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5MoralEventHorizon in ''WesternAnimation/AdventureTime''.
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8!!Main Series
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10* Ash indefinently crosses this when he sold [[spoiler: Marceline's beloved teddy bear knowing that she loved it so much, and admits gleefully to ruining half of her life]].
11* Me-Mow crosses it when she [[PoisonAndCureGambit poisons Jake and won't give him the antidote unless he kills Wildberry Princess]] and then, while talking in her sleep, she lets it slip that once Jake kills Wildberry Princess, she plans on double-crossing him and letting him die of the poison anyway.
12* Ricardio crosses it when he tries to cut out Princess Bubblegum's heart with broken bottles of glass after spending most of the episode earning her trust.
13** And if he didn't cross it there, he certainly did so [[spoiler:when he tied Lady Rainicorn in a knot]]. At least he had a goal to accomplish with cutting out Bubblegum's heart; [[spoiler:hurting Rainicorn]] [[ForTheEvulz was just to show off the physical strength his new body gives him.]]
14* [[KnightOfCerebus The Lich]] crosses it either when he kills [[spoiler:Billy]] or when he kills [[spoiler:Prismo]], both of which were done during attempts to [[OmnicidalManiac end all life in the universe]]. The latter kill is especially egregious as his victim was confused and helpless, and it's clear the Lich had no reason to kill him other than ForTheEvulz.
15* In "Earth And Water" we learn that [[spoiler: Flame King crossed it shortly after Flame Princess was born when he had her thrown in the forest to die just because he was somewhat worried she would usurp his throne when she got older.]]
16* Dr. Gross first crossed the line sixteen years in the past when her deranged experiments ended up [[spoiler:accidentally causing the death of ''sixty-two percent of humanity'' on the islands -- with absolutely no remorse on her part. She is also shown to have crossed a line in the episode Hide And Seek when flashbacks show her activating the seeker programming of Kara (not yet Susan Strong) and having her wreck her friend Frieda's attempt to escape the island and take her to be re-educated, ''completely against her will''. And all while acting as jovial as she would act years later (from a timeline perspective) as she's still a psychotic mad scientist who tries to hack apart Finn, Jake, and Susan for "spare parts."]]
17* The Widow in "Min and Marty" began as a fairly sympathetic character who (justifiably) wanted revenge on Martin for [[spoiler: selling her and the other hiders out.]] But she loses all sympathy once she and her goons [[spoiler: [[DisproportionateRetribution break into his house and attempt to kill him,]] even though he was defenseless, [[WouldHurtAChild with his infant son]], and (seemingly) [[ReformedButRejected on the path to redemption.]]]]
18* [[spoiler: Warren Ampersand]] crossed it a long time ago when [[spoiler:he reveals that he sucked the life force of his own children in order to extend his lifespan. And he was going to do the same thing with Jake and his kids.]]
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20%%!!Distant Lands
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