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Playboy Men's Rabbit Head Sweat Shorts
Sale price$32.00 Regular price$64.00
2 colors · S–XXL
Playboy Tie-Dye Au Naturel Sweatshorts
Sale price$28.50 Regular price$57.00
Playboy Men's Bank Roll Sweatpants
Sale price$43.50 Regular price$87.00
S–XL
Playboy Men's Bunny Outline Sweatpants
Sale price$43.50 Regular price$87.00
S–XL
Playboy Men's Double Bunny Sweat Shorts
Sale price$29.00 Regular price$58.00
2 colors · XS–XL
Playboy Aviation Wings Sweatpants
Sale price$100.50 Regular price$201.00
4 colors · XS–XL
Playboy December 1966 Cover Sweatpants
Sale price$37.50 Regular price$75.00
Playboy Tokyo Club Covergirl Sweatpants
Sale price$40.50 Regular price$81.00
Playboy Tokyo Club 3.0 Sweatpants
Sale price$40.50 Regular price$81.00
Playboy Men's Lace Boxer Brief
Sale price$21.00 Regular price$30.00
XS–XXL
Playboy Men's Essentials Rib Trunk
Sale price$23.10 Regular price$33.00
3 colors · XS–XXL
Playboy Men's Velour Pant
Sale price$46.00 Regular price$92.00
2 colors · XS–XXL
Playboy Men's Broken Hearts Harness
Sale price$14.70 Regular price$21.00
One Size Fits Most
Playboy Men's Amenities Sweatpants
Sale price$29.00 Regular price$58.00
S–XL
Playboy Hare Green Camo Sweatpants
Sale price$37.50 Regular price$75.00
Playboy December 1970 Cover Sweatpants
Sale price$37.50 Regular price$75.00
Playboy Bunny Basics Sweatpants
Sale price$43.50 Regular price$87.00
4 colors · S–3XL
Playboy Rabbit Head Boxer Briefs
Sale price$21.00 Regular price$30.00
S–XXL
Playboy Aviation Wings N950PB Sweatpants
Sale price$46.50 Regular price$93.00
4 colors · XS–XL
Playboy Bunny Basics Sweatshort
Sale price$32.00 Regular price$64.00
3 colors · S–3XL
Playboy Men's Beach Club Graphic Shorts
Sale price$25.00 Regular price$50.00
2 colors · S–XXL
Playboy Men's Essential Underwear 2-Pack
Sale price$30.80 Regular price$44.00
XS–XXL
Playboy Men's Essentials Modal Brief
Sale price$20.30 Regular price$29.00
4 colors · XS–XXL
Playboy Men's Essentials Modal Trunk
Sale price$21.00 Regular price$30.00
2 colors · XS–XXL
Playboy Men's Wavy Checker Basketball Shorts
Sale price$28.50 Regular price$57.00
Playboy x John Richmond Classic Logo Sweatpants
Sale price$107.80 Regular price$154.00
XS–XL
Playboy x John Richmond Repeating Rabbit Head Sweatpants
Sale price$98.00 Regular price$140.00
2 colors · S–XXL
The Playboy Cover Collage Boxer Brief
Sale price$21.00 Regular price$30.00
The Playboy October 1966 Cover Boxer Brief
Sale price$18.90 Regular price$27.00
The Playboy March 1975 Cover Boxer Brief
Sale price$21.00 Regular price$30.00
XS–XXL
Playboy Repeating Rabbit Head Lounge Shorts
Sale priceFrom $26.00 Regular price$52.00
3 colors · S–XXL
Playboy March 1968 Cover Jogger
Sale price$43.50 Regular price$87.00
Playboy Color-Block Sweatpants
Sale price$43.00 Regular price$86.00
S–XXL
Playboy 1953 Sweatshorts
Sale price$29.00 Regular price$58.00
3 colors · S–XXL
Playboy Japanese Rabbit Head Sweatshorts
Sale price$28.50 Regular price$57.00
2 colors · S–XXL
Playboy Puma Golf Shorts
Sale price$49.00 Regular price$98.00
3 colors · 30–38
Playboy Crocodile Leather Flare Pant
Sale price$142.00 Regular price$284.00
XS–XL
Playboy x Soulland September 1970 Playboy Cover Pants
Sale price$198.80 Regular price$284.00
Playboy Leather Flare Pants
Sale price$116.50 Regular price$233.00
2 colors · XS–XL
Playboy Fourth of July Swim Trunk
Sale price$29.00 Regular price$58.00
Playboy x PSD Cherry Lux Brief
Sale price$28.00
S–XL