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 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 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 (Corduroy)
Grier Green Corduroy with Gray Bay Brown Stork
Regular price $64Regular priceUnit price per$64Sale price $64 -
Quick viewBoysPrep School Pants (Corduroy)
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 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 (Corduroy)
Barrington Blue Corduroy with Nantucket Navy Stork
Regular price $64Regular priceUnit price per$64Sale price $64 -
Quick viewBoysSheffield Pants (Corduroy)
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 (Corduroy)
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 -
Quick viewBoysPrepletic™ Prep School Pants
Keeneland Khaki
Regular price $66Regular priceUnit price per$66Sale price $66 -
Quick viewLow StockSir Proper's PickBoysPrepletic™ Sheffield Shorts
Nantucket Navy
Regular price $44Regular priceUnit price per$44Sale price $44 -
Quick viewLow StockSir Proper's PickBoysPrepletic™ Charlie's Chinos
Nantucket Navy
Regular price $62Regular priceUnit price per$62Sale price $62 -
Quick viewLow StockSir Proper's PickBoysPrepletic™ Sheffield Shorts
Richmond Red
Regular price $48Regular priceUnit price per$48Sale price $48
Showing 48 items / 75 Items