As a child, the only boots I had were wellies and I hated them! They were cold and flapped against my skinny bare legs - no joke in an Edinburgh winter. As a teenager in the 60's, I naturally had white PVC knee-length boots teamed with a mini skirt - again no joke in an Edinburgh winter.
For many years after that, I never wore boots - I had such skinny legs that I could never find boots that fitted properly and when they flapped about it reminded me too much of my childhood wellies. However, when I acquired a dog about 10 years ago, wellies became a necessity. I discovered the wonderful Aigle boots - not cheap but supremely comfortable. In fact, I was dithering one day about shoes to wear for a day out and Gerry said "what are your most comfortable shoes?" and I had to confess it was my wellies!
A couple of years ago, I bought a pair of very cheap ankle boots to wear with jeans and that started my current addiction to boots! I can't resist trying on boots everywhere I go and I currently own 6 pairs. My latest acquisition is a pair of dark red ankle boots with stiletto heels and impossibly pointed toes - gorgeous. Gerry wasn't the slightest bit surprised when he asked what I wanted for Christmas and I said BOOTS!