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** This is just after Ken having a ''heartbreaking'' breakdown as he realizes that the Digital World isn't a game and all the Digimon he'd been terrorizing, and enslaving were ''real living creatures with emotions'' instead of game constructs. His HeelRealization coupled with the revelation that because of him Wormmon, who he now knows was a living thinking creature, is now ''dying'' causes him to bawl in sorrow as he staggers around and tears his Digimon Emperor outfit apart piece by piece until it dissolves completely and he's just Ken again. What's worse, he starts flashing back to his older brother's death in a car accident as he realizes that [[HistoryRepeats he's just made the same mistake]] ''again'' of not knowing what he has until he's lost it. And to really rub salt in his wound it's at that point that his [=DigiDestined=] Crest comes to him now that he's regained his greatest trait. The Crest in particular? The Crest of ''Kindness.''

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** This is just after Ken having a ''heartbreaking'' breakdown as he realizes that the Digital World isn't a game and all the Digimon he'd been terrorizing, and enslaving were ''real living creatures with emotions'' instead of game constructs. His HeelRealization coupled with the revelation that because of him Wormmon, who he now knows was a living thinking creature, and did nothing but love him unconditionally, is now ''dying'' causes him to bawl in sorrow as he staggers around and tears his Digimon Emperor outfit apart piece by piece until it dissolves completely and he's just Ken again. What's worse, he starts flashing back to his older brother's death in a car accident as he realizes that [[HistoryRepeats he's just made the same mistake]] ''again'' of not knowing what he has until he's lost it. And to really rub salt in his wound it's at that point that his [=DigiDestined=] Crest comes to him now that he's regained his greatest trait. The Crest in particular? The Crest of ''Kindness.''
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* [[LotusEaterMachine The illusions]] T.K. and Cody had in the series finale, as their deepest desires are impossible to ever come true. Cody just wants to be with his dad and show him the Digital World, while T.K. wants his family reunited. While Kari and Ken got what they wanted eventually, Cody and TK have to cope with the fact that their own dreams couldn't be reality; although Matt and T.K.'s parents ''are'' [[AmicableExes on civil terms]], they don't seem to want to get remarried and live together like he wants.

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* [[LotusEaterMachine The illusions]] T.K. and Cody had in the series finale, as their deepest desires are impossible to ever come true. Cody just wants to be with his dad and show him the Digital World, while T.K. wants his family reunited. While Kari and Ken got what they wanted eventually, Cody and TK T.K. have to cope with the fact that their own dreams couldn't be reality; although Matt and T.K.'s parents ''are'' [[AmicableExes on civil terms]], they don't seem to want to get remarried and live together like he wants.
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* [[LotusEaterMachine The illusions]] TK and Cody had in the series finale, as their deepest desires are impossible to ever come true. Cody just wants to be with his dad and show him the Digital World, while TK wants his family reunited. While Kari and Ken got what they wanted eventually, Cody and TK have to cope with the fact that their own dreams couldn't be reality; although Matt and TK's parents ''are'' [[AmicableExes on civil terms]], they don't seem to want to get remarried and live together like he wants.

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* [[LotusEaterMachine The illusions]] TK T.K. and Cody had in the series finale, as their deepest desires are impossible to ever come true. Cody just wants to be with his dad and show him the Digital World, while TK T.K. wants his family reunited. While Kari and Ken got what they wanted eventually, Cody and TK have to cope with the fact that their own dreams couldn't be reality; although Matt and TK's T.K.'s parents ''are'' [[AmicableExes on civil terms]], they don't seem to want to get remarried and live together like he wants.
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** Wormmon's death. It's just downright heartbreaking; even the Davis's group look they're about cry as well.

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** Wormmon's death. It's just downright heartbreaking; even the Davis's Davis' group look they're about cry as well.
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[[caption-width-right:350:"Why do I keep losing people? I came to the Digital World to get away from those feelings, but I just can't escape."]]


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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/r_3_7.png]]
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'''Wormmon''': Goodbye... Ken.. chan.. (disappears)
'''Ken''': Wormmon?
'''Takeru''': He's dead..

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---> '''Wormmon''': Goodbye... Ken.. chan.. (disappears)
---> '''Ken''': Wormmon?
---> '''Takeru''': He's dead..dead...
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** It's just as heartbreaking in the original Japanese;
--->'''Ken''': Wormmon.. Were you.. Always this light?
'''Wormmon''': Goodbye... Ken.. chan.. (disappears)
'''Ken''': Wormmon?
'''Takeru''': He's dead..
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** Wormmon's death. It's just downright heartbreaking.

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** Wormmon's death. It's just downright heartbreaking.heartbreaking; even the Davis's group look they're about cry as well.
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Adding some info,

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** While Osamu had the more selfish motive of being jealous that Ken could use the Digivice and go on into another world and none of the noble intentions or dialogue that Sam had his position is ''really'' sad and understandable. The fact that his brother was the chosen one and the one who could go on adventures with his Digivice is a really hard fact to accept.
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----

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----* Towards the end of the last episode, Gennai gives Tailmon her Holy Ring back, saying it's what enabled Jogress Evolution, but with their enemies defeated, Jogress Evolution won't be needed anymore. While technically good news, he's just said the kids' Digimon will no longer be able to fuse, which the Digimon ''and'' the kids all thoroughly enjoyed, and now they'll never be able to be that close again. Think of how Daisuke raved about how great it was feeling his heart beating in sync with Ken's. And now it's all over. It's like [[WesternAnimation/StevenUniverse the Gems being told that since the Gem War is over, they'll never be able to fuse again]]. Regardless of the fact that they no longer needed that skill for battle, it's heartbreaking.
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* After Paildramon's debut, Ken is the only one of the four parties involved who's not happy and thrilled about it. First, when two Digimon fuse, their partners' hearts become synced as well, and Ken truly believes he just doesn't deserve to have that bond with Davis or anyone else after everything he did. Second, he's been so lonely and has such little experience with healthy relationships that he's jealous his Digimon partner fused with another, believing this means he now means less to his partner. The poor kid can't even enjoy something that should be nothing but positive.
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** What's worse, [[AllThereInTheManual knowing the series' lore]] means knowing that due to dying in the Human World, Wizardmon can ''never'' be reborn. He's trapped as an intangible specter forever.

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