I've told the story before, but most of my sentimental favourites come from that time in 1994 or 1995 where we finally replaced the old family 286 with a shiny new DX4/100. The 286 was loooooong obsolete, bearing in mind that the 386 was released in 1985 and the 486 in 1989. With the PC we got a Creative multimedia bundle, which consisted of a Sound Blaster 16, 2x speed CD-ROM drive, a cheap joystick and speakers, and most importantly, the best bundle of games ever assembled, even if it was headlined by the exceedingly mediocre Rebel Assault. The other newish games included were Return to Zork, and a sci-fi survival game called Iron Helix which I never ended up playing as it sounded too scary for me. (There was also a Grolier's Multimedia Encyclopaedia which was rather handy for school assignments)
What's more important though were the legacy games they also included, games that didn't really fit into the multimedia theme and some of which were quite a few years old at the time. There was a 4-game Microprose CD containing Civilization, Railroad Tycoon, F-117A Stealth Fighter 2.0 and Silent Service 2. There was a 4-game Origin bundle containing Wing Commander 2, Strike Commander, Ultima 8 and Syndicate Plus. There was SimCity 2000 too, but that wasn't new to me, strictly speaking. These games defined my childhood gaming and turned me into the primarily PC gamer that I am today.
Before that, sure, I played some games on the PC, fairly primitive titles (though some are timeless) for the time like Alley Cat, Space Invaders, Pitstop 2, Epyx Winter Games. SimFarm, which is a game I've never heard anyone else talk about, is probably the most sophisticated game I actually played on the old machine, and I loved it. I also watched my older cousin (he had about 10 years on me) play some of the AD&D Gold Box games on it too, but I was never brave enough to try them myself - it would be a full decade later that I came into the genre via Baldur's Gate 2. But I digress - ultimately anything I played on PC in my pre-teens was very obviously overshadowed by what the NES and then SNES were capable of, given that I was restricted to 16 colour EGA graphics and PC speaker audio. But for whatever reason, I don't have nearly as much nostalgia for those games as I do for the PC games that came after.
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HoMM2 is another one that was a bit odd, in that I remember renting it quite a few times from the video rental shop that was next to the family business we used to run. It would have been in that awkward period where it wasn't new enough to have a sequel just yet, but old enough to be somewhat hard to find in stores. Finally did give the big box Gold edition that also included the previous game plus the original King's Bounty.