Men's Underwear

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Buying undergarments is perhaps more critical than buying any other dress as it is not only related to looks, but your wellbeing. Underwear provides support for the genitals and this is also the reason you should buy carefully. You can shop for all types of men's underwear online – there are multiple Canadian online stores to shop from.

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3715 results - Sort results by: Popularity - Price - Discount - Alphabetical Order
    1. Jos. A. Bank Stripe & Gingham Woven Boxers, 2-Pack - Big & Tall (82F1-XX Large-Blue)
    2. Jos. A. Bank Stripe & Gingham Woven Boxers, 2-Pack - Big & Tall (82F1-XX Large-Blue)

      In fine cotton, these boxer shorts feature stylish colors and patterns and are exceptionally comfortable. Six-inch inseam. 100 cotton. Machine...

    3. $37.50
    1. Jos. A. Bank Plaid Woven Boxers, 2-Pack - Big & Tall (82EX-XX Large-Black)
    2. Jos. A. Bank Plaid Woven Boxers, 2-Pack - Big & Tall (82EX-XX Large-Black)

      In fine cotton, these boxer shorts feature stylish colors and patterns and are exceptionally comfortable. Six-inch inseam. 100 cotton. Machine...

    3. $37.50
    1. Jos. A. Bank Check & Solid Woven Boxers, 2-Pack (82CM-Small-Blue)
    2. Jos. A. Bank Check & Solid Woven Boxers, 2-Pack (82CM-Small-Blue)

      In fine cotton, these boxer shorts feature stylish colors and patterns and are exceptionally comfortable. Six-inch inseam. 100 cotton. Machine...

    3. $34.50
    1. SAXX Underwear sxpp3v Men's Vibe Boxer 3 Pack
    2. SAXX Underwear sxpp3v Men's Vibe Boxer 3 Pack

      Colorful and expressive, Vibe's 360-degree stretch, premium viscose fabric and modern fit makes this your go-to pair for casual everyday comfort.... SAXX Underwear sxpp3v Men's Vibe Boxer 3 Pack

    3. $89.99
    1. SAXX Underwear sxbr30f Men's Ultra Brief Fly
    2. SAXX Underwear sxbr30f Men's Ultra Brief Fly

      A staple in the SAXX collection, Ultra features a viscose fabric made from natural fibres derived from plant cellulose that creates a moisture... SAXX Underwear sxbr30f Men's Ultra Brief Fly

    3. $27.99
    1. Icebreaker 103777 Men's Anatomica Boxers - Windstorm
    2. Icebreaker 103777 Men's Anatomica Boxers - Windstorm

      Built with a super-soft, stretchy and highly durable merino wool blend, and outfitted with the support and comfort you need for both daily life and... Icebreaker 103777 Men's Anatomica Boxers - Windstorm

    3. $49.99
    1. SAXX Underwear sxbm23 Men's Pro Elite 2.0 Boxer Modern Fit
    2. SAXX Underwear sxbm23 Men's Pro Elite 2.0 Boxer Modern Fit

      The all-new Pro Elite 2.0 builds on the strong foundation of its predecessor and steps up its performance game. With a new ergonomic, split-panel... SAXX Underwear sxbm23 Men's Pro Elite 2.0 Boxer Modern Fit

    3. $31.99
    1. SAXX Underwear sxbr27f Men's Kinetic Brief Fly
    2. SAXX Underwear sxbr27f Men's Kinetic Brief Fly

      With a supportive fit and all-around moisture-wicking performance, Kinetic is built for high-output activities like marathon training sessions or... SAXX Underwear sxbr27f Men's Kinetic Brief Fly

    3. $31.99
    1. SISSY pouch panties waist size 32"-42" silky lace bikini sexy for men ZLS25
    2. SISSY pouch panties waist size 32"-42" silky lace bikini sexy for men ZLS25

      sexy panties for men with pouch in front 6-12 BUSINESS DAYS to Canada OTHER ITEMS PLEASE CLICK BRAND NAME "aishani" SISSY pouch panties waist size 32"-42" silky lace bikini sexy for men ZLS25

    3. $23.98
    1. SAXX Underwear sxbb13f Men's Ultra Tri-Blend Boxer Fly
    2. SAXX Underwear sxbb13f Men's Ultra Tri-Blend Boxer Fly

      A staple in the SAXX collection. Ultra features a viscose fabric made from natural fibres derived from plant cellulose that creates a superior... SAXX Underwear sxbb13f Men's Ultra Tri-Blend Boxer Fly

    3. $33.99
    1. MyPakage mpwdt-011 Men's Weekday Trunk - Basics
    2. MyPakage mpwdt-011 Men's Weekday Trunk - Basics

      Lightweight, extremely comfortable, affordable, and plenty of color options is why this is your essential underwear for everyday of the week.... MyPakage mpwdt-011 Men's Weekday Trunk - Basics

    3. $27.99
    1. SAXX Underwear sxbb30f Men's Ultra Boxer Fly
    2. SAXX Underwear sxbb30f Men's Ultra Boxer Fly

      A staple in the SAXX collection. Ultra features a viscose fabric made from natural fibres derived from plant cellulose that creates a moisture... SAXX Underwear sxbb30f Men's Ultra Boxer Fly

    3. $33.99
    1. Men's Sexy Net  Gray  Underwear
    2. Men's Sexy Net Gray Underwear

      Gender:Men's; Size:XL L M S; Special Suggestion:This Style is TRUE to SIZE.; Clothing Waist (cm):S:63-69 M73-76 L79-83 XL85-89; Thickness:Medium;... Men's Sexy Net Gray Underwear

    3. $8.33
    1. SAXX Underwear sxtm35 Men's Vibe Trunk Modern Fit Boxer
    2. SAXX Underwear sxtm35 Men's Vibe Trunk Modern Fit Boxer

      Soon to be a modern classic, the SAXX Trunk will be become an instant favorite due to its smooth layering and patented BallPark Pouch™. Made from... SAXX Underwear sxtm35 Men's Vibe Trunk Modern Fit Boxer

    3. $33.99
    1. SAXX Underwear sxpp2v Men's Vibe Boxer Modern Fit 2 Pack
    2. SAXX Underwear sxpp2v Men's Vibe Boxer Modern Fit 2 Pack

      Colorful and expressive, Vibe's 360-degree stretch, premium viscose fabric and modern fit makes this your go-to pair for casual everyday comfort.... SAXX Underwear sxpp2v Men's Vibe Boxer Modern Fit 2 Pack

    3. $59.99
    1. SAXX Underwear sxbb10f Men's 24-Seven Boxer with Fly
    2. SAXX Underwear sxbb10f Men's 24-Seven Boxer with Fly

      The perfect way to introduce yourself to the SAXX collection. 24-seven is a medium weight, soft stretch cotton designed for everyday comfort. .... SAXX Underwear sxbb10f Men's 24-Seven Boxer with Fly

    3. $26.99
    1. SAXX Underwear sxbb55f Men's Blacksheep Boxer Fly
    2. SAXX Underwear sxbb55f Men's Blacksheep Boxer Fly

      The all-new Blacksheep has been completely overhauled and is now made of the softest, temperature regulating Merino wool available to keep you cool... SAXX Underwear sxbb55f Men's Blacksheep Boxer Fly

    3. $46.99
    1. SAXX Underwear sxbb16 Men's Fiesta Boxer
    2. SAXX Underwear sxbb16 Men's Fiesta Boxer

      A great everyday pair for those who prefer our classic cotton blend with brighter colour and contrast. Featuring a wider, dye sublimated graphic... SAXX Underwear sxbb16 Men's Fiesta Boxer

    3. $28.99
    1. SAXX Underwear sxbb27 Men's Kinetic Boxer
    2. SAXX Underwear sxbb27 Men's Kinetic Boxer

      Made to move, Kinetic's action stretch fabric is specifically designed to endure high output aerobic activities. The revolutionary innovation of... SAXX Underwear sxbb27 Men's Kinetic Boxer

    3. $37.99
    1. MyPakage mpwdbr Men's Weekday Brief - Basics
    2. MyPakage mpwdbr Men's Weekday Brief - Basics

      Lightweight, extremely comfortable, affordable, and plenty of color options is why this is your essential underwear for everyday of the week.... MyPakage mpwdbr Men's Weekday Brief - Basics

    3. $27.99
    1. SISSY pouch panties waist size 26"-32" silky bikini sexy for men 80-442
    2. SISSY pouch panties waist size 26"-32" silky bikini sexy for men 80-442

      sexy panties for men with pouch in front 6-12 BUSINESS DAYS to Canada OTHER ITEMS PLEASE CLICK BRAND NAME "aishani" SISSY pouch panties waist size 26"-32" silky bikini sexy for men 80-442

    3. $23.98
    1. Gap Oxford Boxers (663012)
    2. Gap Oxford Boxers (663012)

      Gap Men boxers Soft cotton men's underwear in the blue and white tones of oxford shirts. Brushed elastic waistband. Button closures at center. Gap Oxford Boxers (663012)

    3. $18.00
    1. 2UNDR Gear Shift Men's Underwear Woodland Camo
    2. 2UNDR Gear Shift Men's Underwear Woodland Camo

      The 2UNDR Gear Shift with Coldskin is designed with an athletic cut to give a compression-like feel and perform with all the quick-dry attributes... 2UNDR Gear Shift Men's Underwear Woodland Camo

    3. $39.99
    1. Men's Compression Undershirts (2-Pack): Black/XL
    2. Men's Compression Undershirts (2-Pack): Black/XL

      Slimming and posture-supporting undershirts fit seamlessly under clothes to keep backs straight and create a flattering silhouette Men's Compression Undershirts (2-Pack): Black/XL

    3. $24.99
      $90.00 -72%
    1. Men's Compression Undershirts (2-Pack): White/XL
    2. Men's Compression Undershirts (2-Pack): White/XL

      Slimming and posture-supporting undershirts fit seamlessly under clothes to keep backs straight and create a flattering silhouette Men's Compression Undershirts (2-Pack): White/XL

    3. $24.99
      $90.00 -72%
    1. 2UNDR Power Shift Men's Underwear Dark Green
    2. 2UNDR Power Shift Men's Underwear Dark Green

      The POWER Shift with COLDSKIN thermal reduction fabric was created specifically with exclusive feedback from the 2UNDR professional athletes. The... 2UNDR Power Shift Men's Underwear Dark Green

    3. $34.99
    1. 2UNDR Swing Shift Long Leg Men's Underwear White/Grey
    2. 2UNDR Swing Shift Long Leg Men's Underwear White/Grey

      With 2UNDR you can feel it right away pure heavenly softness. The Swing Shift caresses the skin with the finest beechwood fiber in the signature... 2UNDR Swing Shift Long Leg Men's Underwear White/Grey

    3. $31.99
    1. 2UNDR Swing Shift Long Leg Men's Underwear Burgundy
    2. 2UNDR Swing Shift Long Leg Men's Underwear Burgundy

      With 2UNDR you can feel it right away pure heavenly softness. The Swing Shift caresses the skin with the finest beechwood fiber in the signature... 2UNDR Swing Shift Long Leg Men's Underwear Burgundy

    3. $34.99
    1. 2UNDR Gear Shift Men's Underwear Cool Grey
    2. 2UNDR Gear Shift Men's Underwear Cool Grey

      The 2UNDR Gear Shift with Coldskin is designed with an athletic cut to give a compression-like feel and perform with all the quick-dry attributes... 2UNDR Gear Shift Men's Underwear Cool Grey

    3. $34.99
    1. 2UNDR Swing Shift Trunk Men's Underwear Black/Grey
    2. 2UNDR Swing Shift Trunk Men's Underwear Black/Grey

      With 2UNDR you can feel it right away pure heavenly softness. The SWING SHIFT caresses the skin with the finest beechwood fiber in their signature... 2UNDR Swing Shift Trunk Men's Underwear Black/Grey

    3. $29.99
    1. 2UNDR Gear Shift Men's Underwear Blue Ski
    2. 2UNDR Gear Shift Men's Underwear Blue Ski

      The 2UNDR Gear Shift with Coldskin is designed with an athletic cut to give a compression-like feel and perform with all the quick-dry attributes... 2UNDR Gear Shift Men's Underwear Blue Ski

    3. $34.99
    1. 2UNDR Gear Shift Men's Underwear Cool Grey
    2. 2UNDR Gear Shift Men's Underwear Cool Grey

      The 2UNDR Gear Shift with Coldskin is designed with an athletic cut to give a compression-like feel and perform with all the quick-dry attributes... 2UNDR Gear Shift Men's Underwear Cool Grey

    3. $34.99
    1. 2UNDR Gear Shift Men's Underwear Red Line
    2. 2UNDR Gear Shift Men's Underwear Red Line

      The 2UNDR Gear Shift with Coldskin is designed with an athletic cut to give a compression-like feel and perform with all the quick-dry attributes... 2UNDR Gear Shift Men's Underwear Red Line

    3. $34.99
    1. 2UNDR Gear Shift Men's Underwear Red Line
    2. 2UNDR Gear Shift Men's Underwear Red Line

      The 2UNDR Gear Shift with Coldskin is designed with an athletic cut to give a compression-like feel and perform with all the quick-dry attributes... 2UNDR Gear Shift Men's Underwear Red Line

    3. $34.99
    1. 2UNDR Power Shift Long Leg Men's Underwear Blue Ribbon
    2. 2UNDR Power Shift Long Leg Men's Underwear Blue Ribbon

      The POWER Shift with COLDSKIN thermal reduction fabric was created specifically with exclusive feedback from the 2UNDR professional athletes. The... 2UNDR Power Shift Long Leg Men's Underwear Blue Ribbon

    3. $24.99
      $40.00 -38%
    1. 2UNDR Gear Shift Men's Underwear Black Thread
    2. 2UNDR Gear Shift Men's Underwear Black Thread

      The 2UNDR Gear Shift with Coldskin is designed with an athletic cut to give a compression-like feel and perform with all the quick-dry attributes... 2UNDR Gear Shift Men's Underwear Black Thread

    3. $34.99
    1. 2UNDR Swing Shift Long Leg Men's Underwear Blue
    2. 2UNDR Swing Shift Long Leg Men's Underwear Blue

      With 2UNDR you can feel it right away pure heavenly softness. The Swing Shift caresses the skin with the finest beechwood fiber in the signature... 2UNDR Swing Shift Long Leg Men's Underwear Blue

    3. $34.99
    1. 2UNDR Power Shift Long Leg Men's Underwear Blue Ribbon
    2. 2UNDR Power Shift Long Leg Men's Underwear Blue Ribbon

      The POWER Shift with COLDSKIN thermal reduction fabric was created specifically with exclusive feedback from the 2UNDR professional athletes. The... 2UNDR Power Shift Long Leg Men's Underwear Blue Ribbon

    3. $24.99
      $40.00 -38%
    1. 2UNDR Swing Shift Long Leg Men's Underwear Red
    2. 2UNDR Swing Shift Long Leg Men's Underwear Red

      With 2UNDR you can feel it right away pure heavenly softness. The Swing Shift caresses the skin with the finest beechwood fiber in the signature... 2UNDR Swing Shift Long Leg Men's Underwear Red

    3. $34.99
    1. 2UNDR Swing Shift Men's Underwear Black/Grey
    2. 2UNDR Swing Shift Men's Underwear Black/Grey

      The 2UNDR Swing Shift is a mid-length boxer brief highlighted by a posh 32mm waistband featuring an ultralight modal fabric blend. This is an... 2UNDR Swing Shift Men's Underwear Black/Grey

    3. $32.99
    1. 2UNDR Swing Shift Long Leg Men's Underwear Burgundy
    2. 2UNDR Swing Shift Long Leg Men's Underwear Burgundy

      With 2UNDR you can feel it right away pure heavenly softness. The Swing Shift caresses the skin with the finest beechwood fiber in the signature... 2UNDR Swing Shift Long Leg Men's Underwear Burgundy

    3. $34.99
    1. 2UNDR Swing Shift Men's Underwear Blue Ribbon
    2. 2UNDR Swing Shift Men's Underwear Blue Ribbon

      The 2UNDR Swing Shift is a mid-length boxer brief highlighted by a posh 32mm waistband featuring an ultralight modal fabric blend. This is an... 2UNDR Swing Shift Men's Underwear Blue Ribbon

    3. $32.99
    1. 2UNDR Swing Shift Men's Underwear Blue/Blue
    2. 2UNDR Swing Shift Men's Underwear Blue/Blue

      The 2UNDR Swing Shift is a mid-length boxer brief highlighted by a posh 32mm waistband featuring an ultralight modal fabric blend. This is an... 2UNDR Swing Shift Men's Underwear Blue/Blue

    3. $32.99
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