1. Duchamp chess-pattern pocket square ($98, Harry Rosen, 82 Bloor West, 416-972-0556, and others, harryrosen.com)
2. Bustle floral-shirting blazer ($325, bustleclothing.com)
3. Inkkas Peruvian handmade sneaks ($85, Model Citizen, 279 Augusta, 416-553-6632, modelcitizentoronto.com)
4. Karim Rashid for Sully Wong Optik shoes ($249, shop.sullywong.com)
5. Model Citizen This Ain’t Your Kat tee ($34, Model Citizen)