Some occasions call for a ladylike top-handle bag, like the Horsebit 1955 Small tote from Gucci. Made in Italy from GG Supreme canvas with white calf-leather trim, it has a zip-top that opens to reveal a microfiber-lined interior with a zip pocket and card slots – enough storage for the essentials. Wear yours in the crook of your arm to a tennis match or a horse race, for example.