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.
I picked up RedHat 6.0 (hedwig) on the front of a Linux magazine in 2000. Took a few days to get X working on my Pentium3 at the time. In the end the thing that sent me back to Windows was an inability to get my modem running and thus no internet.
When I was at university in 2004 doing a network administration course, our lecturer was very proud of the livecd he’d created with an environment for the course. It was based on Fedora core 2. It was fascinating. Tried to install fc on my laptop at the time but struggled with ndis wrapper to get WiFi running.
Would try again out my early career (2006), went out to Ubuntu and debian. Gamed in early dx7/8 days in wine and Cedega. Would run home servers and mythtv on Linux over the years.
When the steam client beta came out I tried again in earnest to move to Linux full time and was ultimately successful, coming back to Fedora KDE 19 and staying there until moving to Fedora Kinoite last year.
Don’t use Windows really except when I have to with building the SOE and a few windows servers at work. I am involved with azure and azureAD at work, so to me Microsoft is mostly a website and a powershell prompt.