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Men's Tailored Fit Dress Shirts

Contrasting geo mosaic fluid shirt
Slim fit
discounted price Can$99.00
Le 31

Editor's pick

Stretch piqué performance shirt
Slim fit
Innovation collection
discounted price Can$99.00
Le 31

Editor's pick

Stretch piqué performance shirt
Slim fit
Innovation collection
discounted price Can$99.00
Le 31
Floral silhouette sand shirt
Slim fit
discounted price Can$99.00
Le 31
Tone-on-tone pattern shirt
Slim fit
discounted price Can$79.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price Can$69.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price Can$69.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price Can$69.00
Le 31
Contrast-button piqué white shirt
Slim fit
discounted price Can$79.00
Le 31
Mini pattern pure cotton shirt
Slim fit
discounted price Can$89.00
Le 31
Mini pattern pure cotton shirt
Slim fit
discounted price Can$89.00
Le 31
Mini pattern pure cotton shirt
Slim fit
discounted price Can$89.00
Le 31
Colourful clover stretch shirt
Slim fit
discounted price Can$69.00
Soul of London
Colourful bowling pin stretch shirt
Slim fit
discounted price Can$69.00
Soul of London
Contrast-button white shirt
Slim fit
discounted price Can$135.00
Olymp

New

Hatched flower shirt
Slim fit
discounted price Can$150.00
Olymp
Farrell 5 solid shirt
Slim fit
regular price $189.00 discounted price Can$149.95
Tiger of Sweden
Farrell 5 solid shirt
Slim fit
regular price $189.00 discounted price Can$149.95
Tiger of Sweden
Monochrome poplin shirt
Slim fit
discounted price Can$138.00
HUGO
Pure cotton Oxford shirt
Slim fit
discounted price Can$158.00
HUGO
Monogram underside solid shirt
Slim fit
discounted price Can$138.00
HUGO
Trimmed white logo shirt
Slim fit
discounted price Can$178.00
HUGO

Men's Slim Fit Dress Shirts

At Simons, we offer a trendy, handpicked selection of tailored-fit shirts from renowned international brands as well as our very own private label, Le 31. What can you expect from our designs? High-quality materials, abundant colour and pattern options, fine detailing, and thoughtful added features, such as hidden buttoned point collars. 

With our Fit Finder tool, you can be confident that your shirt will fit your frame as intended. Through a series of simple steps, you will enter your height and weight, belly shape, chest shape, age, and your fit preference—tighter or looser. You can even compare sizes with brands you normally wear. At the end, we'll give you your sizing options and a compatibility rating for each. Simple.

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