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Windows 7 and 8 now dead for gaming, as new Steam update pulls support
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Or machine virtualization, VirtualBox and similar programs are piss easy to learn to use and most machines today should have 0 issue emulating older windows and an old game in a VM
Any issues you might have are going to be hardware related, like really old games not playing nice on no original hardware, but if you've got one of those then just install the last version of the OS and isolate that original hardware machine from any networking and it's completely safe to use as a game console