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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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  • 74 items in Boxer Shorts

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    • 3 colors
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      Tommy Hilfiger Men's 3 Pack Woven Cotton Boxers
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      Polo Ralph Lauren Men's 5 Pack Cotton Knit Boxers
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      Calvin Klein Men's Classic Knit Boxers 3-Pack NU3040
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      Polo Ralph Lauren Men's Classic-Fit Boxers, 4-Pk.
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      Jockey Men's Underwear, Classic Tapered Boxer 4 Pack
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      Jockey Men's Underwear, Classic Full Cut Boxer 4 Pack
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      Polo Ralph Lauren Men's Classic Woven Boxers, 3-Pack
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      Tommy Hilfiger Men's 3-Pk. Cotton Classic Printed Woven Boxers
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      Hanes Men's Platinum FreshIQ™ Underwear,5 Pack V-Neck Undershirts
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      Hanes Men's Platinum FreshIQ™ Underwear, Elastic Waistband Plaid Woven Boxer 4 Pack
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      Jockey Men's 4 Pack Active Blend Woven Boxers
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      Calvin Klein Men's Cotton Classics Woven Boxer 3-Pack U1732
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      Polo Ralph Lauren Men's Woven Boxers
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      Polo Ralph Lauren Men's 4-Pk. Classic-Fit Knit Cotton Boxers
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      Tommy Hilfiger Men's Underwear, Athletic Knit Boxer
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      Polo Men's Underwear, Woven Boxer 3 Pack
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      Hanes Men's Platinum FreshIQ™ Underwear, Plaid Woven Boxer 4 Pack
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      Polo Ralph Lauren Men's Underwear, Allover Pony Woven Boxers
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      Lacoste Men's 3-Pack. Printed Woven Boxers
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      Jockey Men’s 2-Pack Knit No Bunch Boxer
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      Polo Men's Underwear, Woven Boxer 3 Pack
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      Polo Men's Underwear, Woven Boxer 3 Pack
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      Polo Men's Underwear, Woven Boxer 3 Pack
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      Tommy Hilfiger Men's 2-Pk. Modern Essentials Knit Boxers
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      Tommy Hilfiger Men's Printed Cotton Boxers
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      Calvin Klein Men's Cotton Classics Woven Boxer 3-Pack U1732
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      Lacoste Supima® Cotton Knit 3-Pack Boxers
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      Tommy Hilfiger Men's Printed Cotton Boxers
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      Tommy Hilfiger Men's 3 Pack Woven Cotton Boxers
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      Polo Ralph Lauren Men's 3-Pk. Classic Knit Cotton Boxers
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      Jockey Men's Big Man Classic Boxers 2-Pack
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    • Calvin Klein Men's Sleepwear, Body Modal Pajama Pant U1143
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      Polo Ralph Lauren Men's Printed Woven Boxers
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      Polo Ralph Lauren Men's Underwear, Woven Boxer 3 Pack
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      Tommy Hilfiger Men's Modern Essentials Shorts
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      Calvin Klein Men's Mesh Hip Briefs
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      Lacoste Men's 3-Pk. Gingham Woven Cotton Boxers
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    • Pair of Thieves Men's Fractal Printed Boxer Briefs
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      Michael Kors Men's Airsoft Touch Stretch-Woven Boxers, 2-Pack
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      2(x)ist Men's No-Show Briefs
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    • Polo Ralph Lauren Men's Underwear, Woven Boxer
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      Pair of Thieves Men's Blackout Boxer Briefs
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