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Men's Underwear

Promos, Promos, Promos!

Line
Micro-pattern brief regular price $20.00 discounted price Can$12.99
Le 31
Micro-pattern organic cotton boxer brief regular price $20.00 discounted price Can$12.99
Le 31
Micro-pattern organic cotton boxer brief regular price $20.00 discounted price Can$12.99
Le 31
Outdoor pattern trunk regular price $20.00 discounted price Can$12.99
Le 31
Outdoor pattern trunk regular price $20.00 discounted price Can$12.99
Le 31
Outdoor pattern trunk regular price $20.00 discounted price Can$12.99
Le 31
Solid and printed trunks
2-pack
regular price $35.00 discounted price Can$24.95
Le 31
Logo waist monochrome trunk
VIBE
regular price $36.00 discounted price Can$24.95
Saxx
Solid boxer briefs
VIBE - 3-pack
regular price $98.00 discounted price Can$59.95
Saxx
Classic Stretch Cotton boxer briefs
3-pack
regular price $54.00 discounted price Can$39.95
Calvin Klein
Solid Intense Micro boxer brief regular price $35.00 discounted price Can$24.95
Calvin Klein
Classic crew-neck T-shirts
3-pack
regular price $54.00 discounted price Can$39.95
Calvin Klein
Selection of boxers on promo
Contrasting topstitch trunk
Contrasting topstitch trunk discounted price Can$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price Can$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price Can$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price Can$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price Can$15.00
3 for $34.95
Le 31
Contrasting topstitch trunk discounted price Can$15.00
3 for $34.95
Le 31
Green circle
Men's boxers on promo at Simons

Sophisticated menswear with a touch of avant-garde, Le 31 appeals to the businessman, the innovator, the adventure-seeker, and the athlete with its wide range of collections that feature everything from the comfiest essentials to the season's trendiest pieces.

Striped-waistband organic cotton and TENCEL™ Modal boxer brief discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal trunk discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal brief discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal trunk discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal trunk discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal trunk discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal boxer brief discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal boxer brief discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal boxer brief discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal brief discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal brief discounted price Can$15.00
3 for $34.95
Le 31
Striped-waistband organic cotton and TENCEL™ Modal brief discounted price Can$15.00
3 for $34.95
Le 31
Patterned flannel boxer short discounted price Can$29.00
Le 31
Patterned flannel boxer short discounted price Can$29.00
Le 31
Patterned flannel boxer short discounted price Can$29.00
Le 31
Patterned flannel boxer short discounted price Can$29.00
Le 31
Patterned flannel boxer short discounted price Can$29.00
Le 31
Solid viscose trunk regular price $20.00 discounted price Can$9.99
Le 31

Editor's pick

Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31

Editor's pick

Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31

Editor's pick

Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Elastic-waist poplin boxer short discounted price Can$29.00
Le 31
Elastic-waist poplin boxer short discounted price Can$29.00
Le 31
Elastic-waist poplin boxer short discounted price Can$29.00
Le 31
Mesh stripe black trunk discounted price Can$25.00
Le 31
Striped grey trunk discounted price Can$25.00
Le 31
Micro-dotted stripe trunk discounted price Can$25.00
Le 31
Mesh stripe black brief discounted price Can$25.00
Le 31
Thin grey stripe brief discounted price Can$25.00
Le 31
Micro-dotted stripe brief discounted price Can$25.00
Le 31
Microfibre athletic trunk discounted price Can$15.00
Le 31
Microfibre athletic trunk discounted price Can$15.00
Le 31
Microfibre athletic trunk discounted price Can$15.00
Le 31
Sporty microfibre brief discounted price Can$15.00
Le 31
Sporty microfibre brief discounted price Can$15.00
Le 31
Sporty microfibre brief discounted price Can$15.00
Le 31
Favourite snacks trunk discounted price Can$20.00
Le 31
Favourite snacks trunk discounted price Can$20.00
Le 31
Favourite snacks trunk discounted price Can$20.00
Le 31
Microfibre athletic boxer brief discounted price Can$15.00
Le 31
Microfibre athletic boxer brief discounted price Can$15.00
Le 31
Tone-on-tone Feel Lyocell boxer brief discounted price Can$29.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell boxer brief discounted price Can$29.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell boxer brief discounted price Can$29.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell trunk discounted price Can$29.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell trunk discounted price Can$29.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell trunk discounted price Can$29.00
2 for $39.95
Le 31
Tone-on-tone Feel Lyocell trunk discounted price Can$29.00
2 for $39.95
Le 31
Feel tone-on-tone lyocell brief discounted price Can$29.00
2 for $39.95
Le 31
Feel tone-on-tone lyocell brief regular price $29.00 discounted price Can$9.99
Le 31
Striped viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Striped viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Shiny microfibre trunk regular price $20.00 discounted price Can$9.99
Le 31
Contrast seam thick-waist brief regular price $20.00 discounted price Can$9.99
Le 31
Micro-pattern brief regular price $20.00 discounted price Can$12.99
Le 31
Organic cotton micro-perforated brief regular price $20.00 discounted price Can$15.99
Le 31
Organic cotton micro-perforated boxer brief regular price $25.00 discounted price Can$15.99
Le 31
Blue-and-grey striped trunk regular price $25.00 discounted price Can$15.99
Le 31
Green slub jersey trunk regular price $25.00 discounted price Can$15.99
Le 31
Striped grey trunk regular price $25.00 discounted price Can$15.99
Le 31
Blue-and-grey striped brief regular price $25.00 discounted price Can$15.99
Le 31
Green slub jersey brief regular price $25.00 discounted price Can$15.99
Le 31
Striped grey brief regular price $25.00 discounted price Can$15.99
Le 31
Solid and printed trunks
2-pack
regular price $35.00 discounted price Can$24.95
Le 31
Solid and printed trunks
2-pack
regular price $35.00 discounted price Can$24.95
Le 31
Solid organic cotton boxer briefs
3-pack
discounted price Can$39.95
Le 31
Solid organic cotton boxer briefs
3-pack
discounted price Can$39.95
Le 31
Organic cotton briefs
3-pack
discounted price Can$29.95
Le 31
Organic cotton briefs
3-pack
discounted price Can$29.95
Le 31
Contrast-waist organic cotton trunks
3-pack
discounted price Can$39.95
Le 31
Contrast-waist organic cotton trunks
3-pack
discounted price Can$39.95
Le 31
Logo waist stretch organic cotton briefs
3-pack
discounted price Can$29.95
Le 31
Logo waist stretch organic cotton briefs
3-pack
discounted price Can$29.95
Le 31
Micro-perforated undershirt regular price $35.00 discounted price Can$19.99
Le 31
Essential lounge undershirts
3-pack
discounted price Can$49.95
Le 31
Essential lounge undershirts
3-pack
discounted price Can$49.95
Le 31
Solid ribbed tanks
3-pack
discounted price Can$49.95
Le 31
Solid ribbed tanks
3-pack
discounted price Can$49.95
Le 31

Men's Boxers & Briefs

Whether you're working, training at the gym, or simply relaxing at home, comfort is a priority. And when it comes to comfort, choosing the right underwear is key. At Simons, we offer a wide variety of trunks, boxers, and boxer briefs to suit your every need.

 

Take your pick in our selection of high-quality, comfortable, and sometimes playful designs by Calvin Klein, Jack & Jones, BOSS by HUGO BOSS, SAXX, or our private brand, Le 31. Make sure to choose the fabric that's right for you. Your underwear should be stretchy and breathable. Cotton, modal, and bamboo rayon are particularly popular!

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