Skip to main content
Free shipping over $50 for The Simons members
& Easy returns: $9.99 flat fee (exceptions may apply)

Men's Tailored Fit Dress Shirts

Contrasting geo mosaic fluid shirt
Slim fit
discounted price US$79.00
Le 31

Editor's pick

Stretch piqué performance shirt
Slim fit
Innovation collection
discounted price US$79.00
Le 31

Editor's pick

Stretch piqué performance shirt
Slim fit
Innovation collection
discounted price US$79.00
Le 31
Floral silhouette sand shirt
Slim fit
discounted price US$79.00
Le 31
Tone-on-tone pattern shirt
Slim fit
discounted price US$69.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price US$55.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price US$55.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price US$55.00
Le 31
Contrast-button piqué white shirt
Slim fit
discounted price US$69.00
Le 31

New

Mini pattern pure cotton shirt
Slim fit
discounted price US$69.00
Le 31

New

Mini pattern pure cotton shirt
Slim fit
discounted price US$69.00
Le 31

New

Mini pattern pure cotton shirt
Slim fit
discounted price US$69.00
Le 31
Colourful clover stretch shirt
Slim fit
discounted price US$55.00
Soul of London
Colourful bowling pin stretch shirt
Slim fit
discounted price US$55.00
Soul of London

New

Contrast-button white shirt
Slim fit
discounted price US$110.00
Olymp

New

Hatched flower shirt
Slim fit
discounted price US$120.00
Olymp
Farrell 5 solid shirt
Slim fit
regular price $150.00 discounted price US$119.95
Tiger of Sweden
Farrell 5 solid shirt
Slim fit
regular price $150.00 discounted price US$119.95
Tiger of Sweden
Monochrome poplin shirt
Slim fit
discounted price US$110.00
HUGO
Pure cotton Oxford shirt
Slim fit
discounted price US$130.00
HUGO
Monogram underside solid shirt
Slim fit
discounted price US$110.00
HUGO
Trimmed white logo shirt
Slim fit
discounted price US$140.00
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.