Comedies with surprisingly depressing endings
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“Let me tell you something you already know. The world ain't all sunshine and rainbows. It's a very mean and nasty place and I don't care how tough you are, it will beat you to your knees and keep you there permanently if you let it. You, me, or nobody is gonna hit as hard as life. But it ain't about how hard ya hit. It's about how hard you can get hit and keep moving forward. How much you can take and keep moving forward. That's how winning is done!” ~ Rocky Balboa
“Let me tell you something you already know. The world ain't all sunshine and rainbows. It's a very mean and nasty place and I don't care how tough you are, it will beat you to your knees and keep you there permanently if you let it. You, me, or nobody is gonna hit as hard as life. But it ain't about how hard ya hit. It's about how hard you can get hit and keep moving forward. How much you can take and keep moving forward. That's how winning is done!” ~ Rocky Balboa
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WARNING: "Turner and Hooch" spoilers below
The dog gets shot and dies, that seems at least a little depressing.
In any case, I have to wonder how exactly one defines "depressing" in the context of an ending. Quite a few of these answers strike me as bittersweet more than anything - The BIg Lebowski in particular has a fairly sombre climax but the final scene is one of hopefulness and acceptance more than anything. I almost cited Harold and Maude before realising that it existed along similarly bittersweet lines.
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Iro's Top 100 Movies v3.0
I really just want you all angry and confused the whole time.
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