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Men's Tailored Fit Dress Shirts

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
Optical diamond stretch shirt
Slim fit
regular price $69.00 discounted price US$39.95
Le 31

New

Optical mini-circle shirt
Extra slim fit
discounted price US$110.00
Olymp
Dotwork knit shirt
Slim fit
discounted price US$79.00
Le 31
Fluid geo dot shirt
Slim fit
discounted price US$79.00
Le 31
Tone-on-tone pattern shirt
Slim fit
regular price $69.00 discounted price US$39.95
Le 31
Geometric stretch shirt
Slim fit
discounted price US$69.00
Le 31
Contrast-button piqué white shirt
Slim fit
discounted price US$69.00
Le 31
Organic cotton mini-gingham shirt
Slim fit
discounted price US$69.00
Le 31
Abstract bouquet stretch shirt
Slim fit
discounted price US$69.00
Le 31
Two-tone stripe stretch shirt
Slim fit
discounted price US$69.00
Le 31
Stretch cotton shirt
Slim fit
discounted price US$55.00
Le 31
Two-tone stripe stretch shirt
Slim fit
discounted price US$69.00
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $69.00 discounted price US$49.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $69.00 discounted price US$49.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $69.00 discounted price US$49.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $69.00 discounted price US$49.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $69.00 discounted price US$49.95
Le 31
Retro mosaic fluid stretch shirt
Slim fit
regular price $79.00 discounted price US$54.95
Hörst
Geo medallion fluid stretch shirt
Slim fit
regular price $79.00 discounted price US$54.95
Hörst
Simple-flower fluid stretch shirt
Slim fit
discounted price US$79.00
Hörst
Micro-check knit shirt
Slim fit
discounted price US$79.00
Hörst
Optical check fluid stretch shirt
Slim fit
regular price $79.00 discounted price US$54.95
Hörst
Two-tone dot fluid stretch shirt
Slim fit
regular price $79.00 discounted price US$54.95
Hörst
Optical geometry knit shirt
Slim fit
discounted price US$79.00
Hörst
Geo floral knit shirt
Slim fit
discounted price US$79.00
Hörst
Micro-check knit shirt
Slim fit
discounted price US$79.00
Hörst
Geo mosaic knit shirt
Slim fit
discounted price US$79.00
Hörst
Silver-chain collar shirt
Slim fit
discounted price US$79.00
Le 31
French-cuff stretch shirt
Slim fit
discounted price US$79.00
Le 31
French-cuff stretch shirt
Slim fit
discounted price US$79.00
Le 31
Organic cotton white tuxedo shirt
Slim fit
discounted price US$220.00
Tiger of Sweden
Stretch taupe cotton shirt
Slim fit
discounted price US$160.00
Tiger of Sweden

New

Stretch twill solid shirt
Slim fit
discounted price US$130.00
Tiger of Sweden

New

Stretch twill solid shirt
Slim fit
discounted price US$130.00
Tiger of Sweden

New

Stretch twill solid shirt
Slim fit
discounted price US$130.00
Tiger of Sweden
Two-tone jacquard shirt
Slim fit
discounted price US$180.00
Tiger of Sweden
Solid performance shirt
Slim fit
discounted price US$69.00
Lindbergh
Solid performance shirt
Slim fit
discounted price US$69.00
Lindbergh
Solid performance shirt
Slim fit
discounted price US$69.00
Lindbergh

New

Light-blue twill shirt
Slim fit
discounted price US$99.00
Lindbergh

Editor's pick

Minimalist stretch shirt
Slim fit
regular price $55.00 discounted price US$24.95
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
regular price $55.00 discounted price US$24.95
Le 31

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.