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BOSS Bold Underwear Collection

Discover our Bold men's underwear collection by BOSS, featuring jacquard-woven waistbands with stylish stripes and branding. Made partly with organic cotton, these regular-rise briefs, boxer briefs, and trunks combine comfort and sustainability. Explore the full BOSS collection or browse our complete men's underwear range today!

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  • 3-Pack Bold Boxer Briefs, Black/Navy

    BOSS-3-Pack Bold Boxer Briefs, Black/Navy-UNDERU
    BOSS-3-Pack Bold Boxer Briefs, Black/Navy-UNDERU
    3-pack
    BOSS
    £33.98
    Now £33.98 Was £45.00 Save £11.02

  • 3-Pack Bold Boxer Briefs, Blue/Navy

    mens-boss-boxer-briefs-blues
    3-pack
    BOSS
    £33.98
    Now £33.98 Was £45.00 Save £11.02

  • 3-Pack Bold Boxer Briefs, Blue/Navy

    boss-boxer-briefs-multipack-blue-black
    boss-boxer-briefs-blue-pattern
    3-pack
    BOSS
    £40.98
    Now £40.98 Was £45.00 Save £4.02

  • 3-Pack Bold Boxer Trunks, Black/Grey

    BOSS-3-Pack Bold Boxer Trunks, Black/Grey-UNDERU
    3-pack
    BOSS
    £33.98
    Now £33.98 Was £45.00 Save £11.02

  • 3-Pack Bold Boxer Trunks, Black/Khaki/Beige

    boss-mens-boxer-trunks-three-pack-beige-khaki-black
    boss-mens-bold-boxer-trunks-black
    3-pack
    BOSS
    £40.98
    Now £40.98 Was £45.00 Save £4.02

  • 3-Pack Bold Boxer Trunks, Black/Khaki/Grey

    boss-mens-boxer-trunks-three-pack
    boss-boxer-trunks-black-front
    3-pack
    BOSS
    £33.98
    Now £33.98 Was £45.00 Save £11.02

  • 3-Pack Bold Boxer Trunks, Black/Red/Green

    boss-bold-boxer-trunks-multipack-in-black-green-red
    boss-bold-boxer-trunks-in-black
    3-pack
    BOSS
    £40.98
    Now £40.98 Was £45.00 Save £4.02

  • 3-Pack Bold Boxer Trunks, Blue/Navy

    boss-mens-boxer-trunks-multipack-blue-navy
    boss-mens-boxer-trunks-navy-front
    3-pack
    BOSS
    £40.98
    Now £40.98 Was £45.00 Save £4.02

  • 3-Pack Bold Coloured Boxer Trunks, Blue/Khaki/Black

    BOSS-3-Pack Bold Coloured Boxer Trunks, Blue/Khaki/Black-UNDERU
    BOSS-3-Pack Bold Coloured Boxer Trunks, Blue/Khaki/Black-UNDERU
    3-pack
    BOSS
    £29.98
    Now £29.98 Was £45.00 Save £15.02

  • 3-Pack Bold Jockstraps, Black

    boss-jockstraps-three-pack-black-khaki-white
    boss-mens-jockstrap-black
    3-pack
    BOSS
    £37.98
    Now £37.98 Was £42.00 Save £4.02

  • 3-Pack Bold Logo Boxer Trunks, Black

    BOSS-3-Pack Bold Logo Boxer Trunks, Black-UNDERU
    BOSS-3-Pack Bold Logo Boxer Trunks, Black-UNDERU
    3-pack
    BOSS
    £32.98
    Now £32.98 Was £45.00 Save £12.02

  • 3-Pack Bold Logo Boxer Trunks, Black/White/Navy

    BOSS-3-Pack Bold Logo Boxer Trunks, Black/White/Navy-UNDERU
    3-pack
    BOSS
    £36.98
    Now £36.98 Was £45.00 Save £8.02

  • 3-Pack Bold Logo Boxer Trunks, White

    three-pack-white-boss-boxer-trunks
    mens-boss-boxer-trunks-white
    3-pack
    BOSS
    £33.98
    Now £33.98 Was £45.00 Save £11.02

  • 3-Pack Bold Logo Briefs, Black

    BOSS-3-Pack Bold Logo Briefs, Black-UNDERU
    3-pack
    BOSS
    £30.98
    Now £30.98 Was £42.00 Save £11.02

  • 3-Pack Bold Logo Print Boxer Trunks, Black

    BOSS-3-Pack Bold Logo Print Boxer Trunks, Black-UNDERU
    BOSS-3-Pack Bold Logo Print Boxer Trunks, Black-UNDERU
    3-pack
    BOSS
    £33.98
    Now £33.98 Was £45.00 Save £11.02

  • 3-Pack Bold Logo Print Boxer Trunks, Black/Khaki/Navy

    BOSS-3-Pack Bold Logo Print Boxer Trunks, Black/Khaki/Navy-UNDERU
    3-pack
    BOSS
    £30.98
    Now £30.98 Was £45.00 Save £14.02

BOSS Bold Underwear Collection FAQ

What is your Delivery Time?

For all of our delivery information please check out our Delivery Policy

Is this all the products you have?

We are constantly updating and adding to our collection - but if you are trying to find something and its just not here - please reach out and we'll see what we can do!