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Buzz: To infinity...(muffled shouts which slowly die down)
Woody:(crying) And beyond.
"Malcolm X: Fully Loaded:" "The Last Pizza", where a girl sees her grandfather make his last pizza before the palace closes down, only to see it get dropped, run over, smeared and crapped on by hoboes. The grandfather died not long after.
"Drippy Pony": The ending to "NORAD vs. Santa", where after Santa is shot down, we cut to a shot of two children by their Christmas tree with no presents underneath. This shot plays under the credits before the girl starts crying near the end.
"Adultizzle Swizzle": The Star Wars sketch, where the alien who loses an arm to Obi Wan at Mos Eisley is shown to have lost his contracting job due to losing his "drawing arm".
"Endless Breadsticks": The sketch where a mercenary team murders a rowdy group of boys has the part where one of them sees his mom get her throat slit in front of him before he gets drawn-and-quartered. What's worse is that the mercenaries got the wrong house.
From the third Star Wars special, the sketch where Luke sees the difficulties of the Wampa whose arm he chopped off on Hoth.
"But Not in That Way": In the sketch parodying Punky Brewster, we see Glomer (from the Animated Adaptation) being ignored by a now-adolescent Punky, leaving him a starving and dying wreck, as well as being abused by Punky into enlarging her breasts.
Glomer gets the last laugh, though, when he enchants Punky's breasts to keep growing until they apparently smother her.
Glomer: Choke on it, bitch...
"El Skeletorio": The sketch where Woody Woodpecker gets a call from his dad saying that someone apparently close to him had been killed in a car accident. This reaction ("But I just saw her!") can really hit home for someone who lost a friend or family member in that fashion.
Most of the Star Wars sketch where Jar-Jar Binks annoys Darth Vader is just playing up the dissonance between the prequels and original trilogy for humorous effect, but it gets kinda really REALLY sad for a split second when Jar-Jar pulls off Vader's mask and is horrified to see that the little boy he knew has the face of a burn victim.