale $ 55.00 $ 30.99

      If your baby boy is quickly turning into a big kid, it's time to transition to our most grown up shorts. Flat front, with a real button and zipper closure, these pair well with rope bracelets and a good tan....

      On Sale
      On Sale $ 59.00 $ 32.99

      Now that he's swimming in the deep end of the pool, perhaps he's ready to graduate to our Hudson big boy shorts in hand-embroidered summery cotton seersucker,. Our Hudsons offer a very grown-up straight-leg, flat-front fit, and big-boy features like...

      On Sale
      On Sale $ 44.00 $ 22.99

      Give him an early Oxford education. Your future Rhodes scholar will look his summery best in our Dylan little boy shorts in our luxurious pinpoint shirting Oxford just like Dad's. Dylans feature an easy-on elastic waist and cute patch pockets...

      On Sale
      On Sale $ 55.00 $ 38.99

      If your baby boy is quickly turning into a big kid, it's time to transition to our most grown up shorts. Flat front, with a real button and zipper closure, these pair well with rope bracelets and a good tan....

      On Sale
      On Sale $ 44.00 $ 24.99

      When it comes to preppy little boys dressed in smart, summer cottons, I'm simply mad for plaid! Take our handsome plaid Dylan shorts, for instance. Our Dylan little boy shorts are known by choosy moms for their little-boy fit and...

      On Sale