* Needles Kane's ending in the first game, where he's given the chance to wish for ''anything'' in the world: Money, women, power. What does Needles wish for? [[spoiler: A paper bag.]]
** [[spoiler: Not just [=ANY=] paper bag. He wishes for [[ConsultingMisterPuppet CRAZY HAROLD, THE WACKY LUNCH SACK]]!]]
** [[FridgeBrilliance I guess even Calypso couldn't find a way to warp that wish.]]
* Any time Calypso received a wish too warped in itself. Hammerhead in the first game wished for TIRES.
--> '''Mike:''' "[[ComicallyMissingThePoint Hey dude, treads ain't cheap for a rig like this.]]"
** In their Lost ending, Hammerhead's drivers (Jeff and Mike) don't even ''have'' a wish by the time they pull in, and [[NowYouTellMe are utterly baffled that there actually was a prize at the end]]. When Calypso says they can wish for whatever they desire, [[MaleGaze the two start to gawk at Calypso's]] {{Stripperiffic}} BodyguardBabes [[SugarWiki/AwesomeMusic as the "Twisted Metal" main theme starts blaring]]...
--> '''Mike:''' "''[[IncomingHam We want]] '''[[AllMenArePerverts BABES!!!!]]'''''"
--> '''Jeff:''' '''''[[BigYes Yeah!!]]'''''
*** And shortly before that happened:
--> '''Calypso:''' You ''are'' aware, that as victors, I shall grant you anything you ask for.
--> '''Mike:''' ''Anything?'' ([[ArbitrarySkepticism Dismissive]]) [[YouHaveGotToBeKiddingMe You're pulling my chain...]]
--> '''Jeff:''' ''[[PreemptiveShutUp -Shut up, dude,]] [[EveryoneIsArmed they've got guns!]]''
--> '''Mike:''' [[ComicallyMissingThePoint Well, so do we!]]
* The "Lost Ending" version of Thumper's ending in the first game. Thumper's driver wants to save his girlfriend from a rival ganglord. Calypso has the ganglord tied to a chair and the girl, unharmed, standing by. He also has a gun in hand, [[WhatYouAreInTheDark and offers it to the driver...]] [[spoiler:[[ScrewThisImOuttaHere The driver refuses to shoot, walking away with his girlfriend.]] [[MoodWhiplash Calypso blinks, and then mutters, "That was anticlimatic," before putting the gun to the ganglord's head himself.]]]]
** Adding to the hilarity is the ganglord's [[DullSurprise deadpan, almost bored-sounding response]] of "[[ThisIsGonnaSuck Oh, my God...]]" [[spoiler:just as he's about to be shot]].
* Axel's ending in Head-On; a mad scientist bound him to his old car, and forced him to enter Twisted Metal as payback for replacing the arms and legs Axel tore off in his ending in II. Axel was supposed to give his wish to the scientist, but after seeing all of the death and destruction caused by the contest, decides against it. Realizing what's happening, Dr. Zeemu shocks Axel, causing his wish to come out as, "I wish for Peace-AHHH!"
-->'''Calypso:''' Peace-ahh? ''Pizza!'' [[JackassGenie Your wish is my command!]]
* During the second phase of [[TrueFinalBoss Sweet Tooth's Carnival of Carnage]] in the reboot, you are put into a giant pinball machine full of {{Monster Clown}}s with {{chainsaw|Good}}s and [[IncrediblyObviousBomb cartoon bombs]]. One bomb-toting clown you can summon looks and sounds a lot like [[SmallAnnoyingCreature Needle's midget minion]] from [[CanonDiscontinuity Twisted Metal 4]]. [[TakeThatScrappy You ram him with your car]], and [[StuffBlowingUp use him to blow up a large clown head blocking your path]].
* No-Face's ending has some very amusing BlackComedy [[spoiler: with how he gets {{Revenge}} on [[MadDoctor Dr. Hatch]]. Having the BackAlleyDoctor BoundAndGagged was a given, but having him ''hogtied to a boxing bag?'' Then Calypso giving a "special bonus" of a {{Red Boxing Glove|s}} ''[[WolverineClaws with claws made of]] [[HoistByHisOwnPetard Hatch's surgical instruments?]]'' And ''then'' having [[KickTheSonOfABitch No-Face's well-deserved]] ExtremeMeleeRevenge SmashToBlack with ''[[WackySoundEffect a boxing bell ringing?!]]'']] This was CoolAndUnusualPunishment taken to the max, complete with the king of all [[QuipToBlack Quips to Black]].
---> "Ya know, [[{{Understatement}} that was the first time I ever knocked someone out with one punch]]."
* Minion's ending in 2. Especially [[AintTooProudToBeg Calypso's childish and frightened begging]] as Minion throws him into Hell.
* Shadow's ending in Head-On. One of the few times Calypso ''doesn't even try'' to screw over the winner for once (though he did try to suggest Mortimer to wish for killing the kids who woke him up), he actually complies with Mortimer's request and sends him back to sleep in his grave. How, you ask? By ''reading him a bedtime story about his victory while he's lying in his coffin with a teddy bear, complete with '''[[StylisticSuck kindergarten-style crayon drawings]]!'''''
* Black's ending in...''[[ShapedLikeItself Black]]''. He enters Calypso's room, angrily growling Calypso's name, and wondering where he went... only for [[VillainExitStageLeft Calypso to be absent]], [[SomebodySetUpUsTheBomb having left behind a bomb]] and a post-it note saying "[[SoLongSuckers Screw you! Love, Calypso.]]". Cue StuffBlowingUp... [[spoiler: and then a moment equally [[SugarWiki/MomentOfAwesome Awesome]] as it is hilarious, [[NoSell as Black just gets back up]], [[{{Determinator}} and jumps back into Manslaughter to presumably keep chasing after Calypso]].]]