Men's Underwear

3 for $39.95

  • Le 31

    Bright organic cotton trunk

    US$19.00

    3 for $39.95

  • Le 31

    Bright organic cotton trunk

    US$19.00

    3 for $39.95

  • Le 31

    Bright organic cotton trunk

    US$19.00

    3 for $39.95

  • Le 31

    Bright organic cotton trunk

    US$19.00

    3 for $39.95

Most popular trunks

  • Le 31

    Solid viscose trunk

    US$19.00

  • Editor's pick

    Le 31

    Favourite snacks trunk

    US$19.00

  • Editor's pick

    Le 31

    Retro stripe trunk

    $20.00 US$14.99

  • Editor's pick

    Le 31

    Favourite snacks trunk

    US$19.00

  • Le 31

    Contrasting topstitch trunk

    US$15.00

  • Le 31

    Sweet champagne trunk

    $19.00 US$14.99

Most popular boxer briefs

  • Le 31

    Contrast-seam boxer brief

    US$15.00

  • Le 31

    Microfibre athletic boxer brief

    $19.00 US$14.99

  • Le 31

    Microfibre athletic boxer brief

    $19.00 US$14.99

  • Le 31

    Tone-on-tone Feel Lyocell boxer brief

    US$25.00

    2 for $39.95

  • Le 31

    Tone-on-tone Feel Lyocell boxer brief

    US$25.00

    2 for $39.95

  • Le 31

    Twin stripe boxer brief

    $25.00 US$9.99

Most popular multi-packs

  • Le 31

    Colourful organic cotton and modal boxer briefs
    3-pack

    US$40.00

  • Le 31

    Colourful organic cotton and modal boxer briefs
    3-pack

    US$40.00

  • Djab

    Patterned and solid eco-friendly boxer briefs
    2-pack

    $30.00 US$9.99

  • Le 31

    Solid organic cotton boxer briefs
    2-pack

    US$19.99

  • Le 31

    Classic organic cotton boxer briefs
    2-pack

    US$19.99

  • Lacoste

    Solid croc trunks
    3-pack

    US$50.00

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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!