New and Organic

New colours, new fabric, same comfort.

Le 31 organic cotton mixed stripe trunk for men at Simons

Sustainable Downtime

Comfort, style, and a respect for the environment: find underwear and loungewear that tick all of these boxes.

Le 31 TENCEL Modal loft trunk for men at Simons

NEW!

Technical underwear that boasts the Swoosh and was designed to help you raise the bar.

New Nike underwear collection for men at Simons

Our Top Categories

Leisure Meets Adventure

Minimalist, warm, and resistant, these traditional Japanese-inspired slippers are a fusion of different lifestyles, whether you're kicking back at home or in nature.

SUBU men's slippers at Simons

In-Demand Brands

Our holiday sales await
at irresistible prices!

Our Best Sellers
Are Now On

Major
Classics,
Low Prices

Now's a prime
opportunity to stock up
on all your favourites!

Calvin Klein

Embroidered CK boxer brief
2-pack

$46.00
$34.95

Keep Your Toes Toasty with Merino Socks!

Starting at
599