I setup dual boot for my PC in 2009 and haven't had any issues. Granted, it's pre-UEFI, the Linux side is Gentoo (with grub 1.x on the /boot partition) and the Windows side on 7. No updates from either of those in the last decade have stepped on the other.
That said, at work we have to use Ubuntu, and my god the kernel update for that is a nightmare. I can totally see how it would wreck a dual setup when it's successful at wrecking single OS setups.
Another upside to running VMs, is when really old games just do not work reliably anymore... run them in a VM for the OS they were released on. (You might have to get some old drivers from unsavory sources though and pray.)
That said, at work we have to use Ubuntu, and my god the kernel update for that is a nightmare. I can totally see how it would wreck a dual setup when it's successful at wrecking single OS setups.
Another upside to running VMs, is when really old games just do not work reliably anymore... run them in a VM for the OS they were released on. (You might have to get some old drivers from unsavory sources though and pray.)