I've been trying to recall myself. It was probably King's Quest III on my dad's 386, at least that I can recall. We had many other games including 8086 titles, and a TI-994a that I probably saw first but can't recall sitting down and playing. We had a NES and SNES eventually, so a lot of gaming was done there. Started getting more into computer games once I had my own. That was a 486 made of a jumble of parts. Cannon fodder, Command & Conquer, Ultima 7, Wing Commander/Privateer, Doom, Warcraft II, Red Alert. Around then I bought my first Athlon 686 and started getting into the late Win98 games. Big ones for me were Unreal Tournament and Battlefield 1942.