You probably could/would subjectively end up in a non-looping state. After all, you had to have multiple possible entries into the loop to begin with. Besides, it's meaningless to say that you go through the loop more than once (remember, your mind can't distinguish which loop it is in, because it has to loop back around to an initial state).
Whether you have multiple possible entries into the loop is irrelevant, what is important is whether you have possible exits.
As to your second point, does that mean it is ethical to run a simulation of someone being tortured as long as that simulation has already been run sometime in the past?
via.
Sounds like sour grapes. I'd heard of people holding such sentiments; this is the first time I've actually seen them expressed myself.