Can't pinpoint the exact moment, but definitely ever since I was very young. Growing up in the 90s, Keds were everywhere all the time. There was definitely no shortage to look at and enjoy. Girls in my classes were always wearing Keds in all colors, and multiple times a week, the teacher would be wearing some kind of dress or skirt with scrunchy socks and white Keds, that mainly grabbed my attention.
Didn't know why, just knew I always really liked them and wanted to see women wearing them as much as I could, usually only if they were wearing them with scrunchy socks though. And if the wearer happened to step on and crush something under her Keds, I was mesmerized, especially when they would lift their heel and twist what they stepped on into nothingness beneath their shoe.