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Men's Underwear

The Best Pieces at the Best Prices


3" colourful trunk
Cotton
regular price $25.00 discounted price Can$15.99
Calvin Klein
6" colourful palm tree boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$24.95
Saxx
6" flamingo and palm tree boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$24.95
Saxx
6" colourful zoo micro-dotwork boxer brief
QUEST
regular price $38.00 discounted price Can$24.95
Saxx
6" flamingo boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$24.95
Saxx
6" At the cottage micro-dotwork boxer brief
QUEST
regular price $38.00 discounted price Can$24.95
Saxx
3" retro striped-waist trunk
Cotton
regular price $25.00 discounted price Can$19.99
Lacoste
2" onyx stretch trunk
Cotton
regular price $25.00 discounted price Can$19.99
Lacoste

Canadian Brand | Founded in Vancouver in 2006, this underwear company looks to improve men's day-to-day with comfort technology that's tried and true.

6" mermaid boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$19.99
Saxx
6" colourful leaf boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$19.99
Saxx
6" In the City boxer brief
MULTI-SPORT MESH
regular price $32.00 discounted price Can$19.99
Saxx
6" beer kegs boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$19.99
Saxx
6" Western boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$19.99
Saxx
6" colourful zoo micro-dotwork boxer brief
QUEST
regular price $38.00 discounted price Can$24.95
Saxx
6" At the cottage micro-dotwork boxer brief
QUEST
regular price $38.00 discounted price Can$24.95
Saxx
6" flamingo boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$24.95
Saxx
6" colourful dog boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$24.95
Saxx
6" anchor boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$24.95
Saxx
6" game day boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$24.95
Saxx
6" geo shape and martini boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$24.95
Saxx
6" colourful palm tree boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$24.95
Saxx
6" paddleboarding dog boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$24.95
Saxx
6" golf and martini boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$24.95
Saxx
6" crustacean boxer brief
SMOOTH LUXE
regular price $48.00 discounted price Can$24.95
Saxx
6" bass micro-dotwork boxer brief
QUEST
regular price $38.00 discounted price Can$24.95
Saxx
6" black/exotic boxer briefs
VIBE XTRA
2-pack
regular price $69.00 discounted price Can$49.95
Saxx

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.

3" funny print trunk
Organic cotton
regular price $20.00 discounted price Can$12.99
Le 31
3" funny print trunk
Organic cotton
regular price $20.00 discounted price Can$12.99
Le 31
3" funny print trunk
Organic cotton
regular price $20.00 discounted price Can$12.99
Le 31
2" microfibre trunk
Retransformed polyester
discounted price Can$20.00
3 for $39.95
Le 31
2" microfibre trunk
Retransformed polyester
discounted price Can$20.00
3 for $39.95
Le 31
2" microfibre trunk
Retransformed polyester
discounted price Can$20.00
3 for $39.95
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!