I tried also install freedos (to me the best DOS ever) in a partition, then tried to run with PC-Task. Made a dir, put there bin files, copy command.com to that dir, tell pc-task dir location and... nothing.
I remember using PC-Task in 1990-1991(?) with amiga 500. It really worked, but i have to say that even in those times PC was crap, compared to the low end 500. For example amigabasic was miles ahead from quickbasic (interface, compiled code size, stability (!)) and the only thing that i really need PCTask was DBaseIII (my best fave db yet) that ran very well, sometimes almost as the speed of a real pc those times...
Nowadays, I still use DOS in the office (they say it's emulated by xp... but im not quite sure). DOS is great for DBase/Clipper applications, just because it works and the interface is clear, special if i stay 4 hours working non-stop.
If you don't need DOS, i say to forget Windows and try Debian or other linux OS - I like Xubuntu. If you want computer art and superb games, try AMIGA (there's no competion in those areas - Amiga is still "miles ahead"). If you want a new 64/128 bits commercial stuff I would go to the new nintendo - seems pretty original and fun.
So, to finish: go buy a P II and a monitor/keyboard switcher and install freedos... And if you're tired of DOS don't throw away the computer! There's small kick-ass linux distros. My P II 300mhz runs firefox, etc and plays all sort of mp3, ape, ogg, etc ... and even better: plays mod xm & sid! (hmmm maybe one day i'll try AROS - didnt try yet cause i dont have gentoo linux installed)