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Boy Underwear

Keep your little one stocked with plenty of boys’ underwear. Keep his collection of undies up-to-date with the latest styles from brands like Calvin Klein, Hanes, Handcraft and Ralph Lauren. He should feel comfy and cool all day. He’ll love trunks, boxers or briefs with an elastic waist.

He’s Such a Character
Who says underwear has to be so serious? Let the little man of the house have fun with cool characters. From Disney characters to his favorite superheroes, discover tons of boys’ underwear he’ll love. Something simpler? Reach for neutral colors and prints that older boys will appreciate. Or try cool prints like nautical stripes or colorblocking. Don’t forget to grab T-shirts and tanks he can wear under his clothes.

Shop boys’ underwear from your favorite brands at Macy’s.

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  • 57 items in Boy Underwear

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    • 2 colors
      Polo Ralph Lauren 2-Pk. Crew-Neck Undershirts, Big Boys
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    • 4 colors
      Calvin Klein 3-Pk. Cotton Briefs, Toddler Boys, Little Boys & Big Boys
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      $22.00
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    • 2 colors
      Polo Ralph Lauren 2-Pk. V-Neck Undershirts, Big Boys
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    • 3 colors
      Polo Ralph Lauren 2-Pk. Boxer Briefs, Little Boys & Big Boys
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    • 3 colors
      Calvin Klein 2-Pk. Cotton Boxer Briefs, Toddler Boys, Little Boys & Big Boys
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    • 3 colors
      Calvin Klein 2-Pk. Cotton Boxer Briefs, Toddler, Little & Big Boys
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      $22.00
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    • Hanes Platinum Bonus 4-Pk. Boxer Briefs, Little Boys & Big Boys
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      $20.00
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    • Hanes Platinum 4-Pk. Cotton Tank Undershirts, Little Boys & Big Boys
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    • Polo Ralph Lauren 2-Pk. Tank Undershirts, Little Boys & Big Boys
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    • 2 colors
      Under Armour 2-Pk. Boxer Briefs, Little Boys & Big Boys
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    • 3 colors
      Calvin Klein 2-Pk. Cotton Boxer Briefs, Toddler Boys, Little Boys & Big Boys
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      $26.00
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    • 3 colors
      Calvin Klein 2-Pk. Cotton Boxer Briefs, Toddler Boys, Little Boys & Big Boys
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      $26.00
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    • Nickelodeon's® Paw Patrol Briefs, 7-Pk., Toddler Boys
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      $26.00
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      (11)
    • Polo Ralph Lauren 2-Pk. V-Neck Cotton T-Shirt, Little & Big Boys
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      $11.98
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    • Polo Ralph Lauren 2-Pack Boxer Brief Underwear, Little & Big Boys
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      $11.98
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    • Hanes Platinum 3-Pk. Boxer Briefs, Little Boys & Big Boys
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      $20.00
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      (36)
    • Hanes 3-Pack Woven Boxers, Little Boys & Big Boys
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      $20.00
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      (5)
    • Disney's® Mickey Mouse 7-Pk. Cotton Briefs, Toddler Boys
      $28.00
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      With offer $11.20
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    • Carter's 7-Pk. Dinosaur Days Cotton Briefs, Little Boys & Big Boys
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      $24.00
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      (17)
    • Under Armour 2-Pk. Boxer Briefs, Big Boys
      $19.99
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      (38)
    • Disney's® Car's 7-Pk. Brief Underwear, Toddler Boys
      Limited-Time Special
      $28.00
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      (1)
    • Under Armour 2-Pk. Boxer Briefs, Little Boys & Big Boys
      $14.99
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      (8)
    • Polo Ralph Lauren 2-Pk. Cotton T-Shirts, Little & Big Boys
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      $11.98
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    • Under Armour 2-Pk. Boxer Briefs, Little Boys & Big Boys
      $19.99
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    • Under Armour Little & Big Boys 2-Pk. Boxer-Brief Underwear
      $19.99
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    • Carter's 3-Pk. Dinosaur Cotton Briefs, Little Boys & Big Boys
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      $12.00
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      (10)
    • Hanes Little & Big Boys 5-Pk. Crew-Neck Tagless T-Shirts
      $20.00
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    • Carter's 2-Pk. Firetruck Cotton Boxer Briefs, Little Boys & Big Boys
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      $12.00
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      (10)
    • Marvel's® Spider-Man 7-Pk. Cotton Briefs, Toddler Boys
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      $28.00
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      (17)
    • Hanes Platinum 4-Pk. Dyed Briefs, Little Boys & Big Boys
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      $20.00
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    • 2 colors
      Polo Ralph Lauren 2-Pk. Briefs, Big Boys
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    • Polo Ralph Lauren 2-Pk. Printed Boxers, Little Boys & Big Boys
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      $17.98
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      (6)
    • Thomas & Friends 7-Pk. Cotton Underwear, Toddler Boys
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      $28.00
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    • Marvel's® Avengers 5-Pk. Cotton Briefs, Little Boys & Big Boys
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      $28.00
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      (15)
    • Carter's 3-Pk. Construction Trucks Cotton Briefs, Little Boys & Big Boys
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      $12.00
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    • DC Comics 2-Pk. Justice League Boxer Briefs, Little Boys & Big Boys
      $20.00
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      With offer $8.00
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      (3)
    • Hanes Little & Big Boys 3-Pk. Embossed Boxer Briefs
      $22.00
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    • Hanes Little & Big Boys 3-Pk. Boxer Briefs
      $22.00
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    • Marvel Little & Big Boys 5-Pk. Black Panther Cotton Briefs
      $28.00
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    • Hanes Little & Big Boys 3-Pk. Boxer Briefs
      $20.00
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    • Hanes Little & Big Boys 3-Pk. Boxer Briefs
      $20.00
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    • Under Armour 2-Pk. Boxer Briefs, Little Boys & Big Boys
      $19.99
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      (2)
    • Under Armour 2-Pk. Boxer Briefs, Little Boys & Big Boys
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    • Polo Ralph Lauren 2-Pk. Printed Boxer Shorts, Little & Big Boys
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      $17.98
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    • Despicable Me 5-Pk. Briefs, Little Boys & Big Boys
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      $28.00
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    • Hanes Platinum 3-Pk. Contrast-Hem Boxer Briefs, Little Boys & Big Boys
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      $20.00
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    • Marvel 2-Pk. Avengers Boxer Briefs, Little Boys & Big Boys
      $20.00
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    • Hanes X-Temp Performance 3-Pk. Boxer Briefs, Little Boys & Big Boys
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      $22.00
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    • DC Comics® Justice League 5-Pk. Cotton Briefs, Little Boys & Big Boys
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      $28.00
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    • Polo Ralph Lauren 2-Pk. Printed Boxers, Little Boys & Big Boys
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      (6)