Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)

Men's Comfort Trunks

Underwear & Leisurewear
Quick view Full details
3" funny print trunk
Organic cotton discounted price Can$20.00
Le 31
Quick view Full details

New

Festive pattern trunk discounted price Can$20.00
Le 31
+2
Quick view Full details

Editor's pick

3" solid breathable trunk
LENZING™ ECOVERO™ viscose discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
2.5" striped-band trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
2.5" striped-band trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
2.5" striped-band trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
2.5" striped-band trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
2.5" striped-band trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
2.5" striped-band trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
3" funny print trunk
Organic cotton discounted price Can$20.00
Le 31
Quick view Full details
3" funny print trunk
Organic cotton discounted price Can$20.00
Le 31
Quick view Full details
3" funny print trunk
Organic cotton discounted price Can$20.00
Le 31
Quick view Full details
2" microfibre trunk
Retransformed polyester discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
2" microfibre trunk
Retransformed polyester discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
2" microfibre trunk
Retransformed polyester discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
2" microfibre trunk
Retransformed polyester discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
2" microfibre trunk
Retransformed polyester discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
3" striped breathable trunk
LENZING™ ECOVERO™ viscose discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
3" ribbed stretch trunk
Organic Cotton and recycled polyester regular price $20.00 discounted price Can$15.99
Le 31
+2
Quick view Full details
3" neutral-hued stretch trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
+2
Quick view Full details
3" neutral-hued stretch trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
3" leopard-print trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
3" microfibre athletic trunk
Retransformed polyester discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
3" logo-waist classic trunks
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
Quick view Full details
3" logo-waist classic trunks
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
Quick view Full details
3" logo-waist classic trunks
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
+8
Quick view Full details
3" contrast-seam trunk
Organic cotton discounted price Can$20.00
3 for $39.95
Le 31
+8
Quick view Full details
3" contrast-seam trunk
Organic cotton discounted price Can$20.00
3 for $39.95
Le 31
+8
Quick view Full details
3" contrast-seam trunk
Organic cotton discounted price Can$20.00
3 for $39.95
Le 31
+8
Quick view Full details
3" contrast-seam trunk
Organic cotton discounted price Can$20.00
3 for $39.95
Le 31
+8
Quick view Full details
3" contrast-seam trunk
Organic cotton discounted price Can$20.00
3 for $39.95
Le 31
+8
Quick view Full details
3" contrast-seam trunk
Organic cotton discounted price Can$20.00
3 for $39.95
Le 31
Quick view Full details
3" nautical stripe trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
3" solid stretch trunk
TENCEL™ Lyocell discounted price Can$29.00
Le 31
Quick view Full details
3" colourful stretch jersey trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
3" colourful stretch jersey trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
3" colourful stretch jersey trunk
TENCEL™ modal & organic cotton discounted price Can$20.00
4 for $49.95
Le 31
Quick view Full details
3" herringbone-waist trunk
TENCEL™ modal & organic cotton
3-pack discounted price Can$49.00
Le 31
Quick view Full details
3" herringbone-waist trunk
TENCEL™ modal & organic cotton
3-pack discounted price Can$49.00
Le 31
Quick view Full details
3" herringbone-waist trunk
TENCEL™ modal & organic cotton
3-pack discounted price Can$49.00
Le 31
Quick view Full details
3" black trunks
VIBE XTRA
2-pack discounted price Can$70.00
Saxx
Quick view Full details
2" stretch trunks
Intense Power
3-pack discounted price Can$80.00
Calvin Klein
Quick view Full details
2" stretch trunks
Intense Power
3-pack discounted price Can$80.00
Calvin Klein
Quick view Full details
2.5" low-rise grey/navy/white trunks
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details
3" classic trunks
Recycled polyester
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details
2" neutral trunks
Icon Cotton Stretch
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details
2" neutral trunks
Icon Cotton Stretch
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details
3" mauve/grey/black trunks
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details
2.5" khaki/black/caramel low-rise trunks
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details
2.5" blue/grey/orange trunks
Recycled polyester
3-pack regular price $65.00 discounted price Can$49.95
Calvin Klein
Quick view Full details
3" white/blue/grey trunks
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details
3" classic trunks
Recycled polyester
3-pack discounted price Can$65.00
Calvin Klein
Quick view Full details

New

2.5" microfibre trunk discounted price Can$35.00
Calvin Klein
Quick view Full details

New

2.5" microfibre trunk discounted price Can$35.00
Calvin Klein
Quick view Full details

New

2.5" microfibre trunk discounted price Can$35.00
Calvin Klein
Quick view Full details
3" mini roses red logo-band trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
3" mini roses red logo-band trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
3" mini roses red logo-band trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" red-logo trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" red-logo trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" colourful-waist trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" colourful-waist trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" colourful-waist trunk regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" oversized-logo trunk
Cotton regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" oversized-logo trunk
Cotton regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
2.5" oversized-logo trunk
Cotton regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
3" logo-waist colourful trunk
Cotton regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
3" logo-waist colourful trunk
Cotton regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
3" logo-waist colourful trunk
Cotton regular price $25.00 discounted price Can$19.99
Diesel
Quick view Full details
3" black/navy/blue trunks
3-pack discounted price Can$58.00
Diesel
Quick view Full details
2.5" blue-hued trunks
3-pack discounted price Can$58.00
Diesel
Quick view Full details
2.5" dark trunks
3-pack discounted price Can$65.00
Diesel
Quick view Full details
2" logo-waist solid trunks
Cotton
3-pack discounted price Can$58.00
Diesel
Quick view Full details
2" red-logo solid trunks
Cotton
3-pack regular price $58.00 discounted price Can$39.95
Diesel
Quick view Full details
2.5" logo-waist trunks
3-pack discounted price Can$58.00
Diesel
Quick view Full details
3" colourful trunk
Cotton regular price $25.00 discounted price Can$19.99
Lacoste
Quick view Full details
3" colourful trunk
Cotton regular price $25.00 discounted price Can$19.99
Lacoste
Quick view Full details
3" colourful trunk
Cotton regular price $25.00 discounted price Can$19.99
Lacoste
Quick view Full details
3" Signature croc trunk
Cotton regular price $25.00 discounted price Can$19.99
Lacoste
Quick view Full details
3" Signature croc trunk
Cotton regular price $25.00 discounted price Can$19.99
Lacoste
Quick view Full details
3" Signature croc trunk
Cotton regular price $25.00 discounted price Can$19.99
Lacoste
Quick view Full details
3" stretch cotton trunk discounted price Can$25.00
Lacoste
Quick view Full details
3" stretch cotton trunk discounted price Can$25.00
Lacoste
Quick view Full details
3" stretch cotton trunk discounted price Can$25.00
Lacoste
Quick view Full details

New

Stretch cotton logo-waist 3" trunk discounted price Can$25.00
Lacoste
Quick view Full details

New

Stretch cotton logo-waist 3" trunk discounted price Can$25.00
Lacoste
Quick view Full details

New

Stretch cotton logo-waist 3" trunk discounted price Can$25.00
Lacoste
Quick view Full details
3" neutral tone trunk discounted price Can$25.00
Lacoste
Quick view Full details
3" neutral tone trunk discounted price Can$25.00
Lacoste
Quick view Full details
3" neutral tone trunk discounted price Can$25.00
Lacoste
Quick view Full details
3" black/navy/green trunks
3-pack discounted price Can$60.00
Lacoste
Quick view Full details

New

3" croc-print trunks
Cotton Stretch
3-pack discounted price Can$65.00
Lacoste
Quick view Full details

New

3" colourful-waist trunks
Cotton Stretch
3-pack discounted price Can$60.00
Lacoste
Quick view Full details
3" crest-logo trunks
Special edition
3-pack discounted price Can$80.00
Lacoste
Quick view Full details
2" dark-hue trunks
Cotton Stretch
3-pack discounted price Can$79.00
BOSS
Quick view Full details
2" logo-band solid trunks
Organic cotton
3-pack discounted price Can$78.00
BOSS
Quick view Full details
2" logo-band solid trunks
Organic cotton
3-pack discounted price Can$78.00
BOSS
Quick view Full details
2" BOSS essential trunks
Cotton
3-pack discounted price Can$69.00
BOSS
Quick view Full details
2" BOSS essential trunks
Cotton
3-pack discounted price Can$69.00
BOSS
Flag of the United States

Are you in the United States?

Visit simons.com