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Best-Selling Men’s Underwear

Check out our collection of best-selling men’s underwear. From boxers to briefs to boxer briefs, we’ve got all the styles you love.

Undercover Style
Like your clothing, your underwear should speak to your personal style. Experiment with different underwear styles to find the ones that match your personal tastes and that feel most comfortable. Briefs provide a secure fit throughout. Go with boxers for a longer length and a more relaxed fit. Or, try boxer briefs that combine the benefits of both a longer length and a secure fit. Build you collection by selecting individual styles or join the multi-pack lovers with underwear sets.

Designer Design
Want your underwear to continue to look new wash after wash? Jockey has picks with their STAYNEW technology to help keep your underwear looking fresh. If you enjoy playing sports and love a good workout, then you should invest in performance underwear and undershirts that feature moisture-wicking capabilities and extra stretch from brands like Calvin Klein, Under Armour and adidas. Looking for neutrals, bold color, waistband logos and prints? For plenty of picks, check out brands like Alfani (only at Macy’s), Polo Ralph Lauren, BOSS, Diesel and Lacoste.

There’s more to men’s underwear than you think. Shop for best-selling men’s underwear plus men’s clothing, including big & tall sizes, at Macy’s.

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  • 535 items in Best Selling Mens Underwear

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    • 10 colors
      multipack
      Tommy Hilfiger Men's Cotton Boxer Brief 3-Pack
      Limited-Time Special
      $39.50
      Sale $22.99
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      (105)
    • 3 colors
      multipack
      Tommy Hilfiger Men's 4-Pk. Cotton Classic Boxer Briefs
      Limited-Time Special
      $42.50
      Sale $24.99
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    • 3 colors
      multipack
      Calvin Klein Men's 5-Pack. Cotton Classic Boxer Briefs
      $59.50
      $6.99 per pair
      Only $7.00 per pair, limited time!
      $6.99 per pair
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      (238)
    • 6 colors
      multipack
      Calvin Klein Men's Cotton Stretch Boxer Briefs 3-Pack NU2666
      $42.50
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      (135)
    • 2 colors
      Polo Ralph Lauren Men's 3+1 Bonus Pack Boxer Briefs
      $39.50
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      (71)
    • 3 colors
      multipack
      Tommy Hilfiger Men's 3 Pack Woven Cotton Boxers
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      $39.50
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      (53)
    • multipack
      jockey men's tagless classic collection crew-neck Undershirt 3-pack +1 bonus
      $29.50
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      (92)
    • 7 colors
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      Polo Ralph Lauren Men's Underwear, Boxer Briefs 3 Pack
      $39.50
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      (152)
    • 5 colors
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      Jockey Men's Classic Collection Tagless Boxer Briefs 4-Pack
      $36.00
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    • 2 colors
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      Jockey Men's Tagless Cotton Classic V-Neck 3-Pack Undershirts
      $29.50
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      (190)
    • 7 colors
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      Calvin Klein Men's Classic Briefs 4-Pack U4000
      $39.50
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      (150)
    • 2 colors
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      Polo Ralph Lauren Men's 5 Pack Cotton Knit Boxers
      $59.50
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      (22)
    • 8 colors
      Alfani Men's 4 Pack. Cotton Boxer Briefs, Created for Macy's
      Limited-Time Special
      $34.00
      Sale $19.99
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      (222)
    • multipack
      Polo Ralph Lauren Men's 5 Pack Crew-Neck Undershirts
      $59.50
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      (16)
    • 4 colors
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      Calvin Klein Men's Classic Knit Boxers 3-Pack NU3040
      $39.50
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      (74)
    • 2 colors
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      Jockey Men's Underwear, Classic Ribbed Tagless Tank 3 Pack
      $24.00
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      (109)
    • 4 colors
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      Tommy Hilfiger Men's Underwear, Cotton Brief 4-Pack - 09TF001
      Limited-Time Special
      $39.50
      Sale $22.99
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      (55)
    • 5 colors
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      Polo Ralph Lauren Men's Underwear, Classic Crew T Shirt 3 Pack
      $39.50
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      (117)
    • multipack
      Hanes Men's Boxer Briefs 4-Pack + 1 Extra Bonus Pair
      Limited-Time Special
      $36.00
      Sale $20.99
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      (90)
    • 7 colors
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      Calvin Klein Men's Cotton Classic Boxer Briefs 3-Pack NU3019
      $39.50
      $7.99 per pair
      $7.99 per pair - limited time only
      $7.99 per pair
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      (68)
    • 2 colors
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      Jockey 4 Pack Cotton Full Rise Briefs +1 Bonus Pair
      $26.00
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      (45)
    • 5 colors
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      Jockey Men's Classic Collection Full-Rise Briefs 4-Pack
      $26.00
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      (393)
    • 2 colors
      big & tall
      Jockey Men’s Big & Tall Classic Tag less 2-Pack Crew Undershirts
      $29.50
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      (118)
    • 3 colors
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      Polo Ralph Lauren Men's Underwear, Classic Cotton Tank 3 Pack
      $39.50
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      (59)
    • multipack
      Polo Ralph Lauren Men's Classic-Fit Boxers, 4-Pk.
      $39.50
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      (3)
    • multipack
      Polo Ralph Lauren Men's 5 Pack V-Neck Undershirts
      $59.50
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      (11)
    • 3 colors
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      Calvin Klein Men's Classic Cotton Low-Rise Hip Briefs 4-Pack U4183
      $39.50
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      (66)
    • multipack
      Alfani Men's Underwear, Tagless Ribbed Tank Top 5 Pack
      Limited-Time Special
      $34.00
      Sale $19.99
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      (93)
    • 4 colors
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      Jockey Men’s 4-Pack Active Blend Boxer Brief
      $34.00
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      (15)