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Entropy

Elephant (2003) by Gus Van Sant

From Hard Candy
Jeff Kohlver: You were coming on to me!
Hayley Stark: Oh, come on. That's what they always say, Jeff.
Jeff Kohlver: Who?
Hayley Stark: Who? The pedophiles! 'Oh, she was so sexy. She was asking for it.' 'She was only technically a girl, she acted like a woman.' It's just so easy to blame a kid, isn't it! Just because a girl knows how to imitate a woman, does NOT mean she's ready to do what a woman does.
[pause]
Hayley Stark: I mean, you're the grown up here. If a kid is experimenting and says something flirtatious, you ignore it, you don't encourage it! If a kid says 'Hey, let's make screwdrivers!' You take the alcohol away, and you don't race them to the next drink!

Gas, Food, Lodging (1992) by Allison Anders

Pan’s Labyrinth (2006) by Guillermo del Toro

American Splendor (2003) by Shari Springer Berman and Robert Pulcini

The Heart of the World (2000) by Guy Maddin

The Squid and the Whale (2005) by Noah Baumbach

Innocence (2004) by Lucile Hadzihalilovic

Dogtooth (2009) by Yorgos Lanthimos

From Happiness (1998) by Todd Solondz

Joy Jordan (Jane Adams) sings this little jem which I am convinced sparked the entire idea of emo-ness. I love the song though (specially in the movie context), not as a song, but as a statement of universal being.

DIANE: You know, when I was a child I always
imagined I’d marry the man I fell in
love with, have a son and daughter who
loved me as much as I hated my mother,
then die tragically and suddenly,
young and beautiful. Later, when
Vincent left me, I imagined I’d finally
be happy.

LENNY: I guess you’ve never lost your imagination.

From Happiness (1998) by Todd Solondz

Hard Candy (2005) by David Slade