This may sound dumb, but the spark that lit the fire was reading the "Shave like your grandpa" article on Art of Manliness. I never had an exposure to DEs growing up since my Dad always used a cartridge razor, and I only had a vague awareness of DEs from old movies and the like. The article peaked my interest since at the time I was despairing of how absurdly expensive the Gillette carts I had been using were. Incidentally, I was perfectly happy with shaving with a cart and didn't realize how crappy my shaves really were until I switched to DE.
I saw this Art of Manliness article, too, and a while later came across a box of my grandpa's actual razors in the shed behind his house. I decided to try to clean them up and maybe display them in my bathroom. Then I thought I should try one out. It's been a ride since then. My wife thought it was neat when I had 4 of Grand-Pop's old razors. 40+ old razors stashed all over the master bath maybe isn't quite as neat...