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Boxer Shorts

Enjoy relaxed comfort all day long with boxer shorts. Boxers are a longtime-favorite men's underwear choice for everyday wear. Many men also wear boxers and an undershirt to bed as super comfortable pajamas. Choose from a wide variety of styles, such as slim fit, full cut, taper leg and more. Browse solid color and print pattern boxer shorts from Ralph Lauren, Tommy Hilfiger, Jockey, Calvin Klein, Hugo Boss and others.

Traditional fit boxers offer plenty of room to move in a stylish form. These underwear feature fuller legs than many other cuts, and are great for wearing under loose-fitting clothing such as jeans and cargo pants. Slip into a pair of traditional fit boxers as comfy pajama bottoms during the summer.

For fitted pants, skinny jeans and other close fitting styles, slim fit boxers are a fantastic option. These boxers feature a very narrow leg cut, allowing even tight pants to run smoothly right over them. Many slim fit boxers are made of stretchy materials, keeping legs comfortable without the need for baggy material.

Want the roominess of traditional fit boxers with the smooth rumple-free feel of a slim fit pair? Try a pair of taper leg boxers—underwear that features legs that taper upward on the outsides, preventing any uncomfortable wrinkling when pants are pulled over them. Taper leg boxers smooth lines with their unique cut, so the freedom of movement that regular boxers provide is still there.

Can't decide between boxers and briefs? Get the best of both worlds with boxer briefs. As the name suggests, boxer briefs are a hybrid underwear style that combines the best of boxer shorts and briefs. Enjoy the support and snug fit of briefs with the long leg look and relaxed fit on boxers.

Pick out the perfect pair of boxer shorts today at Macy's!

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  • 86 items in Boxer Shorts

                    
                
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    • 4 colors
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      Polo Ralph Lauren Men's Classic Woven Boxers, 3-Pack
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    • 3 colors
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      Tommy Hilfiger Men's 3 Pack Woven Cotton Boxers
      $39.50
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    • 4 colors
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      Calvin Klein Men's Classic Knit Boxers 3-Pack NU3040
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      $39.50
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      Polo Ralph Lauren Men's Classic-Fit Boxers, 4-Pk.
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    • 4 colors
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      Jockey Men's Underwear, Classic Full Cut Boxer 4 Pack
      $36.00
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      Hanes Men's Platinum FreshIQ™ Tank 5 Pack
      $36.00
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    • 4 colors
      Tommy Hilfiger Men's Underwear, Athletic Knit Boxer
      $24.00
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      Hanes Men's Platinum FreshIQ™ Underwear, Elastic Waistband Plaid Woven Boxer 4 Pack
      $36.00
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      Hanes Men's Platinum FreshIQ™ Underwear,5 Pack V-Neck Undershirts
      $36.00
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    • 5 colors
      Tommy Hilfiger Men's Printed Cotton Boxers
      $24.00
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      Polo Ralph Lauren Men's 4-Pk. Classic-Fit Knit Cotton Boxers
      $39.50
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      Polo Ralph Lauren Men's 3-Pk. Classic Knit Cotton Boxers
      $39.50
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      Hanes Men's Platinum FreshIQ™ Underwear, Plaid Woven Boxer 4 Pack
      $36.00
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    • 7 colors
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      Jockey Men’s 2-Pack Knit No Bunch Boxer
      $34.00
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    • 10 colors
      Polo Ralph Lauren Men's Woven Boxers
      $28.00
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    • 4 colors
      Polo Ralph Lauren Men's Printed Woven Boxers
      $28.00
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    • 2 colors
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      Hanes Men's 4-Pk. Platinum Stretch T-Shirts
      $36.00
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    • multipack
      Polo Ralph Lauren Men's 5 Pack Cotton Knit Boxers
      $59.50
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    • 6 colors
      Polo Ralph Lauren Men's Underwear, Allover Pony Woven Boxers
      $28.00
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    • 2 colors
      Tommy Hilfiger Men's Modern Essentials Joggers
      $59.00
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    • 2 colors
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      Calvin Klein Men's Cotton Classics Woven Boxer 3-Pack U1732
      $39.50
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    • 2 colors
      Tommy Hilfiger Men's Modern Essentials French Terry Joggers
      $49.00
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    • 2 colors
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      Michael Kors Men's Airsoft Touch Stretch-Woven Boxers, 2-Pack
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      $39.50
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    • 3 colors
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      Lacoste Men's 3-Pack. Printed Woven Boxers
      $42.50
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    • 3 colors
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      Tommy Hilfiger Men's 2-Pk. Modern Essentials Knit Boxers
      $29.50
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      (36)
    • multipack
      Jockey Men's Underwear, Classic Tapered Boxer 4 Pack
      $36.00
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    • multipack
      Tommy Hilfiger Men's 3 Pack Woven Cotton Boxers
      $39.50
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      (2)
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      Hanes Men's Platinum FreshIQ™ Underwear,5 Pack Crew Neck Undershirts
      $36.00
      Sale $26.99
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      With offer $21.59