Some may run in compatibility mode, I have a similar problem at home, my son wants XP on his as he likes the new apearance of mine (you know what kids are like...) but some older stuff that he plays just doesnt work
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As mentioned, trial and error, I suppose you could dual boot, but if your kid is as patient as mine then that is a no-no.
If they squeeze olives to get olive oil, how do they get baby oil?