Castle of the Winds, a roguelike for Windows 3.1. Initially played the demo at a youth center’s tucked-in-the-corner Compaq when Mario Kart 64 was too popular to get any time on, eventually found the full version online for our home machine, wound up celebrating WineVDM long after Windows dropped 16-bit support.

It was popular enough that WineVDM’s demos included it, specifically… but it enjoys little cultural relevance today. It has an adorably straightforward mouse-and-windows interface, and barely works if you don’t have a ten-key pad. The plot is just barely present. Some monsters will forkbomb you by summoning more of themselves. But it encaspulates a bygone era better than even modern efforts like Hypnospace Outlaw.