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Tear Jerker: Jumanji
The part where Alan Parrish comes back out of the board game after being in an alternate jungle dimension for 26 years, and goes looking for his parents, only to discover they're dead and that his father, who he thought never loved him, gave up everything he had to try to find him. I can't even bear to watch that part.
Especially since he's really so childlike in that scene. "Where's my mom and dad?" (sob)
Not to mention that one of his first reactions after seeing Judy and Peter for the first time is to excitedly ask them if they're his younger brother and sister. Oh God...
Worse, when Alan returns to the abandoned shoe factory, he learns that his father died of sorrow, and everything essentially was Alan's fault.
Near the end of the film is another particularly heartrending moment; Judy dying in her little brother's arms from a plant's poisonous barb. Her last words that she gasps out? "I...wish that mom and dad were here."
Alan comes out with a really sad song that relays just how hard his life was: "In the jungle you must wait, until the dice rolls five or eight."