classic men's underwear

Discover a timeless collection of men's underwear at Square-One. Shop a variety of classic styles that are designed for comfort and durability. Find the perfect fit and style to suit your preferences. Explore our selection of high-quality underwear that combines style and functionality. Elevate your everyday essentials with our classic men's underwear collection.

Calvin Klein - Men's 2" Intense Power trunks 3-pack
Shop Now
One moment, we’re checking the availability for this product
Calvin Klein

Calvin Klein - Men's 2" Intense Power trunks 3-pack

Current price: $74.00
From Simons
Calvin Klein - Men's 5" Intense Power boxer briefs 3-pack
Shop Now
One moment, we’re checking the availability for this product
Calvin Klein

Calvin Klein - Men's 5" Intense Power boxer briefs 3-pack

Current price: $74.00
From Simons
Calvin Klein
Shop Now
One moment, we’re checking the availability for this product
Calvin Klein

Calvin Klein

Current price: $60.00
From Simons
Calvin Klein - Men's Cotton Stretch soft-coloured briefs 3-pack
Shop Now
One moment, we’re checking the availability for this product
Calvin Klein

Calvin Klein - Men's Cotton Stretch soft-coloured briefs 3-pack

Current price: $19.99
Original price: $54.00
From Simons
AEO Men's 4.5" Classic Boxer Brief
Shop Now
One moment, we’re checking the availability for this product
AE

AEO Men's 4.5" Classic Boxer Brief

Current price: $19.95
From American Eagle Outfitters
Check Swim Briefs in Sand - Men | Burberry® Official
Shop Now
One moment, we’re checking the availability for this product
Burberry

Check Swim Briefs in Sand - Men | Burberry® Official

Current price: $560.00
From Burberry (at Holt Renfrew)
SKIMS Cotton 5" Boxer Brief 3-Pack
Shop Now
One moment, we’re checking the availability for this product
SKIMS SKIMS

SKIMS Cotton 5" Boxer Brief 3-Pack

Current price: $76.00
From Holt Renfrew
Basquiat Tossed Dino Boxer Brief
Shop Now
One moment, we’re checking the availability for this product
Urban Outfitters

Basquiat Tossed Dino Boxer Brief

Current price: $20.00
From Urban Outfitters
BASIC BRIEFS THREE-PACK
Shop Now
One moment, we’re checking the availability for this product
Zara

BASIC BRIEFS THREE-PACK

Current price: $39.90
From Zara
AEO Men's 4.5" Classic Boxer Brief
Shop Now
One moment, we’re checking the availability for this product
AE

AEO Men's 4.5" Classic Boxer Brief

Current price: $19.95
From American Eagle Outfitters
Calvin Klein - Men's Classic microfibre briefs 3-pack
Shop Now
One moment, we’re checking the availability for this product
Calvin Klein

Calvin Klein - Men's Classic microfibre briefs 3-pack

Current price: $60.00
From Simons
Boxer Briefs
Shop Now
One moment, we’re checking the availability for this product
TOM FORD

Boxer Briefs

Current price: $130.00
From Holt Renfrew
Standard Cloth Cotton Boxer Brief 3-Pack
Shop Now
One moment, we’re checking the availability for this product
Standard Cloth

Standard Cloth Cotton Boxer Brief 3-Pack

Current price: $44.00
From Urban Outfitters
AEO Men's 4.5" Classic Boxer Brief
Shop Now
One moment, we’re checking the availability for this product
AE

AEO Men's 4.5" Classic Boxer Brief

Current price: $19.95
From American Eagle Outfitters
Cotton Stretch Boxer Briefs Camo Print
Shop Now
One moment, we’re checking the availability for this product
TOM FORD

Cotton Stretch Boxer Briefs Camo Print

Current price: $65.00
Original price: $130.00
From Holt Renfrew
Calvin Klein
Shop Now
One moment, we’re checking the availability for this product
Calvin Klein

Calvin Klein

Current price: $54.00
From Simons
Standard Cloth Cotton Boxer Brief
Shop Now
One moment, we’re checking the availability for this product
Standard Cloth

Standard Cloth Cotton Boxer Brief

Current price: $20.00
From Urban Outfitters
AEO Men's 6" Classic Boxer Brief
Shop Now
One moment, we’re checking the availability for this product
AE

AEO Men's 6" Classic Boxer Brief

Current price: $19.95
From American Eagle Outfitters
Cotton Stretch Boxer Briefs Floral Print
Shop Now
One moment, we’re checking the availability for this product
TOM FORD

Cotton Stretch Boxer Briefs Floral Print

Current price: $39.00
Original price: $130.00
From Holt Renfrew
Standard Cloth Cotton Boxer Brief 5-Pack
Shop Now
One moment, we’re checking the availability for this product
Standard Cloth

Standard Cloth Cotton Boxer Brief 5-Pack

Current price: $64.00
From Urban Outfitters
Calvin Klein
Shop Now
One moment, we’re checking the availability for this product
Calvin Klein

Calvin Klein

Current price: $54.00
From Simons
AEO Men's Desert 6" Classic Boxer Brief
Shop Now
One moment, we’re checking the availability for this product
AE

AEO Men's Desert 6" Classic Boxer Brief

Current price: $19.95
From American Eagle Outfitters
Three-Pack Striped Boxer Briefs
Shop Now
One moment, we’re checking the availability for this product
PAUL SMITH

Three-Pack Striped Boxer Briefs

Current price: $45.00
Original price: $75.00
From Holt Renfrew
Standard Cloth Active Boxer Brief 3-Pack
Shop Now
One moment, we’re checking the availability for this product
Standard Cloth

Standard Cloth Active Boxer Brief 3-Pack

Current price: $26.99
Original price: $44.00
From Urban Outfitters