Clockwerk, one of the main villains of the Sly Cooper series

Villains, or bosses, are the main antagonists in the Sly Cooper series.

Please see the respective article for more information about each villain.


Sly Cooper and the Thievius Raccoonus

Fiendish Five
Sir Raleigh

Raleigh, the first villain fought in the Sly Cooper series

  • Sir Raleigh; resided in the Welsh Triangle and used a storm machine to cause boat wrecks, which he looted. Stole a section of the Thievius Raccoonus.
  • Muggshot; resided in Mesa City and forced the residents to vacate in order to build a casino. Stole a section of the Thievius Raccoonus.
  • Mz. Ruby; resided in Haiti and raised the dead with plans to take over Mexico. Stole a section of the Thievius Raccoonus.
  • Panda King; resided in China and forced innocent villages to pay a "protection fee" to keep him from sinking their village in snow with his fireworks. Stole a section of the Thievius Raccoonus.
  • Clockwerk; resided in the Krakarov Volcano and was the leader of the Fiendish Five. Led the gang to murder Sly Cooper's parents. Stole a section of the Thievius Raccoonus.

Sly 2: Band of Thieves

Klaww Gang
Dimitri HD ID

Dimitri Lousteau, a villain later turned ally

Sly 3: Honor Among Thieves


Dr. M, the main villain of Sly 3

Sly Cooper: Thieves in Time

Le Paradox's gang
Le Paradox

Cyrille Le Paradox, the main villain of Thieves in Time

  • El Jefe; a ruthless Cuban military strategist that collected countries to sell to the highest bidder in exchange for royal status in Feudal Japan.
  • Toothpick; an Eastern-European mob boss with a fondness for both gold robberies and cowboy movies. Wanted to steal gold from the past and move it into the future, which would make himself a billionaire.
  • Grizz; a street punk who formerly had celebrity status in the art world, but lost it after his art lost freshness, and attempted to gain riches by hiding art in the past, which he wanted to unearth in the future.
  • The Black Knight; a giant metal suit that Penelope takes control of. Worked with Le Paradox to get a jump-start in the weapons trade after betraying the Cooper Gang.
  • Ms. Decibel; a musician who was ridiculed as child for her inability to play the trumpet, and used her new-found ability to hypnotize to help her in a life of crime. Hypnotized forgers into turning Le Paradox into a royal in the future in exchange for his love.
  • Cyrille Le Paradox; a French art collector who attempted to get revenge on the Cooper family for the embarrassment Conner Cooper caused his father.

Scrapped villains

Cut content: The following is based on cut or altered content and is not considered to be part of the Sly Cooper continuity.

Sly Cooper: Thieves in Time

  • A male elephant holding what appears to be a set of scrolls, books and other such objects. He was meant to be the boss of Ancient Arabia, and was most likely hired to fabricate Le Paradox's documents in that era. He was eventually merged with another boss character to create Ms. Decibel. Aspects of this character remain in the final game, such as elephant statues holding books in their trunks acting as fountains.
  • A female monitor lizard that appears to be some sort of wealthy aristocrat. It isn't known what role she would've had as of yet, other than that she was supposed to be a boss. Her character was eventually merged with another character to make Ms. Decibel.
  • A mole with a large drill-like contraption strapped to his back. He was the original boss of Medieval England, as Penelope was not included in the original boss lineup.
  • A spider character from Paul Sullivan's website containing his goons and castle which never had a chance to be featured on account of lacking black magic in the fourth game.
Cut or altered content information ends here.

Start a Discussion Discussions about Villains

  • Who is gonna be in it?

    33 messages
    • I hate to disagree with you on the Carmelita thing, but Grey sounds a bit "hammy" to me... With a little refinement, though, I mi...
    • She'd be better than Ortega (who sounded good, but not quite as good as I would hope), Gildwell (who doesn't even have a Spanish acc...
  • Who is the most evil of the Sly Cooper villains.

    38 messages
    • It depends on how deep you are on the Deep End of Humanity!
    • True; it ''is'' all subjective.

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