Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)
Hooded terry bathrobe regular price $135.00 discounted price Can$99.95
Le 31
Embroidered logo waffle T-shirt regular price $69.00 discounted price Can$49.95
BOSS
Waffled lounge joggers regular price $99.00 discounted price Can$69.95
BOSS
6" solid boxer briefs
VIBE XTRA
3-pack
regular price $103.00 discounted price Can$69.95
Saxx
Small embroidered logo T-shirt regular price $35.00 discounted price Can$24.95
BOSS
5" classic solid boxer briefs
Organic cotton
3-pack
regular price $49.00 discounted price Can$29.95
Le 31
Everyday neutral ankle socks
6-pack
regular price $28.00 discounted price Can$19.99
Nike
6.5" ultra-comfortable jersey boxer brief regular price $30.00 discounted price Can$19.99
Polo Ralph Lauren
5" logo-waist classic boxer briefs
Organic cotton
3-pack
regular price $49.00 discounted price Can$29.95
Le 31
2" red-logo solid trunks
Cotton
3-pack
regular price $58.00 discounted price Can$39.95
Diesel
Wild animal pyjama pant regular price $60.00 discounted price Can$39.95
Cyberjammies
Essential undershirts
3-pack
regular price $59.00 discounted price Can$39.95
Le 31
Waffled pyjama pant regular price $99.00 discounted price Can$69.95
BOSS
Pure cotton undershirt tank regular price $30.00 discounted price Can$19.99
BOSS
Logo-waist classic briefs
Organic cotton
3-pack
regular price $49.00 discounted price Can$29.95
Le 31
Logo-waist briefs
Cotton
3-pack
regular price $58.00 discounted price Can$39.95
Diesel
Solid ribbed tank undershirts
3-pack
regular price $59.00 discounted price Can$39.95
Le 31
Classic solid briefs
Organic cotton
3-pack
regular price $49.00 discounted price Can$29.95
Le 31
Medusa & Greca band brief
Cotton
regular price $85.00 discounted price Can$59.95
Versace
Everyday Plus seasonal socks
3-pack
regular price $26.00 discounted price Can$19.99
Nike
6" hairline-stripe boxer briefs
MULTI-SPORT MESH
2-pack
regular price $58.00 discounted price Can$39.95
Saxx
3" logo-waist classic trunks
Organic cotton
3-pack
regular price $49.00 discounted price Can$29.95
Le 31
Embroidered-logo waffle pyjama short regular price $69.00 discounted price Can$49.95
BOSS
3" red/blue/black trunks
Dri-FIT Essential Micro
3-pack
regular price $63.00 discounted price Can$49.95
Nike
Brown ribbed jockstrap
Nylon
regular price $36.00 discounted price Can$24.95
Pump!
3" stretch trunk regular price $35.00 discounted price Can$24.95
Paul Smith
6" solid boxer briefs
DROPTEMP™
3-pack
regular price $103.00 discounted price Can$69.95
Saxx
Contrast-trim lounge short regular price $149.00 discounted price Can$99.95
BOSS
2.5" blue/grey/orange trunks
Recycled polyester
3-pack
regular price $65.00 discounted price Can$49.95
Calvin Klein
Logo organic cotton undershirt regular price $35.00 discounted price Can$24.95
Paul Smith
Pocket T-shirt regular price $49.00 discounted price Can$19.99
Cyberjammies
6" brown/light brown/beige performance mesh boxer brief
3-pack
regular price $56.00 discounted price Can$39.95
Under Armour
Classic jockstrap
Nylon
regular price $36.00 discounted price Can$24.95
Pump!
Round2 ribbed jockstrap
Cotton
regular price $39.00 discounted price Can$24.95
Pump!
5" In the Forest boxer brief
Organic cotton
regular price $20.00 discounted price Can$12.99
Le 31
Christmas pattern socks regular price $12.00 discounted price Can$7.99
Lindbergh
6" silky touch boxer brief
SMOOTH LUXE
regular price $48.00 discounted price Can$24.95
Saxx
Red-waist stretch briefs
Cotton
3-pack
regular price $58.00 discounted price Can$39.95
Diesel
2" Whisper sheer-stripe trunk
Polyester
regular price $42.00 discounted price Can$29.95
Pump!
Whisper sheer-stripe brief
Polyester
regular price $40.00 discounted price Can$29.95
Pump!
Whisper sheer-stripe thong
Polyester
regular price $40.00 discounted price Can$29.95
Pump!
5" storm kitten boxer brief regular price $20.00 discounted price Can$12.99
Undz
6" At the cottage micro-dotwork boxer brief
QUEST
regular price $38.00 discounted price Can$24.95
Saxx
6" bass micro-dotwork boxer brief
QUEST
regular price $38.00 discounted price Can$24.95
Saxx
Mini-embroidery T-shirt regular price $39.00 discounted price Can$19.99
Lindbergh
Black/white classic ankle socks
6-pack
regular price $28.00 discounted price Can$19.99
Adidas Originals
6" blue-hued boxer briefs
VIBE XTRA
2-pack
regular price $69.00 discounted price Can$49.95
Saxx
3" logo waist trunks
Dri-FIT Essential Micro
3-pack
regular price $63.00 discounted price Can$49.95
Nike
Bamboo viscose ped socks
2-pack
regular price $29.00 discounted price Can$19.99
BOSS
6" geo shape and martini boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$24.95
Saxx
Organic cotton knit socks regular price $22.00 discounted price Can$14.99
Le 31
3" blue-patterned trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Forest green waffled lounge joggers regular price $110.00 discounted price Can$79.95
Polo Ralph Lauren
6" flamingo boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$24.95
Saxx
2.5" organic cotton trunk regular price $35.00 discounted price Can$24.95
Paul Smith
3" organic cotton trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Warm wool-blend socks
2-pack
regular price $29.00 discounted price Can$19.99
Lindbergh
5" sriracha boxer brief regular price $20.00 discounted price Can$12.99
Undz
1" Sailor backless trunk
Nylon
regular price $43.00 discounted price Can$29.95
Pump!
6" arabesque fish boxer brief
DROPTEMP™
regular price $38.00 discounted price Can$24.95
Saxx
Colour-block ribbed socks regular price $22.00 discounted price Can$14.99
Le 31
Whisper sheer-stripe jockstrap
Polyester
regular price $36.00 discounted price Can$24.95
Pump!
Military thong
Nylon
regular price $40.00 discounted price Can$29.95
Pump!
Varsity striped socks regular price $31.00 discounted price Can$14.99
Stance
3" tropical flower trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Joviansphere merino crew socks
Everyday
regular price $31.00 discounted price Can$19.99
Smartwool
Light-blue/striped/black 100% cotton briefs
3-pack
regular price $65.00 discounted price Can$49.95
Calvin Klein
Solid stretch brief
TENCEL™ lyocell
regular price $29.00 discounted price Can$19.99
Le 31
Martini black socks regular price $24.00 discounted price Can$14.99
Stance
English car socks regular price $22.00 discounted price Can$14.99
Sock Affairs
Tom and Jerry ribbed socks regular price $25.00 discounted price Can$9.99
Jimmy Lion
5" micro-perforated boxer brief
Nylon
regular price $45.00 discounted price Can$29.95
Polo Ralph Lauren
Paisley/striped dress socks
3-pack
regular price $19.00 discounted price Can$12.99
Le 31
Solid/dot bamboo dress socks
2-pack
regular price $30.00 discounted price Can$19.99
BOSS
Blue stripe socks regular price $24.00 discounted price Can$14.99
Stance
2" Funtopia trunk
Polyester
regular price $44.00 discounted price Can$29.95
Pump!
Two-tone stripe socks regular price $23.00 discounted price Can$14.99
Stance
Cat and ramen ribbed socks regular price $22.00 discounted price Can$14.99
AMSCKS
5" Mario uniform boxer brief regular price $20.00 discounted price Can$12.99
Undz
Beige stripe socks regular price $24.00 discounted price Can$14.99
Stance
Brown micro-perforated string thong
Nylon
regular price $40.00 discounted price Can$29.95
Pump!
Grey micro-perforated string thong
Nylon
regular price $40.00 discounted price Can$29.95
Pump!
3.5" cotton trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
Capibara ribbed socks regular price $22.00 discounted price Can$14.99
AMSCKS
White T-shirt regular price $35.00 discounted price Can$19.99
Lacoste
Multi-stripe bamboo socks regular price $12.00 discounted price Can$7.99
Lindbergh
Croissant ribbed socks regular price $22.00 discounted price Can$14.99
AMSCKS
See Ya ribbed socks regular price $22.00 discounted price Can$14.99
AMSCKS
Flaming coffee ribbed socks regular price $22.00 discounted price Can$14.99
AMSCKS
6" black/light grey/dark grey boxer briefs
3-pack
regular price $80.00 discounted price Can$59.95
Polo Ralph Lauren
Cheerful embroidery dress socks regular price $15.00 discounted price Can$7.99
Lindbergh
Fender amplifier socks regular price $22.00 discounted price Can$14.99
Sock Affairs
3" tropical flora trunk regular price $15.00 discounted price Can$9.99
Jack & Jones
6" black/monogram boxer briefs
MULTI-SPORT MESH
2-pack
regular price $58.00 discounted price Can$39.95
Saxx
3" black/navy/blue trunks
3-pack
regular price $58.00 discounted price Can$39.95
Diesel
Merino wool blend geo socks regular price $40.00 discounted price Can$29.95
Jimmy Lion
6" white boxer brief
VIBE XTRA
regular price $38.00 discounted price Can$15.99
Saxx
Flag of the United States

Are you in the United States?

Visit simons.com