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Shop All Men's Styles

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282 products

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Best Seller
Tokyo Club Happy Hour T-Shirt - PlayboyTokyo Club Happy Hour T-Shirt - Playboy
Tokyo Club Happy Hour T-Shirt Sale price$23.50 Regular price$47.00
Color
Best Seller
Tokyo Club Cherry Martini T-Shirt - PlayboyTokyo Club Cherry Martini T-Shirt - Playboy
Tokyo Club Cherry Martini T-Shirt Sale price$23.50 Regular price$47.00
Color
Tokyo Club Cowgirl T-Shirt - Playboy
Tokyo Club Cowgirl T-Shirt Sale price$23.50 Regular price$47.00
Logo T-Shirt - PlayboyLogo T-Shirt - Playboy
Logo T-Shirt Sale price$21.00 Regular price$42.00
Color
Best Seller
Tokyo Club Moonlit T-Shirt - PlayboyTokyo Club Moonlit T-Shirt - Playboy
Tokyo Club Moonlit T-Shirt Sale price$23.50 Regular price$47.00
Color
Best Seller
PB Class Tee - PlayboyPB Class Tee - Playboy
PB Class Tee Sale price$23.00 Regular price$46.00
Color
New
PB Pleasure Tee - PlayboyPB Pleasure Tee - Playboy
PB Pleasure Tee Sale price$20.00 Regular price$40.00
Color
Best Seller
BE BRAVE TEE - PlayboyBE BRAVE TEE - Playboy
BE BRAVE TEE Sale price$20.00 Regular price$40.00
Color
New
PB 53 TEE - PlayboyPB 53 TEE - Playboy
PB 53 TEE Sale price$20.00 Regular price$40.00
Color
Best Seller
Playboy x Inozetek x RWB T-Shirt - PlayboyPlayboy x Inozetek x RWB T-Shirt - Playboy
Playboy x Inozetek x RWB T-Shirt Sale price$23.50 Regular price$47.00
Color
New
PB Bite Tee - PlayboyPB Bite Tee - Playboy
PB Bite Tee Sale price$24.50 Regular price$49.00
Color
Playboy x Inozetek Tee - PlayboyPlayboy x Inozetek Tee - Playboy
Playboy x Inozetek Tee Sale price$23.50 Regular price$47.00
Color
Best Seller
PB Japan Tee - PlayboyPB Japan Tee - Playboy
PB Japan Tee Sale price$23.00 Regular price$46.00
Color
Ace of Hearts T-Shirt - PlayboyAce of Spades 2.0 T-Shirt - Playboy
Ace of Hearts T-Shirt Sale price$23.50 Regular price$47.00
Color
Ace of Spades 3.0 Tee - PlayboyAce of Spades 3.0 Tee - Playboy
Ace of Spades 3.0 Tee Sale price$18.00 Regular price$36.00
Color
New
PB Racing Chicago Boxy Tee - PlayboyPB Racing Chicago Boxy Tee - Playboy
PB Racing Chicago Boxy Tee Sale price$20.00 Regular price$40.00
Color
Ace of Spades T-Shirt - PlayboyAce of Spades T-Shirt - Playboy
Ace of Spades T-Shirt Sale price$23.50 Regular price$47.00
Color
Japanese Rabbit Head T-Shirt - PlayboyJapanese Rabbit Head T-Shirt - Playboy
Japanese Rabbit Head T-Shirt Sale price$23.50 Regular price$47.00
Color
Tokyo Club Cowgirl T-Shirt - PlayboyTokyo Club Cowgirl T-Shirt - Playboy
Tokyo Club Cowgirl T-Shirt Sale price$26.00 Regular price$52.00
Color
Best Seller
Straddle Tee - Playboy
Straddle Tee Sale price$20.00 Regular price$40.00
Color
Ace of Spades 2.0 T-Shirt - PlayboyAce of Spades 2.0 T-Shirt - Playboy
Ace of Spades 2.0 T-Shirt Sale price$23.50 Regular price$47.00
Color
January 1986 PLAYBOY Pop Art Cover T-Shirt - PlayboyJanuary 1986 PLAYBOY Pop Art Cover T-Shirt - Playboy
January 1986 PLAYBOY Pop Art Cover T-Shirt Sale price$21.00 Regular price$42.00
Color
Tokyo Club Scoot T-Shirt - Playboy
Tokyo Club Scoot T-Shirt Sale price$23.50 Regular price$47.00
New
Chicago PB Tee - PlayboyChicago PB Tee - Playboy
Chicago PB Tee Sale price$23.00 Regular price$46.00
Color
New
Love Story Tee - PlayboyLove Story Tee - Playboy
Love Story Tee Sale price$23.00 Regular price$46.00
Color
New
PB Tokyo Hoodie - PlayboyPB Tokyo Hoodie - Playboy
PB Tokyo Hoodie Sale price$39.50 Regular price$79.00
Color
New
PB Tokyo L/S Tee - PlayboyPB Tokyo L/S Tee - Playboy
PB Tokyo L/S Tee Sale price$23.00 Regular price$46.00
Color
New
PB Chicago Hoodie - PlayboyPB Chicago Hoodie - Playboy
PB Chicago Hoodie Sale price$39.50 Regular price$79.00
Color
Japanese Rabbit Head Long Sleeve T-Shirt - PlayboyJapanese Rabbit Head Long Sleeve T-Shirt - Playboy
Japanese Rabbit Head Long Sleeve T-Shirt Sale price$23.50 Regular price$47.00
Color
New
Be Brave Hoodie - PlayboyBe Brave Hoodie - Playboy
Be Brave Hoodie Sale price$39.50 Regular price$79.00
Color
New
PB Dice Sweatshirt - PlayboyPB Dice Sweatshirt - Playboy
PB Dice Sweatshirt Sale price$37.00 Regular price$74.00
Color
New
PB Freedom Sweatshirt - PlayboyPB Freedom Sweatshirt - Playboy
PB Freedom Sweatshirt Sale price$37.00 Regular price$74.00
Color
New
Playboy Studio Button - Up Shirt - PlayboyPlayboy Studio Button - Up Shirt - Playboy
Playboy Studio Button-Up Shirt Sale price$39.00 Regular price$78.00
Color
New
PB 53 Zip Up Hoodie - PlayboyPB 53 Zip Up Hoodie - Playboy
PB 53 Zip Up Hoodie Sale price$41.00 Regular price$82.00
Color
New
PB Twins Sweatshirt - PlayboyPB Twins Sweatshirt - Playboy
PB Twins Sweatshirt Sale price$37.00 Regular price$74.00
Color
New
PB Repairs Boxy Tee - PlayboyPB Repairs Boxy Tee - Playboy
PB Repairs Boxy Tee Sale price$20.00 Regular price$40.00
Color
New
PB Compass Zip Hoodie - PlayboyPB Compass Zip Hoodie - Playboy
PB Compass Zip Hoodie Sale price$41.00 Regular price$82.00
Color
New
Play PB Zip Up Hoodie - PlayboyPlay PB Zip Up Hoodie - Playboy
Play PB Zip Up Hoodie Sale price$41.00 Regular price$82.00
Color
Best Seller
Tough Love Rabbit Head Hoodie - PlayboyTough Love Rabbit Head Hoodie - Playboy
Tough Love Rabbit Head Hoodie Sale price$39.50 Regular price$79.00
Best Seller
Fire Dice Tee - PlayboyFire Dice Tee - Playboy
Fire Dice Tee Sale price$23.00 Regular price$46.00
Color
Best Seller
Jan 1989 Cover Hoodie - PlayboyJan 1989 Cover Hoodie - Playboy
Jan 1989 Cover Hoodie Sale price$39.50 Regular price$79.00
Best Seller
Queen Of Hearts Hoodie - PlayboyQueen Of Hearts Hoodie - Playboy
Queen Of Hearts Hoodie Sale price$39.50 Regular price$79.00
Color
Best Seller
Japanese Rabbit Head Hoodie - PlayboyJapanese Rabbit Head Hoodie - Playboy
Japanese Rabbit Head Hoodie Sale price$39.50 Regular price$79.00
Color
Best Seller
PB EST. LA Varsity Jacket Unisex - PlayboyPB EST. LA Varsity Jacket - Playboy
PB EST. LA Varsity Jacket Sale price$78.50 Regular price$157.00
Color
Best Seller
PB 53 Premium Varsity - PlayboyPB 53 Premium Varsity - Playboy
PB 53 Premium Varsity Sale price$98.00 Regular price$196.00
Color
PB 53 Premium Varsity Unisex - PlayboyPB 53 Premium Varsity - Playboy
PB. 53 Premium Varsity Sale price$98.00 Regular price$196.00
Color
PB Gemini Unisex - PlayboyPB Gemini - Playboy
PB Gemini Sale price$88.00 Regular price$176.00
Color
PB EST.53 LA Blue Unisex - PlayboyPB EST.53 LA Blue - Playboy
PB EST.53 LA Blue Sale price$59.50 Regular price$119.00
Color