Men's Hoodies & Jackets

50 products
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A man wearing a pink and purple tie-dye sweatshirt with a vintage Playboy magazine cover graphic on the front, paired with black jeans, against a solid gray studio background.
Playboy May 1977 Cover Crewneck Sweatshirt
$39.50 $79.00
A man wearing a white Playboy crewneck sweatshirt with a vintage football player graphic and yellow lettering, paired with blue jeans, against a dark gray studio background.
Playboy September 1967 Cover Crewneck Sweatshirt
$43.50 $87.00
S–XXL
A man viewed from the back wearing a white crewneck sweatshirt with a large graphic print of an Ace of Clubs playing card and a cartoon illustration, paired with black jeans against a solid gray studio background.
Playboy Ace of Club Crewneck Sweatshirt
$43.50 $87.00
S–XXL
Playboy Ace of Diamonds Crewneck
Playboy Ace of Diamonds Crewneck
$43.50 $87.00
S–XXL
A man wearing a black crewneck sweatshirt with a small green and white Playboy bunny logo on the left chest, paired with dark gray jeans, standing against a solid gray studio background.
Playboy x The Great Frog Crewneck Sweatshirt
$76.30 $109.00
S–XXL
N950Pb Puffer Vest
Playboy N950PB Puffer Vest
$142.00 $284.00
2 colors · XS–XL
Playboy x Alpha Play Forever MA-1 Flight Jacket
Playboy x Alpha Industries Reversible MA-1 Flight Jacket
$238.00 $340.00
2 colors · XS–XXL
A man wearing a heather gray and black raglan sweatshirt with a large 'PB' graphic on the chest, posed against a neutral gray studio background.
Playboy Varsity Crewneck Sweatshirt
$51.50 $103.00
S–XXL
A man wearing a white crewneck sweatshirt with a black tie-dye circular pattern and a colorful butterfly graphic in the center, paired with black jeans, against a solid gray studio background.
Playboy x Color Bars Spiral Tie-Dye Crewneck Sweatshirt
$49.00 $98.00
The Velour Track Jacket Chambray
Playboy Men's Velour Jacket
$49.00 $98.00
2 colors · XS–XXL
A man viewed from behind wearing a white crewneck sweatshirt with a large black Playboy bunny logo and the word 'Peaches.' printed on the back, paired with black pants, against a neutral gray studio background.
Playboy x Peaches Script Crewneck Sweatshirt
$62.00 $124.00
S–XL
Big Bunny Robe Coat
Playboy Belted Long Wool Robe Coat
$319.00 $638.00
XS–XL
A man wearing a dark navy blue crewneck sweatshirt with a small white embroidered Playboy bunny logo on the left chest, paired with dark jeans, set against a solid gray studio background.
Playboy Bunny Basics Crewneck Sweatshirt
$43.50 $87.00
3 colors · S–3XL
Playboy x John Richmond Denim Jacket
Playboy x John Richmond Denim Jacket
$369.60 $528.00
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
$43.50 $87.00
A man wearing a black long-sleeve sweatshirt with a red heart and bunny graphic on the front, posed against a solid gray studio background. #Streetwearmen
Playboy Ace of Hearts 3.0 Crewneck Sweatshirt
$43.50 $87.00
3 colors · S–XXL
A man wearing a black sweatshirt, viewed from the back, featuring a large red and white graphic of an anime bunny girl on a heart with Playboy branding.
Playboy Ace of Hearts Crewneck Sweatshirt
$43.50 $87.00
A man wearing a light gray heather crewneck sweatshirt with a red collar, rainbow-striped cuffs and hem, and the black Playboy logo on the chest, posed against a solid gray studio background.
Playboy Rainbow Love Sweatshirt
$43.50 $87.00
XS–XXL
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
$69.00 $138.00
4 colors · XS–XL
Playboy Ace of Spades Sweatshirt
Playboy Ace of Spades Sweatshirt
$43.00 $86.00
2 colors · S–XXL
A man wearing a dark charcoal gray crewneck sweatshirt featuring a yellow 'PLAYBOY' logo and a retro pin-up illustration on the front, paired with black jeans against a solid gray studio background. #Streetwearmen
Playboy Tokyo Club Moonlit Crewneck
$39.50 $79.00
2 colors · S–XXL
A man wearing a dark gray crewneck sweatshirt with a graphic of three Playboy bunny women holding drinks and the Japanese text 'サライル' on the front, paired with beige pants, against a solid gray studio background.
Playboy Tokyo Club Happy Hour Sweatshirt
$87.00
4 colors · S–XXL
A man wearing a cream-colored varsity jacket with black buttons, black and white striped ribbed cuffs and hem, and black embroidered script on the left chest, paired with a black t-shirt and black jeans, against a solid gray studio background.
Playboy EST. LA Varsity Jacket
$130.80 $218.00
3 colors · S–XXL
A man wearing a navy blue varsity bomber jacket with white stripes and embroidered script on the chest, paired with light blue jeans, against a solid gray studio background.
Playboy EST.53 LA Blue Jacket
$115.80 $193.00
S–XL
A man wearing a black varsity-style jacket with white stripes and white Playboy bunny logos on the sleeves, posed against a solid gray studio background.
Playboy Gemini Jacket
$158.40 $264.00
S–XL
A man wearing an olive green bomber jacket with a black Playboy bunny logo on the left chest and a sleeve patch, styled over a white t-shirt and beige pants against a gray studio background.
Playboy Khaki Green Bomber
$115.80 $193.00
S–XL
A man wearing a white crewneck sweatshirt with a graphic of two red and gray dice with flames, accompanied by Japanese text and 'Play is forever' on the front, and 'PLAY DOUGH' printed down both sleeves. He is wearing black pants against a solid gray studio background.
Playboy Dice Sweatshirt
$46.50 $93.00
2 colors · S–L
A man wearing a white Playboy crewneck sweatshirt with a vintage-style bunny graphic on the front, paired with black pants, against a solid gray studio background.
Playboy Triplets Sweatshirt
$46.50 $93.00
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
$46.50 $93.00
2 colors · S–L
A man wearing a white Playboy crewneck sweatshirt with a large graphic print of two women and the brand logo, paired with dark jeans against a solid gray background.
Playboy Twins Sweatshirt
$46.50 $93.00
2 colors · S–L
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
$26.00 $52.00
S–XXL
Repeating Logo Denim Jacket
Playboy Repeating Logo Denim Jacket
$40.50 $81.00
A man wearing a white crewneck sweatshirt from the back, featuring a large black 'PLAYBOY STUDIOS' graphic with the classic bunny logo. He is also wearing black pants, set against a solid gray studio background.
Playboy Studios Sweatshirt
$93.00
2 colors · S–XXL
A man wearing a black washed sweatshirt with a white PLAYBOY logo and bunny graphic on the chest, paired with dark jeans, against a solid gray studio background.
Playboy Masthead Sweatshirt
$93.00
2 colors · S–XXL
A man wearing a white crewneck sweatshirt with a black and white Playboy bunny and text graphic on the front, paired with black jeans, against a solid gray studio background.
Playboy Bunny Luck Sweatshirt
$46.50 $93.00
2 colors · S–XL
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
$46.50 $93.00
S–XL
A man wearing a black crewneck sweatshirt, shown from the back. The sweatshirt features a graphic print of four playing cards (King, Ace, Ace, and Heart of Spades) fanned out on the back.
Playboy Deck Sweatshirt
$46.50 $93.00
S–XXL
A man wearing a white crewneck sweatshirt with the brand name 'PLAYBOY' printed in large black arched letters across the back, paired with black jeans, photographed against a neutral gray studio background.
Playboy Back Logo Sweatshirt
$46.50 $93.00
S–XXL
A man wearing a black Playboy sweatshirt with a large vintage-style graphic print on the front, paired with black jeans, against a solid gray studio background.
Playboy Class Sweatshirt
$93.00
S–XXL
Crocodile Leather Safari Jacket
Playboy Crocodile Leather Safari Jacket
$199.00 $398.00
XS–XL
A man wearing a black sweatshirt, shown from the back, featuring a large graphic print of a woman with a cocktail and the word 'PLAYBOY' in green text.
Playboy Gaze Black Sweatshirt
$55.80 $93.00
S–XXL
A man wearing a bright red crewneck sweatshirt with a small embroidered graphic on the left chest, paired with black pants, photographed against a neutral gray studio background.
Playboy x JGC Petite Love Bunny Sweatshirt
$93.00
S–XXL
A man wearing a black crewneck sweatshirt with a colorful graphic of three hearts and a peace sign on the chest, paired with black sweatpants, against a neutral gray studio background.
Playboy x JGC Iconic Love Bunny Sweatshirt
$93.00
2 colors · S–XXL
A man wearing an olive green Playboy bomber jacket over a white t-shirt and dark jeans, standing against a solid gray studio background.
Playboy Stripe Windbreaker
$68.60 $98.00
S–XXL
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
$68.60 $98.00
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
$68.60 $98.00
A man wearing a navy blue hooded zip-up jacket with white embroidered logos on the chest, paired with black jeans, standing against a solid gray studio background.
Playboy Classic Club Jacket
$44.80 $64.00
S–XXL
A man wearing a beige crewneck sweatshirt from the back, featuring a graphic of a pin-up girl with a Playboy bunny and the text 'PLAYBOY CLUB FANTASY UNITED EST. 1963' on a gray background.
Playboy Ace of Spades Crewneck Sweatshirt
$43.00 $86.00
S–XXL