Father's Day Sale

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Light grey sweatshorts with red rabbit head logo and blue Japanese text on front
Playboy Japanese Rabbit Head Sweatshorts
$28.50 $57.00
Green short-sleeve camp shirt with 1960s pin-up girl and yellow Playboy text pattern
Playboy x Soulland September 1967 Playboy Camp Shirt
$156.50 $313.00
Dark green athletic shorts with white bunny logo, number 53, and side stripes
Playboy 1953 Sport Shorts
$32.00 $64.00
Green crew socks with yellow rabbit logo, striped cuffs, and contrasting heels and toes
Playboy x HUF Rabbit Head Crew Socks
$16.20 $27.00
Black mesh shorts with white checkered side panels and subtle logo accents
Playboy Speed Racer Mesh Shorts
$32.00 $64.00
Men's cream sweatpants with Playboy Bunny graphics and black text on left leg and thigh.
Playboy Men's Bank Roll Sweatpants
$43.50 $87.00
Men's black sweatpants with pink Playboy text and neon bunny outline graphic
Playboy Men's Bunny Outline Sweatpants
$43.50 $87.00
Black crewneck sweatshirt with a small cartoon bunny and 'Great Frog' text on chest
Playboy x The Great Frog Crewneck Sweatshirt
$54.50 $109.00
Men's grey sweat shorts with black bunny graphics and PLAYBOY text on both legs
Playboy Men's Double Bunny Sweat Shorts
$29.00 $58.00
White t-shirt with black bunny head and green snake graphic on the back
Playboy x The Great Frog T-Shirt
$48.50 $97.00
Black sweat shorts with white bunny logo and number 53 graphic on the front
Playboy 1953 Sweatshorts
$29.00 $58.00
Denim jacket with large bunny logo and Union Jack flag graphic on the back
Playboy x John Richmond Denim Jacket
$264.00 $528.00
Dark wash denim pants with cuffed hems featuring small bunny logo print on the inside.
Playboy x John Richmond Denim Pants
$168.00 $336.00
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 short sleeve camp shirt with vintage-inspired Playboy cover print, multicolor graphic design.
Playboy x Soulland June 1954 Playboy Camp Shirt
$156.50 $313.00
Navy short sleeve camp shirt with vintage pin-up graphic, moon motif, and yellow Playboy text.
Playboy x Soulland December 1973 Playboy Camp Shirt
$156.50 $313.00
Yellow sweatpants with aviation-inspired graphics and side logo, elastic waistband and cuffs.
Playboy Aviation Wings N950PB Sweatpants
$85.50 $171.00
Yellow sweatpants with red aviation wings logo, elastic waistband and cuffs, flat lay.
Playboy Aviation Wings Sweatpants
$100.50 $201.00
Black wool strapback hat with white bunny logo and 'PLEASURES' text embroidered on front
Playboy x Pleasures Wool Strapback Hat
$25.50 $51.00
Black cardigan sweater with red vertical stripes and white bunny logo on the chest
Playboy x Pleasures Club Woven Cardigan Sweater
$80.00 $160.00
Black long sleeve raglan t-shirt with red bunny graphics on sleeves and 'Pleasures' text on front
Playboy x Pleasures Rabbit Head Raglan Long Sleeve T-Shirt
$43.50 $87.00
Beige sweatpants with vintage magazine cover graphic and red 'PLAYBOY' text on leg
Playboy December 1966 Cover Sweatpants
$37.50 $75.00
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
Olive green reversible MA-1 flight jacket with patch details and utility sleeve pocket.
Playboy x Alpha Industries Reversible MA-1 Flight Jacket
$170.00 $340.00
Men's neon yellow beach shorts with drawstring waist and graphic palm tree logo
Playboy Men's Beach Club Graphic Shorts
$25.00 $50.00
Red men's classic mesh basketball shorts with elastic waistband and PLAYBOY logo
Playboy Men's Classic Basketball Shorts
$29.00 $58.00
Smiling man modeling collage-print boxer briefs with playful graphic pattern on white background
The Playboy Cover Collage Boxer Brief
$15.00 $30.00
Shirtless male model wearing orange Playboy-themed boxer briefs with vintage magazine cover print
The Playboy October 1966 Cover Boxer Brief
$13.50 $27.00
Black sweatpants with anime-style pinup girl graphics, red rabbit logo, and Japanese text
Playboy Tokyo Club Covergirl Sweatpants
$40.50 $81.00
Black sweatpants with colorful Tokyo-style side graphic and cherry logo on the hip
Playboy Tokyo Club 3.0 Sweatpants
$40.50 $81.00
Man modeling distressed grey skinny jeans with red bunny logo on back pocket, white shoes
The Playboy Skinny Jean Grey Destroy
$51.50 $103.00
Male model in light wash skinny jeans with blue bunny graphic on back pocket, white background.
The Playboy Skinny Jean Light Wash Destroy
$51.50 $103.00
Male model wearing black lace boxer briefs against light background
Playboy Men's Lace Boxer Brief
$15.00 $30.00
Male model wearing straight leg vintage black wash jeans with white sneakers on white background
The Playboy Straight Leg Jean Vintage Black Wash
$49.00 $98.00
Shirtless man modeling black waxed skinny jeans and white sneakers on white background
The Playboy Skinny Jean Waxed Denim
$51.50 $103.00
Burgundy sweatpants with December 1970 magazine cover print and PLAYBOY text graphic.
Playboy December 1970 Cover Sweatpants
$37.50 $75.00
Navy blue men's golf shorts with white bunny logo on left leg, flat lay view
Playboy Puma Golf Shorts
$49.00 $98.00
Colorful pants featuring repeated 1970 magazine cover graphic print with peace sign woman
Playboy x Soulland September 1970 Playboy Cover Pants
$142.00 $284.00
Navy blue men's sweatshorts with drawstring waist and white bunny logo on left leg
Playboy Bunny Basics Sweatshort
$32.00 $64.00
Light purple faux leather flare pants with elastic waistband and front pockets, laid flat
Playboy Leather Flare Pants
$116.50 $233.00
Brown crocodile-embossed faux leather flare pants with elastic waistband, flat lay
Playboy Crocodile Leather Flare Pant
$142.00 $284.00
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
Men's classic brown trousers with pleats and embroidered bunny logo on pocket, front view
Playboy Men's Classic Trouser
$57.00 $114.00
Olive green sweatpants with drawstring waist and small black bunny logo on left pocket.
Playboy Bunny Basics Sweatpants
$43.50 $87.00
Man modeling white boxer briefs with red rabbit head pattern and red waistband with visible logo
Playboy Rabbit Head Boxer Briefs
$15.00 $30.00
Black hooded bathrobe with large white bunny logo on back, belted, laid flat on white background
Playboy Logo Bathrobe
$85.80 $143.00
White crewneck sweatshirt with large black bunny graphic and 'Peaches.' script on the back
Playboy x Peaches Script Crewneck Sweatshirt
$62.00 $124.00