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 tried linux and went back to windows to many times to count, mostly in the halcyon days of late dialup/early “Broadband” (back when broadband was a whopping single meg down), always for the same reason… Had a problem I couldnt find a solution for, and the few times I reached out to linux focused IRCs and stuff, well, so say that my head was bit off would be putting it lightly, which always ultimately lead to me reinstalling windows95/98/xp
Thankfully, there was a perfect storm of Valve dumping dumptrucks of money into linux, creating proton, and Windows 7 reaching EoL that I finally said fuck it and switched for good around… late 2018ish I think? I still kept Windows 7 for dualbooting for games that didnt work via proton, but eventually I was booting into windows less and less as more games just worked on linux with proton until… about 6 months ago, I realized I hadnt logged into my Windows 7 drive in over a year, and finally wiped it.