For some older DOS-based games, GOG includes DOSBOX, a DOS emulator that runs older games on Windows 10, alongside the game files. GOG is a gaming marketplace that allows you to buy older games without resorting to piracy, where suspicious files from dodgy-looking websites can often bring nasty surprises. It’s possible to set up a Windows XP virtual machine using Virtualbox and Microsoft-provided files or, if you’re looking for a more realistic gaming experience for Windows 95 games on Windows 10, you could install Windows 95 in a virtual machine and play older games using the originally-supported operating system instead. Just don’t allow internet or network access to an older Windows virtual machine-it’s a security nightmare. Virtual machines are sandboxed and shouldn’t allow for any interaction between the host machine and the installed virtual machine (unless you allow it). If you can’t run older games using it, then installing an older version of Windows in a virtual machine might be the answer. Windows 10 isn’t the best operating system for playing older games. However, the Windows compatibility mode doesn’t work for every bit of older software out there-if your game doesn’t launch, you’ll need to try something else to play Windows 95 games on Windows 10. If Windows can find alternative settings, it will attempt to apply them and allow you to test them.