inforego, it appears you're not looking outside the box here. Granted, standard-detective, green-suit-wearing, sly mastermind-persona Riddler that everyone here enjoys would not work it this contempory noir setting of Bats. So in the same vein as Ultimate Spider-Man, why don't we try to find "Ultimate" versions of these villans?
Instead of a trap-setter, the Riddler is, in this film, a highly refined computer hacker, using the idiom "Riddler" online, made by his joy to tease those he hacks with quotes or riddles. After the death of Maroni and the dissaperance of Batman, Gotham is in a colossal crime war, on wfought by the Penguin and Black Mask for the title of supremacy in the Gotham City crime syndicate. Publicly, "Ozzie" Cobblepot is the collected and sophisticated owner of the Iceberg Lounge, one of Gotham's most refined night clubs, when in the Underground, Cobblepot is the arms dealer "Penguin," who recently put up the trend of hiring unusually powerful mercenaries (Or at least "realistic" versions of well-known guns-for-hire, such as Deadshot or Bane). Roman Sionis is a psychotic killer, a greedy scumbag who was driven insane by the loss of his fortune and neglect of his late parents, among other things; also a mastermind in deception and never afriad to Saw-level implements of torture, his greed sets him up to take the throne as Gotham's top crimelord under the psydonym "Black Mask."
This premise, two power-hungry madmen aiming for control, can lead up towards tons of potential. The Penguin, peicing together that Batman's weapons are built by Wayne Enterprises, hired Riddler to find out who designed the Batman and bring disgrace to one of the largest companies in the world, also bringing Bruce Wayne, an immensly wealthy man, to his feet. Small and large-scale battles on the streets, deception and mistrust among crime and the GCPD alike, Batman's struggle to clear his name and earn back Gordon's trust, and many other sub-plots can come together in a phenominal, Pulp Fiction-like storyline. Phillip Seymour Hoffman can be Penguin, Kevin Spacey as Black Mask, and (I don't care what you'll say) Johnny Depp as Riddler. My idea is that Riddler has an omnicent premise like the killer from "Se7en," only appearing 'till the very end. That way, Depp's essense to steal the show in every film he's been in won't diminish the focus on the rest of the story.
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