This includes tv shows and books as well.
When I was 8 I cried during the originial transformers movie (1986) when optimus died, maximum sadness above.
Also, in the Walking dead
[spoiler] I teared up quite a bit when carl had to shoot his own mother in the head to prevent her from turning. Such an emotional scene *sobs* [/spoiler]
What has made you experience the deep well of sadness?
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1) Spider-Man 3. When Harry Osborne died. 2) Toy Story 3. Andy giving away his most precious toys to some random girl. 3) The Passion of Christ. I swear it was not the scene, it's the fawking music! 4) I read a chapter of a friend's book, and it make me feel very sad. There are other movies, but I can't remember them. I wanted to make at least five, but four should be good.