The first PC I remember we had at home was a 386 PC with a dot matrix printer then in high school we got a 486 and eventually upgraded it to have a modem for dialup internet in the mid 1990's. We had AOL and funny enough my parents still use their original AOL email addresses today for some reason because "I don't want to go through having everyone update their contacts if I change it." The 386 was still MS-DOS OS where you had to type a command to launch a game from a floppy disk. Eventually got Windows 3.1 with the 486 PC which was a game changer. Played games like Space Quest 3, A-10 Warthog, Sim City and Sim Farm, Tetris, some NCAA Basketball game that you could edit the rosters so my brother and I would take a sports almanac and plug in stats from NBA teams and create NBA rosters and the game was smart enough to make some player skill rankings based off those stats but we could still manually make the values whatever we wanted to. I think I still have some of these games in box stored in my basement that maybe one day I will get out and see if I can get them to work with Windows today.
My first actual PC purchase of my own was in college. I bought a Compaq Presario with Windows 98 that I think was Pentium 3 or 4 processor with a 20" CRT monitor for like $1600 from Best Buy. Thought it was a pretty top end PC at the time but eventually when I went to add upgrades found it did not like things like video cards that you did not buy from Compaq. Eventually upgraded it to Windows 2000 with a discount purchase through ISU and that OS was not much better for blue screen of death errors than Windows 98 was. Replaced that PC with a Dell that had Windows XP in 2002 and I still actually have that PC in my basement storage for some reason so maybe some day I will get bored and boot it up just to play around with again.
I do IT support for a living, mostly desktop hardware and software support so have tons of stories about PC hardware and operating systems I have worked with over my career that I liked or hated. I've worked with nearly every Windows OS either on a personal PC or in a enterprise environment. The 2 I probably dealt with the the least were ME and Vista and both were huge failures for Microsoft IMO and luckily were short lived too. Windows 8 is probably up there with them too although I never had much of an issue with 8 on my personal PC like some did, was just as stable if not more stable than 7 was and was kind of a bridge to what they were eventually moving to with Windows 10. Windows 10 IMO has been the best OS Microsoft has released and it was supposed to be the last OS too as they were going to follow the Apple model of making incremental build changes to that OS then eventually decided they needed to release Windows 11. 11 has been a good OS too but typical Microsoft they had to go and mess up something that was not broke by tweaking the look and feel of the Start Menu in Windows 11. That's really my only big pet peeve with the noticeable change between 10 and 11. The 1 big plus between 10 and 11 is the bootup time from power on to login is just a few seconds.