If that happens, you have a problem in your computer. It's difficult to know what.
As far as DOS goes, if you want the "real" OS you'll have to get an old computer. And as you say you'll have pesky problems with memory etc. Which by the way apply exactly the same in Windows 9x; the only difference is that games made in the late 90's didn't have such pesky memory requirements as earlier ones. Windows 9x does include DOS (7.x).
DOS in Virtual PC is very poorly emulated, most games won't work right. DOSBox emulates DOS immensely better; I recommend you to give it another spin.
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