• Underwear - masculine underwear & loungewear

    Seasonal Comfort

    Our eco-friendly loungewear is as relaxing as a walk in the woods.

    Recharge
    Le 31 Exclusive

    Eco-friendly alpine lounge joggers

    $40.00
    Eco-friendly fibers alpine lounge joggers by Le 31 for men at Simons

    In-Demand Brands

    Calvin Klein Underwear for Men at Simons Calvin Klein Underwear for Men at Simons
    Lacoste Men's Underwear at Simons Lacoste Men's Underwear at Simons
    Jack & Jones Men's Underwear at Simons Jack & Jones Men's Underwear at Simons
    SAXX Underwear for Men at Simons SAXX Underwear for Men at Simons

    Our Top Categories

    Men's Sleepwear at Simons

    Sleepwear
    Men's Underwear Multi-Packs at Simons

    Multi-Packs
    Men Trunks at Simons

    Trunks

    Our Best Sellers

    Iconic trunk 3-pack Iconic trunk 3-pack
    Lacoste

    Iconic trunk
    3-pack

    $50.00

    Modal lounge Bermudas Modal lounge Bermudas
    Le 31

    Modal lounge Bermudas

    $25.00

    Modal lounge joggers Modal lounge joggers
    Le 31

    Modal lounge joggers

    $35.00

    Organic cotton solid trunk Organic cotton solid trunk
    Le 31

    Organic cotton solid trunk

    $9.99

    Essential modal lounge T-shirt Essential modal lounge T-shirt
    Le 31

    Essential modal lounge T-shirt

    $30.00

    Organic cotton socks 3-pack Organic cotton socks 3-pack
    Le 31

    Organic cotton socks
    3-pack

    $19.00

    Heathered fleece robe Heathered fleece robe
    Le 31

    Heathered fleece robe

    $55.00

    Trimmed organic cotton boxer brief 2-pack Trimmed organic cotton boxer brief 2-pack
    Le 31

    Trimmed organic cotton boxer brief
    2-pack

    $25.00

    BOXERS on 3!

    Get ready to renew your basics with Lacoste, Calvin Klein, and Polo Ralph Lauren.

    Take advantage of our multi-packs
    Lacoste

    Croc trunk 3-pack

    $45.00
    Lacoste croc trunk 3-pack for men at Simons

    Great Grooming

    Take some time for yourself with our selection of care products for your hair, beard, and body.

    Discover our favourites
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