Disclaimer I do not own either of these series

Same thing with others, he ends up in monster high world and reverted to a young age, around 5-6, he has all of kamen rider rogues and mad rogues gear. Being a human on the monster he instantly wasnt that welcomed, so he lived out in the forest inside a half buried dumpster. A few weeks after he ends up in this world there a sudden Smash attack, where he uses the Transteam form to fight.

First form

Night Rogue

Second form

Crocodile in rogue

Third form

Mad rogue

Another one

Primal rogue

And final form

PRIME ROGUE

For ship, I say maybe Clawdeen. Remember the identity crisis thing Rogue went through in the show.
And Toralei. What can I say, I'm a sucker for cats.