Sinister Six Trilogy

The Sinister Six Trilogy is a series of books written by Adam Troy Castro about Spider-Man facing off against a new Sinister Six, consisting of Doctor Octopus, The Chameleon, The Vulture, Mysterio, Electro and Pity, and behind them a mysterious benefactor known as The Gentleman.

The first book, titled The Gathering of the Sinister Six is about Mysterio taking revenge against old enemies in the film industry while the Gentleman gathers the rest of the Six. Book two, Revenge of the Sinister Six, is about the Six's Day of Terror in which they try to defeat Spider-Man first one by one, then all at once. Book three, Secret of the Sinister Six, covers the Gentleman's real plan and everyone finding out about it.

The series shows examples of:

 * Ax Crazy: Most of the Sinister Six fall under this trope, especially in the third book.
 * Badass Normal: Most of SAFE in general.
 * Big Bad: The Gentleman, much to Doc Ock's annoyance.
 * Big Damn Heroes: SAFE arrives just in time to
 * Brainwashed: Pity underwent years of treatment and became The Gentleman's obedient servant/assassin. She does nothing without him first ordering her to.
 * Call to Adventure: Spiderman initially doesn't want to get involved with the murder/suicide of Brick Johnson.
 * Dark Action Girl: Pity plays this one straight, being able to go toe-to-toe with Spiderman himself.
 * Determinator: Pity, against her will.
 * Faux Affably Evil: The Gentleman appears to be Affably Evil. In reality he's a Complete Monster.
 * Heroic BSOD: Spiderman undergoes one when he
 * Karmic Death: The Gentleman
 * Kick the Dog: Anytime discussion of the Gentleman's past comes up it's just an excuse for him to do this with a smile.
 * Large Ham: Dr. OCTAVIUS, YOU FOOL! would qualify.
 * Luke I Am Your Brother: The final book hints that Pity might be Peter's long lost sister.
 * Ninja Pirate Zombie Robot: Mysterio's robotic sharks.
 * Oh Crap: The Chameleon, after when Doc Ock comes on board his escape plane.
 * Red Shirts: The SAFE troops.
 * Running Gag: A minor villian named the Candy Man shows up throughout the series. Every time he's subdued in less than a minute.
 * Screw the Rules, I Have Money: This is about the only reason the Gentleman is a real threat.
 * Shout-Out:
 * Carmen Sandiego is part of the Machiavelli Club, along with Jack Napier, Hannibal Lecter and Mr. Glass. Moriarty was a founding member.
 * The cast from Scooby Doo shows up at the end of the final book.
 * The 27th Precinct's Detective Briscoe takes statements.
 * Dr. Christian Szell is an old associate of The Gentleman.
 * Siblings in Crime: Gustav Fiers, aka The Gentleman, and his anarchist Professional Killer brother, Karl, aka The Finisher.
 * Smug Snake: The Gentleman who is not nearly as intelligent as he thinks he is.
 * The Sociopath: The Gentleman, his brother Karl, and all the members of the Sinister Six, most notably Dr. Octopus.
 * Tailor-Made Prison: In the beginning Electro is locked up in a plastic box suspended in water.