Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)
Men
Quick view Full details
5" In the Forest boxer brief
Organic cotton regular price $20.00 discounted price Can$12.99
Le 31
Quick view Full details
Essential undershirts
3-pack regular price $59.00 discounted price Can$39.95
Le 31
Quick view Full details
5" logo-waist classic boxer briefs
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
Quick view Full details
3" logo-waist classic trunks
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
Quick view Full details
3" solid stretch trunk
TENCEL™ Lyocell regular price $29.00 discounted price Can$19.99
Le 31
Quick view Full details
4" striped-waist boxer briefs
TENCEL™ modal & organic cotton
3-pack regular price $49.00 discounted price Can$34.95
Le 31
Quick view Full details
5" classic solid boxer briefs
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
Quick view Full details
Solid stretch brief
TENCEL™ lyocell regular price $29.00 discounted price Can$19.99
Le 31
Quick view Full details
Classic solid briefs
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
Quick view Full details
Logo-waist classic briefs
Organic cotton
3-pack regular price $49.00 discounted price Can$29.95
Le 31
Quick view Full details
Solid ribbed tank undershirts
3-pack regular price $59.00 discounted price Can$39.95
Le 31
Quick view Full details
6" At the cottage micro-dotwork boxer brief
QUEST regular price $38.00 discounted price Can$24.95
Saxx
Quick view Full details
6" flamingo boxer brief
DROPTEMP™ regular price $38.00 discounted price Can$24.95
Saxx
Quick view Full details
6" geo shape and martini boxer brief
VIBE XTRA regular price $38.00 discounted price Can$24.95
Saxx
Quick view Full details
6" bass micro-dotwork boxer brief
QUEST regular price $38.00 discounted price Can$24.95
Saxx
Quick view Full details
6" white boxer brief
VIBE XTRA regular price $38.00 discounted price Can$15.99
Saxx
Quick view Full details
6" arabesque fish boxer brief
DROPTEMP™ regular price $38.00 discounted price Can$24.95
Saxx
Quick view Full details
6" black/monogram boxer briefs
MULTI-SPORT MESH
2-pack regular price $58.00 discounted price Can$39.95
Saxx
Quick view Full details
6" hairline-stripe boxer briefs
MULTI-SPORT MESH
2-pack regular price $58.00 discounted price Can$39.95
Saxx
Quick view Full details
6" blue-hued boxer briefs
VIBE XTRA
2-pack regular price $69.00 discounted price Can$49.95
Saxx
Quick view Full details
6" silky touch boxer brief
SMOOTH LUXE regular price $48.00 discounted price Can$24.95
Saxx
Quick view Full details
6" solid boxer briefs
VIBE XTRA
3-pack regular price $103.00 discounted price Can$69.95
Saxx
Quick view Full details
6" solid boxer briefs
DROPTEMP™
3-pack regular price $103.00 discounted price Can$69.95
Saxx
Quick view Full details
2.5" blue/grey/orange trunks
Recycled polyester
3-pack regular price $65.00 discounted price Can$49.95
Calvin Klein
Quick view Full details
Light-blue/striped/black 100% cotton briefs
3-pack regular price $65.00 discounted price Can$49.95
Calvin Klein
Quick view Full details
3" black/navy/blue trunks
3-pack regular price $58.00 discounted price Can$39.95
Diesel
Quick view Full details
2" red-logo solid trunks
Cotton
3-pack regular price $58.00 discounted price Can$39.95
Diesel
Quick view Full details
Red-waist stretch briefs
Cotton
3-pack regular price $58.00 discounted price Can$39.95
Diesel
Quick view Full details
Logo-waist briefs
Cotton
3-pack regular price $58.00 discounted price Can$39.95
Diesel
Quick view Full details
6.5" ultra-comfortable jersey boxer brief regular price $30.00 discounted price Can$19.99
Polo Ralph Lauren
Quick view Full details
5" micro-perforated boxer brief
Nylon regular price $45.00 discounted price Can$29.95
Polo Ralph Lauren
Quick view Full details
6" black/light grey/dark grey boxer briefs
3-pack regular price $80.00 discounted price Can$59.95
Polo Ralph Lauren
Quick view Full details
White T-shirt regular price $35.00 discounted price Can$19.99
Lacoste
Quick view Full details
Pure cotton undershirt tank regular price $30.00 discounted price Can$19.99
BOSS
Quick view Full details
Small embroidered logo T-shirt regular price $35.00 discounted price Can$24.95
BOSS
Quick view Full details
3" logo waist trunks
Dri-FIT Essential Micro
3-pack regular price $63.00 discounted price Can$49.95
Nike
Quick view Full details
3" red/blue/black trunks
Dri-FIT Essential Micro
3-pack regular price $63.00 discounted price Can$49.95
Nike
Quick view Full details
3" organic cotton trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Quick view Full details
3" blue-patterned trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Quick view Full details
3" tropical flower trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Quick view Full details
3.5" cotton trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Quick view Full details
3" tropical flora trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Quick view Full details
2" Funtopia trunk
Polyester regular price $44.00 discounted price Can$29.95
Pump!
Quick view Full details
2" Whisper sheer-stripe trunk
Polyester regular price $42.00 discounted price Can$29.95
Pump!
Quick view Full details
Whisper sheer-stripe brief
Polyester regular price $40.00 discounted price Can$29.95
Pump!
Quick view Full details
1" Sailor backless trunk
Nylon regular price $43.00 discounted price Can$29.95
Pump!
Quick view Full details
Classic jockstrap
Nylon regular price $36.00 discounted price Can$24.95
Pump!
Quick view Full details
Brown ribbed jockstrap
Nylon regular price $36.00 discounted price Can$24.95
Pump!
Quick view Full details
Round2 ribbed jockstrap
Cotton regular price $39.00 discounted price Can$24.95
Pump!
Quick view Full details
Whisper sheer-stripe jockstrap
Polyester regular price $36.00 discounted price Can$24.95
Pump!
Quick view Full details
Grey micro-perforated string thong
Nylon regular price $40.00 discounted price Can$29.95
Pump!
Quick view Full details
Military thong
Nylon regular price $40.00 discounted price Can$29.95
Pump!
Quick view Full details
Brown micro-perforated string thong
Nylon regular price $40.00 discounted price Can$29.95
Pump!
Quick view Full details
Whisper sheer-stripe thong
Polyester regular price $40.00 discounted price Can$29.95
Pump!
Quick view Full details
6" brown/light brown/beige performance mesh boxer brief
3-pack regular price $56.00 discounted price Can$39.95
Under Armour
Quick view Full details
2.5" organic cotton trunk regular price $35.00 discounted price Can$24.95
Paul Smith
Quick view Full details
3" stretch trunk regular price $35.00 discounted price Can$24.95
Paul Smith
Quick view Full details
Logo organic cotton undershirt regular price $35.00 discounted price Can$24.95
Paul Smith
Quick view Full details
Medusa & Greca band brief
Cotton regular price $85.00 discounted price Can$59.95
Versace
Quick view Full details
5" sriracha boxer brief regular price $20.00 discounted price Can$12.99
Undz
Quick view Full details
5" Mario uniform boxer brief regular price $20.00 discounted price Can$12.99
Undz
Quick view Full details
5" storm kitten boxer brief regular price $20.00 discounted price Can$12.99
Undz
Quick view Full details
Asymmetrical opening ribbed briefs regular price $95.00 discounted price Can$69.95
Louis Gabriel Nouchi