I cheated to figure this one out because I knew it was an important film from my past but just couldn't place it. I'll let someone else get it but the filmmaker and that era of movies was my most impressionable time regarding my artistic sensibilities. My poor mother did her best to sit through all those moody slow films with me.
Wender's Until the End of The World
Good work, Anon -- that's the movie :)
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"I wasn't a fan of the Erivo/Grande casting but I told myself I would withhold judgment until they cast Fiyero. If he's HOT then most will be forgiven. And thus the theatre gods hath spoken. Whew!"