Men's Pants & Shorts

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Men's Rabbit Head Sweat Shorts - Playboy
Men's Rabbit Head Sweat Shorts
$38.40 $64.00
Tie - Dye Au Naturel Sweatshorts - Playboy
Tie-Dye Au Naturel Sweatshorts
$34.20 $57.00
Japanese Rabbit Head Joggers - Playboy
Japanese Rabbit Head Joggers
$56.70 $81.00
Classic Boxer Brief - Playboy
Classic Boxer Brief
$14.40 $24.00
Men's Bank Roll Sweatpants - Playboy
Men's Bank Roll Sweatpants
$60.90 $87.00
Men's Bunny Outline Sweatpants - Playboy
Men's Bunny Outline Sweatpants
$60.90 $87.00
Men's Double Bunny Sweat Shorts - Playboy
Men's Double Bunny Sweat Shorts
$34.80 $58.00
Aviation Wings Sweatpants - Playboy
Aviation Wings Sweatpants
$140.70 $201.00
December 1966 Cover Sweatpants - Playboy
December 1966 Cover Sweatpants
$52.50 $75.00
Tokyo Club Covergirl Sweatpants - Playboy
Tokyo Club Covergirl Sweatpants
$56.70 $81.00
Tokyo Club 3.0 Sweatpants - Playboy
Tokyo Club 3.0 Sweatpants
$56.70 $81.00
Men's Lace Boxer Brief - Playboy
Men's Lace Boxer Brief
$18.00 $30.00
Men's Essentials Rib Trunk - Playboy
Men's Essentials Rib Trunk
$19.80 $33.00
Men's Velour Pant - Playboy
Men's Velour Pant
$64.40 $92.00
Men's Broken Hearts Harness - Playboy
Men's Broken Hearts Harness
$12.60 $21.00
Men's Broken Hearts Thong Meteorite - Playboy
Men's Broken Hearts Thong Meteorite
$10.80 $18.00
Men's Amenities Sweatpants - Playboy
Men's Amenities Sweatpants
$40.60 $58.00
Hare Green Camo Sweatpants - Playboy
Hare Green Camo Sweatpants
$52.50 $75.00
December 1970 Cover Sweatpants - Playboy
December 1970 Cover Sweatpants
$52.50 $75.00
Bunny Basics Sweatpants - Playboy
Bunny Basics Sweatpants
$60.90 $87.00
Rabbit Head Boxer Briefs - Playboy
Rabbit Head Boxer Briefs
$18.00 $30.00
1953 Sport Shorts - Playboy
1953 Sport Shorts
$38.40 $64.00
Aviation Wings N950PB Sweatpants - Playboy
Aviation Wings N950PB Sweatpants
From $109.20 $156.00
Bunny Basics Sweatshort - Playboy
Bunny Basics Sweatshort
$38.40 $64.00
Men's Beach Club Graphic Shorts - Playboy
Men's Beach Club Graphic Shorts
$20.00 $50.00
Men's Classic Basketball Shorts - Playboy
Men's Classic Basketball Shorts
$34.80 $58.00
Men's Classic Trouser - Playboy
Men's Classic Trouser
$79.80 $114.00
Men's Essential Underwear 2 - Pack - Playboy
Men's Essential Underwear 2-Pack
$19.80 $44.00
Men's Essentials Modal Brief - Playboy
Men's Essentials Modal Brief
$17.40 $29.00
Men's Essentials Modal Trunk - Playboy
Men's Essentials Modal Trunk
$18.00 $30.00
Men's Wavy Checker Basketball Shorts - Playboy
Men's Wavy Checker Basketball Shorts
$34.20 $57.00
Playboy x John Richmond Classic Logo Sweatpants - Playboy
Playboy x John Richmond Classic Logo Sweatpants
$107.80 $154.00
Playboy x John Richmond Repeating Rabbit Head Sweatpants - Playboy
Playboy x John Richmond Repeating Rabbit Head Sweatpants
$98.00 $140.00
Playboy x Peaches. Sweatpants - Playboy
Playboy x Peaches. Sweatpants
$91.70 $131.00
Speed Racer Mesh Shorts - Playboy
Speed Racer Mesh Shorts
$25.60 $64.00
The Cover Collage Boxer Brief - Playboy
The Cover Collage Boxer Brief
$18.00 $30.00
The October 1966 Cover Boxer Brief - Playboy
The October 1966 Cover Boxer Brief
$16.20 $27.00
The March 1975 Cover Boxer Brief - Playboy
The March 1975 Cover Boxer Brief
$18.00 $30.00
Repeating Rabbit Head Lounge Shorts - Playboy
Repeating Rabbit Head Lounge Shorts
From $31.20 $52.00
March 1968 Cover Jogger - Playboy
March 1968 Cover Jogger
$60.90 $87.00
Color - Block Sweatpants - Playboy
Color-Block Sweatpants
$60.20 $86.00
1953 Sweatshorts - Playboy
1953 Sweatshorts
$34.80 $58.00
Japanese Rabbit Head Sweatshorts - Playboy
Japanese Rabbit Head Sweatshorts
$34.20 $57.00
Puma Golf Shorts - Playboy
Puma Golf Shorts
$58.80 $98.00
Crocodile Leather Flare Pant - Playboy
Crocodile Leather Flare Pant
$198.80 $284.00
Soulland September 1970 Playboy Cover Pants - Playboy
Soulland September 1970 Playboy Cover Pants
$142.00 $284.00
Men's Billboard Track Pant - Playboy
Men's Billboard Track Pant
$48.30 $69.00
Leather Flare Pants - Playboy
Leather Flare Pants
$163.10 $233.00
PB Silk GLD
PB Silk GLD
$15.50 $31.00
PB Stunna - Playboy
PB Stunna
$15.50 $31.00