Men's Underwear

3 for $34.95

  • New

    Jack & Jones

    Coloured microfibre trunk

    Can$15.00

    3 for $34.95

  • Jack & Jones

    Signature waist trunk

    Can$15.00

    3 for $34.95

  • New

    Jack & Jones

    Topstitched-waist trunk

    Can$15.00

    3 for $34.95

  • Jack & Jones

    Neon hawaiian trunk

    Can$15.00

    3 for $34.95

  • New

    Jack & Jones

    Dotted-waist trunk

    Can$15.00

    3 for $34.95

  • New

    Jack & Jones

    Exotic floral trunk

    Can$15.00

    3 for $34.95

  • New

    Jack & Jones

    Tropical beach trunk

    Can$15.00

    3 for $34.95

  • New

    Jack & Jones

    Logo belt trunk

    Can$15.00

    3 for $34.95

  • New

    Jack & Jones

    Día de Muertos trunk

    Can$15.00

    3 for $34.95

  • Jack & Jones

    Retro geo trunk

    Can$15.00

    3 for $34.95

  • Jack & Jones

    Logo waist trunk

    Can$15.00

    3 for $34.95

  • Jack & Jones

    Abstract zigzag trunk

    Can$15.00

    3 for $34.95

Trunks

  • Le 31

    Colour block trunk

    Can$15.00

  • Editor's pick

    Le 31

    Bright microfibre trunk

    Can$15.00

  • Editor's pick

    Le 31

    Colourful bamboo rayon trunk

    Can$15.00

  • Le 31

    Colourful snack trunk

    Can$20.00

  • Le 31

    Modal mixed stripe trunk

    Can$20.00

  • Le 31

    Modal mixed stripe trunk

    Can$20.00

  • Le 31

    TENCEL* modal micro-print trunk

    Can$20.00

  • Editor's pick

    Le 31

    Organic cotton solid trunk

    Can$9.99

  • Le 31

    Striped-waistband microfibre trunk

    Can$15.00

Boxer briefs

  • New

    Puma

    Contrast microfibre boxer brief

    Can$20.00

  • New

    Puma

    Sporty microfibre boxer brief

    Can$20.00

  • New

    Puma

    Camouflage microfibre trunk

    Can$20.00

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Men's Boxers & Briefs

Whether you're working, training at the gym, or simply relaxing at home, comfort is a priority. And when it comes to comfort, choosing the right underwear is key. At Simons, we offer a wide variety of trunks, boxers, and boxer briefs to suit your every need.

 

Take your pick in our selection of high-quality, comfortable, and sometimes playful designs by Calvin Klein, Jack & Jones, BOSS by HUGO BOSS, SAXX, or our private brand, Le 31. Make sure to choose the fabric that's right for you. Your underwear should be stretchy and breathable. Cotton, modal, and bamboo rayon are particularly popular!