In the spirit of shoe, I mean true, confessions I have 15 pairs of winter flats. The oldest is from 2018. I have a similar count for summer; those are tucked away for the season. My feet are happiest when I switch shoe lasts and styles each day, so I have a mix of loafers, skimmers and ballet flats from a handful of different manufacturers. I average wearing out one a month during the season. My matchy matchy soul is happiest when I have a couple of pairs of shoes, in different styles, to match or closely coordinate with each purse. So a two to one shoe to purse ratio. Each year I assess any gaps and what colors are trending in the stores to prioritize filling them when the colors I want are available. It’s an ongoing project that I don’t fret about getting perfect. This year my only winter gap is the same as last year, in true grey flats; I haven’t found anything that I like in the sales yet, so that might still be on the list next year as well.