Shop Most Comfortable Men's Underwear 2022

Sponsored
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$11.99
Arjen Kroos Men's Sexy Silky Trunks Underwear Boxer Briefs 1 Pack
Amazon.com
51
$11.99
Arjen Kroos Men's Sexy Silky Trunks Underwear Boxer Briefs 1 Pack
Amazon.com
51
$26.50
Exofficio Men's Give-N-Go 2.0 Brief - Breathable Durable Easy Care Travel Underwear
Amazon.com
24
$26.50
Exofficio Men's Give-N-Go 2.0 Brief - Breathable Durable Easy Care Travel Underwear
Amazon.com
24
$31.99
Boxhero [2025 Upgrade Bamboo Boxer Briefs- Breathable Mens Underwear, Built-In With 3D Pouch Comfortable Underwear For Men
Amazon.com
1K+
$31.99
Boxhero [2025 Upgrade Bamboo Boxer Briefs- Breathable Mens Underwear, Built-In With 3D Pouch Comfortable Underwear For Men
Amazon.com
1K+
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Blue | Medium | UNIQLO US
UNIQLO US
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Blue | Medium | UNIQLO US
UNIQLO US
$24.97
$49.95
Men's 3 Pack Knit Boxer Briefs - Lands' End - Black - L
Lands' End
50% off
$24.97
$49.95
Men's 3 Pack Knit Boxer Briefs - Lands' End - Black - L
Lands' End
$20.40
$34.00
Hanes Fresh Iq Comfortflex Bonus Pack Mens 5 Pack Briefs J7805b | Black | Regular Large | Underwear Bottoms Briefs | Bonus Packs|Tag Free|Multi-Pack
JCPenney
59
40% off
$20.40
$34.00
Hanes Fresh Iq Comfortflex Bonus Pack Mens 5 Pack Briefs J7805b | Black | Regular Large | Underwear Bottoms Briefs | Bonus Packs|Tag Free|Multi-Pack
JCPenney
59
$21.99
Carhartt Men's Force 5 Tech Boxer Briefs | Navy Grid | Small
Carhartt
368
$21.99
Carhartt Men's Force 5 Tech Boxer Briefs | Navy Grid | Small
Carhartt
368
$22.12
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | White | Regular 38 | Underwear Bottoms Briefs | No Ride Up Legs|Shrink Resistant|Comfort Waistband
JCPenney
140
25% off
$22.12
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | White | Regular 38 | Underwear Bottoms Briefs | No Ride Up Legs|Shrink Resistant|Comfort Waistband
JCPenney
140
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - White / S
Knix - US
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - White / S
Knix - US
$54.95
L.L.Bean | Men's Silk Underwear, Pants Red Chestnut Large
L.L.Bean
$54.95
L.L.Bean | Men's Silk Underwear, Pants Red Chestnut Large
L.L.Bean
$13.26
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | Blue | Regular 36 | Underwear Bottoms Briefs | Fly Front|Tag Free|Multi-Pack
JCPenney
140
55% off
$13.26
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | Blue | Regular 36 | Underwear Bottoms Briefs | Fly Front|Tag Free|Multi-Pack
JCPenney
140
$24.97
$49.95
Men's Knit Briefs 3 Pack - Lands' End - White - XL
Lands' End
50% off
$24.97
$49.95
Men's Knit Briefs 3 Pack - Lands' End - White - XL
Lands' End
$40.00
Jockey® Chafe Proof Pouch Cotton Stretch 6" Boxer Brief - 3 Pack In Just Past Midnight/Mid Grey/Black
Jockey
322
$40.00
Jockey® Chafe Proof Pouch Cotton Stretch 6" Boxer Brief - 3 Pack In Just Past Midnight/Mid Grey/Black
Jockey
322
$54.95
L.L.Bean | Men's Silk Underwear, Pants Black Large
L.L.Bean
$54.95
L.L.Bean | Men's Silk Underwear, Pants Black Large
L.L.Bean
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Dark Green | Large | UNIQLO US
UNIQLO US
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Dark Green | Large | UNIQLO US
UNIQLO US
$59.00
2Xist Men's 3-Pack Pima Cotton Boxer Briefs, White, Men's, Medium, Men's Undergarments & Socks Boxer Briefs Trunks Underwear
Bergdorf Goodman
Free shipping
$59.00
2Xist Men's 3-Pack Pima Cotton Boxer Briefs, White, Men's, Medium, Men's Undergarments & Socks Boxer Briefs Trunks Underwear
Bergdorf Goodman
Free shipping
$75.00
$84.00
Men's Cotton Modal Blend Boxer Brief Underwear 6" 3-Pack - Medium Heather Grey - Small - Bombas
Bombas
10% off
$75.00
$84.00
Men's Cotton Modal Blend Boxer Brief Underwear 6" 3-Pack - Medium Heather Grey - Small - Bombas
Bombas
$74.99
$99.99
Men's Big & Tall Leakproof Boxers, 3-Pack By Kingsize In Assorted Basic (Size 4XL)
King Size
25% off
$74.99
$99.99
Men's Big & Tall Leakproof Boxers, 3-Pack By Kingsize In Assorted Basic (Size 4XL)
King Size
$21.99
Carhartt Men's Force 5 Tech Boxer Briefs | Burnt Olive Grid | M
Carhartt
434
$21.99
Carhartt Men's Force 5 Tech Boxer Briefs | Burnt Olive Grid | M
Carhartt
434
$24.00
Men's Cotton Modal Blend Flyless Brief Underwear - White - Medium - Bombas
Bombas
$24.00
Men's Cotton Modal Blend Flyless Brief Underwear - White - Medium - Bombas
Bombas
$33.00
Hanes Men's Comfortsoft Waistband Moisture-Wicking Cotton Boxer Briefs 10Pk - Blue S: Tagless, Breathable Fabric
Target
Free shipping
$33.00
Hanes Men's Comfortsoft Waistband Moisture-Wicking Cotton Boxer Briefs 10Pk - Blue S: Tagless, Breathable Fabric
Target
Free shipping
$32.99
$54.99
Old Navy Men's 5-Pack Go-Dry Cool Performance Boxer Briefs -- 5-Inch Inseam - Green - Size S
Old Navy
40% off
$32.99
$54.99
Old Navy Men's 5-Pack Go-Dry Cool Performance Boxer Briefs -- 5-Inch Inseam - Green - Size S
Old Navy
$24.97
$49.95
Men's 3 Pack Knit Boxer Briefs - Lands' End - White - M
Lands' End
50% off
$24.97
$49.95
Men's 3 Pack Knit Boxer Briefs - Lands' End - White - M
Lands' End
$32.99
$54.99
Old Navy Men's 5-Pack Go-Dry Cool Performance Boxer Briefs -- 5-Inch Inseam - Multi - Size XS
Old Navy
40% off
$32.99
$54.99
Old Navy Men's 5-Pack Go-Dry Cool Performance Boxer Briefs -- 5-Inch Inseam - Multi - Size XS
Old Navy
$20.00
Hanes Men's Comfort Soft Waistband Mid-Rise Briefs 6Pk - Blue/Green/Gray M
Target
Free shipping
$20.00
Hanes Men's Comfort Soft Waistband Mid-Rise Briefs 6Pk - Blue/Green/Gray M
Target
Free shipping
$34.00
SAXX Men's Quest Quick-Dry Mesh Boxer Briefs, : Large, Maritime
SAXX Underwear USA
$34.00
SAXX Men's Quest Quick-Dry Mesh Boxer Briefs, : Large, Maritime
SAXX Underwear USA
$25.99
Carhartt Men's Force 8 Tech Boxer Briefs | Smallhadow Grid | Small
Carhartt
$25.99
Carhartt Men's Force 8 Tech Boxer Briefs | Smallhadow Grid | Small
Carhartt
$6.90
Men's Cotton Boxer Briefs | Striped | Blue | Small | UNIQLO US
UNIQLO US
$6.90
Men's Cotton Boxer Briefs | Striped | Blue | Small | UNIQLO US
UNIQLO US
$14.99
$24.99
Old Navy Men's 3-Pack Brief Underwear - White - Size L
Old Navy
40% off
$14.99
$24.99
Old Navy Men's 3-Pack Brief Underwear - White - Size L
Old Navy
$39.95
L.L.Bean | Men's Scotch Plaid Flannel Boxers Navy Stewart Medium
L.L.Bean
$39.95
L.L.Bean | Men's Scotch Plaid Flannel Boxers Navy Stewart Medium
L.L.Bean
$26.00
Men's Cotton Modal Blend Trunk Underwear - Cinnabar - Medium - Bombas
Bombas
$26.00
Men's Cotton Modal Blend Trunk Underwear - Cinnabar - Medium - Bombas
Bombas
$22.99
Anti-Chafing Black Boxer Briefs: Cooling Microfiber Blend & No-Roll Waistband By MANSCAPED
Manscaped
$22.99
Anti-Chafing Black Boxer Briefs: Cooling Microfiber Blend & No-Roll Waistband By MANSCAPED
Manscaped
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - Grey / M
Knix - US
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - Grey / M
Knix - US
$48.99
$69.99
Men's Big & Tall Classic Cotton Briefs 3-Pack By Kingsize In Black (Size 6XL) Underwear
King Size
30% off
$48.99
$69.99
Men's Big & Tall Classic Cotton Briefs 3-Pack By Kingsize In Black (Size 6XL) Underwear
King Size
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - Black / S
Knix - US
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - Black / S
Knix - US
$34.00
SAXX Men's Vibe Xtra Soft Comfort, : Small, Dark Grey Heather
SAXX Underwear USA
$34.00
SAXX Men's Vibe Xtra Soft Comfort, : Small, Dark Grey Heather
SAXX Underwear USA
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Shop Most Comfortable Men's Underwear 2022

Sponsored
About our ads
$11.99
Arjen Kroos Men's Sexy Silky Trunks Underwear Boxer Briefs 1 Pack
Amazon.com
51
$11.99
Arjen Kroos Men's Sexy Silky Trunks Underwear Boxer Briefs 1 Pack
Amazon.com
51
$26.50
Exofficio Men's Give-N-Go 2.0 Brief - Breathable Durable Easy Care Travel Underwear
Amazon.com
24
$26.50
Exofficio Men's Give-N-Go 2.0 Brief - Breathable Durable Easy Care Travel Underwear
Amazon.com
24
$31.99
Boxhero [2025 Upgrade Bamboo Boxer Briefs- Breathable Mens Underwear, Built-In With 3D Pouch Comfortable Underwear For Men
Amazon.com
1K+
$31.99
Boxhero [2025 Upgrade Bamboo Boxer Briefs- Breathable Mens Underwear, Built-In With 3D Pouch Comfortable Underwear For Men
Amazon.com
1K+
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Blue | Medium | UNIQLO US
UNIQLO US
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Blue | Medium | UNIQLO US
UNIQLO US
$24.97
$49.95
Men's 3 Pack Knit Boxer Briefs - Lands' End - Black - L
Lands' End
50% off
$24.97
$49.95
Men's 3 Pack Knit Boxer Briefs - Lands' End - Black - L
Lands' End
$20.40
$34.00
Hanes Fresh Iq Comfortflex Bonus Pack Mens 5 Pack Briefs J7805b | Black | Regular Large | Underwear Bottoms Briefs | Bonus Packs|Tag Free|Multi-Pack
JCPenney
59
40% off
$20.40
$34.00
Hanes Fresh Iq Comfortflex Bonus Pack Mens 5 Pack Briefs J7805b | Black | Regular Large | Underwear Bottoms Briefs | Bonus Packs|Tag Free|Multi-Pack
JCPenney
59
$21.99
Carhartt Men's Force 5 Tech Boxer Briefs | Navy Grid | Small
Carhartt
368
$21.99
Carhartt Men's Force 5 Tech Boxer Briefs | Navy Grid | Small
Carhartt
368
$22.12
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | White | Regular 38 | Underwear Bottoms Briefs | No Ride Up Legs|Shrink Resistant|Comfort Waistband
JCPenney
140
25% off
$22.12
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | White | Regular 38 | Underwear Bottoms Briefs | No Ride Up Legs|Shrink Resistant|Comfort Waistband
JCPenney
140
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - White / S
Knix - US
$35.00
Knix Period Underwear | Leakproof Logo Modal Rib Boxer Brief - White / S
Knix - US
$54.95
L.L.Bean | Men's Silk Underwear, Pants Red Chestnut Large
L.L.Bean
$54.95
L.L.Bean | Men's Silk Underwear, Pants Red Chestnut Large
L.L.Bean
$13.26
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | Blue | Regular 36 | Underwear Bottoms Briefs | Fly Front|Tag Free|Multi-Pack
JCPenney
140
55% off
$13.26
$29.50
Jockey Classics Full-Rise Mens 4 Pack Briefs | Blue | Regular 36 | Underwear Bottoms Briefs | Fly Front|Tag Free|Multi-Pack
JCPenney
140
$24.97
$49.95
Men's Knit Briefs 3 Pack - Lands' End - White - XL
Lands' End
50% off
$24.97
$49.95
Men's Knit Briefs 3 Pack - Lands' End - White - XL
Lands' End
$40.00
Jockey® Chafe Proof Pouch Cotton Stretch 6" Boxer Brief - 3 Pack In Just Past Midnight/Mid Grey/Black
Jockey
322
$40.00
Jockey® Chafe Proof Pouch Cotton Stretch 6" Boxer Brief - 3 Pack In Just Past Midnight/Mid Grey/Black
Jockey
322
$54.95
L.L.Bean | Men's Silk Underwear, Pants Black Large
L.L.Bean
$54.95
L.L.Bean | Men's Silk Underwear, Pants Black Large
L.L.Bean
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Dark Green | Large | UNIQLO US
UNIQLO US
$14.90
Men's Airism Ultra Seamless Boxer Briefs | Dark Green | Large | UNIQLO US
UNIQLO US
$59.00
2Xist Men's 3-Pack Pima Cotton Boxer Briefs, White, Men's, Medium, Men's Undergarments & Socks Boxer Briefs Trunks Underwear
Bergdorf Goodman
Free shipping
$59.00
2Xist Men's 3-Pack Pima Cotton Boxer Briefs, White, Men's, Medium, Men's Undergarments & Socks Boxer Briefs Trunks Underwear
Bergdorf Goodman
Free shipping
$75.00
$84.00
Men's Cotton Modal Blend Boxer Brief Underwear 6" 3-Pack - Medium Heather Grey - Small - Bombas
Bombas
10% off
$75.00
$84.00
Men's Cotton Modal Blend Boxer Brief Underwear 6" 3-Pack - Medium Heather Grey - Small - Bombas
Bombas
$74.99
$99.99
Men's Big & Tall Leakproof Boxers, 3-Pack By Kingsize In Assorted Basic (Size 4XL)
King Size
25% off
$74.99
$99.99
Men's Big & Tall Leakproof Boxers, 3-Pack By Kingsize In Assorted Basic (Size 4XL)
King Size