PRACTICAL? Son, you have over 200 posts here, I think you've gotten a feel for VOGONS.
The one thing NOBODY HERE is, is practical. In the name of retro computing collecting, the PRACTICAL option is to throw out all of the old computers and use emulators and hypervisors. THAT is the reasonable, practical
option here.
Of course, if you want to dual boot, Windows 98 and DOS (Use PC-DOS 2000, it's the best retro DOS, ignore that 7.1 CDU crap, it's rubbish) DO IT!
Even if there isn't a reason, do it anyways. Unless you have piles of computers and parts to go through, geeky extensions like these to projects make my day. I had a blast toying around with operating systems I had never used on my 486.
I've often considered a super multi boot including PC-DOS, Windows 95, Windows 98, NT3.1, NT3.5, NT 3.51, NT 4, NT 5, and WinME. It would be stupid, annoying, unnecessary, but it would be bloody cool.