[[folder: The Cooper Gang]]

Our protagonists. They were initially a PowerTrio, but by the third game their ranks had grown to seven, [[spoiler: but then turned to six as of the fourth game]].
* BlackAndGreyMorality: They're professional thieves, yes, but they ''only'' steal from other criminals, never civilians. Most of their targets are crooks worse than they are, such as murderers and "[[GRatedDrug spice]]" dealers. In ''Sly 2'', the Contessa describes their morality as "lopsided."
* CaperCrew: Smaller than a usual crew, but the team gets by. Sly generally covers any jobs that requires sneaking, burglary or disguises. Bentley covers tech-based jobs such as demolitions or hacking while Murray serves as the team muscle/driver. In the third game, the Guru is recruited as a supernatural specialist, the Panda King is a dedicated demo man, Penelope is an RC vehicles expert and Dimitri is a scuba diver.
* ChildhoodFriends: Sly, Bentley, and Murray grew up together in the same orphanage.
* JustLikeRobinHood: They occasionally donate some of their wealth into charities like orphanages.
* MultinationalTeam: Sly, Bentley, and Murray are Americans, Dimitri is French, Penelope is Dutch, the Guru is Australian, and Panda King is Chinese.
* PowerTrio: The original group, Sly, Bentley, and Murray.
* SuperDrowningSkills: Sly, Bentley, and Murray can't swim, it was lampshaded in the manuals that they probably shouldn't have skipped swimming lessons during their orphanage days.
* TrueCompanions: Sly, Bentley, and Murray have been together since they were young children, and explicitly call one another family on multiple occasions.

[[folder: Sly Cooper]]
->''"The Thievius Raccoonus doesn't create great thieves. It takes great thieves to create the Thievius Raccoonus."''
->'''Voiced by:''' Kevin Miller (games); [[Creator/IanJamesCorlett Ian James Corlett]] (film)

An American raccoon, and the last member of an incredibly ancient family of master thieves who preyed upon criminals. His parents were killed by a gang of five criminals when he was young, leaving him to be adopted by the Happy Campers Orphanage, where he met Bentley and Murray, his lifelong friends and co-members of the Cooper Gang.
* AcePilot: Seems to have become one of these by the third game.
** UniversalDriversLicense: Seems pretty handy with a submersible and hovercraft in the first game, and can fly a customized biplane in the third game.
* AlwaysSaveTheGirl: Both Clockwerk and Le Paradox have used this against him, knowing that if Carmelita is in danger, Sly will rescue her no matter how obvious the trap is.
* AmnesiacLover: Played with. [[spoiler:He fakes amnesia in order to finally get together with Carmelita in the third game.]]
* AncestralWeapon: His cane.
* AntiHero: Sly may be a thief, but he's a thief with a heart. He and his pals only ever steal from other crooks, and most of the people that they take on are criminals that are worse than they are, like murderers and drug dealers.
* BackStab: The best way for him to clear out enemy {{mooks}}. The NonLethalKO nature of the game means no actual stabbing is involved, but the concept is the same.
* {{Badass}}
* BlatantBurglar: Domino mask, burglar-style cap... yep, he's a thief.
* BlowYouAway: Sly's upgraded stealth kill has him run ''very'' fast around his enemy, making a small tornado and sucking them into it, which won't alert the other guards.
* BreakingTheFourthWall: In the ''Sly 2'' commercial, Sly taps the screen, asking if you're in or out.
* BrownEyes
* ButNotTooForeign: Sly was born in America and has roots in England, Japan, Egypt, Arabia, Scotland, Germany, and quite possibly more.
* CallingCard: Literally. He even made a calling card out of a ''laser beam security''. At one point in ''3'', he used said calling card to his advantage to trick Carmelita into arresting General Tsao.
* CaneFu: That crescent-hooked cane of his isn't just his most reliable tool; it's also his primary weapon, and he knows how to use it.
* CantStayNormal: While he clearly loves [[spoiler:spending time with Carmelita, by the fourth game he admits he can't resist the itch to pull a heist again and was even planning on doing a solo job before the bigger picture was revealed.]]
%%* TheCharmer
%%* ChivalrousPervert: Around Carmelita, of course.
* [[ChronicVillainy Chronic Thievery]]: Part of the reason he comes out of retirement in the fourth game. Despite having a chance to live happily ever after with Carmelita, he can't resist taking OneLastJob.
* ConvenientlyAnOrphan: Very much averted. He may be one, but it's a major plot point, and his family plays a enormous role in the history of the series as a collective PosthumousCharacter.
* CriminalAmnesiac: Inverted and subverted; [[spoiler: he only pretends to have amnesia to hook up with Carmelita.]]
* DatingCatwoman: His relationship with Carmelita amounts to this; they may be on opposite sides of the law (he being a master thief and she being a cop), but for him, that's no excuse to resist flirting with her.
* DeadpanSnarker: Dips into this in his conversations.
* DisappointedByTheMotive: How Sly viewed Le Paradox's motive for the whole time debacle in ''Sly 4''. He would have at least accepted Le Paradox [[AvengingTheVillain doing it in revenge for what happened to his father]], but when he heard the [[EvilIsPetty real reason]], Sly just calls him an idiot. See TheReasonYouSuckSpeech below.
* DominoMask: He has never been seen without it outside of some of his disguises, even as a child, while disguised for Rajan's ball and [[spoiler:while faking amnesia to get with Carmelita]].
** And, of course, being a raccoon, he still has a similar mask even when he's not wearing one.
* EasyAmnesia: Subverted in [[spoiler: the ending of the third game, where he only fakes amnesia to get with Carmelita.]]
* EnemyMine: With Carmelita during the final level of each game, sans ''Thieves in Time''.
* EverythingIsBetterWithSpinning: His rolls and his spin attacks.
* EveryoneHasStandards: Being a thief, Sly has no problems with stealing, but limits his targets to other crooks. He's utterly disgusted with General Tsao, stating that out of all the bad men he's dealt with, Tsao is undoubtedly the worst of them all.
* FamilyHonor: The Cooper lineage is a line of honorable thieves, and Sly intends to preserve that aspect.
* FirstPersonSnapshooter: Though one mission involved him posing as a professional one.
* FoeRomanceSubtext: With Carmelita. Not only does he like having her chase him, he states that his thefts wouldn't be as fun without her.
* FourTemperamentEnsemble: The Phlegmatic
* FunPersonified: Makes an effort to have fun or make fun in any scene appears in, unless [[OOCIsSeriousBusiness he's serious for some reason]].
* GentlemanThief: Fits several aspects of the trope: he steals for the challenge of it, leaves behind {{Calling Card}}s, limits his targets to other crooks, and often halts the operations of more dangerous crooks.
* GreaterNeedThanMine: Near the end of ''Sly 4'', [[spoiler:Sly tells Bentley and Murray to take Carmelita and get off of the blimp before it collapses while he goes to finish Le Paradox himself.]]
* HalfDressedCartoonAnimal: Maybe. It's possible he's wearing pants, but it's kinda hard to tell. One artbook with a "how to draw Sly" tutorial refers to him as wearing frayed grey pants.
** Definitely played straight in ''Thieves in Time'', which adds fur streaks to his texture and makes it obvious. [[BreadEggsBreadedEggs Unless he wears furry frayed grey pants?]]
* HardLight: In a sense. Sly's father somehow managed to create a modified railwalk/slide that allowed him to do so on ''laser beams'' as if they were solid rails. Sly was quite surprised by this. This becomes a ChekhovsSkill as it's used again in the fight with Ms. Decibel one game later (however, none of the ''other'' laser beams in the game can be walked on).
* HartmanHips: In his ''Thieves in Time'' design.
%%* TheHero
* HooksAndCrooks: His family cane.
* HonorBeforeReason: His main motive, along with the Cooper Family's, for centuries.
* InASingleBound: In ''Sly 4'', when Sly wears the Saber-tooth fur, it somehow grants him the ability to jump great distances provided there's a target for him to pounce on.
* ItsPersonal: In ''Sly 4'', Sly says this verbatim when [[spoiler:the gang learns of Penelope's betrayal. It's one thing to betray their trust and friendship, but she crossed the line by betraying Bentley's heart]].
* IUhYouToo: A double-whammy exchange at the end of ''Thieves in Time'':
-->[[spoiler:'''Carmelita:''' Sly, I, uh...]]\\
[[spoiler:'''Sly:''' I know. Me too.]]
* JustAStupidAccent: As lampshaded by Bentley, Sly does a ''very'' terrible Italian accent while disguised as a Venetian crook. Does this again in Sly 4, and even more awkward since he was supposed to be disguised as an Arabian deliveryman.
--> '''Bentley''': "It's a good thing we're in Arabia, Sly, because if we were in Italy, that accent would be considered a felony!"
* JustLikeRobinHood: He's occasionally shown donating his purloined wealth to charitable causes such as orphanages. Considering the rich, evil sorts that he steals from, and the fact that he sends said evil rich sorts ''and their underlings'' to jail more often than not, leaving the treasure unguarded, they must donate a fair amount; the Cooper Gang pretty much lives in their van (though they do have [[WhereDoesHeGetAllThoseWonderfulToys some pretty wonderful toys]]).
* KarmicThief: He usually only steals from dangerous criminals.
* KissOfDistraction: Sly is quite fond of these, using them on Carmelita. First in the first game's ending where he kisses Carmelita, while at the same time cuffing her to the railing to prevent her from following him. Second time in the special "Timing is Everything" short when Carmelita has Sly at point-blank gunpoint, then he takes her by surprise and kisses her before escaping.
* LineageComesFromTheFather: Much is made of Sly's father and his thieving antics and how much Sly resembles him. Either his mother was not a thief (perhaps DatingCatwoman is InTheBlood?), or this trope is in effect.
* NiceHat: In the first game, you can even make it into a bomb!
* NiceJobBreakingItHero: Near the end of ''Sly 2'', [[spoiler:he attempts to stop Clockwerk's reassembly by reversing the polarity on the magnetic fields they are using to do so in the hopes that Clockwerk will be pulled apart. Instead, he only ends up locking the Clockwerk parts together]].
* NoGuyWantsToBeChased: Inverted in the most literal sense of the idea: Sly absolutely ''loves'' the game of cat-and-mouse he and Carmelita play.
* NotSoDifferent: Sly makes this exchange with Carmelita in the comic, as he only targets criminals and crime lords they are technically on the same side. Carmelita, however, is quick to point out that since said criminals nonetheless steal the loot that Sly steals for himself, he's still breaking the law regardless.
* OneHitPointWonder: He was this in the first game, and could gain up to 2 extra hitpoints with horseshoes. He gains a health meter in later games.
* OOCIsSeriousBusiness: If he drops his fun loving DeadpanSnarker demeanor, it means he's getting serious.
* OrphansPlotTrinket: His cane, the symbol by which the Fiendish Five recognize his identity. It's also the key to the Cooper Vault.
* PaperThinDisguise:
** When showing up for Rajan's ball in the second game, he wears a tuxedo and ditches his hat and shoes, but keeps his mask.
** In the third game, the fact that he is far less bulky than the Venetian flashlight guards and the Blood Bath Bay lantern-carrying guards he impersonates may explain the constant password requests from the guards. Strangely, his wedding photographer disguise in the same game's fourth level still works even after General Tsao identifies him.
** In the fourth game, he manages to pass himself off as a samurai officer in the Japan stage, even referring himself as "Major Muggshot".
* PhantomThief
* PowerUpMagnet: One of Sly's unlockable abilities in the first game. Seems to have stuck with him into other games, as you start with the ability to pick up coins from a slight distance.
* PreciousPhoto: Carries one of him and Carmelita during happier times during the events of ''Thieves in Time.'' [[spoiler: It ends up in Carmelita's possession after he disappears in the end.]]
* RascallyRaccoon: Obviously.
* RedOniBlueOni: Sly is the blue to Carmelita's red. He is also in-between Bentley's blue and Murray's red.
* RollingAttack: One of his unlockable special moves in the first game.
** ShockAndAwe: And later he gets an upgrade that allows him to channel electricity while rolling. Another upgrade allows him to charge electricity in his cane for instant [=KOs=].
* ScrewTheMoneyIHaveRules: Sly makes it a rule to never steal from honest citizens as not only is it not fun or challenging, it is also immoral and wrong.
* StarCrossedLovers: Him and Carmelita. [[spoiler:It's played with in the first game with Carmelita's MercyLead, and he is rescued by his friends just as Carmelita was about to break out a glass of wine for the occasion of his arrest with him in the second. In the third game, he fakes amnesia after being injured by Dr M. and ends up with Carmelita in Paris. In the fourth game, he vanishes without a trace to ancient Egypt as Carmelita and the Cooper Gang try to bring him back home]].
* StealthHiBye: He's a master at this, somehow he's been able to: [[spoiler:handcuff Carmelita to a rail after the ten second head start -- 9 he used to get to her and one to kiss her on the lips, no less! -- escape Rajan's palace and leaving a calling card in her hair, and even escape just as Carmelita wakes up from being possessed by an ancient mask.]]
* StickyFingers: Though he seems to enjoy his thievery and [[KarmicThief limits his targets to other criminals]], ''Thieves in Time'' shows it's a bit of a compulsion: while he gave it up at the end of Sly 3, he's got the itch to pull another heist even before Bentley informs him of the historical mishaps.
* StrongAsTheyNeedToBe: When Sly wears the jailbird outfit in Sly 4, he can use a huge ball and chain as a weapon. The ball is nearly as big as he is, and yet he's able to throw it far and with enough force to break things. You'd think if he were this strong, he'd be able to grand-slam enemies with his fists.
* SuperDrowningSkills: He can't swim.
* TaughtByExperience: Sly basically had to learn his thieving skills on his own before completing himself once acquiring all of the Thievius Raccoonus.
* TeethClenchedTeamwork: In Sly 3 with Panda King. Both eventually get over this.
* TheReasonYouSuckSpeech: In Sly 4, Sly gives this to Le Paradox [[spoiler:when told of his revenge plan regarding the Cooper lineage -- to be known as the world's greatest thief by stealing their canes. Sly calls him out on this, pointing out that Le Paradox never did the ''actual'' stealing; rather, he got his "partners" to do all the dirty work before tossing them aside and claiming credit for what ''they'' did. Furthermore, Sly also mentions that going after the Cooper line for such a petty reason -- for no other purpose than to feed his ego -- was just downright stupid, because it not only ended up drawing Sly's attention (and thus interference) in the first place, it also drew Carmelita's attention to his stolen treasure smuggling ring. Put straight, Le Paradox lost everything because he couldn't resist showing off.]]
* TimeMaster: Downplayed for the most part, but three of the unlockable special moves in the first game were the ability to speed up time (to make long, boring heists and stake-outs go by in a flash), slow down time (in order to more easily dodge traps and security lasers), and stop time (causing all enemies to freeze for a few seconds). The Thief costume in the fourth game allows him to slow down time by using the powers of a genie.
* TookALevelInBadass: See OneHitPointWonder.
* TrappedInThePast: By the end of ''Thieves In Time'', [[spoiler: he's been stranded in Ancient Egypt.]]
* VariableLengthChain: ''Thieves in Time'' includes a jailbird costume with a ball and chain, which can of course be thrown as a weapon or used as a tool to move or demolish obstacles. Possibly played with, as the chains themselves don't change length, but the disconnected ends behave as if they are connected by an invisible, elastic band of variable length.
** PrecisionGuidedBoomerang: Despite the fact that the chain on Sly's ankle and the chain on the giant metal ball '''are not connected''', the ball always comes back instead of stopping where it hit. It also somehow manages to not take Sly along for the ride, despite being as big as he is and likely heavier. Bentley never comments on this unusual turn of physics.
* VisibleInvisibility: Type 3 while utilizing the invisibility power from his ancient Egyptian ancestor.
* VitriolicBestBuds: With Bentley.
* WeaponOfChoice: The Cooper Cane. His father's version, anyway.
* WhenAllYouHaveIsAHammer: In Sly 4, Sly is locked in an area, facing off against a giant mech knight. He managed to destroy the huge thing using only arrows sniped at crucial points.
* WouldHitAGirl: Sly has no qualms about smacking the female antagonists with his cane.
* WoundedGazelleGambit: Does this in Sly 3 with Carmelita where he had to charge up a battery, and how? By getting Carmelita to shoot him. He pretends to be down for the count, but once the battery is fully charged, he makes an easy escape.
** In Sly 4 when he wears the saber-tooth fur he can play dead before pouncing on unsuspecting targets.
* YouNeverDidThatForMe: In ''Sly 4'', Sly seemed a little jealous when Carmelita goes to follow Galleth to see if he's all right during his mission.
--> '''Sly:''' I don't recall you ever watching my back on any jobs.\\
'''Carmelita:''' Only when I'm trying to catch you.

[[folder: Bentley Turtle]]
->''"It doesn't take an engineer to figure out how to blow up a bridge."''
->'''Voiced by:''' Matt Olsen

An American [[CaptainObvious turtle]], and the brains of the Cooper Gang. He appeared solely in radio comms and in a hacking level in the first game, then TookALevelInBadass and played an active role in the second game and beyond.
* {{Adorkable}}: A nerdy turtle who stayed in Mission Control and then mustered the courage to go into the front lines to save his friends. [[spoiler:Even after being in a wheel chair, he still has the strength to continue on.]]
* AnnoyingArrows: The worst you can do with his crossbow in the second game is put {{mooks}} to sleep. You can supplant this, however, by either just sneaking past the mook or blowing him up with a timed bomb.
* ArbitrarySkepticism: Averted. Despite his scientific outlook, he has apparently found verifiable paranormal activity even before the first game, and does not hesitate to act upon it and utilize it to his advantage. He is slightly skeptical of the Mask of Dark Earth's importance in the second level of the third game, however, but doesn't overlook it as a threat because of all the ghosts and demons they've encountered thus far. Played straight again in the fourth game, where he doubts the Moat Monster is real. [[spoiler:He turns out to be partly right: there is a monster, but it's a giant machine, not a flesh-and-blood creature.]]
* {{Badass}}
** BadassBookworm: From the second game onwards, he's become a competent field man, but remains the MissionControl and brains of the operation.
** HandicappedBadass: In the third game and beyond. [[spoiler:A wheelchair doesn't stop him from risking his life in the field and he has a much more useful melee attack.]]
* BarefootCartoonAnimal: One of the few characters who does not wear any sort of soled shoe, opting instead for just a pair of white spats. [[spoiler:Makes sense after the end of ''Sly 2'', in which case his feet are no longer useful for walking on.]]
* BerserkButton: Jean-Bison, never ever tell the genius turtle in front of you about your opinion of their intelligence; it just ends badly.
** Also, judging by his reactions to Don Octavio and the Australian miners, harming the environment does not sit well with him.
* BreakTheCutie: Literally in [[spoiler: the end of Sly 2. Brutally straight in Sly 4]]. See HeroicBSOD below]].
* BreakingTheFourthWall: In Sly 4, when Bentley fights against [[spoiler: Penelope]], he will sometimes taunt, "That mech design is so 2005!", which was the release year of Sly 3.
* BreakoutCharacter: He started out as MissionControl, then took an active role in the field. By the third game, he's pretty much the NumberTwo of the Cooper Gang.
* CassandraTruth: In Sly 2, he explains that the water tower in the Contessa's prison area is a robot. Sly doesn't believe him until the end of the mission.
-->'''Bentley:''' What did I tell you? [[PunctuatedForEmphasis Giant. Attack. ROBOT!]]
* DemolitionsExpert: He serves as the main demoman of the crew and can utilize bombs to blow up both obstacles and enemies, though in the third game the gang is forced to hire the Panda King since he's better with explosives than even Bentley.
* {{Deuteragonist}}: Becomes more evident by the third game.
* EyeGlasses: They change shape with his expressions.
* FiringInTheAirALot: When he completes a hacking level in ''Thieves in Time'', he spins the turret on his tank wildly firing in all directions for sheer glee.
* FourTemperamentEnsemble: The Melancholic
* GeniusCripple: In [[spoiler: the third game onwards, due to Clock-La crippling him with her beak at the second game's climax.]]
%%* GuileHero
* HeroicBSOD: Once Bentley realized that [[spoiler: the reason why Penelope vanished in the beginning of Sly 4 was because she was TheMole for Le Paradox and that she betrayed him and the gang. Needless to say, he did not take it well, tucking inside of his shell. Due to this, Carmelita, Sly, and Sir Galleth were the ones narrating the chalk talk plan, which was usually exclusive to Bentley being the planner and all]].
* HeroicSecondWind: He gets over his HeroicBSOD soon enough and [[spoiler: shows up to take Penelope on himself with his own MiniMecha, JustInTime to stop her from killing Sly. As pointed out in Sly's narration afterwards, he bounced back stronger than ever]].
* JetPack: Available to him in the second game, and he gets rockets in the third.
* TheLancer: Though, as the series goes on, he practically becomes the unofficial leader of the Cooper Gang.
* MissionControl: Mostly in the first game, but he still has this role in the sequels.
%%* NerdGlasses
* NotSoDifferent: Dr M. points out that they both [[spoiler:play the same role in the Cooper Gang, a role for which Dr M. felt marginalized. Bentley, though, gives a ShutUpHannibal in response.]]
** And in the fourth game, [[spoiler: Penelope repeats this as the reason she betrayed the team. Bentley, once again, rejects the offer.]]
* OnlyOneName: His SpeciesSurname is [[AllThereInTheManual only mentioned in supplementary materials]].
* OpaqueNerdGlasses: The only time we actually see his eyes, he's pulled inside his shell and not wearing glasses.
* PairTheSmartOnes: Him and Penelope at the end of the third game...[[spoiler: not so much the fourth game.]]
* PistolWhip: His melee attack in the second game. It is more a last resort than anything.
%%* PlayfulHacker
* PowerUpMagnet: A literal magnet on a fishing pole used to draw coins and keys from an enemy's back pocket. In Sly 4, he uses another literal magnet on a fishing pole to catch fish, and ''did''.
* RedOniBlueOni: The blue to Murray's red, with Sly in-between.
* RemovableShell: While he's never seen outside of it, he's capable of withdrawing all his limbs and sitting curled up inside it with room to spare in Sly 4. It's definitely BiggerOnTheInside.
* TheResenter: He comes close to this to Sly in the third game. [[spoiler:He gets over it before it can become a problem with a little help from Murray.]]
* ScarsAreForever: There's a reason why [[spoiler: he's in that wheelchair...]]
* ShockAndAwe: Bentley can upgrade his crossbow darts and bombs to be electrical in Sly 4.
* ShoutOut: To the Franchise/TeenageMutantNinjaTurtles in Sly 4:
--> '''Bentley:''' Interesting. The last time I was down in these sewers I was a teenager.
%%* SpeciesSurname
%%* TheSmartGuy
* SquishyWizard: He takes more damage than Sly and a ''lot'' more than Murray. Which is funny, considering that he's a turtle.
* TheStrategist: He's the brains of the Cooper Gang, and often comes up with the plans.
* SuperDrowningSkills: Ironic, even though he's a ''turtle''. However, this becomes justified from ''Sly 3'' onwards.
* SuperWheelChair: Due to the events of [[spoiler: ''Band of Thieves''.]] He updates it with stuff like bombs and rocket boosters. In ''VideoGame/PlaystationMoveHeroes'', he's updated to a full-fledged hoverchair. It also gives him a better melee attack than before.
* TookALevelInBadass: As per above.
* TrickArrow: Sleep darts, electrical ones, and so on.
* TurtlePower
* UndyingLoyalty: Twice in the series, he's offered a chance to join the opposing faction rather than work with Cooper (In 3 by Dr. M and [[spoiler:in 4 by Penelope]]). Both times he refuses.
* VitriolicBestBuds: With Sly.
* WeakButSkilled: He's weaker than Sly, and much weaker than Murray, in hand-to-hand combat, but makes up for it with his high intellect and great arsenal of gadgets, from timed bombs to sleeping darts.
* WhamLine: The line that shocked everyone just as Clock-La had been defeated. [[spoiler:"Pick me up, I can't walk!"]]
* WhyDidItHaveToBeSnakes: In Sly 4, Bentley really doesn't like penguins for some reason.

[[folder: Murray Hippo]]
->''"The "Thunder Flop" knows neither friend nor foe, only [[LargeHam DESTRUCTION!]]"''
->'''Voiced by:''' Chris Murphy

An American [[CaptainObvious hippo]], and TheBigGuy of the team. He plays a supporting role as a truck racer and key retriever in the first game, and [[TookALevelInBadass takes about 10 levels in badass]] starting from the second.
* AchillesInHisTent: The third game, due to his guilt over Bentley's crippling. It stops when [[spoiler:Murray sees Octavio kick Bentley out of his wheelchair, and he exclaims that the Murray is back.]]
* {{Acrofatic}}: He's able to pull off some impressive ice-skating maneuvers in ''Thieves in Time''.
* AscendedFanboy: Murray is apparently a superhero fan, as he sports a hood, mask, and a ScarfOfAsskicking where he becomes "The Murray".
* AttractiveBentGender: When he disguises himself as a geisha in ''Thieves in Time'' and dances for the guards, just about ''every'' guard in the place is damn near drooling over him.
* BadassDriver: Shown in the games, [[spoiler:and he's a professional race car driver at the end of the third game.]]
** In the fourth game, Sly mentions that he becomes very infamous for his destruction in the pro-circuit. When he couldn't find any sponsors, he went to demolition derbies where he's been undefeated until Bentley comes and requests his help.
* BigEater: He's only outmatched by Bob Cooper and Salim al Kupar.
%%* BigFun
%%* TheBigGuy
* BerserkButton: Do not call him weak, harm Bentley, or harm the team van.
* BloodKnight: By the second game onwards, Murray's rather eager to jump into the fray.
%%* BoisterousBruiser
* BoundAndGagged: In the third game, when tied to a bomb in China. A rare case where a character isn't gagged.
* BrainwashedAndCrazy: In Sly 2 when he was in solitary confinement in The Contessa's correctional facility where he was turned into a raging berserker. Sly managed to break him out of it, though.
* BreakTheCutie: The last few levels of ''Sly 2'' put him through the wringer.
* CallingYourAttacks: "THUNDER FLOOOOOP!"
* CarFu: With the Cooper Van.
* CharacterizationMarchesOn: In the original game he had little personality besides being a coward and the getaway driver. The second turned him into the LargeHam that would play a more active role in the series, and the cowardice was dropped.
* CompanionCube: The team van. [[spoiler:It even had a part to play in getting the Panda King to be a member of the team and extremely essential to the team in the fourth game.]]
* DepartmentOfRedundancyDepartment: This exchange between him and Octavio during their fight in ''Honor Among Thieves'':
-->'''Octavio''': "You may have more tar, but [[TheGlovesComeOff I'm-a not holding back no longer!]] Listen to the [[MakeMeWannaShout song]]-a your ''death''!"\\
'''Murray''': "The Murray knows no song except the triumphant horn section of his own triumph!"
* DisguisedInDrag: In Sly 3's in-game hidden short, "Goodbye My Sweet", Murray is dressed as a bar maid, complete with blonde curly locks.
** In ''Thieves in Time'', he's disguised as Madame Geisha, a prominent member of the geisha house during the Feudal Japan chapter. Could be seen as AmbiguouslyGay when he seemed a little ''too'' willing to offer to disguise himself as a belly dancer when Carmelita voiced her displeasure of dressing up as one (but she was made to anyway, thank goodness).
* TheDriver: He's the primary driver
* DudeWheresMyRespect: Feels this way in the Ice Age level when Bob is relied upon more than him. But he gets over it by the end of the level and fight with Grizz.
* DumbMuscle: A semi-heroic example (he IS a thief, remember).
* ElementalPunch: Includes fire, lightning, and explosions.
* EmotionalBruiser: He certainly cries more than the other members of the Cooper Gang. He is also deeply affected when [[spoiler: Bentley loses his ability to walk. As a result, he leaves the gang, overcome with guilt at not being able to save his friend.]]
* ExtremityExtremist: Fights almost exclusively with punches.
* FourTemperamentEnsemble: The Sanguine
* GentleGiant: Subverted. While Murray starts as this and remains pretty nice to his friends, he gets more and more vicious as the series goes on.
** Oh, and let's not forget ''Honor Among Thieves''. [[spoiler:He was a total pacifist and wouldn't engage in a fight until Octavio kicked Bentley out of his wheelchair.]]
* GoodOldFisticuffs: Murray's style of fighting is relying on his two fists.
* GrievousHarmWithABody: Can pick up and throw enemies at others.
* GroundPound: "THUNDER FLOP!!"
* HalfDressedCartoonAnimal: His lack of pants is immediately noticeable. Murray even addressed the issue in one of the [[https://www.youtube.com/watch?v=BwB0Ew9MmEA promotional videos]] for ''Thieves in Time.'' It's apparently because he can't find any pants that fit a husky hippo frame.
* HeroicComedicSociopath: Verges on this in ''Honor Among Thieves'', to the extent that he ''gleefully'' throws mine guards to a crocodile in the second level of the game.
* HeroicBSOD: In-between ''Band of Thieves'' and ''Honor Among Thieves'', he goes through one because he [[spoiler: blames himself for Bentley's crippling injury at the hands of Clock-La. He gets over it during the fight with Octavio]].
* HesBack: "THE MURRAY RETURNS!" [[spoiler:when he fights Octavio]].
%%* HotBlooded
* InstantWakingSkills: Just look at the safe houses in ''Sly 4''. If Murray isn't selected by the player, he'd just be seen snoozing in his chair. The ''second'' the cursor selects him, he's geared up and ready to go.
* LargeHam: By the second game onward, he seems to be taking cues from lucha libre wrestlers.
* TheLoad: "Part-time driver and full-time burden" indeed; in the first game, at least. Then he got over it with a blazing pink VENGEANCE!
* LovableCoward: First game only.
* MadeOfExplodium: The Dukes of Dynamite in ''Sly 4''... [[ExactlyWhatItSaysOnTheTin explosive punches]].
* MakeMeWannaShout: The Guttural Roar attack from ''Sly 2'' and ''Sly 3''.
* MightyGlacier: Normally less agile than either Sly or Bentley, but much more capable in combat and can take more punches.
* MyGreatestFailure: [[spoiler: He blamed himself for Bentley's injuries at the End of Band of Thieves and quits the gang to try and find a more peaceful way of life during the time between the second and third games.]]
* NoodleIncident: In the third game, he mentions that his master, The Guru, is not in his hut because of the 'Unspeakable'. All we know is that there's purple smoke, and that Murray had to apologize for a whole month before he was forgiven.
* OneHitPointWonder: In the first game, he was no more durable than Sly, even cowering from enemies. In the second game onwards, thanks to the last adventure boosting his confidence, he could take more hits than any other member of the team, and gained huge strength to boot. By the third game, Dr. M even states that Murray was far stronger than the previous Cooper Gang's heavy hitter, [=McSweeney=].
* OnlyOneName: See Bentley's entry.
* OOCIsSeriousBusiness: No matter how Murray feels, he'll always have a big appetite. In Sly 4, when it was decided that Bob would be better suited for the ice wall climbing (since Murray obviously can't do it), he felt rather dejected. When Bentley tried to cheer him up by offering him food once returning to the hideout, he stated that he wasn't feeling hungry.
--> '''Murray:''' I'm not hungry... whoa, so that's what it feels like.
* PlayingWithFire: One of Murray's upgrades allows him to charge his fists with flame for damaging flame punches.
%%* PluckyComicRelief
* RealMenWearPink: Well, real men ''are'' pink, in his case.
* RedOniBlueOni: The red to Bentley's blue, with Sly in-between.
* ScarfOfAsskicking: He sports one as part of his superhero persona as "The Murray".
* ShockAndAwe: One of Murray's upgrades allows him to charge his fists with electricity for shocking punches.
* ShockwaveStomp: How he typically picks things up: he stomps the ground, and the resulting shockwave propels the object into the air and into his arms.
%%* SpeciesSurname
* SpellMyNameWithAThe: He prefers "The Murray," though he's not as big about it as most examples.
* StrappedToABomb: In the third game.
* SuperDrowningSkills: He's a freaking hippo...
** One of the manuals handwaves this by Sly mentioning that the three shouldn't have "skipped those swimming lessons" back at the orphanage.
** Averted in the England job in Sly 4 as he was seen swimming in the castle moat to detonate the drawbridge. Doubles as both GameplayAndStorySegregation and CutscenePowerToTheMax.
** This however should be excused, as hippos cannot swim in real life anyway. They can only stand in water and only as long as their head remains above the surface.
* SuperStrength: While strong enough already, a powerup he gains in ''Sly 2'' is called Atlas Strength, making him able to run while carrying larger enemies at a time.
* TenMinuteRetirement: He quit the gang after ''Sly 2'', but rejoins in the first level in ''Sly 3''.
* TookALevelInBadass: Like whoa. See OneHitPointWonder.
* WhereAreTheyNowEpilogue: Demolition Driver by the end of the 3rd game and Professional Wrestler by the 4th.
* WrestlerInAllOfUs: Though not formally trained, Murray's bulk and strength let him do this. He then becomes one officially in the epilogue of Sly 4.
** In the boxing match of Episode Two, he's even introduced as being from PartsUnknown.

[[folder: The Guru]]
->'''Voiced by:''' Terry Rose

An Australian koala and aboriginal guru. He joins the team after the Cooper Gang defeat the Mask of Dark Earth and clear Ayers Rock of miners.
%%* BadassGrandpa
* TheCameo: The Guru appears in Sly 4 as a keychain in Murray's binocucom, and his Moonstone is a findable treasure.
%%* EveryoneCallsHimBarkeep
%%* FriendToAllLivingThings
* LoinCloth: His chosen attire.
%%* MagicalNativeAmerican
* MasterOfDisguise: He can perfectly blend into the background to avoid the guards.
* NoodleIncident: Something...''unspeakable'' happened while Murray was training under him at the hut, apparently whatever happened, Murray had to apologize constantly for at least a month before he'd speak to him; and even months later the place still smells like crap (though he still uses it somewhat.)
** Between the third and fourth installments his staff got broken and the part with the moonstone was somehow acquired by Ms. Decibel, which she brought back with her to Ancient Arabia
* PeoplePuppets: He can latch himself onto the guards to control their movement.
* PsychicLink: He seems to make one with the Panda King, and makes one between himself and Sly in the beginning of the fourth level of the third game. this is also hoe he befriend [[spoiler:The Crusher]].
%%* PsychicPowers
* TechnicalPacifist: Because hitting people is bad, but mindjacking them and ramming them into machinery to break it is ''just fine'', apparently.
* TheUnintelligible: To the audience. The characters seem to be able to understand him perfectly, which of course leads to pretty funny dialog.
* WhereAreTheyNowEpilogue: Guru had gained a following of fans as a spiritual guru, then went into hiding to get some peace. He chose to hide out in New York as no one would ever think to look for him there.

[[folder: Penelope Mouse]]
->''"Let's light this candle!"''
->'''Voiced by:''' Annette Toutonghi

A Dutch [[CaptainObvious mouse]], and an expert RC vehicle operator, mechanic, [[spoiler:and pilot]]. She joins the team after [[spoiler:being exposed as the Black Baron in the ACES Dogfighting Championship, an identity she had created due to age restrictions on dogfighting.]]

[[spoiler:However, sometime in between the third and fourth games, she grew resentful of Sly's reputation while Bentley and she were nothing but support. She secretly teamed with Le Paradox to be the mole within the Cooper gang (ultimately being the cause that kicks off the plot of the game). Eventually, she disappeared to Bentley's worriment and was found in the medieval era donning yet another dark armored persona, the Black Knight.]]
%%* ActionGirl
* AlwaysSecondBest: While being intelligent enough to keep up with Bentley, it turns out [[spoiler: Penelope's not quite the Omnidisciplinary Scientist she thinks she is as the Black Knight. Her creations are all giving her problems of some sort, and Bentley's observations place her work as adequate at best and sloppy at worst.]]
* ArtEvolution: Penelope looks older and a bit less "cute" comparing her animation between the third and fourth games, which makes some sense as there's a gap in time between games, and she was originally [[spoiler: banned from dogfighting due to her younger age]].
* BlondesAreEvil: It is revealed in [[spoiler: Sly 4 that she betrayed the Cooper Gang to Le Paradox and was practically the one who kickstarted the game's plot]].
%%* TheChick
* DamselInDistress:
** When she is kidnapped by [[spoiler:Captain [=LeFwee=]]].
** Also, her disappearance in the fourth game is what kicks off the plot. [[spoiler:As it turns out...]]
* DamselOutOfDistress: She beats [[spoiler: Captain [=LeFwee=] in a sword fight right after she is freed.]]
* FaceHeelTurn: She pulls one in [[spoiler: ''Thieves in Time''. She is in fact the true identity of the Black Knight, and is revealed to have been working with the BigBad all along to destroy Sly, because she felt that she and Bentley were being held back by him from doing greater things and changing the world. Bentley ends up despising her -- as evidenced by him later scribbling devil horns on the photo of her that he keeps in his Binocucom -- and she ends up a criminal on the run.]]
* FallenHero: Once a member of the Cooper Gang; [[spoiler: as of ''Thieves in Time'', she's one of their foes]].
* HeelFaceRevolvingDoor: Started off as a villain, then joins the gang following her defeat only to [[spoiler: betray them later on]].
* HistoryRepeats: A member of the Cooper Gang [[spoiler: who's a technological genius deciding to go rogue because of growing resentment towards their leader? Yep, it looks like Sly now has his own Dr. M]].
* HumongousMecha: She uses a [[spoiler: bigger Black Knight mech in the first stage of her boss fight]]
* KarmaHoudini: She is [[spoiler: the only villain in ''Thieves in Time'' that manages to break out of jail and resume her activities. She continues to send Bentley postcards though, with it being ambiguous as to what they mean (apology mail, a warning of things to come, or a reminder to Bentley that she's still out in the world).]]
* LoveInterestTraitor: ''Thieves in Time'' [[spoiler: sees her betray the Cooper gang and break Bentley's heart.]]
%%* {{Meganekko}}
* MiniMecha: The [[spoiler: Black Knight armor.]]
* OddFriendship: Despite what happened afterwards, Penelope and Murray ended up forming a fledgling friendship during their mission in China. She helped save him and his van, and Murray was helpful to mentor and protect her during the main heist.
* OnlyOneName: See Bentley's entry.
* PairTheSmartOnes: See Bentley's entry.
* PsychopathicManchild: Shows light shades of this, [[spoiler:going even before her FaceHeelTurn. As the Black Baron she cheated year after year to keep her top spot (probably costing the lives of at least some pilots who participated in her competition), which was entirely unnecessary considering all she needed was a disguise and skills to compete. As the Black Baron, one of her more dangerous attacks consists of ''stomping the wing of the plane in frustration'', which is able to [[BadBoss harm her employees]] (and though it goes unsaid, potentially damage the plane they were fighting on). In ''4'' its shown through her occasional insults, unwillingness to just talk things out with Bentley and willingness to hurt him emotionally, hypocrisy over her alignment with criminal groups, and [[ArsonMurderAndJaywalking blowing a raspberry at Sly when she prepares for her boss fight with her]] HumongousMecha.]]
* TheResenter: In ''Thieves in Time''. [[spoiler:She comes to see Sly as holding her and Bentley back from intellectual greatness and decides to join with Le Paradox to have her revenge.]]
* RomanticFalseLead: Sly is one for her in ''Honor Among Thieves''. [[spoiler:Then she becomes one for Bentley in ''Thieves in Time''.]]
* SmurfettePrinciple: Only girl in the Cooper Gang. [[spoiler:At least until Sly 4...]]
* SpeciesSurname: See Bentley's entry.
* SpyCatsuit: Switches from overalls to a jumpsuit in the fourth game.
* UnexplainedAccent: Despite being Dutch, she speaks with what seems to be a Minnesotan accent.
* WeCanRuleTogether: She offers this [[spoiler: to Bentley when he confronts her about her betrayal.]]
* WalkingSpoiler: Becomes one as of ''Thieves in Time''. Seriously, about the only thing you can say about her in that game is that she disappears at the beginning and Bentley is worried about her.
* WrenchWench: Has RC skills that equal Bentley's own. [[spoiler:She even helps Bentley reconstruct the Cooper Vault for future generations and builds the Time Machine that's used in ''Thieves in Time''... then takes the blueprints for those and gives them to Le Paradox.]]
* WrongGuyFirst: When she first joins the gang, she has a massive crush on Sly that mostly serves to drive a wedge between him and Bentley. [[spoiler:She soon decides that it's better to PairTheSmartOnes, since she has little in common with Sly. Of course, she and Bentley have since broken up.]]

[[folder: The Panda King]]
->''"The fuse is lit!"''
->'''Voiced by:''' Kevin Blackton

A Chinese [[CaptainObvious panda]], a former member of the Fiendish Five, and a powerful Chinese crime lord with a thing for fireworks. He returned in the third game to team up with Sly to rescue his daughter and break into the Cooper Vault, facing demons both literal and metaphorical in the process.
* {{Acrofatic}}: Despite his portly frame, he shows a considerable amount of agility during his first boss fight, bounding and flipping around the arena.
* TheAtoner: He was once part of the Fiendish Five who killed Sly's father, and in an ironic twist of fate is recruited into the Cooper Gang in Sly 3 for the Cooper Vault raid.
* BadassBaritone: Has a very deep voice.
* BattleInTheCenterOfTheMind: Has one in Sly 3 with his dark half, who wants to use the alliance with Sly as an opportunity to exact his revenge for what happened in the first game. Present Panda King refuses, as he had his daughter to think about.
* BenevolentBoss: Downplayed, but compared to the other Fiendish Five members, he and Muggshot are the only ones that don't verbally abuse or threaten their henchmen in their PA announcements, referring to his underlings as "valued employees".
* {{Callback}}: When Sly mind melds with Panda King in Sly 3, it re-enacts their fight in the first game, even the pre-fight dialogue (well, Panda King's anyway).
* CallingYourAttacks: [[LargeHam Palms of Thunder! Booming Chop! Fiery Wheel!]]
* ChargedAttack: His fireworks in the third game. A fully charged attack leads to a small-scale MacrossMissileMassacre.
* CharacterDevelopment: Starts off the series as TheDragon to BigBad Clockwerk, at first he doesn't care about the people he killed, but his defeat at the hands of Sly make him more humble to the point that it costs him his daughter Jing King to Tsao (who exiles him into becoming a meditating monk) and develop a LiteralSplitPersonality. After reasoning with the other side of himself, he and sly form a rather tipsy alliance where Sly tries unsuccessfully to break the tension with jokes. During the heist in China, he puts all his faith into Cooper, which pays off with Jing King's rescue. Later in Blood Bath Bay, he and Sly work together in a heated fight against Crusher, which makes him open up a bit more and Praise Sly outright.
* DangerouslyGenreSavvy: Right after he crushes a village in the first game, he tells his guards to be on the lookout for survivors seeking revenge during his PA announcement.
* DemolitionsExpert: Serves as this for both the Fiendish Five and the Cooper Gang.
* TheDragon: Arguably, to Clockwerk, who provided material for his Fireworks.
* EasilyForgiven: Averted. Sly never openly forgives him for his part in his family's murder; he just decides to move on. The feeling is mutual, and eventually the tension between them lifts.
* EnemyMine: With Sly, against General Tsao, in the third game's fourth level. After Sly earns his trust by saving Jing King, he joins the team for real.
* EnemyWithin: In the third game, he is initially trapped in a loop of his greatest loss (with some help from General Tsao), requiring Sly to go into his mind to snap him out of it. Later, before he can take part in the mission to destroy the grasshopper crypt, the Panda King must reconcile with the dark side of his personality, who's exhorting him to kill Sly Cooper. He eventually placates his dark side by pointing out that following Sly will teach him humility, which will help him be a better father to Jing King. He follows up by pointing out that if strength was all that was needed, then there would be no reason to stop Tsao from marrying his daughter.
* EvenEvilHasLovedOnes: He has a daughter, Jing King, who is kidnapped by General Tsao to be forced into a wedding ceremony.
* EveryoneCallsHimBarkeep: Intriguingly, it appears King is his actual surname. Whether "Panda" is his first name is unknown.
* EvilCannotComprehendGood: Fails to understand why Sly has anything against his protection racket and burying towns in avalanches. However his defeat makes him extremely humble, [[NiceJobBreakingItHero to the point that his closest family member is kidnapped.]]
%%* EvilSoundsDeep
* FreudianExcuse: As a child, he loved the fireworks the noblemen put on for display and aspired to be a fireworks artist himself. However, his skills and talent were spurned by them because he was poor, causing him to turn to a life of crime.
* HeelFaceTurn: The third game.
* IncendiaryExponent: His Flame Fu in the first game. In the third game, his basic melee attack is a flaming karate chop. And that's not counting the fireworks...
* KickTheDog: Him burying a village in the snow for refusing to pay his protection fee in the first game.
** Not just ''A'' village; ''ANY'' village who didn't pay the protection fee got this.
* LargeAndInCharge: When he was a crime lord.
* LargeHam: More subdued, but it's there, especially when he's [[CallingYourAttacks calling his attacks]].
* ManiacMonkeys: Pretty much all his henchmen in the original game.
* MightyGlacier: In the third game, he moves slowly compared to other characters and he lacks a proper melee combo attack. Nonetheless, he's quite the offensive powerhouse and his flaming chop will kill most mooks in a single hit.
* NotSoDifferent: He pulls this card with Sly in the first game, stating that they are both thieves. Sly shoots it down, stating that he is from a long line of master thieves while Panda King is nothing but a "spurned fireworks artist turned homicidal pyromaniac." later turns out to be played straight, when he finds ways to bond with other members of Sly's group, and eventually Sly himself.
* OddFriendship: With both Murray and the Guru. He relates with the Guru because he, in Sly's words, 'hit it off with the old guy', and Murray -- [[spoiler:when the hippo states that he'd never abandon [[ItMakesSenseInContext the team van again]] when it was frozen in ice -- because the situation reminded him that if he had Murray's conviction, Jing King wouldn't be forced into betrothal with General Tsao.]]
* OverprotectiveDad: Became this [[spoiler: since Jing King begged him to screen her potential suitors, so as to avoid another General Tsao incident; he's done a pretty good job, since she hasn't been married yet.]]
%%* PandaingToTheAudience
* PapaWolf: His failure to be this led to his self-imposed exile.
* PlayingWithFire: Panda King's fighting style of Flame Fu.
* PutOnABus: As confirmed by WordOfGod, Panda King is sitting out the events of ''Thieves in Time''. Probably Justified, as the books pages were disappearing quickly, and Panda King was still watching out for Jing King in China.
* TheStoic / TheComicallySerious: His role in the first game was pretty much just him being TheDragon to Clockwerk and not much else, and as such he's always depicted as a serious villain. When he makes his reappearance in ''3'', he has not changed in his mannerisms too much, which makes him more funny when Sly makes jokes about their current objective while working together.
** NotSoStoic: The LargeHam tendencies are also kept around, which means that when he is excited about something, he ''really'' will show it.
* SupernaturalMartialArts: His Flame Fu fighting style.
* TeethClenchedTeamwork: With Sly in Sly 3. Both eventually get over this.
* TenMinuteRetirement: He hung up his demolition gear after being banished by General Tsao, but had to take it up again once he was recruited by the Cooper Gang.
* WhereAreTheyNowEpilogue: By the end of Sly 3, Panda King lives with his daughter and would analyze any potential suitors for her. She still remains single.

[[folder: Dimitri Lousteau]]
->''"My suit is GREASY SWEET!"''
->'''Voiced by:''' David Scully

A French iguana, literal lounge lizard, and former Klaww Gang member, French crime boss, and nightclub/restaurant owner who ran a forging and drug dealing operation. He was defeated by Sly and imprisoned by Interpol, only to be broken out a year later in Venice, lead Sly to the flight roster in Holland, and team up with him to retrieve his family's diving gear from Captain [=LeFwee=] in Blood Bath Bay.
* BerserkButton: He does NOT take kindly to people who insult his fashion tastes.
* DemotedToExtra: In Thieves in Time, he only appears in cutscenes to tell the rest of the gang what time period they should go next and has no dialog during his appearances.
* FrenchJerk: As of his HeelFaceTurn, he's more French than jerk, though.
* FreudianExcuse: He was an aspiring young artist who turned to forging after the arts community rejected his work. As Sly puts it, "The art world wasn't ''quite'' ready for his 'kinetic aesthetics."[[note]] For those who don't know, the art style is him swinging from a rope and painting.[[/note]]
* GoodSmokingEvilSmoking: He's constantly seen with a cigarette in his mouth, as both a Klaww Gang and Cooper Gang member.
* HarpoonGun: His standard weapon in the underwater stages.
* HeelFaceTurn: After Sly [[spoiler:bails him out of jail, he disappears for awhile, then reappears in Holland, where he hands the Cooper Gang info in return for a favor. He then asks for their help in retrieving his grandfather's diving gear. Then he joins the team... even though none of them had asked him to in the first place.]]
* ITakeOffenseToThatLastOne: Before his fight with Sly in the second game, this happens:
--> '''Sly:''' I have ''no'' idea what you're saying. (beat) And your suit sucks.\\
'''Dimitri:''' (gasps) LET'S DANCE!
* JiveTurkey: Justified, seeing as he learned his English from hip hop videos.
%%* ImpossiblyTackyClothes
* LearntEnglishFromWatchingTelevision: He learned how to speak English by watching hip-hop music videos.
* LetsDance: He likes to say this just before a fight a lot.
* MeaningfulName: Lousteau sounds like Cousteau as in Jacques Cousteau, who invented scuba gear.
* NoNameGiven: In the second game, he is known only as Dimitri and called Dimitri L. on his arrest card. In the third game, his family name, Lousteau, is revealed.
* OOCIsSeriousBusiness: Sly's [[spoiler:disappearance at the end of the fourth game has such an impact on Dimitri that he turns off his disco music, then slumps back in his chair with a depressed expression on his face.]]
* SecretKeeper: In the fourth game, he is entrusted with safeguarding the Thievius Racoonus in the modern day while the others go back in time.
%%* SissyVillain
* StarterVillain: In his original appearance.
* ThisLooksLikeAJobForAquaman: Dimitri as a [[spoiler:Cooper Gang Member]] actually doesn't get to use his acrobatic skills like in his first appearance. Rather, he's mainly around for aquatic missions and doesn't do any fighting outside of that.
* TheVoiceless: Applies to the fourth game. Despite being voiced in an early trailer for Thieves in Time at E3 2011 and appearing at least once in most of the cutscenes between time periods, Dimitri does not speak a single line of dialogue throughout the entirety of the game. Which is very odd, seeing that he has his old voice actor in the credits.
* WhereAreTheyNowEpilogue: In the 2nd game, he's a dance instructor on a cruise ship, the 3rd one has him being a professional skin diver, and the 4th one has him back in the diving business with a fashion line and his own reality show.

[[folder: The Fiendish Five]]

A gang of [[FiveBadBand five criminals]] who broke into Sly's home and killed his parents, dividing the parts of the Thievius Racoonus among themselves and taking off to the furthest corners of the world. Tropes involving them:

* FiveBadBand:
** BigBad: Clockwerk
** TheDragon: Panda King
** EvilGenius: Sir Raleigh
** TheBrute: Muggshot
** DarkChick: Mz. Ruby

[[caption-width-right:250:"Clockwerk is superior!"]]
->''"Perfection has no age."''
->'''Voiced by:''' Ross Douglas

The leader of the Fiendish Five, Clockwerk is a monstrous robotic owl of unknown origin. He turned himself into a robot in order to hunt down and destroy the Cooper family, his greatest rival. He is at least 3200 years old, showing up even in the earliest parts of the Thievius Racoonus. [[spoiler:''Thieves in Time'' marks him as ''even older'', as he's visible even in the background of the ice age level]]. He possessed an incredibly well-fortified hideout in the Krakarov Volcano in Russia, before being defeated by Sly and his parts sent to a museum in Cairo. But then the Klaww Gang stole his body parts and repurposed them for their criminal schemes. The Cooper Gang managed to steal these powerful components back, [[spoiler:only to have them stolen by Jean Bison after the Lumberjack Games. From there, the parts were passed on to Arpeggio, which turned out to be part of an EvilPlan to not only acquire Clockwerk's powerful body for himself, but also his immortality, all through a complex scheme involving the operations of the rest of the Klaww Gang. However, Neyla betrayed Arpeggio and took the Clockwerk frame for herself, dubbing herself "Clock-La" and engaging the Cooper Gang in battle. Clock-La was defeated, and Carmelita destroyed Clockwerk's Hate Chip, which caused his mechanical body to rust and corrode into nothingness. However, while the threat of Clockwerk was presumably eliminated forever, victory came at a great cost; Bentley lost the use of his legs due to a crushing bite from Clock-La's beak, which was a serious blow to Murray's morale.]]
* ArchEnemy: Of the Cooper Clan as a whole.
* AttackOfTheFiftyFootWhatever: Clockwerk is HUGE.
* {{Badass}}: ''The'' most dangerous villain in the Sly Cooper series. Bar none.
* BatmanGambit: His plan to lure Sly into the gas chamber in his volcano lair pretty much counted on [[DatingCatwoman Sly's willingness to risk his life to save Carmelita Fox.]]
* BigBad: Of the first game.
* BondVillainStupidity: Subverted. When Sly walks into his death trap in the first game, he activates it, then gloats as the poison gas starts taking effect.
* TheCameo: He shows up in [[spoiler:the background of ''every'' episode in]] ''Sly Cooper: Thieves in Time''. What's more is that there are two treasures you can find that reference him in some way, namely [[spoiler:his eye and the Dragon's Claw, since the bottom has "Clockwerk was here" scratched into it]].
* CartoonishSupervillainy: This might be one's first impression of him as you ride towards his lair. A padlocked, ominous door guarding his entrance? Check. A bunch of mindlessly obedient servants? Check. A fucking ''death ray?'' Double check. But then, as you progress through his levels, you will slowly discover that he has worked very, ''very'', '''VERY''' hard to [[DangerouslyGenreSavvy show you he means business.]]
* ContemporaryCaveman: Even with his reliance on cybernetics, Clockwerk is [[spoiler:apparently VandalSavage if he were an owl.]]
* ContinuityNod: His [[spoiler:cameo appearances in Sly 4 are evidence that he really ''has'' been after the Coopers for millennia.]]
* CrazyPrepared: His base in Sly 1. The security measures were extensive on their own, but just in case Sly got past them, Clockwerk set up a deadly trap -- a gas chamber with Carmelita Fox trapped inside. [[SadisticChoice It was pretty easy to tell that it was a trap, but Sly couldn't just leave Carmelita in there]]... [[BatmanGambit which is exactly what Clockwerk was counting on.]]
** And ''just in case'' Sly brought along a friend who was technically savvy enough to disable the gas, Clockwerk created a computer firewall system that very easily became ThatOneLevel for gamers.
* CreepyMonotone: He speaks with a grating, robotic voice that sounds almost eerily calm. However, there's always an undertone of menace in his words, which sometimes comes through in full. Take his [[ShutUpKirk incensed response]] to Sly's KirkSummation:
-->'''Clockwerk:''' ''Enough,'' Sly Cooper! It ends ''here!''
* CruelMercy: As he explained to Sly, he ''only'' spared Sly as a child when he stole the Thievius Raccoonus because he was convinced that the Cooper Clan was only as successful as they are because of it and wanted to show the world as such. Sly, of course, proves him wrong.
* {{Cyborg}}: Just about the only organic part of him that's still left is his brain.
* DangerouslyGenreSavvy: He knows how the Coopers act from his past battles with them, so he uses Carmelita to lure Sly into a death trap, which he activates right after he walks into it. When Sly and Carmelita escape his death trap, the first thing he does is send one of his robotic bird minions to steal Sly's cane; the trusty weapon and tool that's been so useful to Sly for the whole game.
* {{Determinator}}: He has lived thousands of years just to get his revenge on the Cooper Clan. Not to mention all the damage he takes during the battle, only to keep on coming.
* DiabolusExNihilo: Beyond his feud with the Cooper family, not much is known about him.
* TheDreaded: A subtle one for Sly. In the second game, Sly is ''vehemently'' opposed to the idea of Clockwerk's body becoming reassembled.
* EvilCannotComprehendGood: He sees having empathy for others as a weakness. See LackOfEmpathy below.
* EvilIsPetty: He waged a personal war with ''one goddamn family'' for generations, all because he didn't like how successful they were.
* EyeBeams: In the [[spoiler:second game.]]
* FamousLastWords: "COOPER! You will never be rid of me...! Clockwerk is... superior…!"
** These might not seem like much, but think about the end of the [[spoiler:second]] game. [[spoiler:Even if Clockwerk's [[SoulJar Hate Chip]] was destroyed, even if the reign of terror he's held over the Cooper Clan is finally over… he was directly responsible (well, technically Neyla) for Bentley's paralysis. So no matter what, whenever Sly sees his dear friend in a wheelchair, he will be reminded of that mechanical owl. Sly will never be rid of Clockwerk. FromACertainPointOfView, TheBadGuyWins.]]
* TheGhost: How he's played up until you actually meet him in the first game. He doesn't have intercom banter with his henchmen, his levels immediately progress from one to the next (unlike the "hub" worlds of the other Fiendish Five members), and until [[spoiler:Sly gets caught in the gas chamber]], you don't even hear him speak. Then, at the very end, as you fly above the ruins of [[spoiler:his death ray]], you think everything is all good and -- '''HOLY SHIT.'''
* GreaterScopeVillain: Of the second game. He's the reason everything is happening, but doesn't influence the plot directly.
* GreenEyedMonster: Nourishes on a "steady diet of jealousy and hate".
* GuideDangIt: Since his cameos in Thieves in Time can only be seen [[spoiler:during specific jobs in each episode]], finding them all can be very difficult.
* ImplacableMan: Considering that he survived a plunge into a volcano's molten crater and came rising up for round two, this trope applies.
* HeWhoMustNotBeSeen: Up until the end of the first game, he remains a silhouette and is never seen directly. [[spoiler:The same applies for his appearances in Thieves in Time, since you can only see the "mini-clockwerks" watching you]].
* ItsPersonal: His vendetta against the Cooper line. For him to keep himself alive for centuries just to see it through, [[WildMassGuessing whatever sparked this rivalry in the first place had to be serious]]. Not to mention that murdering Sly's parents made it personal for Sly, as well...
* KnightOfCerebus: The other members of the Fiendish Five have personality quirks, [[FreudianExcuse Freudian Excuses]], and other subtle elements that lend a hint of comedy to them, [[LaughablyEvil villains though they may be]]. Not Clockwerk. He's a cold, ruthless, no-nonsense sociopath who speaks with a grating robotic voice, [[NearVillainVictory nearly kills Sly and Carmelita with a death trap]], and generally comes across as much more serious and threatening than the rest of the Fiendish Five... to say nothing of many of the other villains in the series.
** Even though he doesn't [[HijackedByGanon hijack the second game]], he's still this since once his parts reassembled, it gets much darker and [[spoiler:Neyla]] drops all comedic moments.
* LackOfEmpathy: It's not just that he lacks empathy, he identifies it as a weakness in others.
-->''"Empathy will always be the downfall of the Cooper Clan."''
* LargeAndInCharge: The leader of the Fiendish Five and by far the largest.
* MacGuffin: In the second game, various parts of his body are collected and used by the Klaww Gang to power their empire via spice trade. Sly's gang makes it their mission to prevent Clockwerk's body from becoming reassembled.
* MysteriousWatcher: His role in the fourth game. He appears in the background of various stages, doing nothing but watching. This is a CallBack to the first game, where each picture of the thieves had his Silhouette in the picture.
* NewPowersAsThePlotDemands: When his body is reassembled in the second game, it displays attacks he didn't have in the original.
* NoNameGiven: If he had a name beyond "Clockwerk," it's never been shown.
* NonStandardCharacterDesign: Contrasting with the cartoonish designs of the rest of the cast, and the artwork of him in cutscenes, in-game he looks like a more realistic depiction of an owl, albeit a mechanical one.
* NoodleIncident: It is never stated why exactly he hates the Cooper Clan so much.
** He was jealous of their thieving ability. [[EpilepticTrees Maybe he started out as a rival to one of Sly's ancestors?]]
* ParanoiaFuel: In-universe reputation, if your name is Cooper. I mean, this guy could suddenly crash in and kill you and your family at any moment, and the moment you actually heard his wings, it's already far too late -- [[spoiler:[[YouKilledMyFather Sly's parents]]]] learned this the hard way.
** [[spoiler:In ''Sly Cooper -- Thieves in Time'', you can actually see him in the background. He also stalks you around the map. Remember, Clockwerk outright kills the majority of Sly's ancestors sooner or later. Who's to say he's not going to kill your ancestors again off-screen?]]
** [[spoiler:The cameos also add another layer when you consider that "Clockwerk" appears much smaller than he did originally and he is completely robotic in the Ice Age, which means that either he's back and has time travel or someone started making [[FunSize "Mini-Clockwerks"]] which only appear in the past because they are stalking ''Sly's'' gang]].
* ThePiratesWhoDontDoAnything: Despite being described as a master thief, he's never shown to steal anything but Sly's cane, and that was through a minor minion.
* ThePowerOfHate: Clockwerk is a firm believer in this. [[spoiler:In fact, the second game revealed that it was a "[[ImmortalityInducer Hate Chip]]" that served as the essential core for Clockwerk's immortality.]]
* PurposeDrivenImmortality: Thanks to his "diet" and robotics, he has been able to stalk the Cooper Clan for centuries.
* RedEyesTakeWarning: He had those before turned himself into a cyborg. His new body had gold eyes, which flicker red when he speaks.
* RedHerring: [[spoiler:His appearances in Thieves in Time have nothing to do with the plot, simply serving as Easter Eggs to observant players.]]
* {{Revenge}}: Has lived for centuries -- perhaps even millennia -- with the sole intention of taking vengeance on his rivals, the Cooper family line.
* TheRival: To the Cooper family.
%%* TheSociopath
* SoulJar: The Hate Chip [[spoiler:is what keeps Clockwerk alive and even keeps all his parts pristine (being broken off into individual pieces notwithstanding). When it's destroyed at the end of ''Sly Cooper 2: Band of Thieves'', the effect is [[NoOntologicalInertia immediate]] as all of Clockwerk's parts rust and corrode into trash before the gang's eyes.]]
* TalkingAnimal: In a world of furries, this is all the more prominent because he resembles an ACTUAL owl.
* TimeAbyss: Evidently, Clockwerk is at least old enough to have be around during [[spoiler:the ''Ice Age''.]]
* TranquilFury: Despite being stated to be literally fueled by hate, he's pretty calm and composed, even when confronting Sly.
* VileVillainSaccharineShow: '''Oh yes.''' Not just for the first game, but for the ''entire series.'' The Sly Cooper series is a cartoonish, LighterAndSofter series than most. And though it has its dark moments, its villains are typically LaughablyEvil, have some alturistic qualities, and some even [[HeelFaceTurn reform]]. Clockwerk, however, is the ''exact'' opposite of every villain in the series, as he has no redeemable qualities, [[KnightOfCerebus is never played for comedy]], and is for all intents and purposes, a SerialKiller played competently, completely, and horrifyingly straight in a kids game.
* TheVoiceless: Applies to him in the fourth game.
* WeCanRebuildHim: The real point of the plot of Sly 2. [[spoiler:Only this time, it wasn't HIM in control of the frame...]]
* YouKilledMyFather: Inverted. He's the one who murdered Sly's parents.
* YouMonster: Invoked by Sly.
-->'''Sly''': "Is it inappropriate to refer to him as a monster? '''No. Not at all'''."

!!''Mz. Ruby''
->''"See you in the next world, Sly Cooper!"''
->'''Voiced by:''' Presciliana Esparolini

A Cajun alligator, the chief mystic of the Fiendish Five, and an accomplished wielder of black magics, whose command of forces beyond this world allow her to break both the laws of man and nature. She is based in the deepest, darkest parts of the Haitian jungle.
* BewareMyStingerTail: Though in her case, there's no stinger. She just slams the whole thing down on the ground to kick up a concussive shockwave.
* DanceBattler: More like Dance Caster. She forces you to play a RhythmGame as her boss fight.
%%* DarkChick
* FatBastard: A rare female example. She's got quite a large gut.
* FreudianExcuse: Her HollywoodVoodoo background caused her to be avoided by other children, leading her to animate corpses for companionship.
* HalfDressedCartoonAnimal: One of the few female examples. Wears a pink tank-top, but no pants.
%%* HollywoodVoodoo:
%%* JiveTurkey
%%* LargeAndInCharge
%%* NeverSmileAtACrocodile
%%* OnlyOneName
* PutOnABus: Despite all the members of the Fiendish Five being sent to jail, she and Raleigh are the only ones not to be seen in any of the games outside the first.
* SquishyWizard: She only takes around four hits before going down for good, but she fills in the boss fight by making you dodge her spells before you reach her.

->''You break into my place, steal my stuff, trash the joint! I feel transgressed and violated! [[LetsDance Let's rock!]]"''
->'''Voiced by:''' Kevin Blackton

An American bulldog with a serious inferiority complex who once had total control of Mesa City, Utah, until the Cooper Gang took him down. He returns to threaten the gang again in Holland, but is taken out by a combination of Penelope's RC skills, Bentley's defense systems, Murray's strength, Sly's guile, and Carmelita's shock pistol.
* BadassMustache: That almost resembles a letter "M."
* BerserkButton: "No one talks that way about my mother! ''NOBODY!''"
%%* TheBrute
* BullyBulldog: When he was younger, that wasn't the case; as he got older, though...
* CharlesAtlasSuperpower: When he was young, he was a normal pup. Fastforward to adulthood after constant strength training, and he's a one-dog wrecking crew by just relying on his fists.
* CigarChomper: Just look at the picture here.
* DidntThinkThisThrough: His grand scheme for Mesa City was to drive out '''everyone''' living there to set up his gambling ring. Shortly after Mesa City becomes a ghost town, he realizes that this leaves no customers for his casinos.
* DumbMuscle: Shown punching through a bank's vault door in his introduction, but evidently ignored academic matters while beefing himself up.
** Also can't even pronounce "Thievius Racoonus" and didn't care about his section of the book because it had too many words. He instead fights Sly since he's messing up his gambling operation.
* EvenBadMenLoveTheirMamas: [[YourMom Insulting his mother]] proves to be Bentley's critical point for luring him into a fight in the town square.
* EvenEvilHasStandards: Even he is hesitant about attacking Bentley, [[spoiler:who is confined to a wheelchair.]]
* FreudianExcuse: He was picked upon by other dogs as a child, leading him to take up gym lessons and adopt a personality like those of the gangsters in the Mafia films he so loved.
* GunsAkimbo: With a pair of [[MoreDakka submachine guns]]. [[UpToEleven That are roughly the size of Sly's BODY]].
* IncrediblyLamePun: One of the Mafia films he loves so much is called ''[[Film/TheGodfather The Dogfather]]''.
** In ''Honour Among Thieves'' he reappears in Holland with his own team of pilots for the air races, thus making him a ''dogfighter.''
%%* {{Jerkass}}
* LargeAndInCharge: The biggest member of his personal gang by far, and the [[IncrediblyLamePun top dog.]]
* MadeOfIron: He can't be hurt by Sly's cane or Murray's fists, and can take multiple shots to the "solar plexius" with an engine block without significant damage. It takes focused sunlight (in the first game) and multiple rounds from Carmelita's shock pistol (in the third game) to finally bring him down.
* PowerFist: His arms and hands are so big that he ''uses them to walk.''
* TopHeavyGuy: His lower body is so small in comparison to his torso that he has to walk around on his knuckles. In the "Timing is Everything" shorts, however, he is capable of using his legs, though is still fairly sluggish in a fight.
* WhosLaughingNow: His introduction video depicts him beating the stuffing out of his childhood tormentors.

!!''Sir Raleigh the Frog''
->''"I HATE unexpected guests!"''
->'''Voiced by:''' David Scully

The Fiendish Five's chief machinist, an aristocratic Briton who, bored with the high life, took up piracy on a whim and found it to his liking, setting up a shipwrecking operation on an island off the coast of Wales using a weather machine.
* AristocratsAreEvil: In his backstory, he was born into wealth and privilege before turning to a life of crime out of sheer boredom.
* BalloonBelly: His main form of attack.
* TheCameo: He's seemed to be pretty well-liked amoungst the games' developers, as he's referenced in almost every game except the third.
** In the tie-in comics, he's shown to be an inmate at the same prison McSweeny is being held in.
** In Sly 2, two pieces of art depicting him are used as portraits on the walls of the Museum in Egypt, as are the suits of armor and statue props from his level.
** In the ''Goodbye, My Sweet'' short, his hat is in the first shot, resting in a bookshelf
** In ''Thieves in Time'' his hat is a findable item in Medieval England that helpfully eliminates all water damage.
* ChewingTheScenery
--> "If you ''lazy''…''low-brow''…technically incompetent pack of '''guttersnipes''' DID YOUR JOBS RIGHT, we could have some '''''off hundred ships by now!'''''"
* BritishTeeth: As seen in the picture above.
%%* EvilBrit: it helps that his voice actor is also from England.
* {{Expy}}: A green frog with a [[NiceHat Top Hat]]? Sounds like Raleigh's an EvilTwin of [[WarnerBrothers Michigan J. Frog]].
* FauxAffablyEvil: He comes off as a BenevolentBoss at first on his P.A. announcements to his flunkies... before lapsing into berating them for various screw-ups and threatening to "flog them for an entire fortnight" if they can't catch the thief prowling around his lair....only to calm right back down, praising their current work and telling them to carry on with their business.
** Also, when Sly points out he was wrecking Raleigh's operation [[YouKilledMyFather out of revenge for the Fiendish Five killing Sly's parents]], Raleigh gives a melodramatic "I'm ''sooo'' sorry"... [[MoodWhiplash before concluding he was "sloppy"]] for [[GottaKillEmAll leaving Sly as a lose end]], [[WouldHurtAChild and that they should've snuffed him out during their attack as well]].
* ForTheEvulz: He became a criminal out of boredom and quickly took to it.
* GadgeteerGenius: Not that he actually uses his machines in his boss-fight, which is actually rather gutsy, all things considered.
* HalfDressedCartoonAnimal: Wears a top hat, gloves, and spats, but no other clothing.
* IShallTauntYou: should he manage to hit you, he pulls out his tongue and plucks it like a guitar string before deflating to his normal size.
* {{Jerkass}}: At least the other members of the Fiendish Five had some sort of FreudianExcuse for turning to a life of crime. Him? He simply became a criminal because he was bored. For him, crime started out as a hobby and turned into an addiction.
* NiceHat: It seems to be a steampunk top-hat. In ''Thieves in Time'', it can be found as an item that lets you avoid drowning.
* LargeHam: Especially when he starts ranting.
* MoodSwinger: Drastically switches between [[FauxAffablyEvil sarcastic politeness]] and [[SmugSnake loud, scathing disdain]].
* {{Pirate}}: Turned to this out of boredom, and found it to his liking.
* PutOnABus: See Ms. Ruby's entry above.
* SalvagePirates: His current operation hinges on causing shipwrecks, and scavenging the goods afterwards.
%%* SissyVillain
* SmugSnake: His bite isn't anywhere near the level of his bark.
* StarterVillain: The first boss of the first game, and thus the series.
* WarmupBoss: As the first member of the Fiendish Five that Sly fights, this is unavoidable.


[[folder: The Klaww Gang]]

A group of five powerful crime lords [[spoiler:and a powerful Interpol official]] from across the world, united for mutual profit, particularily through the spice trade. Tropes related to them:

* FiveBadBand:
** BigBad: Arpeggio
** TheDragon: Jean Bison [[spoiler:and Neyla]]
** EvilGenius: The Contessa
** TheBrute: Rajan
** DarkChick: Dimitri
* MultinationalTeam: The members consist of a French iguana, an Indian tiger, a Czech spider, a Canadian bison and are lead by a British parrot.

->'''Voiced by:''' Sam Mowry

A British parrot with great wealth and an enormous airship. The machinist of the Klaww Gang, and arguably its leader.
* AffablyEvil: When Sly confronts him at the end of the game, he's unfailingly polite to the master thief, and even admits that his plan [[spoiler:to hypnotize Paris into a rage to empower Clockwerk's Hate Chip]] is rather cruel. Being a villain, of course, he dismisses this as "necessary."
* BigBad: Of the second game. [[spoiler:Or so it would appear.]]
* CutsceneBoss: Only appears in a cutscene and is never fought.
* DrivenByEnvy: Being bitterly envious towards other birds because of their ability to fly is a major reason behind his desire to [[spoiler:use Clockwork's parts to become immortal]].
%%* EvilBrit
* FreudianExcuse: He was born a genius, but was never able to fly or keep up with the other students physically. [[spoiler:This is part of the reason he seeks the Clockwerk frame, the other being immortality.]]
* HighClassGlass: He's rocking a stylish monocle. [[spoiler:Which is flung away when Clock-La crushes him; it ends up rolling over to Sly's feet.]]
* HorribleJudgeOfCharacter: He's ''completely shocked'' when [[spoiler:Neyla]] betrays him to take the Clockwerk frame for herself, apparently forgetting that [[spoiler:she]] had double-crossed just about everyone else in the game already; [[spoiler:Neyla]] even [[LampshadeHanging lampshades]] it.
* ImmortalityImmorality: He's willing to go to [[spoiler:some pretty heinous lengths in pursuit of Clockwerk's hatred-fueled immortality.]]
* KilledOffForReal: He's crushed in Clock-La's beak, and is the only member of the Klaww Gang not to be mentioned in the WhereAreTheyNowEpilogue.
* MinorMajorCharacter: His initial appearance is a non-speaking role at the party in Rajan's "ancestral palace", while his second and [[spoiler:final appearance is a scene near the end of the game, where he reveals his master plan to hypnotize Paris using hypnotic lights devised by the Contessa and powered by Jean Bison's Northern Lights battery to send a Paris addled by spice sold by Dimitri, delivered by Jean Bison, and produced by Rajan into a hate frenzy, in order to make himself immortal and able to fly using the Clockwerk frame. However, he is betrayed by Neyla, and apparentlydies soon afterwards.]]
* NonActionBigBad: Due to his physical weakness, he is obviously unable to engage in combat himself.
%%* OnlyOneName
* TheUnfought: Only appears in cutscenes and is never fought.

!!''Jean Bison''
->'''Voiced by:''' Ross Douglas

A Canadian [[CaptainObvious Bison]] and former prospector and woodsman at the time of the Wild West. He was frozen in a freak avalanche for 100 years and unfrozen by global warming, bringing his [[Franchise/TheLordOfTheRings Saruman]]-like aspirations of taming the wild north into the modern age.
* AntiVillain: Type IV. He's often shown being AFatherToHisMen, and even Sly feels sorry for him given his FishOutOfTemporalWater status.
* BenevolentBoss: Unlike most of the villains in the series, he seems pretty nice to his men and compliments them for their work, though when the Clockwerk parts in his possession were stolen, he states he had them punished according to the "Lumberjack's code."
** BadBoss: Also has shades of this in the lumberjack games, where he threatens his men acting as judges if they don't give him all perfect scores. (He even implies that he killed the previous judges)
* BladeOnAStick: His SimpleStaff when the Clockwerk Talons are affixed to it.
%%* TheBrute
* CanadaEh: Averted. His own men play it more straight, though.
* DangerouslyGenreSavvy: Outside some dumb moments (such as not instantly recognizing the Cooper gang stealing the outfits of his judges), he's surprisingly competent. When trying to keep the last of his Clockwerk parts powering his trains from getting stolen, he guards it himself in addition to his other security measures, and after [[spoiler:he manages to catch the Cooper gang, he finds their hideout and steals the Clockwerk parts they found]].
* FantasticRacism: Bison has a very low opinion of turtles, which he isn't afraid to share with Bentley.
-->'''Jean-Bison''': "I wouldn't expect one of your kind to understand the finer points of commerce. You turtles are too stew-pid to know a woodcutter from a woodchuck!"\\
'''Bentley''': "That's it! Time I showed you just how "stew-pid" we turtles really are!"
* FishOutOfTemporalWater: As Sly says, he's just a regular guy from the 19th century. He would have been a hero in his day, but he's now a villain, though partly for his drug operation.
** [[spoiler:In the epilogue, he seems to have realized the full impact of deforestation, as he was seen working for the Environmental Protection Agency.]]
* FlunkyBoss
-->'''Bison''': "Come on in here boys! Let's get this varmint."
* HeelFaceTurn: [[spoiler:In the epilogue, he's shown to be working for the Environmental Protection Agency. Sadly, he ended up frozen again when rescuing baby penguins in the arctic.]]
* HoistByHisOwnPetard: [[spoiler:Bentley defeats him, thanks to Sly, by giving him commands on using Bison's own wood cutting equipment against him. Made all the more ironic because Jean Bison didn't believe that turtles were very bright.]]
* HumanPopsicle: Was buried in an avalanche and frozen during the Gold Rush of 1852, and thawed out in the present day thanks to global warming.
%%* LargeAndInCharge
%%* LargeHam
* PuzzleBoss: Makes sense, given who you're [[TheSmartGuy playing as]] for the fight.
* SoreLoser: In the Lumberjack Games that he holds. Admittedly, he's very good at them, as he is legitimately the previous champion for the previous games. But he hates losing so much that not only does he hire the judges to make sure they give him the best scores, he also threatens them with bodily harm if they give him less than perfect ones.
* SpeciesSurname: In his case, it is pronounced [[ItIsPronouncedTroPay "Bih-Sawn"]].
%%* TerraDeforming

!!''The Contessa''
->'''Voiced by:''' Gloria Manon

A Slavic (likely Czechoslovakian) spider and senior Interpol official who is secretly brainwashing prisoners to tell her the location of their loot so she can take it for herself.
* AboveGoodAndEvil: She practically quotes this trope verbatim when dismissing Sly's warnings regarding the Clockwerk Eyes. Sly, however, responds that, since she believes herself above morality, he's ''definitely'' not letting her have the Clockwerk Eyes.
* AffablyEvil[=/=]FauxAffablyEvil: Hard to tell. She uses mocking politeness when "treating" her patients, [[GracefulLoser but her respect for Sly after being beaten seems genuine.]]
* AmericanGothicCouple: In her epilogue, [[spoiler:a hypnotised couple in that pose and background is shown]].
* ArachnidAppearanceAndAttire: Well, she ''is'' a [[SpiderPeople Spider-Taur]].
* AristocratsAreEvil: Subverted. She got her wealth and presumably her title by marriage, not by birth.
* BatOutOfHell: The basic minions for her levels.
* BlackWidow: She got her wealth from marrying an aristocrat, then poisoning his wine.
%%* DarkChick
* DeadpanSnarker: Particularly shown when Carmelita keeps vowing that "she'll get her" when trying to resist brainwashing.
%%* EveryoneCallsHimBarkeep
%%* GiantSpider
* GoldDigger: Rather convenient her previous rich husband died soon after their wedding... or maybe it's simply because she's a black widow spider?
* GracefulLoser: When Sly beats her [[spoiler:for the second time]], she remarks that his mind is much stronger than she ever expected.
* HeelFaceTurn: Subverted twice. [[spoiler:She does it first as a WoundedGazelleGambit with Sly, and is shown to be hypnotizing real estate customers in the epilogue]].
* HypnoticEyes: [[spoiler:Made even worse when she has the Clockwork Eyes on her.]]
* TheMole: [[spoiler:Has been working for the Klaww Gang the whole time.]]
* NonMammalMammaries
* ObviouslyEvil: She's a giant spider with [[RedEyesTakeWarning red eyes]] who makes her homes in creepy Gothic buildings and employs nasty-looking bats, wolves, and vultures. [[GenreBlind Yet Interpol trusts her enough to give her a high-ranking position]].
%%* OperaGloves
* PraetorianGuard: Her Shadow Guard, who only show up in the background in the sixth level. According to Bentley, "Tough" is too wimpy a word for describing them. [[InformedAbility Of course, we never confront them directly, so there's no way of knowing for sure.]]
%%* RedEyesTakeWarning
* RipTailoring: Probably so the dress will fit over her [[SpiderPeople Spider-Taur]] lower half.
* TheShrink: Played with. She does seem to genuinely cure criminals, but also makes them give up the location of their loot for her own gain. Bentley states that it was a particularly heinous crime, an insult to both thieves AND the law.
%%* SpiderPeople
* TamperingWithFoodAndDrink: Presumably, this is how she killed her aristocratic husband. In the cutscene describing her backstory, the drink in said husband's hand bubbles as Bentley mentioned how he 'mysteriously died shortly after the honeymoon'.
* VillainWithGoodPublicity: She's seen as a well-respected hypnotherapist until the Cooper Gang busts out of her prison and Neyla declares open war on her.
** And in the Epilogue she's a respected real estate agent, [[EvilIsPetty who's using her hypnosis to make sales.]]
* WoundedGazelleGambit: [[spoiler:She fakes a HeelFaceTurn in order to trick Sly into letting his guard down during her second boss fight. Sly doesn't believe her, [[HeadsIWinTailsYouLose but accidentally lets his guard down anyway]].]]
%%* YouGottaHaveBlueHair

->'''Voiced by:''' David Scully

An Indian spice lord and tiger who ships his spice to Jean Bison, and purchases an "ancestral palace" to further his pretension of royalty. He is, in actuality, a former street urchin who made it rich through drug smuggling.
* AristocratsAreEvil: Subverted. See above.
* BerserkButton: Hates getting wet, though this was due to a research flub. Tigers are one of the few species of big cat that ''like'' water.
** FridgeBrilliance: Then again, most tigers don't wear expensive silk garments, or have hideouts full of perishable documents that would be destroyed when said hideouts got flooded.
* CatsHateWater: See BerserkButton.
* DamageSpongeBoss: Even though the player controls Murray for the fight, Rajan takes A LOT of damage before going down.
* EvilIsHammy: When he finally steps forward and challenges Sly, he isn't just ChewingTheScenery... he practically ''inhales'' it!
* FromNobodyToNightmare: He's actually ashamed of this, and goes to great lengths to convince himself and others that he's actually royalty.
* FlunkyBoss
-->'''Rajan''': "Defend your lord!"
* HeelFaceTurn: [[spoiler:In the epilogue, he becomes a legitimate businessman and owns a rug business all across North America]].
%%* LeanAndMean
* ManiacMonkeys: His basic thugs.
* OldShame: InUniverse, he's completely disgusted with his own homeless background.
* PunctuatedForEmphasis: "Who's "The Murray"? All I see is a Fat. Pathetic. WEAKLING!"
* SelfMadeMan: Sly even calls him this while describing his background.
* ShockAndAwe: When it comes time to fight him, he uses half of Clockwerk's mechanical heart to generate streams of high-voltage energy.
* SlasherSmile: His depiction for the 3rd episode depicts him with this, signaling his villainous breakdown.
* UnderestimatingBadassery: He dismisses Murray as a "fat, pathetic weakling," and gets his butt handed to him by Murray subsequently.
* VillainousBreakdown: When the Cooper Gang floods his temple hideout, he comes charging out and starts ChewingTheScenery, [[LargeHam hamming it up]] with such terms as "Black Clouds and Thunderbolts," "Clockwerk's Black Heart," and the BadassBoast: "This place is mine! ''*growls*'' Here, I am king!". Considering that the primary objective of Episode 3 is to aggravate him enough so that he comes out of hiding, this was fully intended.
** Even before this, his embarrassing loss of the Clockwork Wings, Carmelita's immediate arrest of several guests at his Ball, and being forced to flee his own palace completely breaks his composure.


[[folder:The Police]]

!!''Carmelita Montoya Fox''
->''"I'll find you, Cooper! I'll be seein' ya soon, ringtail..."''
->'''Voiced by:''' Roxanna Ortega (''Sly 1''), Alesia Glidewell (''Sly 2''), Ruth Livier (''Sly 3''), Music/GreyDeLisle (''Thieves In Time'')

Sly's eternal opponent. An Interpol policewoman and Hispanic fox, his relentless pursuer (in more than one sense), and frequently the one to bust the episode's villain and take the credit.
* ActionGirl: Sure, she needs to be rescued by Sly once or twice in each game... but she makes up for it by kicking some serious tail the rest of the time.
* AttackOfThe50FootWhatever: [[spoiler: In Sly 3 after the Mask of Dark Earth latched onto her face]].
* AwLookTheyReallyDoLoveEachOther: She's often dismissive of Sly's charming advances and chases him relentlessly...but when things have counted, she's often willing to work with him, and shows a much more receptive side to his attentions.
** Believe it or not, this is noticeable in ''Thieves in Time,'' as well -- while she's giving Sly a hard time [[spoiler: for faking amnesia in the last game]] (and perhaps reasonably so), we see signs that she still cares -- giving him an "almost-compliment" in the Ice Age, pushing him out of the way of a crashing castle gate in the Middle Ages, and so on. [[spoiler: And then she and Sly share a genuinely heartwarming exchange before the final battle... not to mention that when he ends up missing in action, she takes his disappearance even harder than [[TrueCompanions Bentley and Murray.]] ]]
* AllCrimesAreEqual: Has a very [[BlackAndWhiteMorality black and white]] view of crime; the fact that she's single-mindedly obsessed with catching Sly, a thief who ''only'' targets other criminals and ''never'' harms innocent civilians, says it all.
* AntiVillain: Type 4. This only applies in the first and third games, as she starts to warm up to Sly and his friends throughout the series.
* BareYourMidriff: [[MsFanservice ...and what a midriff it is.]] Especially when made to dress as a belly dancer in Sly 4.
%%* BeautyEqualsGoodness
* BellyDancer: In Sly 4, and she dances like a pro.
* BerserkButton: "Nobody hurts my criminal."
* BlackAndWhiteMorality: Largely sees in absolutes when it comes to criminals.
* BrainwashedAndCrazy: Nearly happened in [[spoiler:Sly 2 under the Contessa, but was freed by Bentley. In Sly 3, when the Mask of Dark Earth latches itself on her face]].
* BoundAndGagged: Happens to Carmelita several times throughout the series, though she only gets gagged in ''Timing is Everything''.
* BreakUpMakeUpScenario: Her relationship with Sly in [[spoiler:''Thieves in Time'' amounts to this -- she all but breaks up with him in the beginning, but in the finale, she and Sly finally make up.]]
* BreakingTheFourthWall: In Sly 4, once found in the Wild West, she was still sour about Sly and started ranting in her narrative about how she wants to cause bodily harm to him, then relents, saying maybe she should finish her story first.
* DangerouslyShortSkirt: Her attire in Thieves in Time involves a miniskirt instead of jeans.
* DatingCatwoman: Although no cats are involved, and Sly is the Catwoman in this case.
* DistressedDamsel: Was put into this in the first game by Clockwerk to lure Sly into a trap. Then she had to be saved from [[spoiler:the Contessa]] in Sly 2. In Sly 3, she was this without realizing it (Sly and Bentley secretly taking out the hitmen hunting her while she was on patrol, then the whole incident with [[spoiler:the Mask of Dark Earth]], but then again she was hardly distressed there). In Sly 4, she was taken hostage by Toothpick. [[spoiler:And then a second time by Le Paradox.]]
* EnemyMine: See Sly's entry.
* ExposedToTheElements: Oddly averted in Sly 2, but in the other games done straight when in an arctic area.
%%* ExoticDetective
%%* FairCop
* FakeUltimateHero: She is indeed a capable policewoman, but the Cooper Gang are the main reason for the downfall of many of the villains she busts and takes credit for capturing.
** Though in Sly 3, you get the chance to play as her. During those times, Carmelita's accomplishments include turning the tide of a street war between her hired mercenaries and the Mafia, taking down Muggshot in Holland, and [[spoiler:saving Sly from Dr. M's giant monster in the climax of the game.]]
** And that's not counting her ability to lay down the pain to bad guys in Sly 4...
* FamilyFriendlyFirearms: She's actually one of the few characters who uses a weapon not readily identifiable as being a lethal weapon; her Shock Pistol is based on the concept of Taser pistols which are intended to subdue suspects with less-than lethal force.
* FanservicePack: In ''Sly 4''.
* FourTemperamentEnsemble: The Choleric
* FriendlyEnemy: With the Cooper Gang outside of Sly (except in the third game). When she manages to catch Murray in the second game, while she kept him a cage as bait for Sly, she also brought him food to make sure he didn't starve.
* {{Gainaxing}}: In ''Thieves in Time''.
* GetBackToTheFuture: Her primary motivation for hanging around with the Cooper gang during ''Thieves in Time'' is that she needs a ride back to the present. [[spoiler:However, thanks to her internal monologue in "Clan of the Cave Raccoon," we learn that she and Sly have a common enemy in Le Paradox.]]
* GreenEyedMonster: In ''Thieves in Time'', she goes out of her way to flirt with some of Sly's ancestors, commenting on what nice gentlemen they are, mainly in order to make Sly jealous as payback for [[spoiler:lying to her about his amnesia]].
** Which might double as OperationJealousy, though she and he both already know and openly admit he's fond of her.
* HandCannon: Her Shock Pistol might not be very large compared to her, but the thing kicks so hard that she barely holds onto it when she fires it, and it's shown being capable of destroying inanimate objects as big as cars with one shot.
** By Sly 3, she seems to have enough control over her grip on the Shock Pistol that she can snap off multiple shots in succession. [[GameplayAndStorySegregation Mostly when you're playing as her.]]
* HeroAntagonist: She's a cop...which, considering that the main character's a thief, invokes this trope by necessity.
* HugeGirlTinyGuy: In the first game her character model is noticeably larger than Sly, probably to help players see her while she's shooting at them from the background. other games have her closer to other characters in height, though she is still slightly taller.
* {{Hypocrite}}: She's angry towards Sly during ''Thieves in Time'' for [[spoiler:lying to her about having amnesia,]] except ''[[spoiler:she]]'' [[spoiler:lied to]] ''[[spoiler:him]]'' [[spoiler:about being her partner,]] giving her little room -- if ''any'' -- to point fingers.
* ImplacableMan: She's followed Sly all over the globe, and ''nothing'' discourages her pursuit for long.
* ImprobableWeaponUser: Not her Shock Pistol, but her original weapon as described in [[AllThereInTheManual supplemental material]] was a prototype Handcuff Gun.
* InASingleBound: Quite literally; she may actually be the best jumper in the series.
** [[TheDevTeamThinksOfEverything More of a cheat on part of the developers]] [[FridgeBrilliance to get around the problem of her getting stuck behind objects.]]
%%* InterpolSpecialAgent
* IUhYouToo: A double-whammy exchange at the end of ''Thieves in Time'':
-->[[spoiler:'''Carmelita:''' Sly...I...]]\\
[[spoiler:'''Sly:''' I know. Me too.]]
* {{Jerkass}}: She treats Sly and his friends very coldly [[spoiler:prior to her team up with them in the fourth game]], especially in [[{{JerkWithAHeartOfJerk}} the third game]].
* JerkWithAHeartOfGold: Though in the second and fourth games, she does have her kind moments, such as when she gave Murray some jelly beans.
* JerkWithAHeartOfJerk: However, in the third game, she hates the entire gang and would even go as far as to ''kill them all'' if it means stopping them. Even if they help her out, she'll just shrug it off. No wonder Bentley and Murray hate her here.
* KickChick: In the animated short "Timing is Everything," Carmelita uses some deft kicks to take out Muggshot's flunkies. In Sly 4, we see it again [[spoiler:during the ending, when she beats up a criminal after returning to Interpol.]]
** This was her melee attack in the third game; a reverse roundhouse kick so powerful that she could send even the burliest flashlight guards flying.
* [[AFatherToHisMen A Mother To Her Men]]: In Sly 3, she may show some initial impatience with her BookDumb hired mercs, but when they get caught up in a fight, she's quick to come to their aid, and commends their efforts afterwards.
* MsFanservice: And quite the '''[[JustForPun foxy]]''' one at that.
* NiceJobBreakingItHero: In ''Honor Among Thieves'', during the Italy level, she shows up guns ablaze to arrest Octavio, Sly, and Bentley, unfortunately ruining their attempt to take out Octavio by crashing the chandelier above his head. However, as the subsequent boss fight also marks [[HesBack Murray's return to the fold]], it also counts as a blessing in disguise.
* NotEvenBotheringWithTheAccent: Her voice actress in the second game. In contrast, her third voice actress sounded even more ethnic than her first one and again in part 4.
* OohMeAccentsSlipping: Due to having different voice actresses each game.
* PetTheDog: Shown in the second game. She captured Murray while he was trying to get a snack and not only goes to keep an eye on him -- apologizing for the cramped cell, no less -- but Murray even thanks her for the jelly beans that he was given to eat.
** Later seen in the ending of Sly 3 -- she's finally got Sly cornered, but since he [[spoiler:supposedly]] can't remember anything about who he is (courtesy of TakingTheBullet for her), she decides to reform him as her partner instead of arresting him.
** Even before that, she saved him being killed by Dr. M, twice, [[JerkWithAHeartOfJerk if only for a cold reason]].
* PistolWhip: Her melee attack in Sly 4 has Carmelita slam her shock pistol into mooks.
* PostKissCatatonia: Sly's favorite method of escaping her is to [[InvokedTrope invoke]] this, using the few seconds she's still daydreaming to slip away. [[spoiler:Surprisingly, it works multiple times, meaning Sly's either ''that good'', or she's just ''that [[KissOfDistraction distractable]]''.]]
* PrinciplesZealot: Her view on crime and how it should be dealt with. [[spoiler:Working with Sly and his gang in ''Sly 4'' makes her acknowledge that they ''do'' stand for justice, albeit on the other side of the law.]]
* RedOniBlueOni: The red oni to Sly and Neyla's blue oni.
* SexyWalk: Carmelita does this if you walk normally instead of running.
* SheCleansUpNicely: Granted, she looks amazing in her everyday ensemble, but when we see her in a formal dress in Sly 2, the effect is breathtaking. Then we see her in a belly dancer's outfit in Sly 4, which Sly was more than happy to see.
* ShesGotLegs: In Thieves in Time's redesign, her new miniskirt draws attention to her legs, which are quite shapely and athletic.
* ShoutOut: Possibly a coincidence, but her middle name (Montoya) might be a tip of the hat to Detective Montoya of the Batman universe.
* SlapSlapKiss: With Sly.
* SpicyLatina: Depending on the game, of course.
* StarcrossedLovers: See Sly's entry, above.
* {{Stripperific}}: She complains about being forced to wear a bellydancer outfit -- not just the dancing, but the outfit itself. Quite hilarious, given her usual outfit covers nothing more, ''especially'' given that for the duration of ''Thieves in Time'' she was in a miniskirt instead of her old jeans.
* StunGuns: Her Shock Pistol.
* SympatheticInspectorAntagonist: See HeroAntagonist, above.
* TeethclenchedTeamwork: More prominent in Sly 4, where she has no choice but to work with Sly and his crew if she ever wants to get back to the present day. Besides, it's not like she's got jurisdiction in past timelines anyway.
** [[spoiler:Subverted by "Clan of the Cave Raccoon," where she privately admits that she and Sly are NotSoDifferent, and that they have a common enemy in Le Paradox.]]
* {{Tsundere}}: She's hot-blooded and short-tempered towards Sly most of the time (And given how he likes to tease her sometimes, can you blame her?), but on those few occasions when they're able to get past their whole "Cops-and-Robbers" issue, she shows warmth towards him.
** And that's not counting the climax of Sly 3, when she pulls off a BigDamnHeroes moment to rescue Sly from one of Dr. M's giant mutants -- shortly before going into battle, she quietly urges Sly to hang on.
** In the animated short "Timing is Everything", you can practically see her heart melt when [[spoiler:Sly kisses her.]] A few minutes later, she recovers and growls in frustration...[[spoiler:until she realizes that Sly's given her the priceless jeweled watch he'd been trying to steal up until now. Her ensuing smile just says it all.]]
** For almost the whole game of Sly 4, Carmelita's in full "tsun" mode towards Sly, thanks to [[spoiler:his faking amnesia]]. Even so, she does have her soft moments, giving him an "almost-compliment" in the Ice Age and pushing him out of the way of a falling castle gate in Medieval England. [[spoiler:And in their final exchange before the boss battle with Le Paradox, she finally reconciles with Sly properly:]]
--->[[spoiler:''Carmelita:'' (Clasps Sly's shoulder gently, her voice softening) Sly...I... ]]\\
[[spoiler:''Sly:'' (Looks at her tenderly) I know. Me, too. ]]
** In the ending of Sly 4, [[spoiler:after Sly vanished without a trace, Carmelita may not show it in public, but she took his disappearance even harder than Bentley and Murray. Her expression when she finds the photo of her that Sly carried around just says it all]].
* WeNeedADistraction: In Sly 4, Carmelita was forced to distract some guards by posing as a belly dancer. Needless to say, she wasn't exactly thrilled with the idea.
* WhenSheSmiles: She's often frustrated by Sly's antics, leaving her angry or irritated most of the time we see her...which really draws attention to how beautiful she is [[TitleDrop when she smiles.]]
* WomanScorned: In ''Thieves in Time'', she's... er... a little ''[[{{Understatement}} upset]]''... that Sly's taken up the family tradition again. Throughout most of the game, she gives Sly a hard time because he [[spoiler:wasn't truthful about the whole "amnesia" bit]]. Oddly enough, she shows courtesy to the Cooper ancestors despite being related to Sly, and being thieves themselves. [[spoiler:She gets better by the game's end, and is deeply distraught by Sly's having become TrappedInThePast]].
* YouGottaHaveBlueHair: Varies between this and black, although most of the time it's only colored dark blue to contrast with black backgrounds. Despite this, most official art of Carmelita goes with blue, and the fans follow suit with their artwork.

->'''Voiced by:''' Alesia Glidewell

A wily Indian tigress who acquired a scholarship in England after being discovered to have set up a ring of her friends to do her work for her. A powerful opponent, with both strength and guile. [[spoiler:In truth, she's Arpeggio's protege and is helping him get all the Clockwerk parts, but only so she can betray him and take them for herself.]]
%%* BareYourMidriff
* BigBad: Of the [[spoiler: second game.]]
* BettyAndVeronica: The "Veronica" to Carmelita's "Betty," with Sly being the "Archie" in this triangle.
* BritishAccents: Neyla has an English accent, more specifically a Cockney accent, due to being educated in London. It's rather obvious the voice actor is not an actual Cockney sadly.
%%* CatsAreMean
* TheChessmaster: Manipulates all the different factions in the game throughout the game.
* ChronicBackstabbingDisorder: Oh. Dear. Cthulhu. [[spoiler:She betrays Interpol, Dimitri, Rajan, the Cooper Gang, Carmelita, the Contessa, and finally Arpeggio. In that order. When Arpeggio expresses amazement at Neyla's betrayal, her response is to be expected.]]
--> '''Neyla:''' [[spoiler:"Stupid Arpeggio. I double crossed Interpol, The Cooper Gang, and The Klaww Gang. What made You think I wouldn't do the the same to you?"]]
* DangerouslyGenreSavvy: Initially pretending [[spoiler:to help Sly to gain his trust, up until he tries to take the Clockwerk heart from Rajan, in which she lies to him and lures him right up to Rajan and lets him get [=KOed=]. And then after Murray's fight with Rajan where he's trapped at the bottom of a deep pond, she leads the Contessa over, easily catching all three of them. Which then gave her a serious boost in authority with Interpol, so she then can get Carmelita locked up in the Contessa's care!]]
%%* DarkActionGirl
%%* DarkChick
%%* DetectiveMole
%%* TheDragon
%%* DragonAscendant
%%* EnigmaticMinion
* FauxAffablyEvil: [[spoiler:She starts out friendly and sociable to the Cooper Gang, even helping Sly in his missions because she claims to understand the threat Clockwerk's parts pose. After double-crossing the Cooper Gang after they beat Rajan, she quickly reveals the true monster behind the mask.]]
%%* FinalBoss
* {{Foreshadowing}}: Her helpful hint to Sly [[spoiler:at the beginning not just indicates The Klaww Gang was responsible for the stolen parts but also foreshadows her involvement in all of it.]]
** She has a key into Dimitri's club because [[spoiler: she's a fellow Klaww Gang member - whether he gave her the key or entrusted it with Arpeggio is unknown.]]
* InterpolSpecialAgent: Is assigned to work with Carmelita to pursue the Clockwerk Parts and to track down the most likely suspects, i.e. the Cooper Gang.
%%* ItsAllAboutMe
* KilledOffForReal: [[spoiler:Is blown up along with Clockwerk's parts, and if she was still alive after that, she definitely wasn't after the Hate Chip was destroyed and the parts rusted into nothing.]]
%%* ManipulativeBitch
* OneWingedAngel: [[spoiler:As Clock-La.]]
* PrivateMilitaryContractors: She hires a mercenary army consisting of ''tanks and fighter planes'' to take down the Contessa. Possibly justified in that the Contessa had a private army of her own as well; she was likely matching force with force.
* ReasonableAuthorityFigure: [[spoiler:Only not so much.]]
* RedOniBlueOni: The blue oni to Carmelita's red oni.
* TheRival: To Carmelita, both professionally and as a possible love interest for Sly. [[spoiler:And after TheReveal, potentially to Sly in terms of acrobatic ability.]]
* ShoutOut: Minus the hood, Neyla's manner of dress is similar to that of Tomb Raider's Lara Croft.
* [[spoiler:TheStarscream: A successful one.]]
* VillainWithGoodPublicity: She's considered to be a well-respected Interpol officer [[spoiler:until the very end of the game, even getting promoted to Captain after she sets up the Cooper Gang to be arrested, and [[FrameUp framing]] Carmelita as being in league with them.]]
* VillainousBreakdown: After her plane is shot down in Canada, and [[spoiler:after being wounded as Clock-La by Carmelita and Sly. During the final portion of the Clock-La fight, she's pretty much snapped, screaming that she'll hunt Sly down and kill him in his sleep.]]
* WalkingSpoiler: This girl is full of surprises.
* WhipItGood: Her weapon of choice is a bullwhip, which she can use to fell enemies and set off nearby traps.


[[folder:Sly 3 Villains]]

* LoneWolfBoss: While Dr. M is the overarching BigBad, none of the villains in the game are connected to him or each other.

!!''Dr. M''
->'''Voiced by:''' Rick May

A mandrill of unknown nationality who [[spoiler:used to be TheSmartGuy of the Cooper Gang, when Sly's father headed it. After Sly's father's death,]] he tried to claim the Cooper treasure as his own, spending decades trying to open it and building one of the most secure fortresses in the world on [[{{Pun}} Kaine Island]], in the South Pacific.

Unlike the [[BigBad Big Bads]] of the rest of the series, he has no connection to the villains in the rest of the game.
* BadBoss: If the fact that he poisons one of his flunkies simply because he forgot to change the searchlight security password is anything to go by.
* BigBad: Of the third game.
* CrazyPrepared: He has prepared for almost everything to have the Cooper Vault for himself.
* DeathByMaterialism: [[spoiler:He refused to abandon the Cooper fortune, even when the whole vault started collapsing in on his head. Presumably, he was either buried alive or crushed by falling stones.]]
* {{Determinator}}: Despite getting all of the monsters he prepared beaten, losing a fight to Murray and Bentley, he still doesn't quit and runs into the vault, and doesn't give up after his fight with Sly.
* FallenHero: [[spoiler:He used to be the brains of the previous Cooper Gang.]]
* GeniusBruiser: Not only is he a genius scientist, but he's capable of grappling with ''Murray.''
* GreenEyedMonster: He apparently turned evil because he felt marginalized out of his role in [[spoiler:the previous Cooper Gang]].
%%* HoistByHisOwnPetard
* {{Hypocrite}}: Calls the Cooper line out as selfish, despite ruthlessly trying to kill anybody who stands in his way of pursuit of money.
* {{Jerkass}}: He's an arrogant condescending asshole who thinks he's better than everyone else due to his intelligence. He even kills one of his guards for simply forgetting to do one of his duties. Dr. M took it further by stating that the guard will never see his family again for his screw-up.
* MadeOfIron: Is still standing at the end of the game, despite a defeat from Bentley and Murray, which in fact barely even phased him, and his fight with Sly and Carmelita. [[spoiler:Instead, he does himself in.]]
* MadScientist: Of both genetics, machines, and the combination of both.
* MeaningfulName: [[TheIslandOfDoctorMoreau Dr. M]][[spoiler:oreau]] [[TheIslandOfDoctorMoreau anyone?]]
* NoodleIncident: [[spoiler:Whatever happened between Dr. M and Sly's father is never explained.]]
* NotMeThisTime: When he realizes that Sly learned about the vault from Jim McSweeny, Sly assumes he set McSweeny up to have Sly go through the events of the game to try and break into the vault so he could follow him. Dr. M denies this, however, only revealing that he was part of the previous Cooper gang. There's no way of telling whether or not he's lying.
* NotSoDifferent: Implied to be the case with [[spoiler:Bentley]].
%%* OmnidisciplinaryScientist
%%* OneLetterName
* OrcusOnHisThrone: Justified, the Cooper Gang, chronologically, didn't even try to break into the vault until late in the game, and as far as the player knows, he wasn't even aware they were planning to. If he's truthful about the NotMeThisTime above, this would make him the BigBad with the least involvement in the main story in the series so far.
* PlayingWithSyringes: Many of his minions seem to be combinations of different animals, and he commands three genetic monstrosities in his fights with the Cooper Gang.
* PlugNPlayTechnology: He has a giant plug in his head. It's how he controls his flying machine and the bigger monstrosities.
* RecurringBoss: Unlike the final bosses of the first two games, you actually fight him SEVERAL times, each time in completely different circumstances, before he goes down for good.
* TheSmartGuy: [[spoiler:Of the Cooper Gang back when Sly's father was running the show.]]
* VillainousBreakdown: In the ending, [[spoiler:with the whole vault coming down]], Dr. M starts screaming and pounding his chest. Before that, when Sly insists he's his own person, and not just the latest in the Cooper line, Dr. M refuses to accept it, proclaiming him to be nothing more than an attention-grubbing thief. It's the way he delivers the line that showcases his last ounces of restraint slipping away.
* WeCanRuleTogether: Tries this on both Bentley and Dimitri. [[spoiler:It doesn't work either time.]]
* YouHaveFailedMe: He poisons one of his henchmen, Richards, for forgetting to enter in a new security code for the system of searchlights surrounding the Cooper Vault.
** Oh, come on! It was [[TooDumbToLive 1-2-3]]!!!

!!''Don Octavio''
->''"This recital is over!"''
->'''Voiced by:''' David Scully

An Italian lion and former opera singer who was cast aside after rock and roll supplanted his career just as it was getting off the ground. While the new music took away most of his fame, Octavio retained fans in the Italian Mafia. They initiated the old singer into the business out of respect of his talent, with him rising to the position of Don. Octavio now runs a powerful Mafia operation in Venice, virtually controlling entire neighbourhoods just based on his reputation.
* BadassGrandpa: His mafia controls all of Venice. And despite his age, he's still able to go toe-to-toe with Murray.
* TheBadGuyWins: [[spoiler:His plan to destroy a part of Venice still succeeded, regardless of the gangs' interference and defeat at Murray's hands. ]]
* BerserkButton: Having something upstage him, which caused his StartOfDarkness, or more subtly [[spoiler: The new generations' childish and fickle tastes in entertainment (action and explosions), unfortunately, Murray presses the latter, and Octavio succeeds in his plan to destroy a large chunk of the city.)]]
* CatsAreMean: His basic minions are cats, and he himself is a lion.
%%* CoatHatMask
* CutYourHeartOutWithASpoon: He has a rather…interesting threat when he [[spoiler:briefly kidnaps Bentley]].
--> ''Octavio'': Oh, I know all about [[spoiler:you and your cracked little gang. You ain't nothing without this-a little guy's brains!]] So, I figure I just scoop 'em out real slow and use them to fertilize my tomato plants!
--> [[spoiler:''Bentley'']]: "[[ComicallyMissingThePoint I'm allergic to tomatoes!]]"
* DangerouslyGenreSavvy: He had a mole inside the local police station to steal incriminating evidence that Sly gathered, and rather than targeting Sly himself, he recognized that Bentley's smarts are a key element of the Cooper Gang's success, and targeted him instead.
* FreudianExcuse: See his introduction above.
* IgnoredEpiphany: [[spoiler: When Octavio is beat and caught up to in the motorboat driving segment, Sly tries to reason with him, demanding that he give them the detonation remote and they ALL make a break for it and avoid the cops. Octavio actually considers, and is about to cut his losses and accept his defeat gracefully when Murray lets loose a childish outburst of enthusiasm over the explosion from the boats crashing, urging him to blow up several buildings.]]
* {{Irony}}: Even though he's sent to jail, and will most likely die there because of his advanced age, he finally gets an audience who's willing to listen to him, since the majority of the inmates were fellow members of the mafia.
* LaserGuidedKarma: Almost as soon as he knocks Bentley down, he hits Murray's BerserkButton, and asskicking ensues.
* LeParkour: Even at his age, he's able to scale buildings with ease. And one of his attacks in the boss battle has him turning backflips.
* LightningBruiser: Octavio is so fast that Murray is only able to beat him when the ground is soaked with tar, which slows him down.
* MadArtist: As an opera singer who's turned to villainy, this is a given.
* MadBomber: His plan is to threaten the whole of Venice with bombings unless they turn out to bear audience to his opera recitals.
* TheMafia: They took him in after opera fell out of popularity, and now he's a high-ranking don.
* MakeMeWannaShout: The second part of his boss battle has him singing at you.
* NiceHat: Part of his operatic costume.
* OnlyOneName: Only his last name is given to us; "Don" is just a title.
* PantheraAwesome: He's a ''lion,'' people.
* PoliticallyIncorrectVillain: Has no qualms against kicking Bentley out of his wheelchair. Unfortunately, he ends up hitting Murray's BerserkButton and getting his butt kicked in the process.
* SonicScream: See MakeMeWannaShout above.
* ShoutOut: His appearance is obviously a take on the Phantom of the Opera.
%%* SmugSnake
%%* StarterVillain
* WakeUpCallBoss: Despite being the first boss of Sly 3, he is NOT an easy battle, and often trips up first time players of the game.
* WickedCultured: Justified, what with him being an opera singer and all.

!!''Mask of Dark Earth''
An ancient and evil spirit mask that can possess its victims, enlarging them and giving them super strength while giving the mask control over them.
%%* DiabolusExNihilo
* DugTooDeep: The dingo miners unearthed this mask while searching for opals. It starts taking over various members of the digging operation.
* EldritchAbomination: There is no backstory for the Mask. Accordingly, we also have no idea how it became sentient and capable of making people into [[AttackoftheFiftyFootWhatever giants]].
%%* FloatingMask
%%* MaskOfPower
* RecurringBoss: It is fought not once, but five times, two of which were indirect and the latter of which was unintentional.
* TheUnintelligible: Speaks through its wearers, but none of it is understandable.

!!''The Black Baron''
->'''Voiced by:''' Loren Hoskins

A master aviator who owns a castle in Holland, a whole town, and a whole stadium for dogfighting. [[spoiler:He turns out to be an alias for Penelope.]]

''Definitely'' [[NamesTheSame not to be confused with]] [[VideoGame/MadWorld THAT]] Black Baron.
* AcePilot: A skilled pilot, though he relies a lot on his minions providing heavy fire.
* BadassMoustache: [[spoiler:Subverted, as the moustache is only part of the disguise]].
* EverythingIsMessierWithPigs: Not really messy, but his pig henchmen use gasoline and wrenches.
* FlunkyBoss: Calls his men to assist when things look bad during the fight against him.
-->"Earn your pay, you clods!"
* GoodOldFisticuffs
-->"Pugilism is my passion!"
* {{Hypocrite}}: His introduction involves him giving a welcoming speech to the various aviators of the ACES Dogfighting Championship, centered around the previous competitions' rampant cheating amongst the participants. The Baron states that this year will be a fair competition. But he himself has armed zeppelins to attack anyone who appears likely to beat him in the dogfight finals, and calls in heavy backup (who also bring a huge replacement plane) when Sly blows him out of the sky.
* LoopholeAbuse: The Baron's reasoning for how he hasn't lost to Sly after landing on the giant plane mentioned above? He claims that since both he and Sly are still airborne, the victor has yet to be decided. This is after the declarations that if a competitor's biplane is destroyed, they are out of the Championship.
* KillerRabbit: OK, not literally, but his basic minions are rabbits with pitchforks (Fun Fact: They're a PaletteSwap of Dimitri's rat goons from Sly 2).
** And then made literal with [[spoiler:revealing that Penelope is the boxing champion]].
%%* {{Malaproper}}
%%* RedBaron
* [[spoiler:SamusIsAGirl]]: [[spoiler:Penelope was stated as a repairman for the Baron, until the disguise came off.]]
* TokenHuman: The Baron's design doesn't resemble any sort of animal, looking more like an aviator version of [[WesternAnimation/LooneyTunes Yosemite Sam]].

!!''General Tsao''
->'''Voiced by:''' Leo Chin

A northern Chinese rooster from an ancient line of powerful warlords, with command over dark magic. His aspires to merge his bloodline with the Panda King's through marrying his daughter, Jing King... despite the fact that she doesn't want to marry him.
* ZeroPercentApprovalRating: None of his subjects are sad to see him go once he's arrested.
* AuthorityEqualsAsskicking: At least, that's what he believes. And he ''can'' back it up, as he's no slouch in battle against Sly Cooper.
* BlackMagic: The vampires and [[spoiler:the giant dragon Sly fights with.]]
* ChineseVampire: He summons a legion of praying mantises/"Hopping Vampires" that seem to be the equivalent of these.
* DangerouslyGenreSavvy: Not only did he see through Sly's wedding photographer disguise, but he actually managed to find their hideout and snatch Bentley's computer. In fact, he's so good at planning ahead and [[OutGambitted Out-Gambitting]] Sly and co. that they directly set him up to be arrested by Carmelita rather than take him down themselves.
* EverythingIsMessierWithPigs: His basic thugs. Different from The Black Baron's own, in that they're dressed more elegantly and fight with martial arts instead of industrial tools.
* EvilCannotComprehendGood: He believes that having obedient servants are better than having loved ones and friends.
* EvilerThanThou: To the Panda King.
* HalfDressedCartoonAnimal: No pants.
* IHaveYouNowMyPretty: Does this with Jing King.
* {{Jerkass}}: Even Muggshot, who has a FreudianExcuse, a hesitancy to attack a crippled Bentley, and soft spot for his mother, pales in comparison to him. Sly specifically tells him to his face that, out of all of the villains he's faced, Tsao is undoubtedly the worst.
--> Tsao: "Who needs love when you can have obedience? Who needs friends when you can have servants?"
* KarmicDeath: Well, more of a Karmic Arrest. [[spoiler:Tsao looks down on women, as demonstrated with his treatment of Jing King. It's Carmelita, a female police officer, who ends up busting him. Poetic justice at its finest.]]
* KickTheDog:
** Parodied during Bentley's initial slideshow in China. Bentley observes he saw him kick a puppy ''twice'' while he was under Bentley's surveillance.
** Played straight regarding his "courtship" of Jing King. More specifically, he had her abducted, then locked her in his palace and wouldn't let her out until the wedding night, despite her tearful pleas. When Sly points out that she doesn't ''want'' to marry him, well...see PoliticallyIncorrectVillain.
* KnightOfCerebus: A surprising example as he's not the BigBad. Very few moments with him have any humor, and even then they're mostly done to show how much of jerk he his.
* MagicKnight: Leans more towards martial arts, but he can also cast a volley of fireballs, raise the arms of the dead to claw at his foes, or summon ghostly dragon spirits.
* ManiacMonkeys: His other basic minions. (Fun Fact: They're a PaletteSwap of Rajan's back from Sly 2).
* ObfuscatingStupidity: At first, he seems to be an idiot in a high position. It turns out he's much, much smarter than that. [[spoiler:He actually saw through Sly's disguise, found the gang's hideout, and stole Bentley's computer. Bentley doesn't even realize until he's watching the slides of photos during the mission briefing, in a case of FridgeLogic.]]
* OneSteveLimit: Averted. There's a mook in Panda King's level in the first game also called General Tsao.
* PoliticallyIncorrectVillain: On Jing King's unwillingness to marry him: "She's a woman. She doesn't know up from down!" Sly later counters this by stating that "She's a person, not property."
* PunnyName: His name is a pun on General Tso's chicken, a Chinese chicken dish. [[spoiler:Appropriate, considering that Carmelita's Shock Pistol electrocutes him to medium-well.]]
* SmugSnake: A particularly nasty example thereof.
* SwissArmyWeapon: His weapon of choice is a combination of a shield and a circular ''buzz-saw.''
* WireFu: A duel between him and Sly features them leaping between bamboo shoots in this manner. [[HandWave Hand waved]] by Bentley as a manifestation of the "fighting energy" from past battles in the area.
* VillainExitStageLeft: He fights Sly on his own, and when he starts losing, he throws a smoke bomb at him and makes an escape.

!!''Captain [=LeFwee=]''
->'''Voiced by:''' David Scully

An arrogant and intelligent parrot of unknown origin, dubbing himself "The Smartest Man On The Seven Seas". Intriguingly, he appears to have a robotic leg. He is the most powerful pirate in all of Blood Bath Bay, a technologically backward archipelagic region known as the most lawless place on Earth.
* ArtificialLimbs: His leg and hand. The latter was also originally supposed to be a SwissArmyAppendage.
* APirate400YearsTooLate: He and all of the residents of Blood Bath Bay.
* BadBoss: His EstablishingCharacterMoment is murdering his own Captain of the Guard simply for stating his own opinion.
* CatchPhrase: He really wants people to know that he's the Smartest Man On the Seven Seas. [[spoiler:It's even his dying words as he's eaten by sharks]].
* DuelBoss: His boss fight is a one-on-one sword fight with Penelope, on the mast of his ship.
* EyepatchOfPower: Despite having only one eye, he can handle himself in a sword fight.
* HandicappedBadass: In spite of having a peg leg and a single eye, he's a capable fencer able to duel Penelope upon the mast of his ship without losing balance.
* IHaveYouNowMyPretty: To Penelope. Unlike Tsao, however, he at least ''admits'' he's far from the ideal courtier, and compliments her before engaging her in a sword fight.
* KickTheDog: In his first appearance, he [[YouHaveFailedMe executes his own Captain of the Guard for being not alert enough to possible danger]]. While promoting his former second mate to the deceased Captain's position, he mentions he's off to the dungeon to [[ColdBloodedTorture torture]] his prisoners.
** Oh, and don't forget [[spoiler:him about to chop Bentley's head off after he kicked him out of his wheelchair.]]
* LaughablyEvil: Despite being a rather bloodthirsty pirate, he DOES have some funny lines. When gloating about where he's keeping Penelope:
-->[=LeFwee=]: "...and there she'll stay until she agrees to love me...[[SelfDeprecation spite of my faults.]]"
%%* {{Pirate}}:
* PirateParrot: A more literal example of this trope.
* PoliticallyIncorrectVillain: A chauvinist pig and [[spoiler:not above insulting and attacking a handicapped Bentley]].
* RealMenWearPink: His jacket, which is closer to magenta.
* SmugSnake: He tries to be a MagnificentBastard, but despite his smarts, he lacks the charisma and has too much arrogance and smugness to pull it off effectively.
* YouHaveFailedMe: See KickTheDog.


[[folder:Cooper Clan]]

A family of master raccoon thieves that have been around since at least the Ice Age, whose special techniques and greatest exploits are all detailed in the Thievius Raccoonus. Tropes involving the clan as a whole:

* ArchEnemy: The Cooper Clan as a whole serve as Clockwerk's.
* CaneFu: All Coopers use canes in some manner, with some modifications for some of them; for example, Galleth's is shaped like a knight's lance, and Tennessee's is attached to his gun.
* ChallengeSeeker: See KarmicThief below.
* GentlemanThief: For the most part Coopers tend to be quite polite to anyone who isn't a guard, a target, or trying to arrest them.
* HonorAmongThieves: The Coopers have long adhered to a certain set of standards and honor.
* HonorBeforeReason
* KarmicThief: The Coopers largely limit their jobs and heists to robbing other criminals blind. As Sly puts it, there's no honor, challenge, or fun in stealing from civilians; stealing from a master criminal is a real test.
* PhantomThief: Members of the Clan usually hit all the characteristics of the trope. Some, depending on their era or personality, prefer a [[StuffBlowingUp louder]] approach.
* ScrewTheMoneyIHaveRules: From what details have been given, not one Cooper has deviated from the "steal from criminals" rule. They'll horde their loot, but that's just keeping score.

!!''Sly's Father''

Sly's father, who was killed by the Fiendish Five so that they could get their hands on the Thievius Raccoonus before the events of the first game.
%%* TheFaceless
* GoryDiscretionShot: We never see what it is that Clockwerk did to finish him off, but judging by the horrified reaction on young Sly's face…maybe [[NothingIsScarier it's best we didn't see it.]]
* NoodleIncident: What sparked Dr. M's downfall, which is never properly explained. The closest thing to an explanation comes when M [[spoiler:subtly implies that Sly's Father wasn't above leaving friends behind, meaning that the former gang probably weren't as tight-knit as the current three. This is [[FridgeLogic what may have sparked the incident. Of course, one can only speculate for now.]]]]
* NoNameGiven: His name is never mentioned in-game. However, an article out of a Disney magazine mentioned him as "Connor". While this is considered non-canonical, he was again referred to by that name in ''VideoGame/PlaystationAllStarsBattleRoyale''. No official confimration has been given.
* NothingIsScarier: See GoryDiscretionShot above. Judging by his son's horrified reaction, Sly's father probably didn't die gently. And ''we'll never know for sure.''
* TheRival: Apparently [[spoiler:Le Paradox considers him something like this to his father, causing him to hate the Cooper Clan. What makes this hilarious is that the Cooper Family doesn't even know about them]].
* PlotHole: A minor one. One has to wonder whether Sly's father [[spoiler:actually created the laser trap in his own portion of the Vault Gauntlet, or simply coined up the design; because if the player looks closely, the Cooper insignia is displayed on the computer monitor. This implies competency in hacking skills, despite Dr. M being the established SmartGuy of the former gang.]]
** This, however, could constitute to FridgeBrilliance; [[spoiler:having Sly's father be a whiz with computers may have sparked Dr. M's feelings of not being needed in the group, causing an argument and inevitable breakup in the gang]].

!!''Sir Galleth Cooper''
->'''Voiced by:''' Creator/YuriLowenthal

An ancestor from 13th century England. He is a bombastic, arrogant knight and a cunning thief who fought with a lance in the shape of the Cooper crook. When a mysterious figure known as the Black Tyrant came to town, Galleth was imprisoned in a "Mad Circus" and forced to play the humiliating role of a jester. ''Thieves In Time'' makes him a playable character, after Sly rescues him.
* BackForTheFinale
* ChainOfPeople: Required to keep him from jumping out the window to charge the Black Knight.
* DistressedDude: [[spoiler:When Carmelita fights the Moat Monster]].
* DualWielding: He wields the signature Cooper cane as well as a basic longsword, but mostly uses the cane in combat, instead relying on the sword to perform his Catapult Crash technique; the only time he actually attacks someone or something with the sword is against the Moat Monster, which is completely ineffective.
* TheJester: Gets stuck in a humiliating jester outfit due to time being manipulated until Sly busts him out.
* KnightInShiningArmor
* LargeHam: Is he ever. Here's one of his quotes:
-->'''Sir Galleth:''' Yes, I believe the time is now! Let us go forth so we may ''strike'' a crushing blow against the Black Tyrant who imprisoned me!
* LeeroyJenkins: Galleth tends to jump headfirst into action at times, much to the gang's annoyance. Early on, Sly, Bentley, and Murray actually have to physically restrain him from jumping out the window and striking out on his own until they can figure out what is going on.
** Backfires on him the two times he faces the Black Knight. The first time gets him captured and forced to be a jester. [[spoiler:The second time is how he loses his cane.]]
* LetUsNeverSpeakOfThisAgain: After Carmelita rescues him from being swallowed by a mechanical dragon, he asks to keep it silent due to him having to be 'rescued by a fair maiden'.
* NiceJobBreakingItHero: Tries to unplug the robot dragon that was the "Moat Monster"... only for the dragon to activate and eat him.
* OneManArmy: He manages to fight through the Black Knight's army himself, but when he takes on the Black Knight himself, he's knocked out with one punch.
* SmugSuper: Somewhat.
* WhereAreTheyNowEpilogue: Finds the Knights of the Cooper Order and becomes an actor.
* YeOldeButcheredeEnglishe: How he speaks.

!!''Rioichi Cooper''
->'''Voiced by:''' Creator/SteveBlum

Sly's ninja ancestor from Feudal Japan. He created the Ninja Spire Jump and implemented Japanese artwork of himself in his part of the vault. His weapons were two small canes, resembling hooked sais (a Japanese dagger). He used the Spire Jump to sneak into heavily fortified castles in Japan. He often speaks in cryptic, though long-winded and confusing philosophical notions.
%%* BackForTheFinale
* BeenThereShapedHistory: Not only is he a master sushi chef, he actually ''invented'' sushi.
* DeadpanSnarker: Has shades of this.
* DualWielding: In ''Thieves in Time'', he carries a bamboo cane similar to the one Sly uses, which can split into two separate canes that he uses for takedown techniques.
* DullSurprise: As a ninja is "never surprised", and given everything else that was going on at the time, he instantly believes that Sly is his descendant.
* FlashStep: Whenever he uses his Leaping Dragon Technique.
* FlechetteStorm: In ''Thieves in Time'', his takedown and charge attacks usually involve him unleashing a barrage of ''shuriken'' at his opponents, shredding them instantly.
* HighlyVisibleNinja: He's supposed to be a ninja who uses his sushi shop as a front. Rather than dressing like a sushi chef, he dresses like a ninja -- including, of course, ''when he's running his sushi shop''.
* InTheHood: Like most examples, it does nothing to harm his peripheral vision and never falls down by accident despite his acrobatics.
* KnifeNut: Uses his sushi knives as locks.
* {{Koan}}: He tends to use a lot of cryptic, at times philosophical, sayings. A lot of the time, this is done around Bentley, primarily due to the fact that he finds the turtle's tutorial speak annoying (he's a master ninja; he doesn't need to be reminded what the objective is).
-->"Though the bamboo forest is thick, the river flows through it with ease."
* LethalChef: Subverted. He was framed for causing the Shogun's death when his sushi was poisoned by an unnamed interloper from another time.
** Although, it should be noted that he ''does'' know how to use the local fungi and herbs to concoct an anesthetic powerful enough to render guards unconscious for hours after eating sushi laced with the stuff.
%%* {{Ninja}}
* SpringJump: His Leaping Dragon technique.
* StopHelpingMe: InUniverse example. His reaction to most of Bentley's tutorial speak is basically "I'm a master ninja. I already know what the objective is. Please stop holding my hand."
* SupremeChef: Was supposedly the one who came up with sushi.
* ThePiratesWhoDontDoAnything: [[ZigzaggingTrope Zigzagged.]] Rioichi certainly has the skillset of a ninja, but there's no evidence that he uses it for any purpose besides theft.
* WeaponOfChoice: His bamboo cane. While he does carry a ''ninjato'' in a scabbard on his back, he never really uses it in combat. Its primary use in the game is for harvesting a poison-sack from a flower to use for preparing anesthetic ''sushi''.
* WhereAreTheyNowEpilogue: He returns to honing his ninja and sushi skills and his restaurant became well known.

!!''Henriette Cooper''

Sly's pirate ancestor from the 17th century colonial Caribbean. With an innate ability to smell gold, she sailed the seas and stole from other pirates. Originally wielding a dagger with the Cooper crook serving as the handle, she presumably lost a paw and replaced it with a prosthetic hook shaped like the trademark Cooper crook.
* EyepatchOfPower: The reason she's known as "One-Eye".
%%* HookHand
* {{Ninja}}: ''Honor Among Thieves'' shows her wearing a ninja burglar costume, despite being a pirate.
** FridgeBrilliance: She is implied to be Rioichi's daughter, as he is playable in 1603, and Henriette finds the large stash of gold in Arabia in 1616, 13 years later. It's possible that she started out as a ninja before turning to piracy.
%%* PirateGirl
* RedBaron: Most know her as "One-Eye".
* TheSmurfettePrinciple: While not the only female Cooper, as shown by the unlockable moves in the first game, she's the only one to contribute to the Cooper Vault.
* UnexpectedInheritance: While out pirating, she actually found a lot of lost treasures her ancestors had stolen years ago. She put it all in the Cooper Vault, for future generations.
** In ''Thieves in Time'', Sly runs across a large stash of gold. Bentley warns him not to touch ''anything'' in there, as not only will it wake the guards, but it could cause a temporal meltdown, since Henriette was due to find it a few hundred years later.

!!''"Tennessee Kid" Cooper''
->'''Voiced by:''' Creator/SamRiegel

Sly's Western-outlaw ancestor from late-nineteenth century America. He carried a six-shot revolver with a hooked handle as his "Cooper Cane". Tennessee Kid also invented the rail walk and rail slide which he utilized to make stage coach and steam engine heists. A playable character in Thieves in Time.
* UsefulNotes/AmericanAccents: Has a pronounced Southern accent, and tends to use a lot of Southern colloquialisms, such as referring to something being "funner than square-dancing with a donkey."
* ArtisticLicenseGunSafety: He uses his gun in much the same way Sly uses his cane, including hanging from the hook on the butt end while holding the barrel with the muzzle pointed right at himself. It's entirely possible that [[EarNotch hole in his ear]] was a self-inflicted accident.
%%* BackForTheFinale
* BerserkButton: Do ''' ''not'' ''' insult the Cooper Family in front of him, in any way. Seriously, he nearly beat up Sly (undercover as a prisoner to bust him out of jail) when he told him his full name.
* BrilliantButLazy: He invented a really convenient way of getting around everywhere for future generations of Coopers, simply to use it for making [[TrainJob robbing trains]] easier. In ''Thieves in Time'', during their escape from the prison, he even sits back and offers "moral support" to Sly while he does a majority of the heavy-lifting, and "reckons [he'll] sit for a spell" at a couple points during the breakout. Granted, he's the one carrying the dynamite, and can't risk being spotted or shot, but still...
* BulletTime: His Crackshot technique slows down time while he takes careful aim, before blasting up to six targets at high speed.
* DashinglyDapperDerby: His hat of choice.
* DualWielding: Formerly. In ''Thieves in Time'', Bentley alludes to him having possessed two revolvers at one time, before he cuts the turtle off by admitting he just carries the one now, putting it as having "upgraded" to his new WeaponOfChoice, a long-barrel, six-shot rifle.
%%* EarNotch
* GentlemanThief: Counts "rescuing pretty-ladies" among his hobbies, as evidenced when Carmelita ends up in the Old West, and is kidnapped by Toothpick. He not only rescues her, but is incredibly polite and respectful towards her, calling her "Ma'am" or "Miss Carmelita" before she insists he just call her "Carmelita", and kissing her on the hand after removing his hat. Carmelita even admits that he's a real gentleman.
* GrindBoots: His contribution to the ''Thievius Raccoonus'' was his "Rail Walk" and "Rail Slide" techniques. Using inertia, as well as what can be assumed as his own bio-electric aura as propulsion, Tennessee can grind on rails and train tracks with incredible speeds, enough to run down speeding locomotives.
-->"You couldn't catch me with a bolt 'a lightnin'!"
* [[{{Gunblade}} Gun-''Cane'']]: In ''Thieves in Time'', his six-shot rifle's barrel is long enough that he can use it as a cane the way Sly does by grabbing it.
* TheGunslinger: Used in his gameplay. He has a special ability known as Crackshot that lets him target multiple targets.
* GunTwirling
* HearingVoices: Sly tells him he has "something in [his] ear that lets [him] talk to [his] friend." Since Tennessee was born about a hundred years before wireless communications were developed, he just agrees that he hears voices in his head telling him to blow stuff up, too -- and they're usually right!
* HotBlooded: He's very...excitable. When you're selecting him for a mission, he'll jump up on his chair and play horsey with it, and he's quite prone to shouting off his DeepSouth sayings with an entirely straight face.
* ICallItVera: His long-barrel, six-shot rifle, which he affectionately refers to as "Ole' Blue," upon recovering it from Toothpick's vault of stolen goods.
* IndyHatRoll: Pulls one off when he infiltrates Toothpick's vault to retrieve his gun.
* ImprobableAimingSkills: Tennessee has the ability to crackshoot up to six targets at the same time with blinding speed and deadly accuracy.
* MotorMouth: Possibly due to the time frame not being notable for subtle thieves, but he can't seem to go for very long without spouting a quip to absolutely no one.
* {{Multishot}}: His rifle holds six rounds, which he can fire off in ''very'' rapid succession.
* OralFixation: Has what seems to be a cigarette in his mouth, though in the cutscenes it's actually a toothpick. Images of him seen in earlier games showed him chomping on a cigar.
* RedBaron: Doubles as OnlyKnownByTheirNickname.
* SmokingIsCool: He's shown in-game with a cigarette, while images of him from earlier games show him smoking a cigar.
* TrainJob: His primary MO. The ''Thievius Raccoonus'' lists his exploits as some of the most daring in Cooper history, robbing heavily guarded trains in broad daylight, while they're still moving. He was also known for robbing banks, stagecoaches, and steamboats as well, but his train heists are what made him a legend.
* TriggerHappy: When he gets wound up, and it's ''easy'' to get him wound up.
* WhereAreTheyNowEpilogue: He continues his heists of gold and making a name for himself as the greatest outlaw in the west. He also exclusively steals from crooked lawmen.
* WhyDidItHaveToBeSnakes: He has a fear of spiders and scorpions.
--> "I ''hate'' them hairy things!"

!!''Thaddeus Winslow III''

Sly's ancestor from Victorian England. Considered the most chivalrous of the Coopers, it's reasonable to predict that he stole in a more 'polite' pickpocketing way, or used his disguise skills to carry out heists.
* AffablyEvil: Rumor has it that he was rather polite for a thief.
%%* GentlemanThief

!!''Salim al Kupar''
->'''Voiced by:''' Brian George

Sly's Ancestor from Ancient Arabia. Said to have the Stealth of 40 Thieves in the first game, and is a playable ancestor in Thieves in Time. In fact, he was actually part of the original 40 Thieves, but by the time in the game, the thieves are heading off into retirement.

%%* BackForTheFinale
* BadassGrandpa: He was close to retirement prior to Le Paradox's gang showing up, and he's still got it.
* BeenThereShapedHistory: Not only was he said to have the stealth of 40 thieves, he actually was a member of ''the'' 40 Thieves.
* BigEater: Despite what he looks like, he can eat a lot and is always hungry. Sly actually convinced him to come with him back to the hideout by offering him food.
* BlowYouAway: Salim's combo allows him to fire a sandstorm gust, and his charge attack has him ride on a sand whirlwind.
* BrilliantButLazy: He's constantly complaining that he wants a nap, despite being the fastest climber.
* ChivalrousPervert: He offers to stay behind to make sure Carmelita's safe while Sly, Bentley, and Murray sneak into the hidden ship docking station. Sly then tells Salim to go ahead and watch her, as well as enjoy the belly dancing she's doing, to which Salim eagerly obliges.
* DeadpanSnarker: Salim would grumble about how Bentley makes the missions he assigns him sound so easy, then quips about how of course it would be easy because HE'S the one doing the actual mission while Bentley sits safely on the sidelines.
* EscapeRope: He's actually got a technique for climbing them really, really quickly.
* GenieInABottle: Of all his stolen treasure, which includes Sinbad's vast collection of priceless artifacts and tresures, the one with the most value is a small lamp due to this very trope. He uses it for his Stealth Takedown.
* IWasQuiteALooker: In ''Honor Among Thieves'', the Thievius Racconus depicts him as a bulky, muscled thief in his prime.
* MagicCarpet: Yes, Salim has a genuine magic carpet. It's only big enough for him alone, though.
* OlderAndWiser: In Thieves of Time. Also played with.
-->'''Sly:''' After you. Age before beauty.\\
'''Salim:''' Oh no, I believe you mean wisdom before youth.
* {{Retirony}}: Non-lethal, but still depressing version. [[spoiler:He decides to back out during the final job in Arabia, and Sly sends him off to a well-earned retirement... only for him to get [[TheWorfEffect Worfed]] by Le Paradox and Ms. Decibel offscreen and lose his cane.]]
* ThievesGuild: He was a member of the original Forty Thieves.
* TeethClenchedTeamWork: With Bentley. They simply do not get along well, though in the end they're willing to work together for a common goal -- not without some complaining from Salim, of course.
* TenMinuteRetirement: He ''was'' going to permanently retire after one last heist, but then the events of ''Thieves in Time'' happen and bring him out of that.
** And by the end of the game, he ''does''.
* WhereAreTheyNowEpilogue: Salim retired from thieving and lived out his days as a successful traveling food vendor.
* WhyDidItHaveToBeSnakes: Salim apparently does not like snakes, which is probably the reason why he created the fast climb maneuver in order to outclimb snakes on a pole. He also doesn't like scorpions.

!!''Caveman "Bob" Cooper''
->'''Voiced by:''' Creator/PatrickSeitz

Sly's VERY DISTANT ancestor from the Ice Age. The earliest Cooper, he created the first cane to be used in swiping pterodactyl eggs. He didn't seem to have a name when Sly rescued him, so was then dubbed as "Bob" (the credits list him as Caveman Cooper).

%%* BackForTheFinale
* BigEater: Beats Murray in this. Deconstructed, however, as he fell into a giant eating slump when The Grizz started pilfering the eggs and he got out of shape.
%%* BoisterousBruiser
* CarryABigStick: He uses a large bone as a club.
* DumbMuscle: [[JustifiedTrope Justified,]] as he's from pre-history. Neanderthals didn't exactly have a lot of opportunity for higher learning.
* IntelligibleUnintelligible: Despite speaking in gibberish, everyone else is able to understand what he's saying, except for his real name. Unlike the Guru, he's given subtitles, and he can say the names of each member of the gang in English.
* MakeMeWannaShout: Has a special roar that causes all guards close by to flee in terror.
%%* MightyGlacier
* NoNameGiven: Because of this, Sly dubbed him as "Bob".
** Technically, Bob did give them a name, but it was in his own language, and thus untranslatable by modern nomenclature.
* ShoutOut: The whole TrainingMontage with Murray is similar to that of the ''Rocky'' movies.
* ShroudedInMyth: He predates the Thievius Raccoonus, so Sly and co. only found out about him and his dilemma by pure chance. Of course, this leaves the question of how Le Paradox and his flunkies knew about him...
* TrainingMontage: Goes through this under Murray's training program.
* TheUnintelligible: His speech is mostly a mush-mouthed garble. Occasionally you can get the sense that he ''is'' speaking his subtitled lines, making him sound like a ''Severely'' SpeechImpairedAnimal.
* TheUnpronounceable: His name is rendered as "gibberish" in the subtitles, which is why Sly just calls him Bob. Of course, at the end of the "gibberish," you can clearly hear him say "Bob."
%%* WallCrawl
* WhereAreTheyNowEpilogue: Returns to being the food hunter for the group and still keeps in tip-top shape.



[[folder: Le Paradox's Gang]]

!!''Cyrille Le Paradox''
->'''Voiced by:''' Creator/NolanNorth

A French skunk and leader of his own crime syndicate, Le Paradox poses to the public as a wealthy art collector. [[spoiler:He is actually the descendant of a rival, but unsuccessful, family of thieves, and seeks to steal the Cooper canes and ruin the Cooper family's reputation through time travel in order to have revenge on them because Sly's father indirectly caused Le Paradox's father to go to jail.]]

* AvengingTheVillain: Subverted. [[spoiler:He doesn't really care that his father was sent to jail by Sly's father; he just wants to prove he's better than the Coopers.]]
* BatmanGambit: Much like Clockwerk, he used Carmelita as bait to lure Sly into a trap, as he knows Sly will try to rescue her.
* BigBad: Of the fourth game.
* BrilliantButLazy: What else can you call a guy who can plan heists worldwide, do none of the work, and take the bulk of the profit all without having it tracked back to him?
* CardCarryingVillain: When Ms. Decibel calls him a "filthy, backstabbing, two timing scoundrel", he responds with "Flattery will get you nowhere".
* ChekhovsGunman: In the prologue, Le Paradox, Ms. Decibel, and Toothpick can be seen as silhouettes through a window conversing with one another.
* ClaspYourHandsIfYouDeceive: His hands tend to be in this stance during his appearances.
* ClassicVillain: Representing Ambition and Pride.
* TheCollector: It was even his FanNickname before his real name was revealed.
* CowardlyBoss: The fight primarily consists of Sly chasing him through the blimp, but don't believe for a second that he can't fight.
* CutsceneBoss: [[spoiler:His fight primarily consists of quick-time events]].
* DisneyVillainDeath: His defeat is [[spoiler:set up like one as he pleads with Sly to save his life, only to steal his paraglider and escape. He then flies directly into a plane and plummets, but the trope is subverted when he's found in the River Seine and arrested.]]
* DisproportionateRetribution: His whole plan was to [[spoiler:erase the Cooper Family Line from existence. Why? Because he blames Sly's father for his own father's arrest (when ''he'' tried to frame Father Cooper for a theft he himself tried to commit), which lead to his own failing career as a criminal. That's a bit too much, don't you think?]]
** [[spoiler:Sly even points out how stupid this is. He had a great cover as a art collecter in which he managed to amount a great fortune with no one the wiser, with skills he learned in prison that probably far surpass his father. Thus there was no need to go after the Cooper clan. He just did it because of his own ego and in the end it wound up costing him everything. Le Paradox himself even explicitly says that he doesn't really care about what happened to his dad; he just wants to prove he's better than the Coopers.]]
* EverythingSoundsSexierInFrench: At least, according to Ms. Decibel...
* EvilCounterpart: To Sly. He uses a very similar fighting style, and [[spoiler:they both come from different lines of master thieves.]] His boss fight shows that he's capable of doing the Spire Jump and the Rail Slide.
* EvilIsPetty: As [[spoiler:Sly points out, he went after the Cooper line and exposed his operation to Sly because of his own ego.]]
* {{Foil}}: Like Sly, he's an agile and cunning rodent and criminal genius [[spoiler:who happens to be a master thief, descended from a long line of such thieves]]. However, where Sly is noble at his core, values his friends, and tries to do right by Carmelita, Le Paradox is an InsufferableGenius and SmugSnake who [[YouHaveOutlivedYourUsefulness abandons his so-called "partners" when they're no longer of any use to him...]][[spoiler:including the woman who he supposedly loved.]]
* ForeheadOfDoom: Have you ''seen'' his head? That thing is HUGE!
* FrenchJerk: Though he'd probably be a jerk regardless of his nationality.
* HadToComeToPrisonToBeACrook: [[spoiler:It was only after getting arrested that he gained the skills and connections necessary to become a successful criminal.He went in a two bit crook with no talent or criminal skills, and came out a manipulator who could talk or bribe anyone into anything.]]
* HannibalLecture: During his showdown with Sly, he boasts that, having stolen the most precious possessions from the greatest thieves in history, he is now a better thief than the Cooper clan. Sly [[ShutUpHannibal shuts him up]], remarking that he went after the Coopers and exposed his operation out of sheer ego, and also remarking that he never did any of the actual stealing himself, instead using his goons to steal the canes for him.
* ItsPersonal: Blames the Cooper clan, [[spoiler:and specifically, Sly's father for putting his own dad in jail and causing him to fumble in his career as a master criminal in result]]
* IHaveYouNowMyPretty: His kidnapping [[spoiler:of Carmelita has some shades of this, especially when he's pointing out to Sly that she doesn't have any wings (he threatened to throw her off his blimp if Sly pursued him)...]]
* ItsAllAboutMe: He doesn't care about anyone except himself, often ignoring his allies' requests for aid in their own schemes... [[{{Hypocrite}} even though he expects them all to play their parts in ''his'' plan]].
* ISurrenderSuckers: He manages to [[spoiler:steal Sly's paraglider at the end of the game this way. Thankfully, karma kicks him pretty hard.]]
* {{Jerkass}}: He's incredibly selfish, abandoning his own partners and stranding them in time once he'd used them as much as possible...
* KickTheDog: ...Especially [[spoiler:regarding Ms. Decibel, who was in love with him]]. He even goes out of his way to mock [[spoiler:her,]] pointing out that [[spoiler: her music stinks, she's overweight, and that he already has Carmelita as his captive.]]
* MoralMyopia: He fully expects all of his allies to aid him in his EvilPlan, but is openly treacherous and feels no obligation to help them in turn.
* {{Narcissist}}: When they return to the present day, thanks to Le Paradox's alterations, the entire city is decorated with his face.
* NonActionBigBad: As Sly points out, he never actually stole the Coopers' canes himself, instead leaving it up to his goons to do so for him. That being said, when it comes to his final fight with Sly, he's no slouch.
* NotSoHarmlessVillain: He doesn't seem like much, you say? Remember that this guy managed to build a vast criminal syndicate while posing as a law-abiding art collector, put together a cunning plan to use time travel as a means of achieving wealth and royal status, and can even fence with Sly on relatively equal terms. [[spoiler: He can even do the Ninja Spire Jump and Rail Slide! And he's notable as the only BigBad to actually ''survive'' a fight with Sly (if only by sheer dumb luck)]], a feat not even Clockwerk can claim. If it weren't for his massive ego and selfishness, he might well have gotten away with his scheme.
* PrideBeforeAFall: As [[TheReasonYouSuckSpeech pointed out by Sly]], he [[spoiler:ended up blowing his cover to both Sly's gang and Interpol because of his ego]].
* {{Revenge}}: His [[spoiler:main motivation for going after the Cooper clan. Subverted, though, when he admits he didn't care about the grudge, he just wanted to prove he's the best thief ever.]]
* TheRival: To the Cooper family, at least in the Le Paradox family's eyes. The Coopers most likely were not even aware of the Le Paradoxes' existence, since the latter just suck at thievery.
* RoyalRapier: His WeaponOfChoice.
* SissyVillain: When he starts to lose, he begins to whine quite a bit. But if push comes to shove, Le Paradox will fight back.
* SmellySkunk: He even lampshades it himself.
* SmugSnake: He's a cunning mastermind who managed to establish an impressive criminal network while posing as an art collector, and his master plan [[spoiler:to establish himself as French royalty]] is pretty clever. However, his massive ego and underestimation of his enemies proves to be his undoing.
* StealthInsult: Anything that he says to Ms. Decibel, really.
* StupidEvil: As Sly points out, if he [[spoiler:had just learned to control his pride, he would have gotten away with everything.]]
* TimeTravelForFunAndProfit: His master plan [[spoiler:not counting revenge on the Cooper family line]] was to forge documents in the past that would establish him as a figure of royal ancestry in the present, allowing him to become the most wealthy and powerful figure in Europe.
* VillainWithGoodPublicity: According to Carmelita, who didn't suspect his status as a criminal mastermind until she walked in on him loading black-market relics.
* YouHaveFailedMe: He's not above simply stranding minions that have failed him in time. [[YouHaveOutlivedYourUsefulness Or even when they]] ''[[YouHaveOutlivedYourUsefulness do]]'' [[YouHaveOutlivedYourUsefulness finish everything he asks of them...]]

!!''El Jefe''
->'''Voiced by:''' Creator/NolanNorth

El Jefe is a Cuban tiger that works as a highly-paid mercenary and conqueror. He is a ruthless dictator that can take over any land for a price, and is assigned to take over territory in Feudal Japan.

* AbsurdlySharpBlade: He's able to slice clean through a crane support with his katanas.
* BerserkButton: Sly mis-pronouncing his name as though it means "Big Baby" ''really'' ticks him off.
* BreakingTheFourthWall: El Jefe does the shush gesture at the screen just before he jumps Rioichi from above.
* CigarChomper: Constantly smokes Cuban cigars.
* CigaretteBurns: Before he fights Sly, he crushes his cigar into his own palm. Dude doesn't even blink. (Might have at least some [[RequiredSecondaryPowers fire resistance]] given his [[PlayingWithFire primary mode of attack]]?)
* CowardlyBoss: He'll make you chase him across rooftops and various tall structures before giving you a chance to smack him around. [[NotSoHarmlessVillain But that doesn't mean that he can't fight...]]
* DangerouslyGenreSavvy: Implied. During the "Tiger Tail" mission, he makes several really obvious [[SayingTooMuch slips of the tongue]] regarding the way in to his fortress, but when you later break in, he's right there waiting, [[spoiler: and later manages to get the drop on [[{{Ninja}} Rioichi]] and steal his cane]]. While Sly does manage to take him down, El Jefe still essentially [[TheBadGuyWins completed the job he was assigned to]], leaving the episode with a BittersweetEnding. It's highly likely he leaked that information on purpose to lure you in. Justified in that Le Paradox probably briefed him on the Coopers' MO before sending him back in time.
* DualWielding: He fights Sly with twin katanas.
* EvenBadMenLoveTheirMamas: El Jefe has a picture of his mother in his old hideout during the cutscene that explains his backstory.
* Fireballs: His primary means of attack.
* TheGeneralissimo: He was a military dictator and mercenary leader before being recruited in Le Paradox's schemes.
* GoodSmokingEvilSmoking: He chomps a Cuban cigar in his cutscenes...and grinds it out ''on his paw pad.''
* GratuitousSpanish: The exclamation of [[LargeHam "Estupido rata!"]] during the boss sequence... made more ironic with the incorrect grammar that was fixed (yet losing the trope) for the Spanish dub ("ˇEstupida rata!").
* IronicHell: After he is arrested, El Jefe does time rolling Cuban cigars...in a prison with a "No Smoking" policy.
* MeaningfulName: It's Spanish for "The Boss".
* MisplacedWildlife: Sly and Bentley comment on how a tiger like him should be in a tropical jungle, not ancient Japan (not that ''Cuba'' actually has any wild tigers...).
* {{Narcissist}}: He has a giant statue of himself built, and boasts that it's "almost as handsome as the real thing."
* NeckLift: If you get too close during his boss fight, he does this to Sly, then follows it up with an uppercut that takes out 1/3 of Sly's health bar.
* NoCelebritiesWereHarmed: He's more or less Fidel Castro if Castro was a samurai tiger.
* NotSoHarmlessVillain: He may spend most of his boss fight running from Sly, but when forced to fight, he holds his own quite well.
* PantheraAwesome: He ''is'' a tiger, after all.
* PlayingWithFire: He can use friction to spark up his swords and create fireballs and flaming shockwaves.
* PungeonMaster: When Sly's chasing him, he makes such cracks as "Feeling the heat?!" when hurling fireballs at Sly, and "How do you like my ''crane'' style?!" when cutting through the supports of a nearby crane to drop it on Sly (who actually stops to wonder if El Jefe's {{Incredibly Lame Pun}}s are scarier than the man himself).
* ShockAndAwe: He can call down lightning to make his swords into electric {{BFS}}es.
* StarterVillain
* TennisBoss: As long as he's in a fighting stance, you can't get close enough to touch him with your cane (if you do, he'll NeckLift Sly for an undodgeable 1/3 HP damage). You've got to stun him by using the samurai armor's shield to reflect his fireballs back at him before he's open to conventional attack.
* TopHeavyGuy: His arms are twice as thick as his legs.
* WhereAreTheyNowEpilogue: He ended up in jail, where he was forced to handroll Cuban Cigars, while being forbade from smoking them himself (the prison had a "No Smoking' policy). Needless to say, he wasn't too happy about that.

->'''Voiced by:''' David Lodge

An Eastern European armadillo, Toothpick is a small-time crook with an obsession with gold and western movies. Having grown up with an intense love of westerns, he channeled that into his criminal career in Eastern Europe, specializing in gold heists. Joining up with Le Paradox gave him the chance to live out his dream, becoming the corrupt sheriff on the town in which he captured Tennessee Kid Cooper, after swiping the gold Tennessee had been planning on stealing and pinning the blame on him to add insult to injury.

* AscendedFanboy: He's a big fan of westerns. Now he gets to live in one.
* AxCrazy: Sly acknowledges him as a "''real'' loose cannon."
* BadBoss: When you make time off ''illegal'' and overtime mandatory, you know you're this trope. He's also prone to IJustShotMarvinInTheFace.
* BatmanGambit: He puts a time-displaced Carmelita in danger to lure Sly and co. out of hiding and jail them.
* BerserkButton: He REALLY hates whistling. It becomes an integral part of his boss battle, as Sly has to trigger the whistles on the train in order to lure him into the fighting arena.
* BlowYouAway: He can take off his hat and whip it around, sending a volley of whirlwinds spiraling at Sly during his boss battle.
* CorruptHick: The marshall on a white horse, Sheriff Toothpick ''isn't.''
* {{Expy}}: Of [[WesternAnimation/RenAndStimpy Ren]] considering his demented appearance, Eastern European accent, and AxCrazy temper.
* {{Gonk}}: Not the handsomest critter around.
* HulkOut: When he is upset or under stress, for some inexplicable reason.
* IJustShotMarvinInTheFace: When Sly and Bentley bug his office, he accidentally shoots one of his flunkies, and when the other mook tells him to watch where he's aiming, he threatens him, only further cementing his BadBoss status.
* {{Jerkass}}: Not only is he a vain greedy slob, he also enjoys overworking his minions. Even to the point he made taking time off as illegal, and that overtime is now mandatory.
%%* LargeHam
* LaughablyEvil: He's an arrogant, greedy, self-centered, violent ego-maniac, but any time these qualities are shown, he manages to make them hilarious.
* MadeOfIron: Getting trapped in a train's furnace (''repeatedly'') only seems to ''stun'' him. Then again, it ''does'' soften him up to the point where Sly's able to deal some serious damage with his cane. And even then, when he's charred by the train's furnace at the end, the only thing that hurts is his ears from the sound of the train whistle.
* {{Narcissist}}: When you post pictures of yourself showing off all over town and throw a festival devoted to ''you'', you definitely count.
* SmallNameBigEgo: His egotistical posters in the Wild West, coupled with his insistence that his flunkies all celebrate his birthday (complete with gift-bringing), definitely points toward this.
* SweetTooth: Likes a special type of Cuban lollipops (which Bentley says it tastes like rice and beans).
* ThereIsNoKillLikeOverkill: Once he catches wind that the Cooper Gang is on his train stealing the gold back, he tells his guards to forget the 'alive' part in "wanted dead or alive", and says he wants them thrown off the train. Scratch that, he wants them blown to bits, shot, and ''then'' thrown off the train.
* TrappedInThePast: His epilogue shows that [[spoiler:unlike the other villains, he remains stuck in his time period, and gets put into a chain gang, goes deaf, and gets hit by a train that he didn't hear coming.]]
* VillainousBreakdown: His PA messages during the final mission of the episode slowly get more and more crazy. By the time you reach him, he's pretty much snapped.
* WeaksauceWeakness: He is particularly prone to high-pitched sounds such as whistles, which Sly uses to his advantage by repeatedly blowing the train's steam whistle.
* WhereAreTheyNowEpilogue: Became part of a chain gang and was sent to working on railroads, eventually losing his hearing, [[spoiler:which apparently led to his death because he couldn't hear a train coming while he was working on the track]].

!!''The Grizz''
->'''Voiced by:''' FredTatasciore

An American grizzly bear who was once a low-level thug. His graffiti tags soon brought him a brief period of wealth and fame in the art community, after his talent was recognized by a rising pop-artist. For a time, the art world praised his work as "Neo-Paleolithic Urban Expressionism." But, after a while, they slowly came around to the fact that his art was just plain bad, and that fall from stardom was what caused him to relapse into crime. With his anger to drive him, he became the most wanted art-thief on Interpol's radar. Teaming up with Le Paradox, he planned to reclaim his fortune by making paintings in the prehistoric past, hide them there, then dig them up again in the present.

* {{Acrofatic}}: He pulls off some skillful ice skating moves during his boss battle.
* AlasPoorVillain: Sly states that he feels sorry for the guy for the fact that Le Paradox is clearly just using him and that he'll never actually be able to experience success in the art world again.
* AnIcePerson: The Grizz gives off an ice aura that will freeze you if you get too close, and his shockwaves can freeze you as well.
%%* BearsAreBadNews
* CoolCrown: It actually becomes a plot point, as it's what the gang uses to travel to Medieval England.
* EvenEvilHasStandards: He can't stand Le Paradox, going so far as to say "the ''best'' thing you can say about that guy is, he stinks!"
* GenericGraffiti: Averted. The Grizz tends to leave a tag in his works.
* HiddenDepths: Prior to his boss battle, he states that he has a love for ice skating.
* IJustWantToBeSpecial: His pre-battle speech comes across as this, with him angrily stating that he's not going to let the Cooper Gang spoil his dream of being recognized for his art. The Ruby Crystal treasure states that the Grizz had them mined specifically to decorate his crown, so that he could have a sense of self-worth.
* JiveTurkey: Talks in a mix of hip-hop lingo and rapping. The latter often leads to him rhyming. Compared to Dimitri, however, he's much more comprehensible.
* LargeAndInCharge: Even explicitly described as such in-game!
* MadArtist: When people learned that his art was just plain bad, he gets revenge by becoming an art thief.
* OneHitWonder: InUniverse, it's what causes him to return to a life of crime.
* PuzzleBoss: Unusually for a Murray boss.
%%* RealMenWearPink
* RhymesOnADime: He's quite fond of this ("It's gonna be nice, like sugar and spice, when I put that Cooper Gang on ice!").
* ScaryBlackMan: Judging from his accent and dialect, he's apparently the ''Sly Cooper'' universe's equivalent of an African-American.
* StoutStrength: He's pretty tough for a guy with a bit of a paunch.
* SpellMyNameWithAThe: "I'm The Grizz!"
* TheStarscream: Plans to betray Le Paradox after he's done with his part of the plan. He never gets the chance, though.
* TimeTravelForFunAndProfit: He creates paintings in the Ice Age that he can later dig up in the present day and sell for millions of dollars. While it's not stated specifically, there's also the distinct possibility it would make his present-day work popular again as well, since suddenly there would be a "historical precedent" for it.
* WhereAreTheyNowEpilogue: Works on his singing career in the jail and paints portraits of his fellow prisoners.

!!''The Black Knight[=/=][[spoiler:Penelope]]''

A mysterious armored figure, the Black Knight has brought advanced technology and robotics to Medieval England, working closely with Le Paradox.

* BlackKnight: Quite literally.
* CutLexLuthorACheck: [[spoiler:when it's revealed that Penelope is the Knight, she muses to herself how she and Bentley could make ''billions'' designing weapons.]]
* FallenHero: Turns out that [[spoiler:it's Penelope behind the armor, much to Bentley's heartbreak.]]
* {{Foreshadowing}}: The episode where the Black Knight debuts just ''loves'' to drop numerous hints, doesn't it? [[spoiler:First off, the title is called ''Of Mice and Mechs'' (Penelope being a mouse), and the armor's chestpiece is emblazoned with the symbol of a mouse with a bandanna. He also speaks with Penelope's accent and shares her text color. Moreover, this wouldn't be the ''first'' time that Penelope took on a persona whose name started with "Black."]]
** [[spoiler:A quick bit of foreshadowing can be seen in Episode Two, just before Le Paradox's blimp time travels. One of the dials on his time machine has an emblem of a mouse, foreshadowing Penelope's betrayal two chapters earlier.]]
** To top it all off, [[spoiler:"his" voice is surprisingly high pitched...]]
** Also among the little bits of trivia that show up during the loading screens, the bit about [[spoiler:Penelope using the "Black Baron" as an alias in the past]] appears surprisingly often for something that wouldn't normally seem that important or relevant, seeing how [[spoiler:she's supposed to be missing]].
* GadgeteerGenius: Is revealed to be part of the reason Le Paradox can travel through time.
* HumongousMecha: The Black Knight's "Operation Overlord" turns out to be a giant robot.
* SamusIsAGirl: Turns out [[spoiler:"he's" actually Penelope]].
* TinTyrant: As a black-armored knight who rules with an iron fist, this is inevitable.

!!''Ms. Decibel''
->'''Voiced by:''' Eliza Schneider

A British-born elephant that is in love with Le Paradox. She was an aspiring, but untalented, classical musician as a child, prone to violent temper tantrums. This is what led to the freak accident that caused a trumpet to become permanently lodged in her trunk. She became a criminal after her accident gave her the power of hypnotism via the trumpet's tone, and has taken over Ancient Arabia to aid Le Paradox.

* AlasPoorVillain: Despite being a major antagonist, it's hard not to feel sorry for her, as when you finally confront her, she's just been on the receiving end of a ''major'' [[KickTheDog Dog-Kicking]] from [[BigBad Le Paradox]]. She fights you in a desperate attempt to prove she's still useful to him. [[spoiler:Possibly why she pulls a HeelFaceTurn in the WhereAreTheyNowEpilogue.]]
* AristocratsAreEvil: Comes from a wealthy, respected family.
* BerserkButton: She HATES rock and roll. She also hates anyone who criticizes her music, or steals from her supply of [[TrademarkFavoriteFood peanut butter]].
* BodyHorror: She has a trumpet permanently lodged in her trunk.
* DisabilitySuperpower: A trumpet got lodged up her trunk that prevented her from playing normally (not that she was any good at it to begin with), but somehow from the incident, she gained the ability to hypnotize people with soundwaves to do her bidding.
* TheDragon: To Le Paradox -- she shares a more personal relationship with him than the rest of his gang [[spoiler:or so she thinks]], and was entrusted with the part of his master plan that would make him a member of France's royal family in the present day.
* DreadfulMusician: In her backstory, which contributed to her turn to villainy.
* EvilBrit: As a member of British aristocracy and a criminal, this is kind of unavoidable.
* InterspeciesRomance: With Le Paradox. [[spoiler:Turns out that he's just using her, though.]]
* HairTriggerTemper: Has major anger problems due to being constantly ridiculed in the past.
* HalfDressedCartoonAnimal: An unusual female example; all she wears is her fur-trimmed longcoat. As with Mz. Ruby, however, nothing explicit is shown.
** She does have visible breasts, though, and her concept art gave her [[http://img3.wikia.nocookie.net/__cb20130305023115/sly/images/7/7a/Fullscreen_capture_2272013_93622_PM.bmp.jpg visible nipples]].
* HeelFaceTurn: In the credits, [[spoiler:Ms. Decibel has the trumpet removed, takes anger management classes, teaches music lessons in prison, and is eligible for parole for good behavior.]]
* MadArtist: Technically, she's a Mad Musician, but the trope applies.
* MadLove: She's in love with Le Paradox, despite his insinuation that he'll "be forced" to leave her stranded in ancient Arabia if she fails him. [[spoiler:Sadly, it turns out he was just playing with her emotions, and goes out of his way to mock her when she's no longer useful to him.]]
* MeaningfulName: A decibel is a unit of sound measurement, and she uses a LOT of decibels in her screaming and attacking.
* MusicalAssassin: Can weaponize her music during her boss battle.
* NotSoHarmlessVillain: She's surprisingly dangerous and competent when finally cornered.
* ShockAndAwe: Some of her weaponized music can shock you if you're not careful.
* TrademarkFavoriteFood: Peanut Butter, according to the conversations you can listen in on after bugging her office.
* WhereAreTheyNowEpilogue: See [[spoiler:HeelFaceTurn.]]


[[folder: The Thugs, Goons, and Guards]]
->'''Voiced by:''' Various Actors

These are the guys who work for the various villains of the Games, attacking those who interfere. Usually they are native species to the region where the villain they work for have set up shop. The first game had a large variety of guards for its levels, but as of the second game onward, there are two general types:

-- Rooftop Guards, who [[CaptainObvious patrol roofs]], places aboveground, and mainly use melee attacks. These guys come in two types per level. They can chase intruders to high places.

-- Flashlight Guards, who are larger than rooftop guards and patrol the ground with a lightsource of some sort that acts as their cone of awareness. These guards aren't able to get onto higher ground, but have greater strength, and have fast-shooting long-range firearms to make up for it, making tham a great danger.

* BadassNormal: Most guards don't have powers, barring many from the first and some from the later games (like the pigs that work for General Tsao), and rely on skills with weapons to fight.
* BatOutOfHell: The Contessa has these as one type of rooftop guards.
* BodyHorror: One type of the Contessa's Werewolf guard constantly spits up spiders to attack you. And in the third game, Dr. M's genetic experiment guards in general speak for themselves.
* CirclingBirdies: Whenever you make a surprise hit on an enemy, or attack a rooftop guard as Murray, this is usually what happens. Though it's averted in the first installment (enemies disappear), and somewhat subverted in the forth as swirling lines, stars, and other symbols indicate them being knocked out.
* EliteMooks: The Flashlight Guards.
* GatlingGood: In ''Go West Young Racoon'' in Thieves of Time, '''every flashlight guard''' has an Old West gatling gun. They wield and fire it in one hand. Thankfully, they only use them to fire short bursts.
* NoPeripheralVision: One the best examples. You can stand right next to a guard or stand straight in their line of sight, and as long as you aren't touching them, or standing in their line of sight, they will never notice, even when the level is set in broad daylight.
* RidiculouslyHumanRobots: [[spoiler:Two robotic guards in Thieves in Time have a conversation about "taking the kids to the beach."]]
* TookALevelInDumbass: Flashlight Guards were actually pretty competent in the first game, to the point where being spotted by one would lead to instant death more often than not. The developer commentary even refers to them as "smart guards". Starting with 2, they suffer from NoPeripheralVision as above, [[ImperialStormtrooperMarksmanshipAcademy their projectiles are incredibly inaccurate]], can easily be outrun, and are constantly depicted in-universe as DumbMuscle.
* UndergroundMonkey: The shorter rooftop guards in the second game are all skin swaps of each other. Also, Rajan's monkeys are reused in General Tsao's level in the third installment.