Men's Underwear
Briefs
Low-rise waistband that sits at the hip. Classic style and fit.
Shop Now
Trunks
The original. Classic cut for a body-defining fit. Shorter, mid-thigh leg length.
Shop Now
Boxer Briefs
Close fit for a body-defining silhouette. Mid-length inseam. Hits mid-thigh.
Shop Now
Jockstraps and Thongs
For the minimalist. Low rise waistband that sits below the hip.
Shop Now
314 Items
Filter & Sort
Refine by Price: CAD $0 - $25
Refine by Price: CAD $25 - $50
Refine by Price: CAD $50 - $100
Refine by Collection: Calvin Klein 1996
Refine by Collection: Calvin Klein Athletic
Refine by Collection: CK Black
Refine by Collection: Cotton Classics
Refine by Collection: Cotton Stretch
Refine by Collection: Icon
Refine by Collection: Intense Power
Refine by Collection: Micro Stretch
Refine by Collection: Micro Stretch Cooling
Refine by Collection: Modern Cotton
Refine by Collection: Pro Fit
Refine by Collection: Reconsidered Steel
Refine by Collection: Sculpt
Refine by Collection: Stencil Logo Cotton Stretch
Refine by Collection: Ultra-Soft Modern
Refine by Pack Size: Single
Refine by Pack Size: 3 Pack
Refine by Pack Size: 5 Pack
Refine by Pack Size: 7 Pack
Refine by Fabric: Cotton
Refine by Fabric: Cotton Blend
Refine by Fabric: Microfiber
Refine by Fabric: Modal
Refine by Fabric: Recycled Cotton
Refine by Fabric: Recycled Nylon
Refine by Fabric: Recycled Polyester
Best Seller
Best Seller
Best Seller
Best Seller
Best Seller
Best Seller
Extra 20% off
Best Seller
Best Seller
Extra 20% off
Best Seller
Extra 20% off
Extra 20% off
Extra 20% off
MEN’S UNDERWEAR, BRIEFS + UNDERSHIRTS
Since the first release in 1982, Calvin Klein men’s underwear has taken the world by storm as the ultimate symbol of sensuality, courage and progressive ideals. Worn by all who think bravely from cultural icons to your everyday dynamo, Calvin Klein designer underwear for men is the American embodiment of modern, body conscious and seductive style. Discover enticing, avant-garde underwear styles for him and choose from our best underwear for men in a range of fabric options. From classic cotton to extra soft stretch blends and silky smooth microfiber with quick-dry moisture wicking material, Calvin Klein features innovative fabric technologies for an exceptional look and feel. Shop for luxurious, comfortable and captivating men’s underwear styles like boxer shorts, briefs, boxer briefs, jock straps, bike shorts and trunks underwear. Familiarize yourself with all styles as each is better suited for different occasions. Feel comfortable all day long with less coverage with men’s briefs. Get active with men's boxer briefs or get the ultimate balance of fit, support and style with men's trunks. Layer with your favorite pair of pants from Calvin Klein jeans for men or tops from Calvin Klein. Save more with Calvin Klein men's underwear on sale.