Shop for luxurious, comfortable and captivating male 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.

Upgrade your essentials with Calvin Klein men's underwear. Explore essential boxers and briefs designed with extra-soft cotton for all-day comfort.

First introduced in 1981, this is our most iconic men's underwear style. Designed with the original Calvin Klein logo waistband, this timeless boxer brief is made from pure cotton for breathable comfort.

Our elastic, stretchable and soft fabric creates the most comfortable yet sexy boxer briefs for men with support and minimal bunching and rising. Whether you’re looking for white boxer briefs or black boxer brief mens underwear styles, we offer numerous fits to match your lifestyle.

First introduced in 1981, this is our most iconic men's underwear style. This boxer set comes in a 3-pack and features an elasticated logo waistband, a single button fly and seaming details. Made from pure cotton for a soft hand and breathable comfort.

First introduced in 1981, this is our most iconic men's underwear style. Designed with the original Calvin Klein logo waistband, this timeless boxer brief is made from pure cotton for breathable comfort.

Super soft cotton stretch for breathable comfort. The essential designer underwear. Our iconic Calvin Klein logo on a soft flexible waistband. Designed with a supportive pouch and a longer leg line, this boxer brief is our best selling style.

A classic boxer, crafted from pure poplin cotton for breathability with a lightweight feel. Designed with a solid Calvin Klein logo patch and a functional fly with a concealed button closure.

From men's boxer briefs sale to trunks, Calvin Klein has a wide variety of men's underwear sale to fit you and your style. Shop our men's undergarments sale.

Made from 100% cotton, this slim boxer is a limited edition holiday style. Made with a functional button fly. Designed with an elastic logo waistband for flexible comfort.