Men's Apparel

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Burgundy sweatpants with December 1970 magazine cover print and PLAYBOY text graphic.
Playboy December 1970 Cover Sweatpants
$37.50 $75.00
Red graphic t-shirt with VIP magazine artwork and SUPERRARE text on lower hem
Playboy VIP T-Shirt
$32.90 $47.00
Red men's classic mesh basketball shorts with elastic waistband and PLAYBOY logo
Playboy Men's Classic Basketball Shorts
$29.00 $58.00
Olive green graphic t-shirt with PLAYBOY ALPHA INDUSTRIES text and abstract design on front.
Playboy x Alpha Industries World Tour T-Shirt
$29.00 $58.00
Black crewneck sweatshirt with bold white Playboy logo and bunny graphic on front
Playboy Masthead Sweatshirt
$55.80 $93.00
Black hoodie featuring retro magazine cover graphic and bold print on back.
Playboy Class Hoodie
$58.80 $98.00
Anime-style bunny girls graphic on pastel tie-dye T-shirt, Tokyo Club theme, playful fashion.
Playboy Tokyo Club Happy Hour Tie-Dye T-Shirt
$40.60 $58.00
Navy jogger pants with yellow PLAYBOY text and vintage magazine cover graphic on the leg
Playboy March 1968 Cover Jogger
$43.50 $87.00
Orange graphic t-shirt featuring a black bat silhouette design forming a bunny head.
Playboy Exploding Bat T-Shirt
$32.90 $47.00
Black long sleeve t-shirt with neon graphic face and bold vintage-style text on front
Playboy June 2019 Playmate Yoli Lara Glow in the Dark Long Sleeve T-Shirt
$36.40 $52.00
Red hoodie with yellow bunny logo on chest and PLAYBOY graphic on both sleeves
Playboy Bunny Logo Hoodie
$58.80 $98.00
White zip-up hoodie with front pockets and 'Pleasure & Play' graphic on chest
Playboy Play PB Zip Up Hoodie
$58.80 $98.00
Two-pack men's boxer briefs, one green, one red and white with logo waistband.
Playboy Men's Essential Underwear 2-Pack
$22.00 $44.00
Gray long sleeve t-shirt with small blue x-ray print of two women on chest
Playboy Bunny X-Ray Long Sleeve T-Shirt
$36.40 $52.00
White crewneck sweatshirt with black bunny head logo on the chest, long sleeves, plain design
Playboy Back Logo Sweatshirt
$55.80 $93.00
Male model wearing orange men's modal briefs with branded waistband, front view
Playboy Men's Essentials Modal Brief
$14.50 $29.00
White short sleeve t-shirt with bold PLAYBOY text and bunny logo in navy blue on the front.
Playboy Bunny Flocking Tee
$35.70 $51.00
Navy blue men's golf shorts with white bunny logo on left leg, flat lay view
Playboy Puma Golf Shorts
$49.00 $98.00
Black hoodie with 'Playboy' and Japanese text, Chicago patch, and white bunny logo on pocket.
Playboy Chicago Hoodie
$58.80 $98.00
Orange and black tie-dye t-shirt with large white bunny head graphic on front
Playboy Big Rabbit Head T-Shirt
$32.90 $47.00
White hoodie with Japanese text, tiger graphic, and motivational slogan on front
Playboy Be Bold Hoodie
$58.80 $98.00
Black unisex varsity jacket with white trim and bunny logos on each sleeve
Playboy Gemini Jacket
$158.40 $264.00
West Coast Playboy Tee - Playboy
Playboy West Coast Playboy Tee
$35.70 $51.00
Black long sleeve tee with front pocket featuring Japanese text and tiger graphic design
Playboy Be Brave L/S Tee
$35.70 $51.00
Black sweatpants with green camo PLAYBOY text graphic on right leg, elastic waist and cuffs
Playboy Hare Green Camo Sweatpants
$37.50 $75.00
Black t-shirt with green bunny logo graphic on the chest, unisex casual streetwear
Playboy Dots Tee
$35.70 $51.00
White unisex t-shirt with a red bunny head logo graphic on the front chest
Playboy Janis Cover Tee
$35.70 $51.00
Navy blue varsity jacket with white embroidered script on chest, striped collar and cuffs
Playboy EST.53 LA Blue Jacket
$115.80 $193.00
Black hoodie with PLAYBOY text and red rose graphic on the chest, front view
Playboy Rose Hoodie
$54.60 $91.00
Tie-dye hoodie with anime bunny girl graphic, playing card suit symbols and Japanese text
Playboy Ace of Spades Tie Dye Hoodie
$58.80 $98.00
White crewneck sweatshirt featuring vintage football pinup graphic and yellow PLAYBOY text
Playboy September 1967 Cover Crewneck Sweatshirt
$52.20 $87.00
White hoodie with red graphic text PLAYBOY, Japanese lettering, Tokyo, Bunny Business
Playboy Tokyo Hoodie
$58.80 $98.00
Grey and black varsity crewneck sweatshirt with PB patches and white bunny logo on sleeve.
Playboy Varsity Crewneck Sweatshirt
$61.80 $103.00
Men's boxer briefs with colorful vintage magazine cover print and PLAYBOY logo waistband
The Playboy March 1975 Cover Boxer Brief
$15.00 $30.00
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Man wearing black and white leather jacket with PLAY BOY text, racing patch, and bunny logo
Playboy Anderson Men's Leather Jacket
$226.80 $378.00
Black long sleeve t-shirt with red Tokyo and Japanese text on chest pocket
Playboy Tokyo L/S Tee
$35.70 $51.00
Mint green hoodie with brown script logo and front kangaroo pocket
Playboy Retro 53 Hoodie
$58.80 $98.00
Brown sweatpants with yellow rabbit head pattern and Richmond text graphic on leg
Playboy x John Richmond Repeating Rabbit Head Sweatpants
$70.00 $140.00
Men's red and black plaid flannel shirt with script embroidery and front chest pocket
Playboy Men's Script Flannel Shirt
$32.00 $64.00
Smiling man modeling collage-print boxer briefs with playful graphic pattern on white background
The Playboy Cover Collage Boxer Brief
$15.00 $30.00
Beige sweatpants with vintage magazine cover graphic and red 'PLAYBOY' text on leg
Playboy December 1966 Cover Sweatpants
$37.50 $75.00
Black hoodie with green floral bunny logo on a white background
Playboy High Bunny Hoodie
$58.80 $98.00
Green unisex t-shirt with white bunny graphic on chest, short sleeves, crew neck
Playboy Feb 1971 Cover Tee
$35.70 $51.00
Dip-dye long sleeve shirt with blue and white split, featuring nature photo graphic.
Playboy February 2019 Playmate Megan Moore Dip-Dye Long Sleeve
$31.20 $52.00
Men's basketball shorts with wavy blue and white checker pattern and elastic waistband
Playboy Men's Wavy Checker Basketball Shorts
$28.50 $57.00
Navy long sleeve t-shirt with small blue silhouette graphic on chest, crew neck style.
Playboy December 1972 Playmate X-Ray Long Sleeve T-Shirt
$36.40 $52.00
White t-shirt featuring two women in colorful bunny costumes with playful graphic accents
Playboy x JGC Sister Bunny Tee
$35.70 $51.00
Distress Emblem Tee - Playboy
Playboy Distress Emblem Tee
$35.70 $51.00