Boys
From everyday adventures to picture perfect occasions, our Boys collection has him covered in timeless style. Discover classic prints, handsome layers, and charming details made for every little gentleman. Shop his new favorites!
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Quick viewBoysPrepletic™ Prep School Pants
Saratoga Stone with Saratoga Stone Stork
Regular price $66Regular priceUnit price / per$66Sale price $66 -

Quick viewBoysSheffield Pants
Pinehill Plaid with Chelsea Chocolate Stork
Regular price $60Regular priceUnit price / per$60Sale price $60 -

Quick viewBoysPrep School Pants
Pinehill Plaid with Chelsea Chocolate Stork
Regular price $72Regular priceUnit price / per$72Sale price $72 -

Quick viewBoysCritter Sheffield Pants
Chelsea Chocolate Corduroy with Fox Embroidery
Regular price $68Regular priceUnit price / per$68Sale price $68 -

Quick viewBoysCritter Prep School Pants
Chelsea Chocolate Corduroy with Fox Embroidery
Regular price $78Regular priceUnit price / per$78Sale price $78 -

Quick viewBoysPrepletic™ Sheffield Pants
Nantucket Navy with Keeneland Khaki Stork
Regular price $60Regular priceUnit price / per$60Sale price $60 -

Quick viewBoysPrepletic™ Prep School Pants
Nantucket Navy
Regular price $66Regular priceUnit price / per$66Sale price $66 -

Quick viewBoysPrepletic™ T. Jones Jogger
Nantucket Navy Heathered with Keeneland Khaki Stork
Regular price $52Regular priceUnit price / per$52Sale price $52 -

Quick viewBoysSheffield Pants
Grier Green Corduroy with Gray Bay Brown Stork
Regular price $64Regular priceUnit price / per$64Sale price $64 -

Quick viewBoysPrep School Pants
Grier Green Corduroy with Gray Bay Brown Stork
Regular price $74Regular priceUnit price / per$74Sale price $74 -

Quick viewLow StockSir Proper's PickBoysPrepletic™ Sheffield Shorts
Keeneland Khaki
Regular price $44Regular priceUnit price / per$44Sale price $44 -

Quick viewLow StockSir Proper's PickBoysPrepletic™ Charlie's Chinos
Keeneland Khaki
Regular price $62Regular priceUnit price / per$62Sale price $62 -

Quick viewBoysSullivan Shorts
Barrington Blue Heathered
Regular price $36Regular priceUnit price / per$36Sale price $36 -

Quick viewBoysSheffield Shorts
Wheaton Windowpane with Seashore Sherbet Stork & Pumpkin Applique
Regular price $48Regular priceUnit price / per$48Sale price $48 -

Quick viewBoysPrep School Pants
Nantucket Navy with Richmond Red Stork
Regular price $64Regular priceUnit price / per$64Sale price $64 -

Quick viewBoysGates Sweeney Sweatpants
Barrington Blue with Multicolor Stork
Regular price $44Regular priceUnit price / per$44Sale price $44 -

Quick viewBoysSheffield Pants
Barrington Blue Corduroy with Nantucket Navy Stork
Regular price $64Regular priceUnit price / per$64Sale price $64 -

Quick viewBoysSheffield Pants
Old Greenwich Green Corduroy
Regular price $64Regular priceUnit price / per$64Sale price $64 -

Quick viewBoysSherwood Shorts
Thompson Park Plaid
Regular price $48Regular priceUnit price / per$48Sale price $48 -

Quick viewLow StockSir Proper's PickBoysPrepletic™ Sheffield Shorts
Barnsley Blue
Regular price $48Regular priceUnit price / per$48Sale price $48 -

Quick viewLow StockSir Proper's PickBoysPrepletic™ Charlie's Chinos
Barnsley Blue
Regular price $64Regular priceUnit price / per$64Sale price $64 -

Quick viewBoysPrep School Pants
Old Greenwich Green Corduroy
Regular price $74Regular priceUnit price / per$15.91Sale price $74 -

Quick viewBoysGates Sweeney Sweatpants
Grantley Gray Heathered
Regular price $44Regular priceUnit price / per$44Sale price $44 -

Quick viewBoysPrepletic™ Sheffield Pants
Keeneland Khaki with Keeneland Khaki Stork
Regular price $60Regular priceUnit price / per$60Sale price $60
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