Men's Tailored Fit Dress Shirts

  • Le 31

    Winter forest stretch shirt
    Slim fit

    $69.00 US$39.95

  • Olymp

    White stretch shirt
    Semi-slim fit

    $110.00 US$79.95

  • Le 31

    Ochre mosaic stretch shirt
    Slim fit

    $69.00 US$39.95

  • Le 31

    Wild peony shirt
    Slim fit

    $79.00 US$54.95

  • Le 31

    Orange-accent herringbone shirt
    Slim fit

    $69.00 US$39.95

  • Editor's pick

    Le 31

    Minimalist stretch shirt
    Slim fit

    US$55.00

  • Editor's pick

    Le 31

    Minimalist stretch shirt
    Slim fit

    US$55.00

  • Le 31

    Grey flower piqué shirt
    Slim fit

    US$69.00

  • Editor's pick

    Le 31

    Minimalist stretch shirt
    Slim fit

    US$55.00

  • Le 31

    Colourful pixel shirt
    Slim fit

    US$69.00

  • Le 31

    Monochrome rose shirt
    Slim fit

    US$69.00

  • Le 31

    Navy mushroom shirt
    Slim fit

    US$69.00

  • Le 31

    Minimalist mosaic shirt
    Slim fit

    US$69.00

  • Le 31

    Caramelized preppy stripe shirt
    Slim fit

    $69.00 US$39.95

  • Le 31

    Dotwork knit shirt
    Slim fit

    $69.00 US$54.95

  • Olymp

    White jersey shirt
    Extra slim fit

    $110.00 US$44.95

  • Olymp

    Summery floral shirt
    Extra slim fit

    $110.00 US$79.95

  • Olymp

    Geometric dot shirt
    Extra slim fit

    $110.00 US$79.95

  • Tiger of Sweden

    Farrell 5 solid shirt
    Slim fit

    US$150.00

  • Tiger of Sweden

    Farrell 5 solid shirt
    Slim fit

    US$150.00

  • Tiger of Sweden

    Stretch twill pastel shirt
    Slim fit

    US$150.00

  • Tiger of Sweden

    Stretch twill pastel shirt
    Slim fit

    US$150.00

  • Le 31

    Medallion shirt
    Athletic fit

    US$69.00

  • Le 31

    Optical dot shirt
    Athletic fit

    US$69.00

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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.