Men's Pants & Shorts

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Men's Rabbit Head Sweat Shorts - Playboy
Men's Rabbit Head Sweat Shorts
$29.00 $58.00
Tie - Dye Au Naturel Sweatshorts - Playboy
Tie-Dye Au Naturel Sweatshorts
$25.50 $51.00
Japanese Rabbit Head Joggers - Playboy
Japanese Rabbit Head Joggers
$36.50 $73.00
Classic Boxer Brief - Playboy
Classic Boxer Brief
$10.50 $21.00
Men's Bank Roll Sweatpants - Playboy
Men's Bank Roll Sweatpants
$39.50 $79.00
Men's Bunny Outline Sweatpants - Playboy
Men's Bunny Outline Sweatpants
$39.50 $79.00
Men's Double Bunny Sweat Shorts - Playboy
Men's Double Bunny Sweat Shorts
$26.00 $52.00
Aviation Wings Sweatpants - Playboy
Aviation Wings Sweatpants
$54.60 $182.00
December 1966 Cover Sweatpants - Playboy
December 1966 Cover Sweatpants
$34.00 $68.00
Tokyo Club Covergirl Sweatpants - Playboy
Tokyo Club Covergirl Sweatpants
$36.50 $73.00
Tokyo Club 3.0 Sweatpants - Playboy
Tokyo Club 3.0 Sweatpants
$36.50 $73.00
Men's Lace Boxer Brief - Playboy
Men's Lace Boxer Brief
$13.50 $27.00
Men's Essentials Rib Trunk - Playboy
Men's Essentials Rib Trunk
$15.00 $30.00
Men's Velour Pant - Playboy
Men's Velour Pant
$41.50 $83.00
Men's Broken Hearts Harness - Playboy
Men's Broken Hearts Harness
$9.50 $19.00
Men's Broken Hearts Brief Meteorite - Playboy
Men's Broken Hearts Brief Meteorite
$13.50 $27.00
Men's Broken Hearts Thong Meteorite - Playboy
Men's Broken Hearts Thong Meteorite
$8.00 $16.00
Men's Amenities Sweatpants - Playboy
Men's Amenities Sweatpants
$26.00 $52.00
Hare Green Camo Sweatpants - Playboy
Hare Green Camo Sweatpants
$34.00 $68.00
December 1970 Cover Sweatpants - Playboy
December 1970 Cover Sweatpants
$34.00 $68.00
Bunny Basics Sweatpants - Playboy
Bunny Basics Sweatpants
$39.50 $79.00
Rabbit Head Boxer Briefs - Playboy
Rabbit Head Boxer Briefs
$13.50 $27.00
1953 Sport Shorts - Playboy
1953 Sport Shorts
$29.00 $58.00
Aviation Wings N950PB Sweatpants - Playboy
Aviation Wings N950PB Sweatpants
From $42.30 $141.00
Bunny Basics Sweatshort - Playboy
Bunny Basics Sweatshort
$29.00 $58.00
Men's Beach Club Graphic Shorts - Playboy
Men's Beach Club Graphic Shorts
$18.00 $45.00
Men's Classic Basketball Shorts - Playboy
Men's Classic Basketball Shorts
$26.00 $52.00
Men's Classic Trouser - Playboy
Men's Classic Trouser
$30.90 $103.00
Men's Essential Underwear 2 - Pack - Playboy
Men's Essential Underwear 2-Pack
$16.00 $40.00
Men's Essentials Modal Brief - Playboy
Men's Essentials Modal Brief
$13.00 $26.00
Men's Essentials Modal Trunk - Playboy
Men's Essentials Modal Trunk
$10.80 $27.00
Men's Velour Shorts - Playboy
Men's Velour Shorts
$31.50 $63.00
Men's Wavy Checker Basketball Shorts - Playboy
Men's Wavy Checker Basketball Shorts
$25.50 $51.00
Playboy x John Richmond Classic Logo Sweatpants - Playboy
Playboy x John Richmond Classic Logo Sweatpants
$42.00 $140.00
Playboy x John Richmond Repeating Rabbit Head Sweatpants - Playboy
Playboy x John Richmond Repeating Rabbit Head Sweatpants
$38.10 $127.00
Playboy x Peaches. Sweatpants - Playboy
Playboy x Peaches. Sweatpants
$35.70 $119.00
Playboy x Pleasures Collide Short - Playboy
Playboy x Pleasures Collide Short
$33.20 $83.00
Speed Racer Mesh Shorts - Playboy
Speed Racer Mesh Shorts
$29.00 $58.00
Tennis Club Shorts - Playboy
Tennis Club Shorts
$29.00 $58.00
The October 1966 Cover Boxer Brief - Playboy
The October 1966 Cover Boxer Brief
$12.00 $24.00
The Cover Collage Boxer Brief - Playboy
The Cover Collage Boxer Brief
$13.50 $27.00
The March 1975 Cover Boxer Brief - Playboy
The March 1975 Cover Boxer Brief
$10.80 $27.00
Repeating Rabbit Head Lounge Shorts - Playboy
Repeating Rabbit Head Lounge Shorts
From $23.50 $47.00
March 1968 Cover Jogger - Playboy
March 1968 Cover Jogger
$39.50 $79.00
Men's Broken Hearts Jock Strap Meteorite - Playboy
Men's Broken Hearts Jock Strap Meteorite
$7.60 $19.00
Color - Block Sweatpants - Playboy
Color-Block Sweatpants
$39.00 $78.00
1953 Sweatshorts - Playboy
1953 Sweatshorts
$26.00 $52.00
Japanese Rabbit Head Sweatshorts - Playboy
Japanese Rabbit Head Sweatshorts
$25.50 $51.00
Puma Golf Shorts - Playboy
Puma Golf Shorts
$44.50 $89.00
Crocodile Leather Flare Pant - Playboy
Crocodile Leather Flare Pant
$77.40 $258.00