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Shop All Men's Styles

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Featured Best selling Alphabetically, A-Z Alphabetically, Z-A Price, low to high Price, high to low Date, old to new Date, new to old

Playboy x Pleasures Wicked Track Jacket - Playboy

Playboy x Pleasures Wicked Track Jacket

Sale price$41.50 Regular price$83.00

Black

N950PB Puffer Vest - Playboy

N950PB Puffer Vest - Playboy

N950PB Puffer Vest

Sale price$129.00 Regular price$258.00

Black

Pink

Rainbow Love Sweatshirt - Playboy

Rainbow Love Sweatshirt

Sale price$39.50 Regular price$79.00

Playboy x HUF Rabbit Head Crewneck Sweatshirt - Playboy

Playboy x HUF Rabbit Head Crewneck Sweatshirt - Playboy

Playboy x HUF Rabbit Head Crewneck Sweatshirt

Sale price$45.00 Regular price$90.00

Grey

Black

Men's Flannel Long Sleeve Shirt - Playboy

Men's Flannel Long Sleeve Shirt

Sale price$34.00 Regular price$68.00

White Plaid

Men's Flannel Long Sleeve Shirt - Playboy

Men's Green Flannel Long Sleeve Shirt

Sale price$34.00 Regular price$68.00

Green Plaid

Men's Flannel Long Sleeve Shirt - Playboy

Men's Tan Flannel Long Sleeve Shirt

Sale price$34.00 Regular price$68.00

Tan plaid

Men's Flannel Long Sleeve Shirt - Playboy

Men's Black Flannel Long Sleeve Shirt

Sale price$34.00 Regular price$68.00

Black Plaid

Striped VIP Club T-Shirt - Playboy

Striped VIP Club T-Shirt

Sale price$23.50 Regular price$47.00

Blue

Men's Lazy Love Long Sleeve T-Shirt - Playboy

Men's Lazy Love Long Sleeve T-Shirt

Sale price$20.00 Regular price$40.00

Light Blue

Men's Rewind T-Shirt - Playboy

Men's Rewind T-Shirt

Sale price$17.50 Regular price$35.00

Tokyo Club Logo T-Shirt

Sale price$23.50 Regular price$47.00

Aviation Wings High Neck Sweatshirt - Playboy

Aviation Wings High Neck Sweatshirt - Playboy

Aviation Wings High Neck Sweatshirt - Playboy

Aviation Wings High Neck Sweatshirt - Playboy

Aviation Wings High Neck Sweatshirt

Sale price$62.50 Regular price$125.00

Mauve

Mustard

Black

Bone

Where is BigBunny Going? T-Shirt - Playboy

Where is BigBunny Going? T-Shirt - Playboy

Where is BigBunny Going? T-Shirt - Playboy

Where is BigBunny Going? T-Shirt - Playboy

Where is BigBunny Going? T-Shirt - Playboy

Where is BigBunny Going? T-Shirt

Sale price$41.50 Regular price$83.00

Mauve

Mustard

Bone

Black

Playboy x Pleasures Club Woven Cardigan Sweater - Playboy

Playboy x Pleasures Club Woven Cardigan Sweater

Sale price$72.50 Regular price$145.00

Playboy x Pleasures Rabbit Head Raglan Long Sleeve T-Shirt - Playboy

Playboy x Pleasures Rabbit Head Raglan Long Sleeve T-Shirt - Playboy

Playboy x Pleasures Rabbit Head Raglan Long Sleeve T-Shirt

Sale price$39.50 Regular price$79.00

Black

Navy

Men's Rabbit Head Short Sleeve Tee - Playboy

Men's Rabbit Head Short Sleeve Tee

Sale price$21.00 Regular price$42.00

Black

Repeating Masthead Tie Dye T-Shirt - Playboy

Repeating Masthead Tie Dye T-Shirt

Sale price$21.00 Regular price$42.00

Orange Black Tie Dye

Men's Script Flannel Shirt - Playboy

Men's Script Flannel Shirt - Playboy

Men's Script Flannel Shirt

Sale price$29.00 Regular price$58.00

Red

Black

January 1986 Pop Art Cover T-Shirt - Playboy

January 1986 Pop Art Cover T-Shirt

Sale price$16.00 Regular price$32.00

Speed Racer Mesh Shorts - Playboy

Speed Racer Mesh Shorts

Sale price$29.00 Regular price$58.00

Playboy Logo Vertical Tie-Dye T-Shirt

Sale price$21.00 Regular price$42.00

Cloudy Blue

Men's Wavy Checker Basketball Shorts - Playboy

Men's Wavy Checker Basketball Shorts

Sale price$25.50 Regular price$51.00

Repeating Rabbit Head Lounge Shorts - Playboy

Repeating Rabbit Head Lounge Shorts - Playboy

Repeating Rabbit Head Lounge Shorts - Playboy

Repeating Rabbit Head Lounge Shorts

Sale priceFrom $23.50 Regular price$47.00

White

Blue

Red

Men's Beach Club Graphic Shorts - Playboy

Men's Beach Club Graphic Shorts - Playboy

Men's Beach Club Graphic Shorts

Sale price$31.50 Regular price$45.00

Safety Yellow

Black

May 1977 Cover Crewneck Sweatshirt - Playboy

May 1977 Cover Crewneck Sweatshirt

Sale price$35.50 Regular price$71.00

Playboy x Pleasures Collide Short - Playboy

Playboy x Pleasures Collide Short

Sale price$41.50 Regular price$83.00

Green

Bunny Pocket Tee - Playboy

Bunny Pocket Tee - Playboy

Bunny Pocket Tee

Sale price$23.00 Regular price$46.00

Black

Gold Mustard

Anniversary Bunny T-Shirt - Playboy

Anniversary Bunny T-Shirt

Sale price$18.80 Regular price$47.00

Forest Green

Men's Classic Basketball Shorts - Playboy

Men's Classic Basketball Shorts

Sale price$26.00 Regular price$52.00

Team Jersey - Playboy

Team Jersey - Playboy

Sale price$23.50 Regular price$47.00

Green

Red

Men's Late Night T-Shirt - Playboy

Men's Late Night T-Shirt

Sale price$23.50 Regular price$47.00

Fired brick

Belted Long Wool Robe Coat - Playboy

Belted Long Wool Robe Coat

Sale price$290.00 Regular price$580.00

Black

November 1966 Cover T-Shirt - Playboy

November 1966 Cover T-Shirt

Sale price$21.00 Regular price$42.00

December 1966 Cover Long Sleeve T-Shirt - Playboy

December 1966 Cover Long Sleeve T-Shirt

Sale price$23.50 Regular price$47.00

Graffiti Rabbit Head T-Shirt - Playboy

Graffiti Rabbit Head T-Shirt

Sale price$21.00 Regular price$42.00

Autumn

Soulland September 1967 Playboy Camp Shirt - Playboy

Soulland September 1967 Playboy Camp Shirt

Sale price$142.00 Regular price$284.00

Green

Soulland October 1971 Playboy Long Sleeve Camp Shirt - Playboy

Soulland October 1971 Playboy Long Sleeve Camp Shirt

Sale price$142.00 Regular price$284.00

Soulland June 1954 Playboy Camp Shirt - Playboy

Soulland June 1954 Playboy Camp Shirt

Sale price$142.00 Regular price$284.00

Blue

December 2013 Pigment Washed T-Shirt - Playboy

December 2013 Pigment Washed T-Shirt

Sale price$18.80 Regular price$47.00

Legalize It T-Shirt - Playboy

Legalize It T-Shirt

Sale price$21.00 Regular price$42.00

Tennis Club Shorts - Playboy

Tennis Club Shorts

Sale price$29.00 Regular price$58.00

Off-White

Jamaica Flower Girl Tee - Playboy

Jamaica Flower Girl Tee - Playboy

Jamaica Flower Girl Tee

Sale price$21.00 Regular price$42.00

Black

Pink

Soulland December 1973 Playboy Camp Shirt - Playboy

Soulland December 1973 Playboy Camp Shirt

Sale price$142.00 Regular price$284.00

Navy

Satin Mansion Lounge Set - Playboy

Satin Mansion Lounge Set

Sale price$44.50 Regular price$89.00

Black

The Terry Towel Robe - Playboy

The Terry Towel Robe - Playboy

The Terry Towel Robe

Sale price$37.50 Regular price$75.00

Black logo

Fuchsia Logo

Men's Classic Sleep Set - Playboy

Men's Classic Sleep Set

Sale price$41.50 Regular price$83.00

Navy

Men's Classic Pajama Set - Playboy

Men's Classic Pajama Set - Playboy

Men's Classic Pajama Set Bunny - Playboy

Men's Classic Pajama Set

Sale price$41.50 Regular price$83.00

Green

Red

Men's Classic Sleep Set - Playboy

Playboy Men's Classic Sleep Set

Sale price$41.50 Regular price$83.00

Green logo

Sale price$65.00 Regular price$130.00

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