I’ll go first, I took my mom’s college textbooks which came with discs for a couple distros and failed to install RHEL before managing to get Fedora Core 4 working. The first desktop environment I used was KDE and despite trying out a few others over the years I always come back to plasma. Due to being like 12, I wanted to run my games on it, and man wine was not nearly as easy to use (or as good) as it is nowadays. So I switched back to windows until around 2015 or so when I spent the next few years trying to replace windows as much as I could. Once valve released proton, I switched fully and have t looked back, unless my still there windows partition tries to take over my computer when I restart it at least.
Mine was a Raspberry Pi in the early 2010s - I‘d had relatively little experience with computers before and had no idea what a terminal was (or even Linux for that matter, tbh), so it took me a good couple of weeks to even figure out how to reach the desktop… Used Windows most of the time after that, but got back into Linux via Ubuntu a couple of years ago. I‘ve now switched to Fedora as my daily driver and wouldn‘t go back either :)