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Hugo Boss Underwear

The perfect outfit starts with your choice of underwear. It should be comfortable and supportive, and blend perfectly with your outfit. You also need to be sure to avoid visible underwear—especially under formal outfits. Hugo Boss underwear combines ultimate comfort with stylish designs, making them ideal for wearing under any outfit.

Classic Hugo Boss underwear has a chic and stylish feel to it. Trunks and briefs in shades of black, grey and navy are ideal for wearing under almost any fabric, from denim jeans to linen trousers. Build a classic-inspired, effortless outfit by teaming classic underwear with dark jeans and a black or white T-shirt—and don't forget a stylish watch.

For a blend of the modern and the classic, opt for boxer briefs in dark, traditional shades that have been updated with a fresh print. Stretchy underwear with black, gray and white stripes are fresh without being too colorful, and classic underwear with bright colored detailing are stylish too.

Bright colored underwear is great for putting you in a summery, happy mood. Channel that holiday feeling by opting for Hugo Boss underwear in sun-loving shades such as neon pink, bright blue or turquoise. Classic underwear or mini briefs with a bright colored elastic strip is another way to wear the trend. Keep the bright look going through the rest of your wardrobe by choosing a colorful T-shirt too and wearing with linen trousers and sandals.

Patterned Hugo Boss underwear is another chic style. Opt for a traditional pattern, such as stripes or tartan, for a more classic take on the trend. These are ideal for wearing under denim or heavier fabrics, or even under dark suit trousers. For a brighter pattern, opt for floral or geometric shapes in various shades of blue or grey. This patterned underwear can be too strong for light colored trousers, so wear them under dark linen or denim.

Discover a range of Hugo Boss underwear for every outfit at Macy's.

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  • 39 items in Hugo Boss Underwear

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    • 3 colors
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      BOSS Men's Underwear, 3 Pack Cotton Mini Briefs
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    • 6 colors
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      BOSS Men's 3 Pack Cotton Stretch Boxer Briefs
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    • 2 colors
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      Hugo Boss Men's Underwear, Cotton 3 Pack V Neck Undershirts
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    • 5 colors
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      BOSS Men's Underwear Cotton Stretch 3 Pack Trunks
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      BOSS Men's Underwear, Cotton Trunk 3 Pack
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      BOSS Men's 2 Pack Tank Top Undershirts
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    • 6 colors
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      BOSS Men's Underwear, Cotton Stretch Mini Brief 3 Pack
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    • 2 colors
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      BOSS Men's Underwear, Traditional Classic Cotton Brief 3 Pack
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    • 2 colors
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      BOSS Men's 3 Pack Boxer Briefs
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    • 2 colors
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      Hugo Boss Men's Underwear, Cotton 3 Pack Crew Neck Undershirts
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    • 2 colors
      Hugo Boss Men's Stretch Tank Top
      $37.00
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      Hugo Boss Men's 3-Pk. Stretch Briefs
      $39.00
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      Hugo Boss Men's 3-Pk. Boxer Briefs
      $42.00
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      Hugo Boss Men's 3-Pk. Stretch Briefs
      $42.00
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      Hugo Boss Men's 3-Pk. Trunks
      $45.00
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    • 2 colors
      Hugo Boss Men's Crew-Neck Cotton Undershirt
      $35.00
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    • 3 colors
      Hugo Boss Men's Stretch Logo Boxer Briefs
      $28.00
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    • 2 colors
      Hugo Boss Men's Identity Trunks
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    • 3 colors
      Hugo Boss Men's Stretch Striped Trunks
      $34.00
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    • 2 colors
      BOSS Men's 2 Pack Crew Neck Stretch Undershirts
      $42.00
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      (1)
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      Hugo Boss Men's 3-Pk. Stretch Trunks
      $42.00
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    • 2 colors
      Hugo Boss Men's Boxer Briefs
      $34.00
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      Hugo Boss Men's 3-Pk. Printed Stretch Trunks
      $55.00
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      BOSS Men's 2-Pk. Boxer Shorts
      $42.00
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    • 2 colors
      Hugo Boss Men's Striped Stretch Boxer Briefs
      $35.00
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    • BOSS Men's 2 Pack V-Neck Undershirts
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    • 2 colors
      Hugo Boss Men's Stretch Trunks
      $34.00
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    • Hugo Boss Men's Printed Trunks
      $27.00
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    • Hugo Boss Men's Stretch Logo Trunks
      $27.00
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    • Hugo Boss Men's Comfort-Fit Trunks
      $34.00
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      Hugo Boss Men's Jacquard Stretch Trunks
      $32.00
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      (1)
    • Hugo Boss Men's Striped Trunks
      $34.00
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    • 2 colors
      Hugo Boss Men's Sailboat-Print Trunks
      $27.00
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    • Hugo Boss Men's Stretch Logo Trunks
      $27.00
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      $34.00
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    • Hugo Boss Men's Contrast Trunks
      $32.00
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    • 2 colors
      Hugo Boss Men's Boxer Briefs
      $35.00
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    • 2 colors
      BOSS Men's Regular-Rise Boxer Briefs
      $35.00
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    • Hugo Boss Men's Striped Trunks
      $34.00
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