Top choice for classic operating systems is Windows 95.
Top choice for classic operating systems is Windows 95.
95 OSR2 is acceptable, 98SE is also decent though others have mentioned you’ll run out of HDD space. I really enjoyed MSDOS and WFW3.11, but you won’t discover any programs for it. Check out this abandoned software site with a wide range of old OSes and apps: https://winworldpc.com/library
Windows 98SE compatibility fix for USB mass storage drivers available at the provided link.