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
Blue pinstripe trunk discounted price US$19.00
3 for $39.95
Le 31
Mini diamond trunk discounted price US$19.00
3 for $39.95
Le 31
Scale-look trunk discounted price US$19.00
3 for $39.95
Le 31
Solid viscose trunk discounted price US$19.00
Le 31
Solid viscose trunk discounted price US$19.00
Le 31
Solid viscose trunk discounted price US$19.00
Le 31
Contrasting topstitch trunk discounted price US$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price US$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price US$15.00
3 for $34.95
Le 31
Mixed stripe viscose trunk discounted price US$20.00
Le 31

Editor's pick

Favourite snacks trunk regular price $19.00 discounted price US$14.99
Le 31
Contrasting topstitch trunk discounted price US$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price US$15.00
3 for $34.95
Le 31
Organic cotton trunks
3-pack discounted price US$25.00
Le 31
Colourful-waist trunks
3-pack discounted price US$50.00
Lacoste
Dri-FIT Essential trunks
3-pack discounted price US$45.00
Nike
Dri-FIT Essential Micro black trunks
3-pack discounted price US$50.00
Nike
Dri-FIT Ultra-Stretch Micro pinstripe-waist boxer briefs
3-pack discounted price US$50.00
Nike
Dri-FIT Essential Micro trunks
3-pack discounted price US$50.00
Nike
Dri-FIT Essential Micro trunks
3-pack discounted price US$50.00
Nike
Low-rise stretch cotton trunks
3-pack discounted price US$45.00
Calvin Klein
Classic microfibre trunks
3-pack discounted price US$55.00
Calvin Klein

New

1996 trunks
3-pack discounted price US$55.00
Calvin Klein
Classic stretch cotton trunks
3-pack discounted price US$50.00
Calvin Klein
Natural hue stretch cotton trunks
3-pack discounted price US$45.00
Calvin Klein
BOSS essential trunk
3-pack discounted price US$50.00
BOSS
BOSS essential trunk
3-pack discounted price US$50.00
BOSS
Logo waist organic cotton trunks
3-pack discounted price US$69.00
BOSS
BOSS essential trunk
3-pack discounted price US$50.00
BOSS
Foliage and solid trunks
3-pack regular price $55.00 discounted price US$39.95
BOSS
Solid Everyday Microfiber trunks
3-pack discounted price US$45.00
Tommy Hilfiger
Solid Everyday Microfiber trunks
3-pack discounted price US$45.00
Tommy Hilfiger
Colourful low-rise trunks
3-pack discounted price US$50.00
Calvin Klein
Tone-on-tone Feel Lyocell trunk discounted price US$25.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell trunk discounted price US$25.00
2 for $39.95
Le 31
Bright organic cotton trunk regular price $19.00 discounted price US$14.99
Le 31
Sweet champagne trunk regular price $19.00 discounted price US$9.99
Le 31
Retro logo trunk discounted price US$15.00
Jack & Jones

New

Solid microfibre trunk discounted price US$15.00
Jack & Jones

New

Monochrome trunk discounted price US$15.00
Jack & Jones
Colourful-waist navy trunk discounted price US$15.00
Jack & Jones
Colourful-waist navy trunk discounted price US$15.00
Jack & Jones
Colourful-waist navy trunk discounted price US$15.00
Jack & Jones
Funky pattern trunk discounted price US$15.00
Jack & Jones
Colourful waist microfibre trunk discounted price US$15.00
Jack & Jones
Colourful waist microfibre trunk discounted price US$15.00
Jack & Jones
Colourful waist microfibre trunk discounted price US$15.00
Jack & Jones
Vibrant colour trunk discounted price US$15.00
Jack & Jones
Vibrant colour trunk discounted price US$15.00
Jack & Jones
Solid blue trunk discounted price US$15.00
Jack & Jones
Solid blue trunk discounted price US$15.00
Jack & Jones
Solid blue trunk discounted price US$15.00
Jack & Jones
Touch-of-blue trunk discounted price US$15.00
Jack & Jones

New

Biker skeleton trunk discounted price US$15.00
Jack & Jones
Exotic garden trunk discounted price US$15.00
Jack & Jones
Neon contrast trunk discounted price US$15.00
Jack & Jones
Vivid colours trunk discounted price US$15.00
Jack & Jones
Logo waist trunk discounted price US$15.00
Jack & Jones
Multicolour skull trunk discounted price US$15.00
Jack & Jones
Signature waist trunk discounted price US$15.00
Jack & Jones
Solid modal trunk discounted price US$19.00
Calvin Klein

New

Black microfibre trunk discounted price US$20.00
Calvin Klein
Bright low-rise trunk discounted price US$19.99
Calvin Klein
Bright low-rise trunk discounted price US$19.99
Calvin Klein
Bright low-rise trunk discounted price US$19.99
Calvin Klein
Bright low-rise trunk discounted price US$19.99
Calvin Klein
Bright low-rise trunk discounted price US$19.99
Calvin Klein
Logo band colourful trunk discounted price US$19.00
Lacoste
Logo band colourful trunk discounted price US$19.00
Lacoste
Second skin trunk discounted price US$25.00
JM

Editor's pick

Slim fit trunk discounted price US$30.00
JM

Editor's pick

Slim fit trunk discounted price US$30.00
JM
Logo waist solid trunk
VIBE discounted price US$30.00
Saxx
Printed-waist colourful trunk regular price $25.00 discounted price US$19.99
Diesel
Neon trunk discounted price US$19.99
Diesel
Colourful striped trunk discounted price US$19.99
Diesel
Logo-waist neutral trunk discounted price US$19.00
Diesel
Large-logo-waist trunk discounted price US$19.00
Diesel
Large-logo-waist trunk discounted price US$19.00
Diesel
Large-logo-waist trunk discounted price US$19.00
Diesel
Red-waist trunk discounted price US$19.99
HUGO
Logo stripe trunk discounted price US$40.00
BOSS
Contrast logo-waist boxer brief discounted price US$19.99
BOSS
Contrast logo-waist boxer brief discounted price US$19.99
BOSS
Side-stripe turquoise trunk discounted price US$40.00
BOSS
Colourful pinstripe trunk discounted price US$25.00
Paul Smith
Colourful pinstripe trunk discounted price US$25.00
Paul Smith
Cruise trunk discounted price US$30.00
Pump!
Flash Jogger trunk discounted price US$35.00
Pump!
Velocity Touchdown trunk discounted price US$35.00
Pump!
Squad trunk discounted price US$30.00
Pump!
Touchdown Ninja trunk discounted price US$35.00
Pump!
Scrimmage mesh trunk regular price $40.00 discounted price US$34.95
C-in2
Large logo band trunks
3-pack discounted price US$55.00
Diesel
Classic stretch cotton trunks
3-pack discounted price US$50.00
Calvin Klein
Low-rise microfibre trunks
5-pack discounted price US$79.00
Calvin Klein
Green modal trunks
3-pack discounted price US$69.00
Calvin Klein
Neutral Reconsidered Steel trunks
3-pack discounted price US$60.00
Calvin Klein
Solid low-rise microfibre trunks
3-pack discounted price US$50.00
Calvin Klein