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Casting the Sinister Six For the MCU

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Spider-Man: Homecoming's upcoming, untitled sequel may feature some iteration of the Sinister Six, a classic group of Spidey's worst enemies. Recent casting reports have revealed that Jake Gyllenhaal is in talks to play Mysterio; additionally, Michael Keaton's Vulture, who is also a member of the Sinister Six, will return.

Fans have speculated that the Sinister Six would appear in the film following the mid-credits scene in Spider-Man: Homecoming that features Vulture speaking to Scorpion, yet another Sinister Six member, in prison. Scorpion (played by Michael Mando) tells Vulture that, "I've got some boys on the outside that would love to meet him [Spider-Man]... You know, take a picture, slice his throat, put his head in a dryer. And I heard a rumor that you know who he is." Vulture initially refuses to give up Peter Parker's identity to Scorpion and his "boys", who are presumably members of the Sinister Six.

Read More: Marvel Can Have Spider-Man Fight The Sinister Six in Homecoming 2

The Sinister Six were created by Stan Lee himself in 1964. The original six members, assembled by Doctor Octopus to defeat Spider-Man, were Doc Ock, Mysterio, Vulture, Kraven the Hunter, Sandman, and Electro. Later permutations of the group included other super-villains, most notably the Green Goblin, but also Scorpion, Prowler, Chameleon, Lizard, Rhino, and even Venom. The Sinister Six also had super-villain alliance spin-offs, including the Sinister Seven, the Sinister Twelve, the Sinister Sixteen, and even the Sinister Sixty-Six.

While many individual versions of Sinister Six members have appeared over the different Spider-Man franchises, the Sinister Six has not previously appeared in live-action Spider-Man films. A Sinister Six spin-off film was planned in conjunction with Andrew Garfield's The Amazing Spider-Man films, but was not pursued after Spider-Man was rebooted with Tom Holland.

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This Page: Who's Already Cast In The MCU Sinister Six?

Page 2: Who Could Be The Sinister Six's Final Member?

Vulture — Michael Keaton

Spider-Man: Homecoming already introduced some villains who have appeared in different versions of the Sinister Six: Vulture, Shocker, Prowler, and Scorpion. Adrian "Vulture" Toomes, played by Michael Keaton, was the main antagonist in Homecoming, using alien technology to create hybrid alien-human weapons to sell on the black market. Vulture, along with his crew member Herman "Shocker" Schultz (Bokeem Woodbine), are sent to prison at the end of the film.

Shocker — Bokeem Woodbine

Shocker has appeared as a member of the Sinister Six (and other "Sinister" groups) in both the comics and animated television series. In the films, Herman Schultz inherits the electrical shocking device and the moniker of Shocker after Logan Marshall Green's Jackson Brice is killed by Vulture. Vulture quips to Schultz, "Now you're the Shocker."Since the Vulture is poised to return in the next Spider-Man film, it would make sense for Shocker to return as well.

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Scorpion — Michael Mando

Michael Mando's character, MacDonald "Mac" Gargan, is never actually called Scorpion in Spider-Man: Homecoming, but he shares his name the villain from the Spider-Man comics. Additionally, his character sports a scorpion tattoo on his neck. Most importantly, in the mid-credits scene, Gargan makes it clear to Vulture that he is bent on killing Spider-Man as revenge, and he has a team on the outside who are willing to help him.

More: Scorpion is the Key to Bridging the MCU and Spider-Man Spin-Offs

Because they are currently in prison, it is unclear if Vulture, Shocker, or Scorpion count towards the Sinister Six. Gargan's outside crew could easily be made up of six additional villains.

Prowler — Donald Glover

Prowler, otherwise known as Aaron Davis, is a former associate of Mac Gargan. When the low-level criminal attempts to buy alien-hybrid weapons from Toomes' crew, Spider-Man captures him and demands information. Prowler tells Spider-Man that his former "crazy" employer, Gargan, is making a weapons deal with Toomes. While Prowler says that he is no longer working for Toomes, his character could be threatened or blackmailed into working against Spider-Man.

If Donald Glover is willing to return to Spider-Man, then Prowler could easily round out the Sinister Six with humor and even reluctance. Of course, that's not the only way he factors into the MCU's future. Prowler is also the uncle of Miles Morales, another iteration of Spider-Man, and Glover's character makes a reference to his nephew. Miles is set to join the MCU eventually, so Prowler will surely be back either way.

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Mysterio — Jake Gyllenhaal

Academy-Award nominee Jake Gyllenhaal will reportedly play Mysterio in the upcoming Spider-Man film. Mysterio, otherwise known as Quentin Beck, was originally introduced as an adversary of Spider-Man's in the comics, although he has also faced off with Daredevil. Mysterio has never appeared in previous live-action Spider-Man films, although was reportedly set to appear in the fourth Sam Raimi's Spider-Man 4, with a popular fan theory linking him to Bruce Campbell's re-occurring character.

Related: Jake Gyllenhaal's Mysterio Is The Perfect Spider-Man 2 Villain Choice

Mysterio is a master hypnotist and illusionist, which offers a new spin on the traditional super-villain. Additionally, Gyllenhaal's casting signals that this version of Mysterio will be a compelling and complex character, rather than a gimmicky foe in a fishbowl helmet.

Page 2 of 2: Who Could Be The Sinister Six's Final Member?

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Key Release Dates
  • Spider-Man: Far From Home (2019) release date: Jul 05, 2019
  • Captain Marvel (2019) release date: Mar 08, 2019
  • Ant-Man & The Wasp (2018) release date: Jul 06, 2018
  • The Avengers 4 / Untitled Avengers Movie (2019) release date: May 03, 2019
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