The Memorial Day Sale

Take 20% Off almost everything at Checkout.

Loungewear/Boxers

Refine

31 products

  • Featured
  • Best selling
  • Alphabetically, A-Z
  • Alphabetically, Z-A
  • Price, low to high
  • Price, high to low
  • Date, old to new
  • Date, new to old
Barefoot Boxer in Royal Stewart by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
Sleeper Pant with Martini Candy Cane by Castaway Clothing
Regular Price
$ 78.00
Sale Price
$ 78.00
Regular Price
Unit Price
per 
SOLD OUT
Barefoot Boxer with Skating Snowman by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
Save 28%
Barefoot Boxer with Embroidered Pot Leaf in Blue Oxford by Castaway Clothing
Regular Price
$ 25.95
Sale Price
$ 25.95
Regular Price
$ 36.00
Unit Price
per 
SOLD OUT
Wide Gingham Barefoot Boxer in Red with Woody & Christmas Tree by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
Save 30%
Country Club Prep Red Gingham / S
Gingham Sleeper Pant with Embroidered Christmas Tree by Castaway Clothing
Regular Price
$ 54.95
Sale Price
$ 54.95
Regular Price
$ 78.00
Unit Price
per 
Save 28%
Barefoot Boxer with Embroidered Hangover Special in Blue Oxford by Castaway Clothing
Regular Price
$ 25.95
Sale Price
$ 25.95
Regular Price
$ 36.00
Unit Price
per 
Barefoot Boxer in Blackwatch Tartan by Castaway Clothing
Barefoot Boxer in Blackwatch Tartan by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Blue Oxford
Barefoot Boxer in Blue Oxford with Embroidered Golden Retriever by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
Save 28%
Country Club Prep XS / Seafoam Oxford
Barefoot Boxer in Seafoam Oxford with Embroidered Coq of the Walk by Castaway Clothing
Regular Price
$ 25.95
Sale Price
$ 25.95
Regular Price
$ 36.00
Unit Price
per 
SOLD OUT
Country Club Prep S / Blue
Barefoot Boxer in Blue Oxford with Embroidered Ho!Ho!Ho! by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / White
Barefoot Boxer in White Oxford with Embroidered Santa Stuck in Chimney by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Red
Barefoot Boxer in Red Oxford with Embroidered Black Lab by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Red Gingham / S
Gingham Barefoot Boxer with Embroidered Christmas Trees by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Blackwatch
Flannel Sleeper Pant in Blackwatch Plaid by Castaway Clothing
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Navy / S
Sleeper Pants in Nantucket Navy with Shamrocks by Castaway Clothing
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Navy / S
Sleeper Pants in Blackwatch by Castaway Clothing 2 reviews
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Multi / XS
Sleeper Pants in Twin Plaid by Castaway Clothing 1 review
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Red / M
Sleeper Pants in Bright Red with Candy Canes by Castaway Clothing
Regular Price
$ 78.00
Sale Price
$ 78.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Blue / S
Sleeper Pants in Royal Blue Gingham by Castaway Clothing
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Blue
Sleeper Pant in Oxford Blue with Embroidered Santa by Castaway Clothing
Regular Price
$ 78.00
Sale Price
$ 78.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Red
Barefoot Boxer in Oxford Red with Embroidered Candy Canes by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Navy
Barefoot Boxer in Nantucket Navy with Red and Green Anchors by Castaway Clothing 1 review
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Red / L
Sleeper Pants in Red and Green Panels by Castaway Clothing
Regular Price
$ 40.00
Sale Price
$ 40.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Red
Barefoot Boxer in Bright Red with Candy Canes by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Navy / L
Barefoot Boxer in Navy with Shamrocks by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Green / S
Barefoot Boxer in Forest Green with Ugly Christmas Sweaters by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Red / S
Sleeper Pants in Royal Stewart by Castaway Clothing
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep Madras / L
Sleeper Pants in Chatham Madras by Castaway Clothing 2 reviews
Regular Price
$ 78.00
Sale Price
$ 78.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S / Madras
Barefoot Boxer in Chatham Patch Madras by Castaway Clothing 1 review
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per 
SOLD OUT
Country Club Prep S
Barefoot Boxer in Red Oxford with Mistletoe by Castaway Clothing
Regular Price
$ 36.00
Sale Price
$ 36.00
Regular Price
Unit Price
per