Let's talk about the curious and ingenious DriveSpace, an MS-DOS program promising to double the available disk space.
Let's talk about the curious and ingenious DriveSpace, an MS-DOS program promising to double the available disk space.

MS-DOS applications: DriveSpace

Windows 3.1 came out in 1992. Yes you still were in DOS a lot back then, but it was hardly “way before windows”.
Speaking of just hunting for random stuff in DOS, my personal favorite “what’s this?” in DOS was Gorillas.bas https://en.wikipedia.org/wiki/Gorillas_(video_game)?wprov=sfti1
I agree, but Windows 3.x was more a shell on top of MSDOS and had a more niche market, and windows 95 didn't get most popular OS until late 1998. So for a lot of people that was way before windows. Also tech went a lot faster back then. Updates to an old system isn't as important if it's not connected to the world of online hackers.
Windows 95 was also a shell on top of MSDOS. Windows NT wasn't running on top of DOS, but it was primarily for business use until Windows XP.
I'm pretty sure I still have Gorillas on my HDD, carried with me from my families 286.
Yeah, Gorillas was awesome ... came with MSDos 6 IIRC