Men's Underwear

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Playboy Bunny Boxer Briefs
Playboy Bunny Boxer Briefs
$25.00
Male model wearing black Playboy boxer briefs with red waistband and logo on white background
Playboy Mens Tuxedo Modal Boxer Briefs.
$29.00
Playboy Mens Modal Gym Briefs - Playboy
Playboy Mens Modal Gym Briefs
$26.00
PB THROWZ - Playboy
Playboy x PSD THROWZ Brief
$28.00
Red and white PSD boxer briefs with bold graffiti and Playboy bunny logo, men's underwear
Playboy x PSD Red Tags Brief
$28.00
Playboy men's boxer briefs with gold bunny logo, PSD waistband, and model in yellow swimwear
Playboy x PSD Late Night Brief
$28.00
Playboy x PSD Cherry Lux Brief
Playboy x PSD Cherry Lux Brief
$28.00
Man modeling yellow modal men's briefs with logo waistband against plain background
Playboy Men's Essentials Modal Brief
$20.30 $29.00
Man wearing black harness and briefs set with branded straps and heart detail on chest
Playboy Men's Broken Hearts Harness
$14.70 $21.00
Rabbit Head Boxer Briefs - Playboy
Playboy Rabbit Head Boxer Briefs
$21.00 $30.00
Male model wearing black lace boxer briefs against a plain background
Playboy Men's Lace Boxer Brief
$21.00 $30.00
Smiling man wearing collage print boxer briefs with bold magazine cover graphics on white background
The Playboy Cover Collage Boxer Brief
$21.00 $30.00
Playboy Mens Champion Boxer - Playboy
Playboy Mens Champion Boxer
$29.00
Men's underwear 2-pack, one with pink and white pattern, one solid green, elastic logo waistband
Playboy Men's Essential Underwear 2-Pack
$30.80 $44.00
Men's colorful boxer briefs featuring retro magazine cover collage and white logo waistband.
The Playboy March 1975 Cover Boxer Brief
$21.00 $30.00
Male model in orange boxer briefs with retro magazine cover print and logo waistband
The Playboy October 1966 Cover Boxer Brief
$18.90 $27.00
Boxer Brief - Playboy
Playboy Boxer Brief
$21.00
Male model wearing orange modal trunks with visible Playboy logo waistband
Playboy Men's Essentials Modal Trunk
$21.00 $30.00
Male model wearing dark gray ribbed men's trunk underwear with black waistband on white background
Playboy Men's Essentials Rib Trunk
$23.10 $33.00
Playboy Men's Modal Gym Thong
Playboy Men's Modal Gym Thong
$24.00
Playboy Mens Modal Gym Jockstrap.
Playboy Mens Modal Gym Jockstrap.
$24.00