Men's Pants & Shorts

60 products
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Playboy Rabbit Head Sweat Shorts
Playboy Men's Rabbit Head Sweat Shorts
$64.00
Tie Dye Au Naturel Sweat Shorts
Playboy Tie-Dye Au Naturel Sweatshorts
$57.00
Bank Roll Sweatpants
Playboy Men's Bank Roll Sweatpants
$87.00
Mens Bunny Outline Sweatpants
Playboy Men's Bunny Outline Sweatpants
$87.00
Pacsun Mens Double Bunny Sweat Shorts
Playboy Men's Double Bunny Sweat Shorts
$58.00
Big Bunny Skinny Pant
Playboy Aviation Wings Sweatpants
$201.00
December 1966 Cover Sweatpants
Playboy December 1966 Cover Sweatpants
$75.00
Cover Girls Sweatpants
Playboy Tokyo Club Covergirl Sweatpants
$81.00
Tokyo Club Sweatpants Black
Playboy Tokyo Club 3.0 Sweatpants
$81.00
The Mens Lace Brief Black
Playboy Men's Lace Boxer Brief
$30.00
The Mens Essentials Rib Trunk Storm
Playboy Men's Essentials Rib Trunk
$33.00
The Velour Track Pant Chambray
Playboy Men's Velour Pant
$92.00
Harness Of Love Black
Playboy Men's Broken Hearts Harness
$21.00
Amenities Sweatpants
Playboy Men's Amenities Sweatpants
$58.00
Hare Camo Sweatpants
Playboy Hare Green Camo Sweatpants
$75.00
December 1970 Cover Sweatpants
Playboy December 1970 Cover Sweatpants
$75.00
Bunny Basics Sweatpants Blue
Playboy Bunny Basics Sweatpants
$87.00
Playboy Boxer Briefs White Red
Playboy Rabbit Head Boxer Briefs
$30.00
Playboy Mens Modal Gym Briefs
Playboy Mens Modal Gym Briefs
$26.00
1953 Sport Shorts
Playboy 1953 Sport Shorts
$64.00
Aviation Wings N950Pb Sweatpants
Playboy Aviation Wings N950PB Sweatpants
$171.00
Bunny Basics Sweatshort
Playboy Bunny Basics Sweatshort
$64.00
Ym Mens Solid Short
Playboy Men's Beach Club Graphic Shorts
$50.00
Mens Essential Underwear 2 Pack
Playboy Men's Essential Underwear 2-Pack
$44.00
Mens Essentials Modal Brief Black
Playboy Men's Essentials Modal Brief
$29.00
The Essentials Mens Trunk Orange
Playboy Men's Essentials Modal Trunk
$30.00
Pb Wavy Basketball Short
Playboy Men's Wavy Checker Basketball Shorts
$57.00
Playboy x John Richmond Classic Logo Sweatpants
Playboy x John Richmond Classic Logo Sweatpants
$154.00
Playboy x John Richmond Repeating Rabbit Head Sweatpants
Playboy x John Richmond Repeating Rabbit Head Sweatpants
$140.00
Speed Racer Mesh Shorts
Playboy Speed Racer Mesh Shorts
$64.00
The Cover Collage Boxer Brief
The Playboy Cover Collage Boxer Brief
$30.00
The October 1966 Cover Boxer Brief
The Playboy October 1966 Cover Boxer Brief
$27.00
The March 1975 Cover Boxer Brief
The Playboy March 1975 Cover Boxer Brief
$30.00
Repeating Rabbit Head Lounge Shorts
Playboy Repeating Rabbit Head Lounge Shorts
From $52.00
March 1968 Cover Jogger
Playboy March 1968 Cover Jogger
$87.00
Multi Masthead Sweatpants
Playboy Color-Block Sweatpants
$86.00
1953 Sweatshorts
Playboy 1953 Sweatshorts
$58.00
Japanese Rabbit Head Sweatshorts
Playboy Japanese Rabbit Head Sweatshorts
$57.00
Puma Golf Shorts
Playboy Puma Golf Shorts
$98.00
Crocodile Leather Flare Pant
Playboy Crocodile Leather Flare Pant
$284.00
Soulland September 1970 Playboy Cover Pants
Playboy x Soulland September 1970 Playboy Cover Pants
$284.00
Track Flare
Playboy Leather Flare Pants
$233.00
Fourth Of July Swim Trunk
Playboy Fourth of July Swim Trunk
$58.00