• Underwear - masculine underwear & loungewear

    Men's Underwear

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    Most popular trunks

    Editor's pick

    Solid bamboo rayon trunk $30.00 US$19.99
    Bamboo Underwear

    Editor's pick

    Solid bamboo rayon trunk $30.00 US$19.99
    Bamboo Underwear

    Editor's pick

    Solid bamboo rayon trunk $30.00 US$19.99
    Bamboo Underwear

    Most popular boxer briefs

    Most popular briefs

    Most popular multi-packs

    Most popular tanks & T-shirts

    Trunks

    Signature waist trunk US$19.00
    Jack & Jones
    Logo waist trunk US$19.00
    Jack & Jones
    Pop foliage trunk US$19.00
    Jack & Jones
    Optical dot trunk US$19.00
    Jack & Jones
    Solid croc trunk US$20.00
    Lacoste
    Solid croc trunk US$20.00
    Lacoste
    Modal trunk $30.00 US$14.99
    Calvin Klein
    Essential microfibre trunk US$35.00
    Calvin Klein
    CK1 multi-logo trunk US$20.00
    Calvin Klein
    Modal trunk US$30.00
    Calvin Klein
    Modal trunk US$30.00
    Calvin Klein
    Beer pong trunk US$30.00
    Saxx

    New

    Move trunk US$40.00
    BOSS
    Dress up puppies trunk US$30.00
    Paul Smith
    Pop Art trunk US$30.00
    Paul Smith
    Balloon signs trunk US$30.00
    Paul Smith
    Pop stripe trunk US$30.00
    Paul Smith
    Alphabet confetti trunk US$30.00
    Paul Smith
    Teal stripe trunk US$30.00
    Paul Smith
    CK1 trunk
    3-pack
    US$50.00
    Calvin Klein
    Metallic trunk
    3-pack
    US$55.00
    Calvin Klein

    New

    Pop waist trunk
    3-pack
    US$40.00
    Diesel

    Boxer briefs

    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!

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