Sinister Six
The Sinister Six is a group of supervillains who appear in American comic books published by Marvel Comics. They are drawn from Spider-Man's list of enemies. The original incarnation of the group was organized by Doctor Octopus, and first appeared in The Amazing Spider-Man Annual #1 (January 1964).
History
Original Sinister Six
After suffering three defeats in a row from Spider-Man, Doctor Octopus contacts every known supervillain that had crossed paths with Spider-Man. Only Vulture, Electro, Kraven the Hunter, Mysterio, and Sandman respond. As none of the members are willing to relinquish the honor of killing Spider-Man themselves, they decide to challenge Spider-Man individually, with the order in which they face him determined by random drawing. The Sinister Six kidnap Daily Bugle secretary Betty Brant and Aunt May, holding them hostage in order to force Spider-Man to confront them. Spider-Man defeats the Sinister Six one-by-one, mocking their decision to battle him individually instead of as a team.