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Dress shirts

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Tailored fitView all Tailored fit

Optical trellis shirt
Tailored fit
Can$69.00 Can$49.95
Report Collection
Geo planes shirt
Tailored fit
Can$59.00 Can$39.95
Le 31

Semi-tailored fitView all Semi-tailored fit

Athletic fit View all Athletic Fit

Men's dress shirts from Simons


Whether you wear suits to work every day, have a wedding to attend, or just like the polished look of a quality dress shirt, Simons has options and styles for every day of the week. No matter the fit and style you prefer, you can never go wrong with a dress shirt. Pair it with a skinny tie, tuck it into a pair of jeans, or leave the first couple of buttons left undone—however you choose to style it, a dress shirt will make you look put together and sophisticated.

Prints for everyone's style


Every fashionable man knows the importance of a quality dress shirt, and with Simons' wide range of colours and prints, there's no limit to the possibilities. Go for a classic look with a pin dot, jacquard, check, or striped print or express your adventurous side with floral or houndstooth. With brands like Le 31, Giovanni Rosmini, Ravelli, and Tiger of Sweden to choose from, you won't want to stop at just one—and you don't have to. Stock your wardrobe with a dress shirt for every mood, occasion, and season and you'll always look polished and classy.

Finding the perfect fit


When it comes to a fashion faux-pas, there's nothing worse than wearing a dress shirt that is too baggy or too tight in all the wrong places. Finding the right fit in a dress shirt is about more than choosing a small, medium, or large—you also have to consider your unique body type and measure around your neck, chest, waist, and the length of your arms. Simons has a large selection of fits, including tailored, semi-tailored, and regular, so after you know your measurements you'll be free to try on a range of different brands and choose the right dress shirt for any occasion.