You can't beat a handsome check shirt and this cotton version by NYC brand Michael Bastian toes a stylish line between smart and effortlessly cool. Cut for a streamlined fit with a structured, spread collar it works just as well with lightweight tailoring or a classic denim jacket. Leave the top button undone and roll the cuffs on the weekend. Shown here with a Gant Rugger jacket and trousers, Drake's pocket square, Mougin & Piquard x J.Crew watch, Anderson's belt and Paul Smith shoes.

• Blue, navy, red and white check cotton shirt
• Slim-fit, spread collar, collar stays
• 100% cotton
• Machine wash