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Men's BOSS Underwear

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. . .
BOSS Mens 5 logo-band solid boxer briefs Organic cotton 3-pack

BOSS

Mens 5 logo-band solid boxer briefs Organic cotton 3-pack Black

Delivery: Delivery costs apply

$78.00

Simons

BOSS Mens Fine cotton solid dress sock

BOSS

Mens Fine cotton solid dress sock Black

Delivery: Delivery costs apply

$29.00

Simons

BOSS Mens 2 logo-band solid trunks Organic cotton 3-pack

BOSS

Mens 2 logo-band solid trunks Organic cotton 3-pack White

Delivery: Delivery costs apply

$78.00

Simons

BOSS Mens Logo-waist solid briefs Cotton 3-pack
BESTSELLER

BOSS

Mens Logo-waist solid briefs Cotton 3-pack White

Delivery: Delivery costs apply

$79.00

Simons

BOSS Mens 2.5 stretch trunk BOSS ONE

-26%

BOSS

Mens 2.5 stretch trunk BOSS ONE Green

Delivery: Delivery costs apply

$19.99 $27.00

Simons

BOSS Mens Logo-waist solid briefs Cotton 3-pack

BOSS

Mens Logo-waist solid briefs Cotton 3-pack Red

Delivery: Delivery costs apply

$79.00

Simons

BOSS Mens Solid wool dress socks 2-pack

-29%

BESTSELLER

BOSS

Mens Solid wool dress socks 2-pack Red

Delivery: Delivery costs apply

$29.95 $42.00

Simons

BOSS Mens Solid/grid dress socks 2-pack

BOSS

Mens Solid/grid dress socks 2-pack Black

Delivery: Delivery costs apply

$29.00

Simons

BOSS Mens Black dress socks 3-pack

BOSS

Mens Black dress socks 3-pack

Delivery: Delivery costs apply

$34.00

Simons

BOSS Mens Black classic dress socks 2-pack
BESTSELLER

BOSS

Mens Black classic dress socks 2-pack

Delivery: Delivery costs apply

$34.00

Simons

BOSS Mens 2 golden logo trunk Cotton

BOSS

Mens 2 golden logo trunk Cotton Black

Delivery: Delivery costs apply

$27.00

Simons

BOSS Mens 2.5 stretch trunk BOSS ONE

-26%

BOSS

Mens 2.5 stretch trunk BOSS ONE Black

Delivery: Delivery costs apply

$19.99 $27.00

Simons

BOSS Mens Solid wool dress socks 2-pack

-29%

BOSS

Mens Solid wool dress socks 2-pack Black

Delivery: Delivery costs apply

$29.95 $42.00

Simons

BOSS Mens Onyx stretch briefs Power 3-pack

BOSS

Mens Onyx stretch briefs Power 3-pack Black

Delivery: Delivery costs apply

$79.00

Simons

BOSS Mens Contrast-trim swim short

BOSS

Mens Contrast-trim swim short Black

Delivery: Delivery costs apply

$89.00

Simons

BOSS Mens 2 BOSS essential trunks Cotton 3-pack

BOSS

Mens 2 BOSS essential trunks Cotton 3-pack Black

Delivery: Delivery costs apply

$68.00

Simons

BOSS Mens Logo-waist solid briefs Cotton 3-pack

BOSS

Mens Logo-waist solid briefs Cotton 3-pack Black

Delivery: Delivery costs apply

$79.00

Simons

BOSS Mens Three-stripe black swim trunk

BOSS

Mens Three-stripe black swim trunk

Delivery: Delivery costs apply

$99.00

Simons

BOSS Mens Solid/grid dress socks 2-pack

BOSS

Mens Solid/grid dress socks 2-pack Blue

Delivery: Delivery costs apply

$29.00

Simons

BOSS Mens Ultra-comfortable bamboo dress socks 2-pack

-33%

BOSS

Mens Ultra-comfortable bamboo dress socks 2-pack Blue

Delivery: Delivery costs apply

$19.99 $30.00

Simons

BOSS Mens Solid/dot bamboo dress socks 2-pack

BOSS

Mens Solid/dot bamboo dress socks 2-pack Blue

Delivery: Delivery costs apply

$30.00

Simons

BOSS Mens 2.5 stretch trunk BOSS ONE

-26%

BOSS

Mens 2.5 stretch trunk BOSS ONE Blue

Delivery: Delivery costs apply

$19.99 $27.00

Simons

BOSS Mens Embroidered logo waffle T-shirt

BOSS

Mens Embroidered logo waffle T-shirt Blue

Delivery: Delivery costs apply

$69.00

Simons

BOSS Mens 2 BOSS essential trunks Cotton 3-pack

BOSS

Mens 2 BOSS essential trunks Cotton 3-pack Blue

Delivery: Delivery costs apply

$68.00

Simons

BOSS Mens 5 blue palette boxer briefs Power 3-pack

BOSS

Mens 5 blue palette boxer briefs Power 3-pack

Delivery: Delivery costs apply

$79.00

Simons

BOSS Mens 3 grey/blue trunks BOSS ONE 3-pack

BOSS

Mens 3 grey/blue trunks BOSS ONE 3-pack

Delivery: Delivery costs apply

$79.00

Simons

BOSS Mens Black dress socks 3-pack
BESTSELLER

BOSS

Mens Black dress socks 3-pack

Delivery: Delivery costs apply

$34.00

Simons

BOSS Mens Contrast trim logo swim trunk

BOSS

Mens Contrast trim logo swim trunk White

Delivery: Delivery costs apply

$89.00

Simons

BOSS Mens 2 BOSS essential trunks Cotton 3-pack
BESTSELLER

BOSS

Mens 2 BOSS essential trunks Cotton 3-pack White

Delivery: Delivery costs apply

$68.00

Simons

BOSS Mens 5 logo-band solid boxer briefs Organic cotton 3-pack

BOSS

Mens 5 logo-band solid boxer briefs Organic cotton 3-pack White

Delivery: Delivery costs apply

$78.00

Simons

BOSS Mens Black dress socks 3-pack
BESTSELLER

BOSS

Mens Black dress socks 3-pack Grey

Delivery: Delivery costs apply

$34.00

Simons

BOSS Mens 2 BOSS essential trunks Cotton 3-pack
BESTSELLER

BOSS

Mens 2 BOSS essential trunks Cotton 3-pack

Delivery: Delivery costs apply

$68.00

Simons

BOSS Mens Wave and dot swim trunk

BOSS

Mens Wave and dot swim trunk Beige

Delivery: Delivery costs apply

$139.00

Simons

BOSS Mens 2 golden logo trunk Cotton

BOSS

Mens 2 golden logo trunk Cotton Red

Delivery: Delivery costs apply

$27.00

Simons

BOSS Mens 2 golden logo trunk Cotton

BOSS

Mens 2 golden logo trunk Cotton Red

Delivery: Delivery costs apply

$27.00

Simons

BOSS Mens 2 BOSS essential trunks Cotton 3-pack

BOSS

Mens 2 BOSS essential trunks Cotton 3-pack Red

Delivery: Delivery costs apply

$68.00

Simons

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Vuori Clothing PR Performance Half Tight | Black | XS, Size Extra Small

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McGregor Mens Combed cotton socks 3-pack

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Mens Combed cotton socks 3-pack Black

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Vuori Clothing Kore Shorts Lined 5 | Black | Large

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Vuori Clothing Maverick Volley Shorts Lined | Black | XS, Size Extra Small

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Vuori Clothing Kore Shorts Lined 7 | Cinder Color Block | XS, Size Extra Small

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Nike Mens Red/pink-accent jockstraps Dri-FIT Essential Micro 3-pack
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Simons

Alo | Ribbed Mesmerize Mock Neck Long Sleeve Top in Espresso Brown, Size: Medium

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Vuori Clothing Meta Pants Athletic Slim Fit 34 | Charcoal | 28

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Vuori Clothing Maverick Volley Shorts | Light Deep Sea Water Lily | XS, Size Extra Small

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Mens 6 black/blue/green boxer briefs Cotton Stretch 3-pack

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Favorite Brands

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Magazine
The 5 best swim trunk trends for men in 2025
Magazine
The 10 coolest brands for men’s hoodies
Magazine
Workwear, but then make it fashion: the 6 coolest brands similar to Carhartt
Men's Shoes
View All Winter Shoes Boots Sneakers Slippers Summer Shoes Sandals Ankle Boots Mules Low-Cut Shoes Leather Boots

Favorite Brands

  • adidas Shoes
  • Reebok Shoes
  • Tod's Shoes
  • Skechers Shoes
  • Hogan Shoes
  • Puma Shoes
  • Clarks Shoes
  • Under Armour Shoes
  • New Balance Shoes
  • Sperry Top-Sider Shoes
Magazine
Here’s how to master the sneaker and suit look
Magazine
The 5 best men’s mules to slip into
Magazine
The 5 biggest sneaker trends for men
Men's Accessories
View All Wallets Sunglasses Scarves Winter Hats Optical Glasses Hats Belts Caps Bags Jewelry

Favorite Brands

  • Ray-Ban Accessories
  • Oakley Accessories
  • Fiorio Accessories
  • Dsquared2 Accessories
  • Columbia Accessories
  • Emporio Armani Accessories
  • Dolce & Gabbana Accessories
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Magazine
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