1. Roots Michelle bag in salt-and-pepper terrazzo leather ($318, 100 Bloor West, 416-323-3289, and others, roots.ca).
2. Jessica Jensen basket-woven leather Thruway tote ($798, shopjessicajensen.com).
3. Cha Cha Stella three-in-one leather shopper ($315, chachalifestyle.com).
4. Mimi & Marge vinyl Big V Buckle handbag ($85, Propaganda, 686 Yonge, 416-961-0555, shopaganda.ca).
5. M0851 folded-corner bag in brown ($275, 23 St. Thomas, 416-920-4001, m0851.com).
