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thoughts on Shawshank Redemption?
(hexbear.net)
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Here's a list of tons of leftist movies.
Dog Pound is probably the best prison movie I've seen. It's about two boys in Canadian juvenile detention. One is in for getting caught selling drugs, the other for assault (on multiple people, including a cop). Absolutely gut wrenching ending, though. It's much more bleak and probably a better display of the justice system.
Check CWs before hand if you have any problems with that sort of thing. It's a hard watch because they're also children and shouldn't be in prison.