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Description
Kamen Rider vs Kingdom hearts

Connections

Two young men living peaceful lives up until being gifted with a powerful item (The Decadriver, and Kingdom Key).
Once receiving said items both would be sent out on a mission to save their Franchises’ Various Worlds from evil creatures (Decade would travel to the various Kamen Rider Worlds and save them from the various Monsters of the Kamen Rider Franchise while Sora would travel to the various Disney Worlds in order to save them from the Heartless/Nobodies At least from 2, and onward).
While traversing through these Worlds they would encounter Iconic Characters who would aid them on their quest to save said Worlds (Decade would team up with previous Kamen Riders who would help him stop the Monsters, while Sora would team up with various Disney/Final Fantasy characters who would help him stop the Heartless/Nobodies).
After traversing through each World they would obtain a trinket which would give them access to new powers, and forms (Decade would receive the restored Rider Cards which would allow him to transform into Past Kamen Riders, and allow him to use their powers, while Sora would receive Keychains that would alter the Kingdom Key’s stats, and form, and would also give Sora access to different Formchanges).
Both would end up finding a World that’s almost identical to their own, only for it to be revealed that the World they are in is a Parallel/Fake World (Decade would end up on a Parallel Version to his Earth, while Sora would end up on a False Destiny Island).
Both would end up losing their powers at some point before soon getting them back.
While they would be under the impression that they had successfully saved the Worlds at first, truth would be that shit got at least a hundred times worse ( Decade genuinely thought that he had saved the Kamen Rider Worlds but would learn that he had actually indirectly destroyed them , while Sora did defeat Ansem that would turn out to be the least of his worries as Organization XIII soon popped and started making everything worse Along with everything else seemingly coming crashing down all at once, at least in terms of release order).
Both at some point would find out that all they were doing was helping the villains enact their plans, though it was indirect (Decade was unintentionally destroying the Kamen Rider Worlds, and Sora was unknowingly giving Organization XIII Hearts whenever he killed a Heartless).
Both face off against powerful Organizations that traverse through the Worlds as well (Dai-Shocker, and Organization XIII/The TRUE Organization XIII), whose most iconic members are alternate versions of already existing people (Dai-Shocker is led by the A.R. Versions of Showa-Era Villain Generals, while Organization XIII is comprised of Nobodies and the TRUE Organization XIII is comprised of Xehanort and all the other versions of himself).
Both would end up giving up their lives in order to save those they cared for (Decade would let himself die in order to protect all the Kamen Rider Worlds, while Sora would sacrifice himself to bring back Kairi, Before coming right back as a Heartless ).
Though through the aid of a girl important to them they would be brought back (Natsumi would use a Picture and A.R. Riders’ Memories of Decade to revive him, while the pure light of Kairi’s Heart would restore Sora to his normal self).
Both also have strong ties to royalty, more specifically being allies to Powerful Kings who possess the same powers as they do (Decade would act as an ally to Zi-O, while Sora is close friends with King Mickey).

Credit to PyroClaymore

I know Sora vs Kamen rider Gaim also exists too though I honestly vibe with this kamen rider match up for Sora in all honesty

Rooting both maybe betting on Sora though wouldn’t be surprised if Decade won

Description
Kamen Rider vs Kingdom hearts

Connections

Two young men living peaceful lives up until being gifted with a powerful item (The Decadriver, and Kingdom Key).
Once receiving said items both would be sent out on a mission to save their Franchises’ Various Worlds from evil creatures (Decade would travel to the various Kamen Rider Worlds and save them from the various Monsters of the Kamen Rider Franchise while Sora would travel to the various Disney Worlds in order to save them from the Heartless/Nobodies At least from 2, and onward).
While traversing through these Worlds they would encounter Iconic Characters who would aid them on their quest to save said Worlds (Decade would team up with previous Kamen Riders who would help him stop the Monsters, while Sora would team up with various Disney/Final Fantasy characters who would help him stop the Heartless/Nobodies).
After traversing through each World they would obtain a trinket which would give them access to new powers, and forms (Decade would receive the restored Rider Cards which would allow him to transform into Past Kamen Riders, and allow him to use their powers, while Sora would receive Keychains that would alter the Kingdom Key’s stats, and form, and would also give Sora access to different Formchanges).
Both would end up finding a World that’s almost identical to their own, only for it to be revealed that the World they are in is a Parallel/Fake World (Decade would end up on a Parallel Version to his Earth, while Sora would end up on a False Destiny Island).
Both would end up losing their powers at some point before soon getting them back.
While they would be under the impression that they had successfully saved the Worlds at first, truth would be that shit got at least a hundred times worse ( Decade genuinely thought that he had saved the Kamen Rider Worlds but would learn that he had actually indirectly destroyed them , while Sora did defeat Ansem that would turn out to be the least of his worries as Organization XIII soon popped and started making everything worse Along with everything else seemingly coming crashing down all at once, at least in terms of release order).
Both at some point would find out that all they were doing was helping the villains enact their plans, though it was indirect (Decade was unintentionally destroying the Kamen Rider Worlds, and Sora was unknowingly giving Organization XIII Hearts whenever he killed a Heartless).
Both face off against powerful Organizations that traverse through the Worlds as well (Dai-Shocker, and Organization XIII/The TRUE Organization XIII), whose most iconic members are alternate versions of already existing people (Dai-Shocker is led by the A.R. Versions of Showa-Era Villain Generals, while Organization XIII is comprised of Nobodies and the TRUE Organization XIII is comprised of Xehanort and all the other versions of himself).
Both would end up giving up their lives in order to save those they cared for (Decade would let himself die in order to protect all the Kamen Rider Worlds, while Sora would sacrifice himself to bring back Kairi, Before coming right back as a Heartless ).
Though through the aid of a girl important to them they would be brought back (Natsumi would use a Picture and A.R. Riders’ Memories of Decade to revive him, while the pure light of Kairi’s Heart would restore Sora to his normal self).
Both also have strong ties to royalty, more specifically being allies to Powerful Kings who possess the same powers as they do (Decade would act as an ally to Zi-O, while Sora is close friends with King Mickey).

Credit to PyroClaymore

I know Sora vs Kamen rider Gaim also exists too though I honestly vibe with this kamen rider match up for Sora in all honesty

Rooting both maybe betting on Sora though wouldn’t be surprised if Decade won