Men's Essentials

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Male model wearing a charcoal rib tank top and light wash jeans with bunny logos.
Playboy Men's Essentials Rib Tank
$27.60 $46.00
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 orange men's modal briefs with branded waistband, front view
Playboy Men's Essentials Modal Brief
$17.40 $29.00
Male model wearing charcoal ribbed men's trunk underwear with black waistband on white background
Playboy Men's Essentials Rib Trunk
$19.80 $33.00
Male model wearing black lace boxer briefs against light background
Playboy Men's Lace Boxer Brief
$18.00 $30.00
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
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
Smiling man modeling collage-print boxer briefs with playful graphic pattern on white background
The Playboy Cover Collage 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
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
Male model in red boxer briefs with PLAYBOY logo waistband and letter P graphic on front
Playboy Boxer Brief
$12.60 $21.00
Boxer briefs with Playboy and dollar bill design on a white background
Playboy x PSD Bet Brief
$28.00
Boxer briefs with anime-style characters and 'PSD' branding on a white background
Playboy x PSD Rising Sun Brief
$28.00
Playboy x PSD Gold Petals Brief
Playboy x PSD Gold Petals Brief
$28.00
Playboy-themed underwear with black and white graphics on a white background
Playboy x PSD Revolution Brief
$28.00