Do you think the analogy of a person believing (for some reason) that he will live forever in an empty room drugged to feel happy applies here? the person in question might feel negative about his fate but at the moment future-him will not say his experience is bad. and since there is no future-future-him (since he will live there forever) then no one will even say that in retrospect it was bad.

in this case, you could say that it is our place to judge the experience our future self might enjoy.

Your first idea is always in doubt seems like a nice law. But then I think is it a nice law cause my first idea was that it was nice.