From Windows 1.0 to Windows 7

[CougTek]

http://www.osnews.com/story/24483/Upgrading_from_Windows_1_0_to_7

I planned on trying to do this for real (not in a VM) but I've never had the time. One fact you'll learn in this video is that the author is blind. A pink background? Come on.

 

[LunarMist]

Why would anyone do that, too much free time on their hands?