A crazy, brilliant dude decided to start with a DOS 5 virtual machine and install Windows 1 — and then upgrade it, step by step, all the way to Windows 7. Astonishingly, his DOS apps — Monkey Island and Doom 2 — survived the trip. (The brief mention of PIF files gave me the heebie jeebies, Dorman.)
Long, but worth it. Via MeFi.