Back in the day, I wore my hair very long. I didn't cut it for 6 years once. But then one day I got tired of it, chopped it all off, and have kept it very short or completely buzzed off since.
I had #dreads in my twenties and then a variety of buzzcut/flat top/bald things going on for twenty years or so and last cut my hair on the morning of my Mum's funeral (August 2007).