The option to “Disable Multiple Plays” was ticked for me as well. Over Christmas I rewatched half a dozen Christmas themed TV show episodes and movies, and they all have multiple plays shown. As a test, I just added a new watch date for a movie I watched recently. The original watch date was deleted. So that option was automatically ticked without my knowledge sometime between Christmas and now.
In my case, I let my VIP membership expire about a week ago. Maybe that was why the option was ticked now. I checked other settings, and nothing else seems to have been reset with the exception of the features that are hidden behind the VIP paywall.