However, the further it goes, the more clear the second one gets. I.e. "am I already at the point of no return, I guess not, it's unclear. Oh wait, now I am, let's trigger."

So, Buridan’s Principle is correct for time-invariant systems. But as far as I can see you can totally build a time-dependent system which simply picks option 1 after being undecisive for time T.