You can quite easily install Win95 in the DosBox app, I did it (see the thread on DosBox here, the screencaptures at the end are mine).
Originally Posted by rsammon977
I did this not at all for gaming but to install dedicated input software for specific measurement devices, that would have allowed me to get a field-reactive setup.
FWIW I didn't come to a conclusion on this issue, because in the end I couldn't get the softwares without buying the associated hardware, and I didn't want to bet.
But for your more specific question, what I can say is:
- Win95 boots and runs on the PB, ~2mn boot time (which is normal!) and then a quite laggy behavior, and a cursor handling that's imperfect (indeed you can control it with the finger, but not properly -see Dosbox thread)
- given the visible load on the PB just from the system alone, I seriously doubt any game running on top of W95 would be reactive at all
- this still leaves room for "reflexion games" (I imagine a good chess app wouldn't require animated graphics) and for games independent from Win95 (see the DosBox thread, there are many people posting screenshots of such games that you just launch from the prompt)
- IMHO, and in view of the above, I don't believe any Windows system more recent than '95 will run in DosBox
- (and of course, the PB being by far the most seriously locked system on the market, it'd be just ridiculous to imagine replacing its OS with another one. Rooting the device is a story of the past, and even when it was available it didn't allow to replace the (signed, locked) bootloader in any way.)
If you want to try Win95, consider you'll spend an hour installing and setting up, but this is not difficult provided you have a minimum knowledge of DOS commands.