Men's Apparel

322 products
Sort by
Sort by
The March 1975 Cover Boxer Brief
The Playboy March 1975 Cover Boxer Brief
$30.00
XS–XXL
Playboy x John Richmond Repeating Rabbit Head Sweatpants
Playboy x John Richmond Repeating Rabbit Head Sweatpants
$140.00
2 colors · S–XXL
Mens Script Flannel
Playboy Men's Script Flannel Shirt
$64.00
2 colors · S–XL
The Cover Collage Boxer Brief
The Playboy Cover Collage Boxer Brief
$30.00
December 1966 Cover Sweatpants
Playboy December 1966 Cover Sweatpants
$75.00
A man wearing a faded black crewneck sweatshirt with a large white Playboy bunny and spade logo on the chest, paired with black jeans, against a solid gray studio background.
Playboy Spade Sweatshirt
$93.00
S–XL
A man wearing a beige Playboy t-shirt, shown from the back to highlight the large vintage-style graphic print on the back, set against a plain gray studio background.
Playboy EW2016 Cover Tee
$51.00
S–XXL
Pb Wavy Basketball Short
Playboy Men's Wavy Checker Basketball Shorts
$57.00
A man wearing a long-sleeve crewneck shirt with a vertical tie-dye split, featuring light blue on one side and off-white on the other, with a square abstract graphic print on the chest.
Playboy February 2019 Playmate Megan Moore Dip-Dye Long Sleeve
$52.00
S–XXL
A man wearing a white short-sleeve graphic t-shirt featuring the red and black PLAYBOY logo and a stylized illustration of a woman, paired with black pants, against a solid gray studio background.
Playboy x JGC Editorial Bunny Tee
$51.00
S–XXL
Distress Emblem Tee
Playboy Distress Emblem Tee
$51.00
S–XL
A person shown from the back wearing a bright yellow hoodie with large black text reading 'What Is BIGBUNNY?' and an airplane graphic on the back, paired with black pants against a plain gray studio background.
Playboy Aviation Wings N950PB Hoodie
$171.00
3 colors · XS–XL
A man wearing a black nylon bomber jacket with a red and yellow chest logo, photographed against a solid gray studio background.
Playboy Eclipse Windbreaker
$98.00
A man wearing a black hoodie with a large back graphic that reads 'PLAYBOY JAMAICA' and features a colorful illustration, photographed against a neutral gray studio background.
Playboy Jamaica Heat Hoodie
$98.00
S–XXL
A man wearing a black short-sleeve graphic t-shirt with a 'Playb Jamaicag' design featuring a woman's profile, a cannabis leaf, and a bunny logo, paired with dark gray jeans against a solid gray studio background.
Playboy Jamaica Heat Tee
$51.00
S–XXL
A man wearing a black hoodie from the back, featuring a large graphic print on the back with a silhouette of a woman and the text 'Entertainment for All'.
Playboy Shadow Black Hoodie
$98.00
S–XXL
Bunny Line Long Sleeve Tee Navy Blazer
Playboy December 1972 Playmate X-Ray Long Sleeve T-Shirt
$52.00
S–3XL
Mens Tan Flannel Long Sleeve Shirt
Playboy Men's Tan Flannel Long Sleeve Shirt
$75.00
XS–XXL
Tie Dye Au Naturel Sweat Shorts
Playboy Tie-Dye Au Naturel Sweatshorts
$57.00
A man wearing a bright red zip-up jacket with black embroidered graphics, including the word 'PLAYBOY' on the left chest and a horse logo on the right chest, over a white t-shirt and dark jeans, against a solid gray studio background.
Playboy Moonlit Bunny Windbreaker
$98.00
A man wearing a cream-colored Playboy hoodie with a navy blue 'Los Angeles' graphic and bunny logo on the front, paired with black pants, against a solid gray studio background.
Playboy LA Hoodie
$89.00
2 colors · S–XXL
A man wearing a black and white short-sleeve polo shirt with red trim, featuring the Playboy logo on the shoulders and chest, against a solid gray studio background.
Playboy FC Crest Polo Jersey
$42.00
2 colors · S–XXL
A man wearing a white Playboy graphic t-shirt with a vintage-style print of a woman in a bikini and green scribbles, paired with blue jeans, against a solid gray background.
Playboy x JGC Calm Bunny Tee
$51.00
S–XXL
A man viewed from the back wearing a navy blue tie-dye sweatshirt with a large graphic of a monarch butterfly over a globe on the back, paired with black jeans against a solid gray studio background.
Playboy Tie-Dye Au Naturel Sweatshirt
$87.00
A man wearing a red short-sleeve t-shirt with a large back graphic print featuring the text 'PLAYBOY' and a vintage-style photo, photographed against a plain gray studio background.
Playboy Eugena Cover Tee
$51.00
S–XXL
A man wearing a black graphic t-shirt featuring the white Playboy bunny logo surrounded by colorful graffiti-style lines, posed against a solid gray studio background.
Playboy x JGC Street RHD Tee
$51.00
S–XXL
Mens Flannel Long Sleeve Shirt White Plaid
Playboy Men's Flannel Long Sleeve Shirt
$75.00
XS–XXL
Club Woven Cardigan Sweater
Playboy x Pleasures Club Woven Cardigan Sweater
$160.00
A man wearing a white short-sleeve V-neck soccer jersey with red details. The jersey features a large red Playboy logo and bunny graphic on the front, with 'PLAYBOY' and 'WORLD TOURNAMENT 5B' printed in red.
Playboy World Tournament Jersey
$39.00
3 colors · S–XXL
Playboy Mens Tuxedo Modal Boxer Briefs 2
Playboy Mens Tuxedo Modal Boxer Briefs.
$29.00
S–XL
A man wearing a white hoodie from the back, featuring a large graphic print of the Playboy logo above cheerleaders holding a football, against a solid gray studio background.
Playboy Cheer Hoodie
$91.00
S–XL
A man wearing a bright yellow turtleneck sweatshirt with a small orange embroidered logo on the chest, paired with dark jeans, standing against a solid gray studio background.
Playboy Aviation Wings High Neck Sweatshirt
$138.00
4 colors · XS–XL
December 1966 Cover Long Sleeve
Playboy December 1966 Cover Long Sleeve T-Shirt
$52.00
June 1967 Cover Tie Dye T Shirt
Playboy June 1967 Cover Tie-Dye T-Shirt
$52.00
Sheriff Tee 1
Playboy Sheriff Tee.
$47.00
2 colors · S–XL
Play Pb L S Tee
Playboy Play PB L/S Tee
$51.00
2 colors · S–L
A man wearing a black crewneck sweatshirt with a large white and gray Playboy Studios graphic print on the front, posed against a solid gray studio background.
Playboy Freedom Sweatshirt
$93.00
2 colors · S–L
Pb Lazy Love Ls Tee
Playboy Men's Lazy Love Long Sleeve T-Shirt
$44.00
S–XL
A man wearing a red V-neck athletic jersey with large white '53' on the front, white sleeve stripes, and 'PROFC' and 'PLAYBYE' text on the shoulders, photographed against a light gray studio background.
Playboy Varsity 53 Jersey
$39.00
S–XXL
Playboy x PSD Rising Sun Brief
Playboy x PSD Rising Sun Brief
$28.00
S–XL
Pb 53 L S Tee
Playboy 53 Long Sleeve Tee
$51.00
2 colors · S–L
Playboy x John Richmond Classic Logo Sweatpants
Playboy x John Richmond Classic Logo Sweatpants
$154.00
XS–XL
A man wearing a light blue short-sleeve t-shirt with a large multicolor graphic print on the back, posed against a textured light gray wall with a soft shadow.
Playboy Jazz Cover Tee
$51.00
S–XXL
Sanctuary Ss Shirt
Playboy Men's Sanctuary Camp Shirt
$66.00
S–XL
Mens Rewind T Shirt
Playboy Men's Rewind T-Shirt
$39.00
Wordy Rabbit Head T Shirt
Playboy Graffiti Rabbit Head T-Shirt
$47.00
S–XXL
A man wearing a dark charcoal gray hoodie with a distressed white graphic of the Playboy bunny and the text 'OUR MISSION IS PLEASURE' on the front, set against a plain gray studio background.
Playboy Our Mission Hoodie
$98.00
2 colors · S–XL