most comfortable briefs (22,797 RESULTS)

Calvin Klein Men's Underwear, Body Boxer Brief 2-Pack U1805 Men Men's Clothing - Underwear A must for any guy, these Calvin Klein boxer briefs will be the most comfortable pair you'll ever... Calvin Klein Men's Underwear, Body Boxer Brief 2-Pack U1805

Calvin Klein Men's Underwear, Body...

macys.com
Calvin Klein
$34.50

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Vanity Fair Beautifully Smooth Cotton High Cut Brief 13129 Women Women's Clothing - Bras, Panties & Shapewear (new) The stretch cotton fabric of this Beautifully Smooth brief will conform... Vanity Fair Beautifully Smooth Cotton High Cut Brief 13129

Vanity Fair Beautifully Smooth Cotton...

macys.com
Vanity Fair
$11.50

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Made with super soft, higher thread count premium cotton, Hanes Classics are our most comfortable boxer briefts. Classics also feature a premium waistband for plush, all-day comfort. Hanes Classics Men's Boxer Briefs with Comfort Flex® Waistband, Black/grey 4-Pack, M-Black/Grey

Hanes Classics Men's Boxer Briefs...

Amazon Marketplace
Hanes
$30.00

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Men's Travel BriefsSexy they may not be but only two pair will take you around the world! The finest, most practical, comfortable travel underwear you`ll ever own. Fast-drying and... Tilley Mens TU3 Fast Drying Travel Underwear Briefs, Large, White

Tilley Mens TU3 Fast Drying Travel...

Amazon Marketplace
Tilley
$19.95
Free Shipping

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Our patented KeyHole Comfort Technology creates the best and most comfortable underwear experience for men. The 3-dimensional internal pouch provides both unparalleled support and comfort.... MyPakage Weekday Boxer Brief - Black Blue - Small (30-32))

MyPakage Weekday Boxer Brief - Black...

Amazon.com
MyPakage
$18.79

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Our patented KeyHole Comfort Technology creates the best and most comfortable underwear experience for men. The 3-dimensional internal pouch provides both unparalleled support and comfort.... MyPakage Weekday Boxer Brief - Black Blue - L (34-36)

MyPakage Weekday Boxer Brief - Black...

Amazon.com
MyPakage
$18.79

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These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton,... These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton, boxer, briefs, derek, rose, 573486

These Derek Rose boxer briefs have...

Mr. Porter
Derek Rose
$50.00

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Comfortable, simple and soft: what more can you ask from a pair of briefs? This Zimmerli pair comes with an impeccable heritage that spans 140 years of quality cotton manufacturing. royal,... Comfortable, simple and soft: what more can you ask from a pair of briefs? This Zimmerli pair comes with an impeccable heritage that spans 140 years of quality cotton manufacturing. royal, classic, cotton, briefs, zimmerli, 409383

Comfortable, simple and soft: what...

Mr. Porter
Zimmerli
$75.00

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These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton,... These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton, boxer, briefs, derek, rose, 573486

These Derek Rose boxer briefs have...

Mr. Porter
Derek Rose
$50.00

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Comfortable, simple and soft: what more can you ask from a pair of briefs? This Zimmerli pair comes with an impeccable heritage that spans 140 years of quality cotton manufacturing. royal,... Comfortable, simple and soft: what more can you ask from a pair of briefs? This Zimmerli pair comes with an impeccable heritage that spans 140 years of quality cotton manufacturing. royal, classic, cotton, briefs, zimmerli, 409383

Comfortable, simple and soft: what...

Mr. Porter
Zimmerli
$75.00

Added to Favorites

These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton,... These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton, boxer, briefs, derek, rose, 573486

These Derek Rose boxer briefs have...

Mr. Porter
Derek Rose
$50.00

Added to Favorites

These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton,... These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton, boxer, briefs, derek, rose, 573486

These Derek Rose boxer briefs have...

Mr. Porter
Derek Rose
$50.00

Added to Favorites

Cut from incredibly soft cotton with a slight stretch, these Calvin Klein Underwear boxer briefs will keep you comfortable from around the clock. They are finished with a button fly, making... Cut from incredibly soft cotton with a slight stretch, these Calvin Klein Underwear boxer briefs will keep you comfortable from around the clock. They are finished with a button fly, making them a dependable daily choice. cotton, boxer, briefs, calvin,...

Cut from incredibly soft cotton with...

Mr. Porter
Calvin Klein
$35.00

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These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton,... These Derek Rose boxer briefs have been crafted with a hint of stretch ensuring a supremely comfortable wear. The slim-fit means they'll work well under slim jeans. star, pima, cotton, boxer, briefs, derek, rose, 573486

These Derek Rose boxer briefs have...

Mr. Porter
Derek Rose
$50.00

Added to Favorites

Advanced microfiber boxer brief. Wide, waistband fits snug. Supportive pouch. Advanced microfiber: lighter with impeccable fit. Fast-drying & incredibly comfortable. Durable for... Leo Leo Advanced Microfiber Boxer Brief

Leo Leo Advanced Microfiber Boxer...

Leonisa
Leonisa
$20.00
Free Shipping

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Advanced microfiber boxer brief. Wide, waistband fits snug. Supportive pouch. Advanced microfiber: lighter with impeccable fit. Fast-drying & incredibly comfortable. Durable for... Leo Leo Advanced Microfiber Boxer Brief

Leo Leo Advanced Microfiber Boxer...

Leonisa
Leonisa
$20.00
Free Shipping

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Schiesser's use of fine fabric and expert construction has made the German brand a firm favourite. This pair of navy boxer briefs, cut from pure cotton-jersey, is well-fitted yet... Schiesser's use of fine fabric and expert construction has made the German brand a firm favourite. This pair of navy boxer briefs, cut from pure cotton-jersey, is well-fitted yet breathable, offering a highly comfortable choice. Part of the MR PORTER...

Schiesser's use of fine fabric and...

Mr. Porter
Schiesser
$50.00

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Schiesser has pioneered superlative underwear since 1875 and these understated cotton-jersey boxer briefs demonstrate the label's enduring dedication to top-quality design. Team this... Schiesser has pioneered superlative underwear since 1875 and these understated cotton-jersey boxer briefs demonstrate the label's enduring dedication to top-quality design. Team this comfortable pair with a lightweight vest for a sound foundation to...

Schiesser has pioneered superlative...

Mr. Porter
Schiesser
$50.00

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Designed to be worn low on the waist, these Sunspel cotton boxer briefs from will make a useful addition to your underwear drawer. In addition to the clean-line aesthetic, this open-fly... Designed to be worn low on the waist, these Sunspel cotton boxer briefs from will make a useful addition to your underwear drawer. In addition to the clean-line aesthetic, this open-fly pair has a slight stretch, making them an incredibly comfortable...

Designed to be worn low on the waist,...

Mr. Porter
$50.00

Added to Favorites

Schiesser has pioneered superlative underwear since 1875 and these understated cotton-jersey boxer briefs demonstrate the label's enduring dedication to top-quality design. Team this... Schiesser has pioneered superlative underwear since 1875 and these understated cotton-jersey boxer briefs demonstrate the label's enduring dedication to top-quality design. Team this comfortable pair with a lightweight vest for a sound foundation to...

Schiesser has pioneered superlative...

Mr. Porter
Schiesser
$50.00

Added to Favorites

Schiesser's use of fine fabric and expert construction has made the German brand a firm favourite. This pair of navy boxer briefs, cut from pure cotton-jersey, is well-fitted yet... Schiesser's use of fine fabric and expert construction has made the German brand a firm favourite. This pair of navy boxer briefs, cut from pure cotton-jersey, is well-fitted yet breathable, offering a highly comfortable choice. Part of the MR PORTER...

Schiesser's use of fine fabric and...

Mr. Porter
Schiesser
$50.00

Added to Favorites

With minimal detailing save for the logo on the inside of the waistband, the focus of these Hanro boxer briefs is all about the fabric. And that's for good reason; using the finest... With minimal detailing save for the logo on the inside of the waistband, the focus of these Hanro boxer briefs is all about the fabric. And that's for good reason; using the finest stretch-cotton, this pair is a comfortable and reliable choice....

With minimal detailing save for the...

Mr. Porter
Hanro
$45.00

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Stock up on your essentials with Calvin Klein Underwear's three pack. The iconic boxer briefs are a hit thanks to their comfortable fit and breathable stretch-cotton fabric. This versatile... Stock up on your essentials with Calvin Klein Underwear's three pack. The iconic boxer briefs are a hit thanks to their comfortable fit and breathable stretch-cotton fabric. This versatile set provides the style in three different shades, making it...

Stock up on your essentials with...

Mr. Porter
Calvin Klein
$60.00

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Designed to be worn low on the waist, these Sunspel cotton boxer briefs from will make a useful addition to your underwear drawer. In addition to the clean-line aesthetic, this open-fly... Designed to be worn low on the waist, these Sunspel cotton boxer briefs from will make a useful addition to your underwear drawer. In addition to the clean-line aesthetic, this open-fly pair has a slight stretch, making them an incredibly comfortable...

Designed to be worn low on the waist,...

Mr. Porter
$50.00

Added to Favorites

With minimal detailing save for the logo on the inside of the waistband, the focus of these Hanro boxer briefs is all about the fabric. And that's for good reason; using the finest... With minimal detailing save for the logo on the inside of the waistband, the focus of these Hanro boxer briefs is all about the fabric. And that's for good reason; using the finest stretch-cotton, this pair is a comfortable and reliable choice....

With minimal detailing save for the...

Mr. Porter
Hanro
$45.00

Added to Favorites

Upgrade your essentials with these incredibly soft jersey boxer briefs by modern specialist brand Handvaerk. Crafted from select Pima cotton, they feel light and comfortable, and the... Upgrade your essentials with these incredibly soft jersey boxer briefs by modern specialist brand Handvaerk. Crafted from select Pima cotton, they feel light and comfortable, and the streamlined cut makes them a sterling option for fans of pared-back...

Upgrade your essentials with these...

Mr. Porter
$45.00

Added to Favorites

Upgrade your essentials with these incredibly soft jersey boxer briefs by modern specialist brand Handvaerk. Crafted from select Pima cotton, they feel light and comfortable, and the... Upgrade your essentials with these incredibly soft jersey boxer briefs by modern specialist brand Handvaerk. Crafted from select Pima cotton, they feel light and comfortable, and the streamlined cut makes them a sterling option for fans of pared-back...

Upgrade your essentials with these...

Mr. Porter
$45.00

Added to Favorites

These boxer briefs by New York label Handvaerk are a comfortable everyday choice. They have been made from fine-gauge pima cotton-jersey for an indulgently soft hand. The elasticated... These boxer briefs by New York label Handvaerk are a comfortable everyday choice. They have been made from fine-gauge pima cotton-jersey for an indulgently soft hand. The elasticated waistband provides a streamlined yet flexible fit. pima,...

These boxer briefs by New York label...

Mr. Porter
$45.00

Added to Favorites

These Derek Rose boxer briefs are made from Micro Modal with a hint of stretch, meaning they're exceptionally comfortable. The handle is soft and smooth and the flexible fabric ensures... These Derek Rose boxer briefs are made from Micro Modal with a hint of stretch, meaning they're exceptionally comfortable. The handle is soft and smooth and the flexible fabric ensures they're non-restrictive. Slim fitting and discreet, this pair is...

These Derek Rose boxer briefs are...

Mr. Porter
Derek Rose
$65.00

Added to Favorites

These Derek Rose boxer briefs are made from Micro Modal with a hint of stretch, meaning they're exceptionally comfortable. The handle is soft and smooth and the flexible fabric ensures... These Derek Rose boxer briefs are made from Micro Modal with a hint of stretch, meaning they're exceptionally comfortable. The handle is soft and smooth and the flexible fabric ensures they're non-restrictive. Slim fitting and discreet, this pair is...

These Derek Rose boxer briefs are...

Mr. Porter
Derek Rose
$65.00

Added to Favorites