Sony's plan to expand their Spider-Man franchise well past the borders established in the two "Amazing Spider-Man" films continues undeterred. Two films focusing on the wall-crawler's rogues -- "Venom" and "Sinister Six" -- are currently in development. The latter made headlines recently when Spider-Man himself, Andrew Garfield, hinted that he might--just might--have a role to play in the Drew Goddard-helmed spin-off.
"I can say I'm really excited about Drew Goddard, who's going to be writing and directing the 'Sinister Six' movie," Garfield recently told The Toronto Sun. "And whether I'm involved in that or not is kind of immaterial... I don't know if I should say anything right now." Super hero actors love being coy! That being said, it would be hard to imagine a "Sinister Six" film with no Spider-Man, even if the web-slinger was just in the film for a single action sequence. Since Spider-Man could be swinging into the 2016 film, we've compiled a reading list of the hero's most notable clashes with the terrifying team.
SINISTER DEBUT ("Amazing Spider-Man Annual" #1)
The Six: Doctor Octopus, Vulture, Electro, Kraven, Mysterio, Sandman
Just a year and a half after the debut of his solo ongoing, Spider-Man went up against a collection of his greatest foes to date. Doctor Octopus formed the Sinister Six as a means to finally kill Spider-Man, but he made one big error: he had the six villains attack Spidey one-on-one instead of as a team. Even with the back-to-back-to-back-to-back-to-back-to-back attacks from bad guys, Spider-Man still managed to defeat the Sinister Six and rescue the kidnapped Betty Brant and Aunt May from their clutches. Better luck next time, Otto!
SINISTER RETURN ("Amazing Spider-Man" #334-339)
The Six: Doctor Octopus, Vulture, Electro, Mysterio, Sandman, Hobgoblin
The villains teamed up once again in 1990 -- and the group had not grown any wiser with age. Doc Ock re-formed the team by convincing his fellow criminals that they were all in it together. The other five didn't have a clue that Otto was really only interested in crowning himself king of the world. The Six also stood on shaky ground because one of their members, Sandman, had since reformed and joined the Avengers, and thus had to be blackmailed into joining the team. Sandman double-crossed the Sinister Six and ended up helping Spider-Man, once again thwarting Doctor Octopus' plan.
SINISTER REVENGE ("Spider-Man" #18-23)
The Six: Doctor Octopus, Vulture, Electro, Mysterio, Hobgoblin, Gog
The manipulated members of the Sinister Six all teamed-up to get revenge on Doctor Octopus a short time later. Sandman was again tricked into joining the villain squad; this time his ex-teammates blew up his house and pinned the deed on the Doctor. The revenge plan went awry when the group encountered Otto's new adamantium octopus arms and the police arrived on the scene. The Six set their differences aside to take on the cops and then went on the rampage, stealing weapons from other evil organizations like HYDRA. Spider-Man had to team up with the Fantastic Four, Nova and the Hulk to put the villains back in jail where they belonged.
ENDS OF THE EARTH ("Amazing Spider-Man" #682-687)
The Six: Doctor Octopus, Electro, Mysterio, Sandman, Chameleon, Rhino
Many years later, Doc Ock once again enlisted his old buddies Mysterio, Electro and Sandman, along with new allies Chameleon and Rhino. Otto then launched his most ambitious plan to date, as he rapidly increased the Greenhouse Effect and threw the Earth into a heat wave. Octavius stationed these five villains all over the Earth, from the Sahara to the Mediterranean, forcing Spider-Man and the Avengers to really rack up their frequent flier miles. Spidey and his pals eventually fought their way through all of Doctor Octopus' traps and put a stop to his world-threatening plan, but not without suffering a few losses along the way.
SUPERIOR FOES ("Superior Spider-Man" #1)
The Six: Boomerang, Beetle, Speed Demon, Shocker, Overdrive, Living Brain
The most recent incarnation of the Sinister Six actually got their start fighting Doctor Octopus -- except Ock was actually in control of Spider-Man's body at the time. A whole new crop of villains picked up the discarded team name and modus operandi and ran with it. Unfortunately for Boomerang and his cohorts, the Spider-Man they faced had a merciless and methodical maniac behind the wheel; the Superior Spider-Man mopped the floor with the new Six. That didn't stop Boomerang from dreaming big -- and having their membership cut down to five didn't stop them from using the team name, either. This team has since stayed in the spotlight as the main characters of "Superior Foes of Spider-Man."