Yeah i assume that some situations happen twice, I am not saying that there is no point having the same situation multiple times x)
The thing is when you choose different answers for the same situation, for the looping part you don't know which one to choose between the proposals, and it is even possible to have all of your answers in the proposals.
For example : if you meet a stranger 4 times, you greet him three times and ignore him once, it is possible that when you loop you have "greet" AND "ignore" as proposals, and then it is not possible to choose between them, because these two are answers.
Perhaps i'm dumb and I didn't understand your game I'm sorry XD but this is a bit misleading I guess
By the way except this issue this game is really cool !