I did this recently with my collection of the former in anticipation of a big move—and I walked ... day life there really was one bag to rule them all: The Gucci Horsebit 1955 Shoulder Bag.

In the handbag world, the word classic immediately brings to mind a few iconic bags. Think the Louis Vuitton Speedy, Alma, ...

She paired the look with platform loafers, also from Gucci, for a preppy twist. Her final statement piece was her bag. Unlike the nondescript stealth wealth leanings of the rest of her look ...