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Men's Tailored Fit Dress Shirts

Sand-coloured floral silhouette shirt
Slim fit
regular price $79.00 discounted price US$49.95
Le 31
Contrasting geo mosaic fluid shirt
Slim fit
regular price $79.00 discounted price US$24.95
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
regular price $55.00 discounted price US$39.95
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

New

Dotwork knit shirt
Slim fit
discounted price US$79.00
Le 31

New

Fluid geo dot 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
regular price $55.00 discounted price US$39.95
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
regular price $55.00 discounted price US$39.95
Le 31
Contrast-button piqué white shirt
Slim fit
discounted price US$69.00
Le 31
Mini pattern pure cotton shirt
Slim fit
discounted price US$69.00
Le 31
Mini pattern pure cotton shirt
Slim fit
discounted price US$69.00
Le 31
Mini pattern pure cotton shirt
Slim fit
discounted price US$69.00
Le 31
Colourful bowling pin stretch shirt
Slim fit
discounted price US$55.00
Soul of London
Retro mosaic fluid stretch shirt
Slim fit
discounted price US$79.00
Hörst

New

Geo medallion fluid stretch shirt
Slim fit
discounted price US$79.00
Hörst
Simple-flower fluid stretch shirt
Slim fit
discounted price US$79.00
Hörst
Optical check fluid stretch shirt
Slim fit
discounted price US$79.00
Hörst
Two-tone dot fluid stretch shirt
Slim fit
discounted price US$79.00
Hörst

New

Silver-chain collar shirt
Slim fit
discounted price US$79.00
Le 31

New

French-cuff stretch shirt
Slim fit
discounted price US$79.00
Le 31

New

French-cuff stretch shirt
Slim fit
discounted price US$79.00
Le 31
Contrast-button white shirt
Slim fit
discounted price US$110.00
Olymp
Hatched flower shirt
Slim fit
discounted price US$120.00
Olymp
Dotted line shirt
Slim fit
discounted price US$110.00
Olymp

New

Organic cotton white tuxedo shirt
Slim fit
discounted price US$220.00
Tiger of Sweden

New

Stretch taupe cotton shirt
Slim fit
discounted price US$160.00
Tiger of Sweden

New

Two-tone jacquard shirt
Slim fit
discounted price US$180.00
Tiger of Sweden
Farrell 5 solid shirt
Slim fit
regular price $150.00 discounted price US$79.95
Tiger of Sweden
Farrell 5 solid shirt
Slim fit
regular price $150.00 discounted price US$79.95
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
Trimmed white logo shirt
Slim fit
discounted price US$140.00
HUGO
Stretch piqué performance shirt
Slim fit
Innovation collection
regular price $79.00 discounted price US$44.95
Le 31
Monogram underside solid shirt
Slim fit
regular price $110.00 discounted price US$59.95
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.