That's an interesting way of looking at it, though I disagree. Consider the society depicted in Brave New World (or, more recently, District 1 in the Hunger Games).

It may be fiction, but I think it showcases a true-to-life phenomenon where people feel free only because of hyper-stimulation. Because they have so much, they don't think about everything they lack.

One could say the same about any so-called free people. Do you feel free? Even though you don't have eternal life? Even though you can't afford to fly to work every day in a jetpack? Even though you can't have sex with a woman other than your wife? If you have the things that matter to you, and can make the choices that are meaningful to you, then you are free.

I have to disagree. There are some very definite indicators of whether someone is free or not. You can be conditioned to accept your situation but that doesnt make you free.

Everyone has their own indicators. If you are conditioned to accept your situation in a way that makes you feel free, then you are free. Birds and dolphins probably have their own definite indicators of whether someone is free or not that the "freest" human by your criteria would fail spectacularly.