Skip to main content
Free shipping over $50 for The Simons members
& Easy returns: $9.99 flat fee (exceptions may apply)

Men's Comfort Trunks

Underwear & Leisurewear
Quick view Full details
3" patterned striped-waistband trunk discounted price US$15.00
4 for $39.95
Le 31
Quick view Full details
2" retransformed polyester microfibre trunk discounted price US$20.00
3 for $39.95
Le 31
+6
Quick view Full details
2.5" solid organic cotton and TENCEL™ Modal trunk discounted price US$15.00
4 for $39.95
Le 31
Quick view Full details
6" solid/palm tree boxer briefs
VIBE XTRA - 2-pack discounted price US$67.00
Saxx
Quick view Full details
3" ink-black trunk
VIBE XTRA discounted price US$37.00
Saxx
+6
Quick view Full details
2.5" solid organic cotton and TENCEL™ Modal trunk discounted price US$15.00
4 for $39.95
Le 31
+2
Quick view Full details

Editor's pick

3" solid viscose trunk discounted price US$20.00
3 for $39.95
Le 31
+6
Quick view Full details
2.5" solid organic cotton and TENCEL™ Modal trunk discounted price US$15.00
4 for $39.95
Le 31
+6
Quick view Full details
2.5" solid organic cotton and TENCEL™ Modal trunk discounted price US$15.00
4 for $39.95
Le 31
Quick view Full details
2" retransformed polyester microfibre trunk discounted price US$20.00
3 for $39.95
Le 31
Quick view Full details
2" retransformed polyester microfibre trunk discounted price US$20.00
3 for $39.95
Le 31
Quick view Full details
2" retransformed polyester microfibre trunk discounted price US$20.00
3 for $39.95
Le 31
Quick view Full details
2" retransformed polyester microfibre trunk discounted price US$20.00
3 for $39.95
Le 31
Quick view Full details
2" retransformed polyester microfibre trunk discounted price US$20.00
3 for $39.95
Le 31
+2
Quick view Full details

Editor's pick

3" solid viscose trunk discounted price US$20.00
3 for $39.95
Le 31
Quick view Full details
3" striped viscose trunk discounted price US$20.00
3 for $39.95
Le 31
Quick view Full details
3" nautical stripe trunk discounted price US$15.00
4 for $39.95
Le 31
Quick view Full details
3" contrast-seam trunk discounted price US$19.00
3 for $34.95
Le 31
Quick view Full details
3" contrast-seam trunk discounted price US$19.00
3 for $34.95
Le 31
Quick view Full details
3" contrast-seam trunk discounted price US$19.00
3 for $34.95
Le 31
Quick view Full details
3" contrast-seam trunk discounted price US$19.00
Le 31
Quick view Full details
3" microfibre athletic trunk discounted price US$15.00
Le 31
Quick view Full details
3" microfibre athletic trunk discounted price US$15.00
Le 31
Quick view Full details
3" microfibre athletic trunk discounted price US$15.00
Le 31
Quick view Full details
3" Feel tone-on-tone trunk regular price $29.00 discounted price US$19.99
Le 31
Quick view Full details
3" Feel tone-on-tone trunk regular price $29.00 discounted price US$19.99
Le 31
Quick view Full details
3" Feel tone-on-tone trunk regular price $29.00 discounted price US$19.99
Le 31
Quick view Full details
3" Feel tone-on-tone trunk regular price $29.00 discounted price US$19.99
Le 31
Quick view Full details
3" solid/printed trunks
2-pack regular price $35.00 discounted price US$19.99
Le 31
Quick view Full details
3" funny print trunk regular price $20.00 discounted price US$5.99
Le 31
Quick view Full details
3" logo-waist slim-fit trunks
3-pack discounted price US$39.95
Le 31
Quick view Full details
3" logo-waist slim-fit trunks
3-pack discounted price US$39.95
Le 31
Quick view Full details
2" Intense microfibre trunk regular price $35.00 discounted price US$24.95
Calvin Klein
Quick view Full details
2" Intense microfibre trunk regular price $35.00 discounted price US$24.95
Calvin Klein
Quick view Full details
2" Intense microfibre trunk regular price $35.00 discounted price US$24.95
Calvin Klein
Quick view Full details
2" Intense Power trunks
3-pack discounted price US$74.00
Calvin Klein
Quick view Full details
3" classic microfibre trunks
3-pack discounted price US$60.00
Calvin Klein
Quick view Full details
3" classic microfibre trunks
3-pack discounted price US$60.00
Calvin Klein
Quick view Full details

New

2" stretch cotton trunks
3-pack discounted price US$54.00
Calvin Klein
Quick view Full details
Microfiber Stretch neutral trunks
3-pack discounted price US$60.00
Calvin Klein
Quick view Full details
2.5" colourful stretch trunks
3-pack discounted price US$54.00
Calvin Klein
Quick view Full details
2" stretch microfibre trunks
3-pack discounted price US$54.00
Calvin Klein
Quick view Full details
2.5" solid stretch trunks
3-pack discounted price US$54.00
Calvin Klein
Quick view Full details
2.5" solid stretch trunks
3-pack discounted price US$54.00
Calvin Klein
Quick view Full details
3" Classic stretch cotton trunks
3-pack discounted price US$54.00
Calvin Klein
Quick view Full details
2" logo-band solid trunks
3-pack discounted price US$78.00
BOSS
Quick view Full details
2" logo-band solid trunks
3-pack discounted price US$78.00
BOSS
Quick view Full details
2" neutral-waist trunks
3-pack regular price $68.00 discounted price US$49.95
BOSS
Quick view Full details
2" BOSS essential trunks
3-pack discounted price US$68.00
BOSS
Quick view Full details
2" BOSS essential trunks
3-pack discounted price US$68.00
BOSS
Quick view Full details
2" BOSS essential trunks
3-pack discounted price US$68.00
BOSS
Quick view Full details
2" BOSS essential trunks
3-pack discounted price US$68.00
BOSS
Quick view Full details

New

2" blue-hued trunk discounted price US$25.00
BOSS
Quick view Full details
2" signature cotton trunk regular price $25.00 discounted price US$19.99
BOSS
Quick view Full details
3" Dri-FIT Essential Micro trunks
3-pack discounted price US$58.00
Nike
Quick view Full details
3" Dri-FIT Essential Micro logo-waist trunks
3-pack discounted price US$58.00
Nike
Quick view Full details
3" Dri-FIT Essential trunks
3-pack discounted price US$52.00
Nike
Quick view Full details
3" Essential Micro white logo trunks
3-pack discounted price US$58.00
Nike
Quick view Full details

New

3" colourful Essential Micro trunks
3-pack discounted price US$58.00
Nike
Quick view Full details
6" Essential Cotton Stretch metallic accent boxer briefs
3-pack discounted price US$52.00
Nike
Quick view Full details
3" Signature croc trunk regular price $25.00 discounted price US$19.99
Lacoste
Quick view Full details
3" retro striped-waist trunk discounted price US$25.00
Lacoste
Quick view Full details
2.5" colourful logo band trunk regular price $25.00 discounted price US$15.99
Lacoste
Quick view Full details
2.5" colourful logo band trunk regular price $25.00 discounted price US$15.99
Lacoste
Quick view Full details
2.5" colourful logo band trunk regular price $25.00 discounted price US$15.99
Lacoste
Quick view Full details
3" logo-waist trunks
3-pack discounted price US$59.00
Lacoste
Quick view Full details
3" logo-waist trunks
3-pack discounted price US$59.00
Lacoste
Quick view Full details
3" blue-hued croc-waist trunks
3-pack discounted price US$59.00
Lacoste
Quick view Full details

New

6" colourful ultra-comfortable boxer brief discounted price US$20.00
Scotch & Soda
Quick view Full details

New

6" ultra-comfortable boxer brief discounted price US$20.00
Scotch & Soda
Quick view Full details
3" Skinz second skin trunk discounted price US$31.00
JM
Quick view Full details
3" Skinz second skin trunk discounted price US$31.00
JM
Quick view Full details
3" Skinz second skin trunk discounted price US$31.00
JM
Quick view Full details

Editor's pick

3" Natura slim fit trunk discounted price US$35.00
JM
Quick view Full details

Editor's pick

3" Natura slim fit trunk discounted price US$35.00
JM
Quick view Full details

Editor's pick

3" Natura slim fit trunk discounted price US$35.00
JM
Quick view Full details

Editor's pick

3" Natura slim fit trunk discounted price US$35.00
JM
Quick view Full details

New

3" green and white band cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details

New

3" green and white band cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details

New

3" green and white band cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" stretch cotton logo-waist trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" stretch cotton logo-waist trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" stretch cotton logo-waist trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" mini-flower cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" mini-flower cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" patterned cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" patterned cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" stretch cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" stretch cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" stretch cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3.5" striped-band trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3.5" striped-band trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3.5" striped-band trunk regular price $15.00 discounted price US$9.99
Jack & Jones
Quick view Full details
3" signature cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" signature cotton trunk discounted price US$15.00
Jack & Jones
Quick view Full details
3" logo waist trunk regular price $15.00 discounted price US$9.99
Jack & Jones
Quick view Full details
2" white-logo stretch trunk regular price $25.00 discounted price US$19.99
Diesel
Quick view Full details
2" black-logo stretch trunk regular price $25.00 discounted price US$19.99
Diesel
Quick view Full details
2" black-logo stretch trunk regular price $25.00 discounted price US$19.99
Diesel