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by badsectoracula 1621 days ago
Windows 9x supported long filenames by overriding DOS instruction to provide it, so they only worked while Windows was running. If you rebooted the PC in MS-DOS-only mode LFN wouldn't work.

There were a bunch of TSRs that added support though. Here is one i used recently on a retro PC to install Free Pascal for DOS (which, despite being for DOS, requires long filename support to install - though depending on which units you use, it can work without it afterwards):

http://adoxa.altervista.org/doslfn/