Men's Underwear

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Male model wearing white boxer shorts with black bunny logo on plain background
Playboy Bunny Boxer Briefs
$25.00
Male model wearing black boxer briefs with red waistband and logo on white background
Playboy Mens Tuxedo Modal Boxer Briefs.
$29.00
Male model wearing black modal gym briefs with logo waistband on white background
Playboy Mens Modal Gym Briefs
$15.60 $26.00
Colorful graffiti boxer briefs with bold logo, Japanese text, and bunny icons, PSD waistband
Playboy x PSD THROWZ Brief
$28.00
Red and white men's boxer briefs with graffiti print and large bunny logo design
Playboy x PSD Red Tags Brief
$28.00
Men’s boxer briefs with gold bunny logo and woman in yellow swimsuit graphic design
Playboy x PSD Late Night Brief
$28.00
Men's boxer briefs with red cherry and bunny pattern, white background, red waistband with PSD logo
Playboy x PSD Cherry Lux Brief
$28.00
Male model wearing orange men's modal briefs with branded waistband, front view
Playboy Men's Essentials Modal Brief
From $17.40 $29.00
Male model in black harness and briefs set with heart detail and pink Playboy logo trim
Playboy Men's Broken Hearts Harness
$12.60 $21.00
Man modeling white boxer briefs with red rabbit head pattern and red waistband with visible logo
Playboy Rabbit Head Boxer Briefs
$18.00 $30.00
Male model wearing black lace boxer briefs against light background
Playboy Men's Lace Boxer Brief
$18.00 $30.00
Smiling man modeling collage-print boxer briefs with playful graphic pattern on white background
The Playboy Cover Collage Boxer Brief
$18.00 $30.00
Male model wearing black men's boxer shorts with white bunny logo print and PLAYBOY waistband
Playboy Mens Champion Boxer
$17.40 $29.00
Two-pack men's boxer briefs, one green, one red and white with logo waistband.
Playboy Men's Essential Underwear 2-Pack
$26.40 $44.00
Men's boxer briefs with colorful vintage magazine cover print and PLAYBOY logo waistband
The Playboy March 1975 Cover Boxer Brief
$18.00 $30.00
Shirtless male model wearing orange Playboy-themed boxer briefs with vintage magazine cover print
The Playboy October 1966 Cover Boxer Brief
$16.20 $27.00
Male model in red boxer briefs with PLAYBOY logo waistband and letter P graphic on front
Playboy Boxer Brief
$12.60 $21.00
Man modeling orange modal trunk underwear with white waistband and logo on plain background
Playboy Men's Essentials Modal Trunk
$18.00 $30.00
Male model wearing charcoal ribbed men's trunk underwear with black waistband on white background
Playboy Men's Essentials Rib Trunk
From $19.80 $33.00
Male model wearing black men's thong underwear with visible branded waistband against white background
Playboy Men's Modal Gym Thong
$14.40 $24.00
Male model wearing black men's thong underwear with visible PLAYBOY logo waistband, studio shot
Playboy Mens Modal Gym Jockstrap.
$14.40 $24.00
Male model in red athletic brief underwear with logo patch on waistband, white background
Playboy Mens Locker Room Classic Jock
$25.00