Like you, I started with the Bic disposables, along with a can of Barbasol. My first shave was at the tender age of 14. I realized very quickly why my dad would often leave the bathroom with a minefield of TP squares all over his neck and face. I did it that way until I received a Norelco electric for Christmas that year; I used it religiously for a couple of years until the blades started wearing out and tugging rather than cutting. From there, I used a beard trimmer intermittently (blades were too expensive) when the growth became too wild or I had somewhere special to go. After college, I switched up to a Fusion cartridge and used a brush/mug for my lather. When the price of replacement cartridges was far more outrageous than I thought, I went whole hog and bought a straight kit from Whipped Dog and a Gillette DE.
I never actually saved any money (the ADs hit rather hard for a while and ate up any potential savings), but my shaves are of a much greater quality than they ever were before.
Josh - straight razor convert, Swiss Army knife collector