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

Men's Comfort Trunks

Microfibre athletic boxer brief regular price $15.00 discounted price Can$9.99
Le 31
Festive trunk regular price $23.00 discounted price Can$15.99
Only & Sons
Festive trunk regular price $23.00 discounted price Can$15.99
Only & Sons
Monochrome trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Two-tone trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Colourful-waist navy trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31

Editor's pick

Favourite snacks trunk regular price $20.00 discounted price Can$15.99
Le 31

Editor's pick

Favourite snacks trunk regular price $20.00 discounted price Can$15.99
Le 31
Favourite snacks trunk regular price $20.00 discounted price Can$9.99
Le 31
Mixed stripe viscose trunk regular price $25.00 discounted price Can$15.99
Le 31
Winter pattern trunk regular price $20.00 discounted price Can$15.99
Le 31
Scale-look trunk regular price $20.00 discounted price Can$15.99
Le 31
Mini diamond trunk regular price $20.00 discounted price Can$15.99
Le 31
Red stripe trunk regular price $20.00 discounted price Can$15.99
Le 31
Heathered turquoise trunk regular price $20.00 discounted price Can$15.99
Le 31
Striped grey trunk regular price $20.00 discounted price Can$15.99
Le 31
Organic cotton mesh trunk regular price $25.00 discounted price Can$19.99
Le 31
Tone-on-tone Feel Lyocell trunk discounted price Can$29.00
2 for $39.95
Le 31

Editor's pick

Contrast-seam boxer brief regular price $15.00 discounted price Can$9.99
Le 31
Contrasting topstitch trunk discounted price Can$15.00
Le 31
Contrasting topstitch trunk discounted price Can$15.00
Le 31
Contrasting topstitch trunk discounted price Can$15.00
Le 31
Bright organic cotton trunk regular price $20.00 discounted price Can$15.99
Le 31
Bright organic cotton trunk regular price $20.00 discounted price Can$15.99
Le 31
Bright organic cotton trunk regular price $20.00 discounted price Can$15.99
Le 31
Solid microfibre trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Retro logo trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Biker skeleton trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Neon contrast trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Funky pattern trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Touch-of-blue trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Colourful waist microfibre trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Solid blue trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Vibrant colour trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Festive jungle trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Colourful garden trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Surrealist illustration trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Colourful band black trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Minimalist solid trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Colourful skull trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Pink flamingo trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Red-trim solid trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Vibrant jungle trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Vibrant leaf trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Contrast writing trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Two-tone logo trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Signature waist trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Logo waist trunk discounted price Can$15.00
3 for $34.95
Jack & Jones
Logo waist solid trunk
VIBE
discounted price Can$36.00
Saxx
Bright low-rise trunk regular price $25.00 discounted price Can$19.99
Calvin Klein
Neutral Reconsidered Steel trunks
3-pack
regular price $74.00 discounted price Can$59.95
Calvin Klein
Green modal trunks
3-pack
regular price $84.00 discounted price Can$59.95
Calvin Klein
Modern Cotton Stretch trunks
3-pack
regular price $54.00 discounted price Can$39.95
Calvin Klein
Solid trunk regular price $25.00 discounted price Can$19.99
Calvin Klein
Black microfibre trunk regular price $25.00 discounted price Can$19.99
Calvin Klein
Shiny microfibre trunk discounted price Can$30.00
Calvin Klein
Solid low-rise microfibre trunks
3-pack
discounted price Can$60.00
Calvin Klein
Classic microfibre trunks
3-pack
discounted price Can$60.00
Calvin Klein
Natural hue stretch cotton trunks
3-pack
regular price $54.00 discounted price Can$39.95
Calvin Klein
Low-rise stretch cotton trunks
3-pack
regular price $54.00 discounted price Can$39.95
Calvin Klein
Classic stretch cotton trunks
3-pack
discounted price Can$54.00
Calvin Klein
Stretch microfibre trunks
5-pack
discounted price Can$90.00
Calvin Klein
Essential Micro logo red boxer brief regular price $25.00 discounted price Can$19.99
Nike
Dri-FIT Essential trunks
3-pack
discounted price Can$52.00
Nike
Dri-FIT Essential Micro trunks
3-pack
discounted price Can$58.00
Nike
Dri-FIT Essential Micro trunks
3-pack
discounted price Can$58.00
Nike
Dri-FIT Essential Micro solid trunks
3-pack
discounted price Can$58.00
Nike
Multi-logo trunk discounted price Can$35.00
BOSS
Contrast logo-waist boxer brief regular price $25.00 discounted price Can$19.99
BOSS
BOSS essential trunk
3-pack
discounted price Can$58.00
BOSS
Olive organic cotton trunks
3-pack
discounted price Can$78.00
BOSS
Red-waist trunk regular price $25.00 discounted price Can$19.99
HUGO
Two-tone waist boxer brief regular price $25.00 discounted price Can$19.99
Lacoste
Tricolour waist boxer brief regular price $25.00 discounted price Can$19.99
Lacoste
Colourful-waist trunks
3-pack
discounted price Can$59.00
Lacoste
Logo band colourful trunk discounted price Can$19.99
Lacoste
Logo band colourful trunk discounted price Can$19.99
Lacoste

Editor's pick

Solid and patterned Everyday Micro trunks
3-pack
discounted price Can$56.00
Tommy Hilfiger
Solid Everyday Microfiber trunks
3-pack
discounted price Can$56.00
Tommy Hilfiger
Large-logo-waist trunk discounted price Can$19.99
Diesel
Logo-waist neutral trunk discounted price Can$19.99
Diesel
Large-logo-waist trunk discounted price Can$19.99
Diesel
Large-logo-waist trunk discounted price Can$19.99
Diesel
Colourful striped trunk regular price $25.00 discounted price Can$19.99
Diesel
Large logo band trunks
3-pack
discounted price Can$65.00
Diesel
Monogram band trunk regular price $35.00 discounted price Can$19.99
Emporio Armani
Skinz second skin trunk discounted price Can$28.00
JM

Editor's pick

Natura slim fit trunk discounted price Can$32.00
JM

Editor's pick

Natura slim fit trunk discounted price Can$32.00
JM
Cruise trunk discounted price Can$39.00
Pump!
Flash Jogger trunk discounted price Can$39.00
Pump!
Velocity Touchdown trunk discounted price Can$39.00
Pump!
Squad trunk regular price $39.00 discounted price Can$29.95
Pump!
Touchdown Ninja trunk discounted price Can$39.00
Pump!
Flag of the United States

Are you in the United States?

Visit simons.com