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Not movies but...

Avatar: The Last Airbender the cartoon tv show is a perfect example of this. For kids and adults alike.

Also Star Trek DS9 did an excellent job of getting into the villains heads, spending time with them and showing their perspectives and motives.

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> Star Trek DS9

And even the "good guys" did some questionable stuff, e.g. in In the Pale Moonlight. But that's my favorite Trek episode ever out of all the shows, so I'm not complaining

I completely missed Avatar: TLA when I was younger (it was a bit after my time) but have been watching it now as an adult and love this about it. My kids also got really into the conflicted nature of the "bad guys". They did a great job delving into the moral conflicts on both sides.

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