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Men's Brief Underwear & Undershirts

Boxer Brief Underwear, Base Layers & Long Underwear

Our men’s underwear boasts innovative performance features like moisture-wicking and stretch – technology moves fast, and if you haven’t updated your underwear drawer in a while, you’re missing out. Our soft cotton brief underwear is made with only the silkiest ringspun combed cotton to make it more comfortable than any you’ve felt. Try personalizing yours with a custom monogram for a personalized touch. When making our men’s undershirts, we comb the cotton to remove weaker, shorter fibers, leaving only the strongest, softest ones to give you a durable, comfortable undershirt that lasts longer than cheaper rivals. Whether you prefer boxer brief underwear, boxers, or classic briefs, our men’s underwear is always carefully constructed for durability and comfort, so they’re sure to be your new favorites.

Our Comfort First men’s underwear is perfect for busy, active men who are always on the go. From roomy boxers to brief underwear, all our Comfort First men’s underwear is made with flexible stretch fabric to move with your body and features moisture-wicking quick-dry technology to keep you comfortable even while you’re working up a sweat.

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  • Men's Stretch Thermaskin Long Underwear Base Layer Pants Long Underwear Men's Long Thermal Underwear & Base Layers
    Men's Stretch Thermaskin Long Underwear Base Layer Pants Long Underwear Thermal Underwear Pants, Base Layer Shirts & Long Underwear Shirts Bundle up in our men’s long underwear from Land’s End during your next outdoor adventure, because if you’re serious about the outdoors, you know how important it is to have excellent base layers. Our Thermaskin™ thermal long underwear is designed to maintain body heat and wick perspiration away from your skin, which is crucial for comfort in cold weather. See More
  • Men's Pattern Broadcloth Boxers (3-pack) Underwear Men's Brief Underwear & Boxers
    Men's Pattern Broadcloth Boxers (3-pack) Underwear Boxer Brief Underwear, Monogrammed Underwear & Underwear Packs Update your selection of men’s underwear with soft, ultra-comfortable styles from Lands’ End. Whether you prefer classic brief underwear or roomy men’s boxers, our men’s underwear is carefully constructed using only the finest, most durable materials, so they’re much longer lasting than cheaper rivals. See More
  • Men's Crewneck T-shirt (3-pack) Undershirts Crewneck T Shirts & Men's V Neck T Shirts
    Men's Crewneck T-shirt (3-pack) Undershirts Cotton Undershirts, T Shirts & Men's Undershirt Packs Our men’s undershirts are made from only the finest materials for maximum comfort and durability. From soft v-neck t shirts to classic cotton crewneck t shirts, our men’s undershirts are better made than cheaper rivals — so why settle for ordinary when you can have Lands’ End! See More
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Products 1 - 12 of 38
  • Men's Stretch Thermaskin Long Underwear Base Layer Pants

    Men's Stretch Thermaskin Long Underwear Base Layer Pants

    If there’s one thing we’ve learned from Wisconsin winters, it’s that you don’t skip your base layer. That extra bit of warmth can be the difference between feeling mildly annoyed by the cold ... and feeling like you just got hit by an ice-nado. More than just feeling warm, though, we want you to be comfortable. So we developed a fabric that’s significantly stretchier than the stuff we’ve offered in the past. The extra give provides a more natural, flexible feel that makes it virtually disappear. And since the last thing you want to be is damp when it’s cold, Thermaskin™ technology pulls moisture away from your skin to keep you comfortably dry, too. This is one base layer you don’t want to skip.
    Item #501209-A7
    Color:
    $44.95
    $44.95
    $44.95
    $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
  • Men's Silk Interlock Pants

    Men's Silk Interlock Pants

    Silk is light, layerable and one of nature’s best insulators. It’s also very breathable, so you won’t overheat once you step inside. Lands’ End® silk is made with an interlock knit, so it’s much denser than ordinary jersey knits. Silk Pants have a brushed elastic waist and rib-knit cuffs.
    Item #501670-A7
    Color:
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
  • Men's Silk Interlock Crew

    Men's Silk Interlock Crew

    Silk is lightweight and one of nature’s best insulators. So this crew is great for layering under sweaters, shirts, flannels, you name it. It also wicks perspiration away from your skin, helping maintain your body’s heat, which is crucial for comfort in cold weather. 
    Item #501676-A7
    Color:
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
  • Men's Stretch Thermaskin Long Underwear Base Layer Crew

    Men's Stretch Thermaskin Long Underwear Base Layer Crew

    If there’s one thing we’ve learned from Wisconsin winters, it’s that you don’t skip your base layer. That extra bit of warmth can be the difference between feeling mildly annoyed by the cold ... and feeling like you just got hit by an ice-nado. More than just feeling warm, though, we want you to be comfortable. So we developed a fabric that’s significantly stretchier than the stuff we’ve offered in the past. The extra give provides a more natural, flexible feel that makes it virtually disappear. And since the last thing you want to be is damp when it’s cold, Thermaskin™ technology pulls moisture away from your skin to keep you comfortably dry, too. This is one base layer you don’t want to skip.
    Item #501208-A7
    Color:
    $44.95
    $44.95
    $44.95
    $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
  • Men's Tall Silk Interlock Pants

    Men's Tall Silk Interlock Pants

    Silk is light, layerable and one of nature’s best insulators. It’s also very breathable, so you won’t overheat once you step inside. Lands’ End® silk is made with an interlock knit, so it’s much denser than ordinary jersey knits. Silk Pants have a brushed elastic waist and rib-knit cuffs.
    Item #501670-A7
    Color:
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    • XXL
      $64.95
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    • XXL
      $64.95
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    • XXL
      $64.95
  • Men's Tall Stretch Thermaskin Long Underwear Base Layer Pants

    Men's Tall Stretch Thermaskin Long Underwear Base Layer Pants

    If there’s one thing we’ve learned from Wisconsin winters, it’s that you don’t skip your base layer. That extra bit of warmth can be the difference between feeling mildly annoyed by the cold ... and feeling like you just got hit by an ice-nado. More than just feeling warm, though, we want you to be comfortable. So we developed a fabric that’s significantly stretchier than the stuff we’ve offered in the past. The extra give provides a more natural, flexible feel that makes it virtually disappear. And since the last thing you want to be is damp when it’s cold, Thermaskin™ technology pulls moisture away from your skin to keep you comfortably dry, too. This is one base layer you don’t want to skip.
    Item #501209-A7
    Color:
    $44.95
    $44.95
    $44.95
    $44.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
  • Men's Silk Interlock Turtleneck

    Men's Silk Interlock Turtleneck

    This great fabric makes them perfect under sweaters, flannels, you name it. Silk is light, layerable and one of nature’s best insulators. It’s also very breathable, so you won’t overheat once you step inside. Lands’ End® silk is made with an interlock knit, so it’s up to 30% denser, warmer than ordinary jersey knits. This Turtleneck has long sleeves and tails long enough to stay tucked in.
    Item #501680-A7
    Color:
    $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
  • Men's Stretch Thermaskin Long Underwear Base Layer Mock Neck

    Men's Stretch Thermaskin Long Underwear Base Layer Mock Neck

    If there’s one thing we’ve learned from Wisconsin winters, it’s that you don’t skip your base layer. That extra bit of warmth can be the difference between feeling mildly annoyed by the cold ... and feeling like you just got hit by an ice-nado. More than just feeling warm, though, we want you to be comfortable. So we developed a fabric that’s significantly stretchier than the stuff we’ve offered in the past. The extra give provides a more natural, flexible feel that makes it virtually disappear. And since the last thing you want to be is damp when it’s cold, Thermaskin™ technology pulls moisture away from your skin to keep you comfortably dry, too. This is one base layer you don’t want to skip.
    Item #501207-A7
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
  • Men's Tall Stretch Thermaskin Long Underwear Base Layer Crew

    Men's Tall Stretch Thermaskin Long Underwear Base Layer Crew

    If there’s one thing we’ve learned from Wisconsin winters, it’s that you don’t skip your base layer. That extra bit of warmth can be the difference between feeling mildly annoyed by the cold ... and feeling like you just got hit by an ice-nado. More than just feeling warm, though, we want you to be comfortable. So we developed a fabric that’s significantly stretchier than the stuff we’ve offered in the past. The extra give provides a more natural, flexible feel that makes it virtually disappear. And since the last thing you want to be is damp when it’s cold, Thermaskin™ technology pulls moisture away from your skin to keep you comfortably dry, too. This is one base layer you don’t want to skip.
    Item #501208-A7
    Color:
    $44.95
    $44.95
    $44.95
    $44.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
  • Men's Thermaskin Heat Crew

    Men's Thermaskin Heat Crew

    Anyone who spends a lot time outdoors in the winter knows a good base layer is crucial for comfort in cold weather. This high-performance fabric* not only traps your body’s heat but actually generates heat by absorbing body moisture. It also wicks perspiration away from your skin to the outer surface of the garment so you stay dry underneath. Our Midweight Thermaskin™ Heat Crew also has plenty of give to keep up with active pursuits.

    *Heat technology is guaranteed for approximately 30 washes.
    Item #419952-8M
    Color:
    $14.97 - $39.95
    $14.97 - $39.95
    Size: Please Select
    • L
      $14.97 $39.95
    Size: Please Select
    • L
      $14.97 $39.95
  • Men's Tall Silk Interlock Crew

    Men's Tall Silk Interlock Crew

    Silk is lightweight and one of nature’s best insulators. So this crew is great for layering under sweaters, shirts, flannels, you name it. It also wicks perspiration away from your skin, helping maintain your body’s heat, which is crucial for comfort in cold weather. 
    Item #501676-A7
    Color:
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    • XXL
      $64.95
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    • XXL
      $64.95
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    • XXL
      $64.95
  • Men's Tall Stretch Thermaskin Long Underwear Base Layer Mock Neck

    Men's Tall Stretch Thermaskin Long Underwear Base Layer Mock Neck

    If there’s one thing we’ve learned from Wisconsin winters, it’s that you don’t skip your base layer. That extra bit of warmth can be the difference between feeling mildly annoyed by the cold ... and feeling like you just got hit by an ice-nado. More than just feeling warm, though, we want you to be comfortable. So we developed a fabric that’s significantly stretchier than the stuff we’ve offered in the past. The extra give provides a more natural, flexible feel that makes it virtually disappear. And since the last thing you want to be is damp when it’s cold, Thermaskin™ technology pulls moisture away from your skin to keep you comfortably dry, too. This is one base layer you don’t want to skip.
    Item #501207-A7
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95

Give our soft, comfortable men’s underwear a try, and we’re confident you’ll agree with us: it’s time to change what’s in your drawers.

When it comes to our men’s underwear, we’re all about comfort, because we believe the layer closest to your skin should be the one that treats it the best. Our boxer and brief underwear feature a brushed elasticized waistband that’s so comfortable, you'll hardly know it's there. We sell our men’s undershirts and other underwear in convenient packs of three, so once you find your favorites, it's easy to stock up for those weeks when doing laundry feels like an impossible task. Try our Comfort First boxer brief underwear or classic briefs to see the difference innovative technologies like moisture-wicking, quick-dry properties, and stretch can make when it comes to comfort.

Making the best men’s underwear is all about using the softest fabric. That’s why we make ours from the softest, silkiest cotton, so they’re always a pleasure to pull on. From brief underwear to boxers, all our men’s underwear is available in our full range of sizes, because looking good in your underwear is all about getting the perfect fit. Our men’s undershirts are softer and longer-lasting than the cheaper, lower quality versions you may be used to. Try personalizing them with a unique monogram to really make them your own! Whether you prefer boxer brief underwear or classic briefs, we’re confident our men’s underwear will exceed your expectations when it comes to comfort, durability, and style. Like with all our clothing, our men’s underwear is covered by our Guaranteed. Period.® return policy: If you're not satisfied with any item, simply return it to us at any time for an exchange or refund of its purchase price.  
Products 1 - 12 of 38