@dosnostalgic let's be fair: Windows wasn't letting you "boot into the legacy OS", it was just letting you quit out of the shell, because at the time, it was literally just a fancy GUI shell for DOS, and remained so (for home users, enterprise users got NT in the early 90s) until Windows XP

@vinesnfluff No. Windows 9x was not "just a fancy GUI shell for DOS". In fact it was sort of the other way around. It was a full on standalone OS that had legacy DOS support fully integrated in its kernel. But if you wanted an actual MS-DOS you had to reboot. There was nothing to quit to, as DOS 7 that was used as a bootloader was completely gone by the time Win9x was running.

@dosnostalgic @vinesnfluff when the black screen told you in orange letters that it was safe to shut the computer off, you literally had a shell, you just had to run the commands to clear the screen. Not saying win95 was just a fancy gui for dos, nor do I remember how functional that shell was given that I was in primary school when I messed around with it, but it was at the very least somewhat functional.