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.
Ubuntu in the early 2000s. My dad bought a little netbook that had it pre-installed. I was hooked, I was using Windows XP up to that point and it was something entirely different. My dad was kind of a techie at the time but none of us had any experience with Linux up to that point, still, we got the hang of it rather quickly and Linux had a lot more not so obvious problems at that time.
That’s why I’m saying a long time now, Linux is good enough as it is. It has been good enough for a long time. If you give it to people it works. But you have to give it to them. Normal people don’t install their OS’, as far as they are concerned it’s a part of the machine itself. Linux will only take off if it gets pre-loaded on systems as Windows and Mac was/is to this day. I Canonical wouldn’t have partnered with some laptop OEMs back in the day and I wouldn’t have gotten linux in my hand it maybe would have took years before I got to know linux and I don’t know if I would have installed it on my own.