'''Basic Trope''': A TwistEnding occurs that seems to have the sole reason of being very cruel.
* '''Straight''': As Bob finishes his journey and prepares to become ruler of the kingdom, it turns out he's dying of cancer, and then the series ends.
* '''Exaggerated''': Right before Bob becomes king in his merry land, it is revealed out of nowhere that the universe is ending. This is how the series ends.
* '''Downplayed''': As Bob finishes his journey and prepares to become ruler of the kingdom, it turns out that he's ineligible for the post, and the series ends.
* '''Justified''':
** Bob has managed to upset some sort of cosmic entity during his adventures, leading to sudden horrible events just as he nearly tastes victory.
** Bob just so happens to have cancer that he didn't know about.
* '''Inverted''': Bob spends the whole series suffering, but right before the ending it turns out that he has been blessed by the gods, and he is suddenly showered in happiness.
* '''Subverted''':
** Bob, about to have all his goals in life fulfilled, turns out to be dying of cancer, until he wakes up and realizes that he [[AllJustADream dreamed]] the cancer part.
** [[KarmicTwistEnding it is revealed that Bob]] is EvilAllAlong.
** This is actually not the end of the series.
* '''Double Subverted''': ...Except that when he wakes up, he goes to the doctor and finds out that he has cancer anyway.
* '''Parodied''':
** During his AwesomeMomentOfCrowning, the AnthropomorphicPersonification of the CruelTwistEnding crashes the ceremony and explains he can't allow Bob (or anyone else, for that matter) to actually have a HappyEnding. So it has the kingdom turn into {{Mordor}}, replaces Bob's LoveInterest with a camel, and [[KickTheDog kicks his dog]] for good measure.
** Alice mentions that there should be a cruel twist ending. Her clothes magically disappear and she runs away naked.
* '''Zig Zagged''': Right before the book ends, it turns out that Bob has cancer. Wait, no he doesn't... it's his twin brother, Carl, who was mistaken for him. Except Bob's been dreaming all this, so he wakes up to victory. Then Alice, the princess he was about to marry, suddenly dies. Or did she?
* '''Averted''': Bob's story ends without any cruel twist.
* '''Enforced''':
** "We need our series to be different. Hmm. Every ''other'' TV series has happy endings, so let's spend ours [[YankTheDogsChain yanking the poor dog around]] before [[DiabolusExMachina running it over]]!"
** The law at the time made it illegal to end on a victory for the villain-protagonist(s).
* '''Lampshaded''': "What? That's just... cruel."
* '''Invoked''': The villain decides to withhold a certain piece of information from the hero and let him nearly win, just so that the crippling detail can be revealed right before the hero might win.
* '''Exploited''': ???
* '''Defied''':
** Bob decides to live as happily as he can despite the cancer, help as many of his subjects as possible, and be content to have accomplished something great before dying. In that way, whatever evil "author" might be orchestrating his misfortune is denied satisfaction.
** The writers of [[ShowWithinTheShow the in-universe text that contains Bob's story]] are persuaded to either give Bob a happy ending or a sad ending that doesn't comes out of nowhere and thus seems designed to be just there to be mean.
* '''Discussed''': "What's up with that? Just as everything's finishing up... I didn't even have any reason to expect that... Are the gods mad at me or something?"
* '''Conversed''': "What? What kind of last episode was that? Was there any point to that twist besides being mean to the characters?"
* '''Deconstructed''':
** The sudden, jarring doom from left field turns Bob into a bitter and angry man. Knowing he has only a scant few years to live, he sets in motion events to RageAgainstTheHeavens and slay / replace / create the entity that can properly enforce {{Karma}}. And if that fails, he'll [[WoobieDestroyerOfWorlds bring the universe down with him]] by becoming the FisherKing and letting his cancer kill both himself and the kingdom. No more sad endings after that, all just to spite the uncaring narrator.
** Because this happened just as Bob was about to EarnYourHappyEnding, [[TooBleakStoppedCaring the majority of the people reading the book decide that they no longer wish to invest time and emotion in a series that's just going to yank the carpet out from under them.]]
* '''Reconstructed''':
** Except Bob realizes life isn't ''supposed'' to be fair, a fair universe is exclusive to fictional characters created by authors who want them to be happy. And [[ThisIsReality he isn't a fictional character]]... right?
** While it seems cruel, the point of the twist was to give a moral lesson about never giving up even when things seem hopeless. So even at this low-point, the book ends with Bob vowing to devote the remainder of his days to curing his disease.
* '''Played For Horror''': Bob finds out this story is AllJustADream, but he can't wake up, and somehow this world is suffering a DreamApocalypse.
* '''Implied''': The ending seems happy, but Bob makes an IncurableCoughOfDeath, suggesting he might die soon.
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-> "And so, the tropers decided to go back to CruelTwistEnding... except now they have no hands to hit 'Back'! And became blind! And, and and... wait, you can't read this now can you? Drat. No point narrating / [[EvilGloating gloating]] anymore is there? Geez, being a {{Narrator}} that's a JerkAss is [[HoistByHisOwnPetard harder than I thought]]."
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%% Optional items, added after Conversed, at your discretion:
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%%* '''Plotted A Good Waste''': ???
%%* '''Played For Laughs''': ???
%%* '''Played For Drama''': ???