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5 Best Supreme Boxers of 2025

Last Updated - 2025/09/27

1
Best Choice

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Calvin Klein

Calvin Klein Men's Cotton Classics 7-Pack Boxer Brief, 3 Black, 2 Grey Heather, 2 White, Medium

Calvin Klein

CA$116.42

More Details
Main highlights
- SUPPORT + COMFORT: Featuring a functional fly and contoured pouch for a supportive fit, Calvin Klein’s mens boxer briefs have a soft, flexible logo waistband that stays put without too much compression and retains its shape, wear after wear.
- SIGNATURE FIT: Designed with a full rise, a waist that sits the above hip, and a longer leg line that sits low on the thigh.
- DESIGNED IN THE USA: Calvin Klein’s mens boxers are created by its NYC-based global design team using premium imported materials.
- COTTON CLASSIC: Spun in premium cotton yarns for supreme breathability, Calvin Klein’s bestselling men’s underwear wicks away moisture to keep you cool and dry.
- CARE: Machine wash cold, tumble dry low heat. We recommend hang drying your boxer briefs to extend the life of your garment.
CA$116.42
2

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Calvin Klein

Calvin Klein Men's Cotton Stretch Megapack Boxer Briefs, Black (7 Pack), S

Calvin Klein

CA$96.37

CA$102.16
(5% Off)

More Details
Main highlights
- SUPPORT plus COMFORT: Featuring a functional fly and contoured pouch for a supportive fit, Calvin Klein’s mens boxer briefs have a soft, flexible logo waistband that stays put without too much compression and retains its shape, wear after wear.
- SIGNATURE FIT: Designed with a full rise, a waist that sits the above hip, and a longer leg line that sits low on the thigh.
- DESIGNED IN THE USA: Calvin Klein’s mens boxers are created by its NYC-based global design team using premium imported materials.
- COTTON STRETCH: Spun in pure, premium cotton yarn with a hint of Spandex fibers, Calvin Klein’s signature men’s underwear wicks away moisture to keep you cool and dry.
- CARE: Machine wash cold, tumble dry low heat. We recommend hang drying your boxer briefs to extend the life of your garment
CA$96.37
CA$102.16 (5% Off)
3

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Calvin Klein

Calvin Klein Men's Cotton Classics 5-Pack Boxer Brief, 3 Black Bodies W/Black Wb, 2 Black Bodies W/White Wb, XX-Large

Calvin Klein

CA$78.84

More Details
Main highlights
- SUPPORT + COMFORT: Featuring a functional fly and contoured pouch for a supportive fit, Calvin Klein’s mens boxer briefs have a soft, flexible logo waistband that stays put without too much compression and retains its shape, wear after wear.
- SIGNATURE FIT: Designed with a full rise, a waist that sits the above hip, and a longer leg line that sits low on the thigh.
- DESIGNED IN THE USA: Calvin Klein’s mens boxers are created by its NYC-based global design team using premium imported materials.
- COTTON CLASSIC: Spun in premium cotton yarns for supreme breathability, Calvin Klein’s bestselling men’s underwear wicks away moisture to keep you cool and dry.
- CARE: Machine wash cold, tumble dry low heat. We recommend hang drying your boxer briefs to extend the life of your garment.
CA$78.84
4
Best Value
20% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Calvin Klein
20% Off

Calvin Klein Men's Cotton Classics 3-Pack Boxer Brief, 3 Black, XX-Large

Calvin Klein

CA$53.27

CA$66.83
(20% Off)

More Details
Main highlights
- SUPPORT + COMFORT: Featuring a functional fly and contoured pouch for a supportive fit, Calvin Klein’s mens boxer briefs have a soft, flexible logo waistband that stays put without too much compression and retains its shape, wear after wear.
- SIGNATURE FIT: Designed with a full rise, a waist that sits the above hip, and a longer leg line that sits low on the thigh.
- DESIGNED IN THE USA: Calvin Klein’s mens boxers are created by its NYC-based global design team using premium imported materials.
- COTTON CLASSIC: Spun in premium cotton yarns for supreme breathability, Calvin Klein’s bestselling men’s underwear wicks away moisture to keep you cool and dry.
- CARE: Machine wash cold, tumble dry low heat. We recommend hang drying your boxer briefs to extend the life of your garment.
CA$53.27
CA$66.83 (20% Off)
5

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Calvin Klein

Calvin Klein Men's Cotton Classics 7-Pack Boxer Brief, 3 Black, 2 Grey Heather, 2 White, Large

Calvin Klein

CA$88.56

More Details
Main highlights
- SUPPORT + COMFORT: Featuring a functional fly and contoured pouch for a supportive fit, Calvin Klein’s mens boxer briefs have a soft, flexible logo waistband that stays put without too much compression and retains its shape, wear after wear.
- SIGNATURE FIT: Designed with a full rise, a waist that sits the above hip, and a longer leg line that sits low on the thigh.
- DESIGNED IN THE USA: Calvin Klein’s mens boxers are created by its NYC-based global design team using premium imported materials.
- COTTON CLASSIC: Spun in premium cotton yarns for supreme breathability, Calvin Klein’s bestselling men’s underwear wicks away moisture to keep you cool and dry.
- CARE: Machine wash cold, tumble dry low heat. We recommend hang drying your boxer briefs to extend the life of your garment.
CA$88.56

5 Best Supreme Boxers of 2025

Calvin Klein Men's Cotton Classics 7-Pack Boxer Brief, 3 Black, 2 Grey Heather, 2 White, Medium

Calvin Klein Men's Cotton Stretch Megapack Boxer Briefs, Black (7 Pack), S

Calvin Klein Men's Cotton Classics 5-Pack Boxer Brief, 3 Black Bodies W/Black Wb, 2 Black Bodies W/White Wb, XX-Large

Calvin Klein Men's Cotton Classics 3-Pack Boxer Brief, 3 Black, XX-Large

Calvin Klein Men's Cotton Classics 7-Pack Boxer Brief, 3 Black, 2 Grey Heather, 2 White, Large

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