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[[quoteright:350:[[Literature/ArseneLupin http://static.tvtropes.org/pmwiki/pub/images/LupinBW_3875.jpg]]]]
[-[[caption-width-right:350:Hello, monsieur. I'm just borrowing your jewels. Oh, and your wife. Don't mind if I don't shake hands before departure, I'd hate to take your watch... the last thing you have.]]-]

->''"Macavity, Macavity, there's no one like Macavity''
->''There never was a cat of such deceitfulness and suavity''
->''He always has an alibi and one or two to spare''
->''Whatever time the deed took place, Macavity wasn't there!"''
-->-- ''Literature/OldPossumsBookOfPracticalCats''

The [[SpearCounterpart male version]] of the ClassyCatBurglar may lack the cat jokes and themes, but he makes up for it with roguish good looks coupled with a breeding and style that manifests as a suave and debonair manner. He's usually a [[TheCasanova charmer]], too -- think Film/JamesBond without the government authorization. Creator/CaryGrant used to play this type of character frequently.

He steals for the challenge/pleasure of the job and generally avoids violence while [[KarmicThief restricting his targets to those who can afford the loss]]. More importantly for {{plots}}, the character will often go out of their way to stop more serious crimes - especially with lives at stake - either on their own or with the help of the police. As such they [[ConMenHateGuns often adhere]] to ThouShaltNotKill and/or are {{Technical Pacifist}}s. Murdering your target or stealing from them at gun point is not very gentlemanly. It's not uncommon for the GT to give at least a part of the goods he steals [[JustLikeRobinHood to the poor]], often while very cynically commenting on social injustice and how the rich surely got their wealth with dirty methods, so it's only fair to steal from them and then give to those who need it.

Like the ClassyCatBurglar, the Gentleman Thief usually regards the police with a certain amount of disdain and condescension, and frequently leaves behind "{{calling card}}s" announcing who performed the crime; especially confident versions may announce their targets in advance to ensure a challenge. With a WorthyOpponent such as a SympatheticInspectorAntagonist chasing him, they may have a less adversarial relationship, verging at times on friendship such as leaving BigBad crooks behind for him to take the credit arresting (and when the opponent is of the opposite gender, fraught with {{UST}} of the DatingCatwoman variety). They're usually a BadassInANiceSuit, occasionally doing the TuxedoAndMartini look. As he may not enjoy ''actual'' risks, the Gentleman Thief may decide that gambling is beneath him and [[FixingTheGame cheat instead]]. Expect him to do so with sophistication. If he does gamble, expect him to be almost supernaturally lucky, or a tournament-grade player without peers. In many cases, they steal because they can and for the thrill, not out of an actual monetary need (since they are often rich) -- though it may be a way to stave off RichBoredom. This is also why they will never give up thievery for simple gambling.

They do exist in RealLife, yet their most usual technique is not stealing per se, [[ConMan but more like conning the victim]].

Sometimes overlaps with PhantomThief or KarmicThief. See also ScoundrelCode.

----
!!Examples:

[[foldercontrol]]

[[folder:Anime]]
* Ijyuin Akira, the Man of Twenty Faces, in ''CLAMPSchoolDetectives'': a young gentleman thief, he steals according to the direction of his two mothers. This character is based on Japanese mystery author Edogawa Ranpo's "Fiend With Twenty Face".
** This character also reappears as "Twenty Faces" in ''Manga/TheDaughterOfTwentyFaces'', who, among other things, steals national treasures that have been mislocated due to war to return them to their rightful place.
* ''Characters/LupinIII'', [[Literature/ArseneLupin Lupin's grandson]], acts like this on the surface, but the breeding isn't always present. He always ends up revealing his awkward/goofy side, and, when it comes to women, he acts more like a drooling pervert than a smooth [[TheCasanova Casanova]]. Can vary based on the writer, though.
* Sorata Muon from the anime/manga ''Manga/{{Mouse}}''.
* The titular character in ''FromEroicaWithLove''; the title is actually what he leaves on his calling cards.
* Cobra from ''Manga/SpaceAdventureCobra'' is a gentleman thief in a SpaceOpera setting. Despite being one of the most wanted criminals of the galaxy, he ends up helping the Space Police and battling the Space Mafia more often than not.
* Carson D. Carson from the ''LightNovel/DirtyPair'' [[TheMovie movie]], ''Project EDEN''.
* Black Rose, [[spoiler: aka Keith Harcourt]], from ''AshitaNoNadja'', is the perfect example of the GT with social leanings as he snarks at the idea of philanthropy and ''noblesse obligue'' which Nadja and [[spoiler: his twin brother Francis]] supports. [[spoiler: Later, however, he decides to give up stealing -- because Francis [[WrongfullyAccused has been mistaken as him]] ''and'' is [[TwinSwitch willing to go to jail for his sake]].]]
* Dark from ''DNAngel'' is called a PhantomThief, but he's definitely an example of a Gentleman Thief as well. He steals only works of art, sends a warning letter before every steal, and definitely thinks less of the cops. It's also later revealed that he has a reason for why he steals.
* Jing from ''KingOfBanditJing'' most definitely is this.
* From ''DetectiveConan'' - the illustrious Manga/MagicKaito (if he isn't too perverted too count). However, his exploits are surprisingly mundane, using disguises to escape instead of stylishly flying with his cape/glider. At one point, he even resorts to swimming all the way from a ship to the harbor to escape.
** And on a related note, we have the ''Anime/LupinIIIVsDetectiveConan'' anime special where Conan chases after Lupin and Co. [[spoiler: and they have to team up to rescue Ran, who's been caught in a massive conspiracy.]]
* Phoenix, the male lead in ''HoneyHoneyNoSutekiNaBouken''. Also the JerkWithAHeartOfGold to the female lead's {{Tsundere}} PluckyGirl.
* The eponymous ''ManOfManyFaces''
* Mamoru "Tuxedo Kamen" Chiba in the [[Manga/SailorMoon manga]] and [[Series/PrettyGuardianSailorMoon Live Action]] version of ''Franchise/SailorMoon'', though only to find the Silver Crystal so he can recover his long-lost memories, and he stops when they do find it and becomes solely a superhero. Sailor Moon even comments "He's just like Lupin the Thief! He's hot!" when she first sees him in the Manga. It causes severe friction between him and the Senshi in the Live Action version.
* Lunlun meets one of these in the Egypt episode of HanaNokoLunlun, a charming and stylish middle-aged man who plans to commit quite the robbery of Ancient Egyptian jewels/relics/etc. and tries to use her as his UnwittingPawn. [[spoiler: Uncommonly for this type of character, he ''is'' captured by his InspectorJavert - but by that time [[AllLovingHero Lunlun's]] innocence and kindness has touched his heart, and is last seen keeping flowers in his cellar.]]
[[/folder]]

[[folder:Comic Books]]
* The Phantom Blot of the 40s, a Disney villain.
* ComicBook/{{Gambit}}, from ''Comicbook/{{X-Men}}'': charms the ladies while taking their pocketbooks.
* ComicBook/{{Fantomas}}, going so far as to wear a top hat, opera cape, and cane while performing his second-story jobs. (He eventually stopped doing that, however.)
* Fantomex, also from ''Comicbook/{{X-Men}}'' and the ''{{X-Force}}'', who Grant Morrison [[CaptainErsatz based]] on classic pulp characters Literature/{{Fantomas}} and ComicBook/{{Diabolik}}.
** In the first issue of ''[[TheAdjectivalSuperhero Uncanny]] X-Force'', he raids the Tower of London on a wager with [[WolverinePublicity Wolverine]] and, upon losing (Logan beat him to the vault), agrees to pay Logan with a case of cognac, worth "two million dollars a bottle". It's not about the money, but rather, it's simply "his poison".
*** This was heavily implied to be a bet between the two where the loser had to buy a case of alcohol for the winner.
* ComicBook/TheRiddler from ''Franchise/{{Batman}}'', occasionally. His personality varies, actually.
** The Penguin started out this way but eventually settled into a role as a semi-legit restauranteur/arms dealer.
* Zagar, by the Italian comic artist Jacovitti. This thief, master of disguises, is a parody of this trope.
* ComicStrip/ModestyBlaise and Willie Garvin.
* ComicBook/SpiderMan:
** The elderly criminal the Black Fox. (His schemes usually revolved around making a big score so he could ''retire'' from crime.)
** There's also Walter Hardy, father of the [[ClassyCatBurglar Black Cat]]. Unfortunately, he's something of a subversion in that he keeps retiring because he causes more harm than he intends to. In regular comics continuity and the 90s cartoon, he's tricked into working for Nazis and nearly gets them a SuperSoldier formula. In TheSpectacularSpiderMan, he became TheAtoner after killing [[spoiler: Uncle Ben]] in a moment of weakness.
** Marvel also has Shen Kuei, aka "The Cat" (he even has a tattoo of a cat on his chest), who is both this trope and a rare male example of the ClassyCatBurglar at times. He's not only a skilled thief, but he also has martial arts skills that rival his arch enemies, Shang-Chi and Iron Fist.
* [[TheDCU DC subversion]]: the ComicBook/GentlemanGhost may put on airs at times, but he's a highwayman through and through.
* The BlackKnight from DonRosa's Disney comics, who is a rather obvious CaptainErsatz of Arsene Lupin.
* SteveDitko [[DeconstructedTrope Deconstructed this Trope]] in the ''MrA'' story "Count Rogue".
* Michael Baffle was a one-shot [[TheGoldenAgeOfComicBooks Golden Age]] foe of Franchise/{{Batman}} (and obvious {{Expy}} of ''Literature/{{Raffles}}'').
* DeconstructiveParody in the ''{{Viz}}'' strip "Raffles the Gentleman Thug", in which the titular character is a well-spoken, aristocratic JerkAss who goes around beating people up for no reason.
* Subverted with Hunter Rose in ''ComicBook/{{Grendel}}'', who has all the usual hallmarks but is actually a ruthless organised-crime boss who kills huge numbers of sometimes completely innocent people.
* The Rogue from ''TheMazeAgency'' (who never actually appears on stage). His CallingCard is a note informing his victims that their stolen paintings have been selected for his 'Rogue's Gallery' and 'signed' with a cartoon figure (a la Literature/TheSaint's haloed stick figure).
* The DC anti-villain/anti-hero The Shade has been presented this way since the 1994 series, ComicBook/{{Starman}}, though he hasn't done much thieving recently.
* [[DonaldDuck Paperinik]] started out as this, and his first heist was to steal Scrooge's money-filled ''mattress '''as he was sleeping on it'''.'' Even now, as a superhero, he's capable of stealing anything, as shown that time he decided to track down the local kingpin of crime by faking an amnesia-motivated FaceHeelTurn to get approached and literally stole ''half of Duckburg '''single-handedly''''' (he later gave everything back).
** His in-universe inspiration lord Quackett/Fantomius (of whom Paperinik uses a modified version of the costume and took the gadgets used in the first story) was one in the Duckburg of the RoaringTwenties, to the point the trope name is present on both the title of his own series ''and'' the {{Calling Card}}s he leaves at every heist. His love for the challenge is so great that, in the second story of his series, his answer to the chief of the police proclaming he wouldn't be able to break out of prison once he succeeded in arresting him was to let himself get arrested and unmasked as lord Quackett, tell the guard that night he was supposed to burgle a safe, break out without anyone noticing, burgle the safe, ''get back to jail from the main gate and break out again in a way that convinced everyone he wasn't lord Quackett'', being extremely polite and gentlemanly all the time ([[JustifiedTrope after all, as the second son of an English duke, he actually is a gentleman]]).
* Casanova Quinn from Matt Fraction's ''ComicBook/{{Casanova}}'' was one of these for a while...until he became a [[SpyFiction Martini-and-Absinthe-flavoured]] superspy.
* Monsieur in ''Webcomic/{{Bandette}}''.
[[/folder]]

[[folder:Film]]
* Creator/AlfredHitchcock's ''Film/ToCatchAThief'' follows John Robie (Creator/CaryGrant), a reformed Gentleman Thief, as he attempts to discover who has been framing him for a new spate of burglaries. It turns out to be a ClassyCatBurglar.
* "Sir Charles Lytton, the Notorious Phantom", David Niven's ([[TheOtherDarrin or Christopher Plummer's]]) character in the ''PinkPanther'' movies.
** Niven also plays Colonel Matthews, the titular character of ''The Brain'', where he, two petty crooks, and the mafia attempt to hijack a train transporting the NATO millions to the new NATO headquarters. Hilarity ensues.
* Pierce Brosnan plays a millionaire trying to be a Gentleman Thief in ''TheThomasCrownAffair''. "It's just a game, love; it's just a game."
** Complete with [[spoiler:a literal calling card: a pencil with the name of his firm left plainly at the scene of the final caper]]!
** And, of course, the original 1968 film starring Steve [=McQueen=].
* Sean Connery's character in ''{{Entrapment}}'' is just the bearded Scottish version of Pierce Brosnan's Irish ''Thomas Crown''. Except Connery shares his screen time with a ClassyCatBurglar and the infamous LaserHallway.
* Robert De Niro's character in ''Film/{{Heat}}'', Neil [=McCauley=], is a somewhat more realistic version of the Gentleman Thief.
* Basically every protagonist in ''[[Film/OceansEleven Ocean's 11]]'', ''Ocean's 12'', and ''Ocean's 13'', as well as the antagonist "Night Fox" Toulour, though to a lesser extent.
* The film version of ''Film/TheLeagueOfExtraordinaryGentlemen'' boasts the cheeky Cockney rogue Rodney Skinner, 'Genn'lemun Thief', as the Invisible Man, in lieu of the psychotic original Invisible Man, [[Literature/TheInvisibleMan Dr. Hawley Griffin]]. Skinner apparently stole Griffin's invisibility formula. He kind of [[SubvertedTrope fails at]] the whole [[LoveableSexManiac 'gentleman']] part. [[LoveableRogue But he's adorable anyway.]] He's kind of a CompositeCharacter; he has the powers of Dr Griffin, who was a SociopathicHero at ''best'' and would have made it nigh-impossible to avoid an M-rating without toning down his character a bit,[[note]]and yes, we know trying to adapt one of AlanMoore's works to the screen while keeping it PG-13 or under is missing the point, but what can you do?[[/note]] and the backstory of [[Literature/{{Raffles}} A.J. Raffles]].
* The titular character of Jean-Pierre Melville's gangster movie ''Bob le Flambeur'' (''Bob the Gambler'') is incredibly well-dressed, stylish, debonair, and gentlemanly.
* Cobb from Creator/ChristopherNolan's low budget feature debut, ''Film/{{Following}}''.
* Cobb and Eames from Creator/ChristopherNolan's later and slightly more expensive feature, ''Film/{{Inception}}''.
* Hudson Hawk in ''Film/HudsonHawk'', who sings showtunes to synchronize his robberies.
* Simon Dermott in ''HowToStealAMillion''.
* Flynn Rider from ''{{Disney/Tangled}}'' starts out as this.
* Nick Wells (Robert De Niro) in ''Film/TheScore''. He even owns a jazz club.
* Frank of ''Film/RobotAndFrank'' is not particularly classy or refined, but still shows aspects of this archetype, such as his meticulous research before each job and his insistence that only "those insurance company crooks" will get hurt from his heists.
[[/folder]]

[[folder:Literature]]
* Literature/{{Fantomas}} is a literary and cinematic Gentleman Thief from France. He's also kind of a psycho-murderer as well. Crazy name, crazy guy.
* RobinHood, in his usual classic portrayals, robs from the rich and gives to the poor. In some versions, he is a former Noble, making him more literally a Gentleman Thief.
* Literature/{{Raffles}}: a character who has been around in literary form since the 1890s. Invented by E. W. Hornung, who meant him to be a subversion of the trope: definitely not a nice guy, and stealing for profit rather than for fun or altruism. (See further discussion under DepravedHomosexual.) It was no use, though; Hornung's readers saw Raffles as glamorous anyway, and later incarnations of the character invariably make him into a hero.
** See [[http://en.wikipedia.org/wiki/A._J._Raffles the other Wiki]] for a list of works featuring Raffles. Also recently appeared as a minor character in the webcomic ''Scary-Go-Round''.
** The difference between Raffles as created by Hornung, and Raffles as developed by others was parodied by Jon L. Breen in "[[CaptainErsatz Ruffles]] versus Ruffles", where the no-good crook and the heroic adventurer are brothers: A.J. Ruffles and R.J. Ruffles.
* ''Literature/ArseneLupin'', titular thief of the series of short stories and books written by Maurice Leblanc between 1905 and 1939, and five additional volumes written by Boileau-Narcejac in the 1970s. This Gentleman Thief moonlights as a detective. He was the precursor of [[Franchise/LupinIII Arsène Lupin III]], and is pretty much the {{Trope Namer|s}}, as the first collection of short stories on the character is called ''Arsène Lupin: Gentleman Cambrioleur'' (Arsène Lupin: Gentleman Burglar). He's also the TropeCodifier, exhibiting many of the tropes associated with this trope and PhantomThief: {{Calling Card}}s, being a MasterOfDisguise, announcing his crimes ahead of time, fighting evil criminals and displaying a general romantic attitude.
* Flambeau is a clever, strong, joking, and very tall jewel thief of the ''Literature/FatherBrown'' series by Creator/GKChesterton. His name means "''torch''" in French. He liked to use paradoxical disguises (as in "''The Queer Feet''"). After several encounters with Father Brown, he gave up crime and [[HeelFaceTurn reformed]].
* Subverted to pieces in the essay ''Memoirs of a Private Detective'' by Creator/DashiellHammett:
-->Second only to Doctor Jekyll and Mr. Hyde is Raffles in the affections of the daily press. The phrase "gentleman crook" is used on the slightest provocation. A composite portrait of the gentry upon whom the newspapers have bestowed this title would show a laudanum-drinker, with a large rhinestone-horseshoe aglow in the soiled bosom of his shirt below a bow-tie, leering at his victim, and saying: "Now don't get scared, lady, I ain't gonna crack you on the bean. I ain't a rough-neck!"
* ''Literature/TheSaint'', AKA Simon Templar, was such a Gentleman Thief in the original stories (and also mixed race as well, unusual in those days) that [[Series/TheSaint the TV series]] cleaned him up a lot, though not entirely.
** The Saint doesn't quite fit the trope, in that he was in the habit of murdering criminals as well as taking their money. On one occasion, he [[spoiler: tied the villains of the story up in an abandoned house, to which he then set fire, leaving them to burn alive.]] Granted, they were going to do the same to him and his cohorts, but still, not entirely gentlemanly behaviour.
* Nobby Cranton from the LordPeterWimsey novel ''The Nine Tailors'' pretends to be a Gentleman Thief. The only impediment is that he isn't a gentleman.
* Philip Collin, aka Professor Pelotard, from the various books and short-stories by Frank Heller. One thing that helps make Collin into one of the more memorable gentleman thieves is the fact that his first crimes are the same as his creator's, who, before becoming an author, was a swindler who went into a self-imposed exile in order to escape the Swedish police.
* ''TheBaron'' was John Creasy's version of Literature/TheSaint.
* ''Literature/NickVelvet'' (from a series of short stories by EdwardDHoch) is a professional thief for hire, with a peculiar specialty: for a flat fee, he steals only objects of negligible apparent value. Since his first appearance in ''Ellery Queen's Mystery Magazine'' in September 1966, he has stolen such things as an old spiderweb (which he was then obliged to replace), a day-old newspaper, and a used teabag. His original fee for a theft was $20,000. In 1980, he raised it to $25,000 at the urging of his long-time girlfriend Gloria (who met Nick in 1965 when he was burgling her New York apartment); in the 21st century, his fee has risen to $50,000. Unlike many fictional thieves, Nick usually works alone on his thefts -- in fact, until 1979, Gloria believed that Nick worked for the U.S. government.
* "Slippery" Jim diGriz, the protagonist of ''TheStainlessSteelRat''. Living in a future where only a genius could ever make it as a crook, he considers himself a public benefactor by spicing up the lives of local police and keeping the money in circulation.
* John [[strike:Smythe]] Tregarth from Elizabeth Peters' ''Vicky Bliss'' series.
* Silk, also known as Prince Kheldar, from the [[TheBelgariad Belgariad]] and the ''Malloreon'', is an excellent example of this. Of course, he is also a spy. And a successful entrepreneur to the point that he can get away with the Mallorean government being aware of him being this trope and a spy (well, an important and very good spy. [[PlanetOfHats All Drasnian merchants are assumed to be spies]]), simply by being so integral to their economy that it'd crash if he withdrew.
* ''Literature/TortallUniverse''
** George Cooper of ''Literature/SongOfTheLioness'' is King of the Thieves and keeps "court," which has rules that he follows. He's a WorthyOpponent to the Lord Provost and has no problem befriending a couple of pages.
** Rosto the Piper in the ''Literature/ProvostsDog'' books is sometimes speculated to have been a Scanran noble or similar because he's clearly well-educated and considered to be a very sensible Rogue.
* The Thieves Guild in Literature/{{Discworld}} is said to run special courses for Gentleman Thieves. It's one thing being robbed, but it's annoying to learn that your possessions were stolen by a man in a borrowed suit.
** The Discworld Assassins' Guild has a large proportion of gentleman members; this is because the Guild runs one of the best schools on the Disc, specialist subjects aside, and many upperclass boys get their education there before going on to other careers. It's not all upperclass males, though; the school now has two all-girls houses, and offers scholarships to prospective students who are too poor to pay the fees but show potential to be ''[[PsychoForHire really good at killing people]]''.
** [[Discworld/GoingPostal Moist von Lipwig]] may have scammed people out of all their money, but he has never committed a violent crime. Plus, after the challenge of his new job wore off, he turned to breaking into ''his own building''.
*** Rather deconstructed, for that matter: Mr. Pump points out that, despite Moist's rules and Gentleman nature, he's still killed [[DisturbingStatistic 2.338 people]].
** Although in ''Discworld/MenAtArms'', at least Edward D'Eath seems to think there could be no such thing as a gentleman thief: "If he had trained as a Fool, he would have invented satire and made jokes about the Patrician. If he had trained as a Thief (of course, no gentleman would ''dream'' of being trained as a Thief) he would have broken into the palace and stolen something very valuable from the Patrician."
* Seregil (and Alec) in Lynn Flewelling's ''{{Nightrunner}}'' books.
* The titular character in the ''{{Montmorency}}'' series is an interesting twist on this. He is a gentleman and a thief, but not both at the same time [[spoiler:at first]]. He often struggles about which one is his real self and ends up progressing from a common pickpocket to a [[spoiler:spy for the British government]], at which point he truly becomes a Gentleman Thief.
* The series title of Scott Lynch's ''GentlemanBastard'' (''The Lies of Locke Lamora'', ''Red Seas Under Red Skies'') gives a nod to this trope and to the nature of the central protagonists.
** Locke is pretty much a deconstruction of this trope: his deeds inspired the legend of the "Thorn of Camorr", who is a gentleman thief, but the real Locke Lamora will not hesitate to [[KickTheDog kick a few dogs to reach his goals]], even if he still have [[EvenEvilHasStandards his standards]] (after all, he is also [[spoiler: a priest of the 13th]]), hence the ''bastard'' (singular) in the series title. Because of his intelligence and education, people may expect this of him, even knowing that he is a thief. He speculates about this at one point, after he punches out his elderly woman captor, who apparently never considered that he would do such a thing, to gain an antidote to her poisoning and escape.
* Kelsier and his crew from ''Literature/{{Mistborn}}'' by Brandon Sanderson.
** Breeze however is the culmination of this trope in the group. He lives the fine wines and finer suits, and is the most larcenous of the team, whereas the others are usually a little more hands on and prone to mingling with the skaa.
* The Jackal, in Catherine Fisher's ''Literature/TheOracleTrilogy'', is a pretty good example.
* Jack Foley, an ElmoreLeonard character (from ''OutOfSight'' and ''Road Dogs''). While he worked as a bank robber, he made a point of never using a gun while robbing more banks than anyone else in the FBI databanks. In the film version of ''OutOfSight'', we get to see him in action, using only the ''suggestion'' of violence to rob a bank teller: he even talks politely with the stressed-out girl during the whole ordeal, to the point where she reflexively wishes him a good day when he leaves. It's only when he's [[EvenEvilHasStandards dealing with genuine thugs]] that Foley gets violent.
** In the follow-up novel, ''Road Dogs'', an FBI agent desperate to arrest Foley is only obsessed with the ex-con because he's worried that the media will some day find out about Foley's story and turn him into a Gentleman Thief anti-hero.
* Eli Monpress of ''Literature/TheSpiritThief'' is this, and also a wizard. His 'light' (''it's hard to explain, you have to see it'', says all the spirits) makes it so that most spirits will do as he asks without a servant or a slave bond (as the good guys and the bad guys use, respectively), letting him pull off blatantly impossible acts of wizardry. His goal in life is to increase his bounty to one million golden standards (an insane amount, quoted as being more money than exists in the world).
* The Literature/InDeath series: you can be sure that Roarke became this as he became an adult. He is as suave as they come and is certainly an expert at stealing.
* Nicholas Valiarde (Donatien), a recurring character in Creator/MarthaWells's Literature/{{Ile-Rien}} series and the hero of the novel ''The Death of the Necromancer,'' is a master art thief from whom no wealthy collector's mansion is safe.
* Panamon Creel from ''Literature/TheSwordOfShannaraTrilogy'' does an amazing impression of one of these, yet at the core he's far more of an AffablyEvil [[TheHighwayman highwayman]] than he is one of these, and he knows it, putting on the act in an attempt at convincing himself that he hasn't wasted his life.
* Quinn/[[spoiler:Alex]] from Kay Hooper's ''Once a Thief'' and ''Always a Thief'' novels fits this to a T, though he prefers the term "[[ClassyCatBurglar cat burglar]]".
* ''Literature/{{Dinotopia}}: Journey to Chandara'' has a highwayman who robs travelers of all their possessions and gives them all of their loot from the previous victim.
* Jean le Flambeur from ''TheQuantumThief'' is a transhuman version of the character archetype, closely based on Arsène Lupin. He's a master thief in a day and age when upload-collectives rule the Solar System, and minds are a dominant currency.
* Literature/{{Psmith}}, prone to occasional petty theft under the guise of "practical socialism", goes full-blown gentleman thief in his last installment, ''Leave It to Psmith'', wherein he's hired to steal a diamond necklace. He's hindered by the fact that some rather less gentlemanly characters have been put onto the same job...
* Male [[Literature/MistbornTheOriginalTrilogy Mistborn]] have elements of this, due to their status as noblemen in a DeadlyDecadentCourt. Their female counterparts fall under ClassyCatBurglar instead.
[[/folder]]

[[folder:Live Action TV]]
* Dennis Stanton, a RecurringCharacter in ''Series/MurderSheWrote'', was a Gentleman Thief in his first appearance, although in later appearances, he used his skills as an insurance investigator. He worked by three rules: he never steals from anyone who can't afford it, he never steals anything with sentimental value, and he makes sure that everything he steals is insured by the company who refused to pay for his late wife to have a lifesaving operation.
* Jerry Fagin, an international jewel thief who made a single appearance in ''Series/CagneyAndLacey'' solely to challenge Cagney to a duel of wits. His first action is to pull a heist and plant evidence all over the scene that points to the police department itself. When this becomes clear, Cagney immediately says, "Jerry Fagin! Nobody else would do this with such unmitigated . . . style!"
* Autolycus, the King of Thieves of ''Series/HerculesTheLegendaryJourneys'' and ''Series/XenaWarriorPrincess'' fame.
* The Cat from the ''FunkySquad'' episode "Diamond's Are a Cat's Best Friend".
* ''Series/RemingtonSteele'' was this kind of character before taking over his role as a private investigator.
* ''{{Hustle}}'' likes to play with this one. It's Albert's favourite character, despite him being a former cobbler. Mickey tends to be suave and debonair, as well. The others, not so much...
* ''[[Series/ItTakesAThief1968 It Takes a Thief]]'' was about a second generation Gentleman Thief who was caught and given the choice of prison or helping the government. He chose helping the government. Inspired by, though not based upon, the 1955 Cary Grant motion picture ''To Catch a Thief'' (see above). Notable for starring Robert Wagner as the thief and Creator/FredAstaire!!! as his father, who says at the start of every third season episode, "I've heard of stealing ''from'' the government, but stealing ''for'' the government?".
* Subverted in the ''Series/{{Psych}}'' episode, "Extradition: British Colombia." Pierre Despereaux seems to be one of these, but as it turns out it's actually an elaborate art-insurance scam: the owners let Desperaux steal the art (who then presumably sells it on the black market or perhaps keeps some of it himself), so the cash-strapped owners can collect the insurance money rather than having to sell the art themselves (which is rather embarrassing).
** Played straight when he comes back in later episodes. He lives up to his previously fake legacy, and really ''is'' an amazing thief and escape artist.
* While none of the main cast use this persona on ''Series/{{Leverage}}'', Archie Leach, played by Richard Chamberlain was [[ClassyCatBurglar Parker's]] mentor and appears to still be effective despite being retired.
** Personas within the group are often traded; while they always are the Brains, Grifter, Hitter, Hacker, and Thief, the victims they are helping never know their roles, and the bad guys are sometimes made to believe that the roles have been switched. Sometimes that's the plan, and sometimes it's in response to a thrown curveball. Nathan, as the Brains, does play Gentleman Thief at times, as have the rest of of them every so often. Some of the best episodes come when the team are forced into roles that are far outside their comfort zone. (Parker or Hardison grifting is always gold, especially when they're attempting to be a Gentleman Thief/Classy Cat Burglar. And you know Eliot. He probably [[DatingCatwoman dated a female Gentleman Thief once]]. Or four times. Who knows?)
* Neal Caffrey from ''Series/WhiteCollar'' presents himself like this but comes from a blue collar background and a large payout is his primary motivation for committing crimes. Flashbacks also show that if he is low on funds, he is not above doing basic street-level cons.
* Mamoru Chiba, aka Tuxedo Kamen, in the [[Series/PrettyGuardianSailorMoon Live Action]] [[LiveActionAdaptation Adaptation]] of ''Franchise/SailorMoon''.
* Steve [=McBride=], who is also known as a middle class thief ([[JamesMcAvoy James [=McAvoy's=]]] character in series 1-2 of ''Series/{{Shameless}}'').
* Carlton Dial from ''Series/FortuneHunter'' was a gentleman thief on the side of the angels.
* The Kings go after a gentleman thief in the ''Series/BreakoutKings'' episode "One for the Money".
[[/folder]]

[[folder:Video Games]]
* Franchise/SlyCooper is a cartoonish, [[TalkingAnimal raccoon]], video game equivalent. He even has his own WorthyOpponent in the form of Carmelita Fox, with whom {{UST}} is a pronounced, recurring theme.
* [[SkyPirate Balthier]] from ''VideoGame/FinalFantasyXII'' is the embodiment of this trope.
* Locke from ''VideoGame/FinalFantasyVI'' (though he prefers the term 'treasure hunter').
* Zidane from ''VideoGame/FinalFantasyIX''.
* Mr. L, Luigi's BrainwashedAndCrazy alter-ego from ''VideoGame/SuperPaperMario''.
* Mask☆[=DeMasque=], from ''VisualNovel/PhoenixWrightAceAttorney: Trials and Tribulations'', who carries out his thieving with Literature/DonQuixote-esque enthusiasm. [[spoiler: The ''personality'' is not there, however, as Ron [=DeLite=] is a NervousWreck CowardlyLion who steals primarily to support his wife's expensive habits-he's an unemployed ex-security guard.]]
** The Yatagarasu in ''Investigations'', except the calling card is always sent ''after'' the theft...and what the Yatagarasu steals is [[spoiler:the 'truth']]. In other words, [[spoiler:they (yes, ''they'') uncover, steal, and deliver to the media incriminating information regarding people who otherwise can't be touched by the law, so that they'll actually be forced to pay for their crimes]]. The Yatagarasu's signature music is even CALLED Gentleman Thief.
* [[http://www.fullyramblomatic.com/games.htm Trilby]], from the ''VideoGame/ChzoMythos'' and its platformer GaidenGame, ''Trilby: VideoGame/TheArtOfTheft'', all by [[Creator/BenCroshaw Ben "Yahtzee" Croshaw]], of ''WebAnimation/ZeroPunctuation'' fame, [[NiceHat who stole his hat]]. This is most pronounced in ''The Art Of Theft'': he doesn't like resorting to lethal force, leaves his calling card with a picture of his hat, and donates one of his prizes to science. He'll even abandon heists if he's done too much damage (e.g. knocked out too many guards). After the events of ''5 Days a Stranger'', [[spoiler:he GoesMadFromTheRevelation and is captured and made to work for the government]].
* The Gentleman Thief from ''VideoGame/{{Zork}} I'', naturally.
* Risque the thief, from ''DokaponKingdom.'' He acts similarly to Boo in the ''VideoGame/MarioParty'' series, but instead of a ghostly cackle, he has a roguish laugh and a NiceHat.
* Skye from ''HarvestMoon'' has - are you ready for this? - a "Maiden Chick Beam" that ''freezes'' women so that he can steal from them (of course, they're usually too busy swooning to stop him anyways). He also leaves a note before he steals, informing his targets of when he will arrive.
* SkyPirate Johnny from ''VideoGame/GuiltyGear''.
* Gentleman Jim Stacey from ''VideoGame/TheElderScrollsIIIMorrowind'', leader of the Thieves' Guild. And possibly the Gray Fox in [[VideoGame/TheElderScrollsIVOblivion Oblivion]] as well.
** Gray Fox gets bonus points for being a literal example, as he is [[spoiler: count Umbranox, lord of Anvil]].
** The late former Guildmaster Gallus in ''[[VideoGame/TheElderScrollsVSkyrim Skyrim]]'' definitely counted when he was alive -- he once formed a steadfast friendship with a guy ''while he was robbing him''.
* P.B. Winterbottom from ''TheMisadventuresOfPBWinterbottom''. It's always pie but still, he never paid for it.
* ''VideoGame/DragonAgeII'' has Varric, a Merchant-Prince. He's even introduced stopping a pickpocket from robbing Hawke, pinning the thief to the wall with a crossbow bolt, then while he's trapped casually offers some advice on how to rob people;
--> '''Varric''': You know, I once knew a guy once who could take every coin out of your pockets just by smiling at you! But you, you don't have the ''style'' to work Hightown, let alone the Merchant's Guild! *''Takes the coin back''* You might want to find yourself a new line of work? *''Punches him and pulls out the bolt''* Off you go!
** Hawke also falls into this role, at least in Act I where they're doing mercenary work and in the "Mark of the Assassin" DLC where he assists a beautiful assassin in stealing a priceless jewel. [[spoiler: Well, not really, but they are trying to recover something valuable]].
* What Colm from ''VideoGame/FireEmblemTheSacredStones'' grows into in his solo ending. If you get him to marry Neimi through supports, he gives it up to protect his new family.
* The Phantom class from ''VideoGame/MapleStory''.
* Daroach, leader of the eponymous gang of thieves in ''VideoGame/KirbySqueakSquad'', certainly gives off this vibe, what with the NiceHat and scepter. It's {{lampshade|Hanging}}d in a few of his hints in ''[[VideoGame/KirbyMassAttack Mass Attack]]''.
* In [[VideoGame/MonacoWhatsYoursIsMine Monaco: What's Yours is Mine]] this role is filled (Naturally) by The Gentleman.
* The Purple Zephyr in ''Wario Master of Disguise''. At least until Wario stole the magic cane which powered his transformations into his alter ego.
[[/folder]]

[[folder:Web Original]]
* Jeremy Archer from ''ShadowOfTheTemplar''. He uses non-lethal weapons to avoid killing people during his thefts, has sexual tension with Simon, the FBI agent chasing after him in the first novel (which stops being tension soon after), and acts as an occasional consultant for Simon's team on cases involving more dangerous criminals.
** Kind of subverted in that, while he's extremely charming, any time he charms a woman, he does it with tongue firmly in cheek. It's implied that basically everyone knows he's gay (the team doesn't know because Jeremy doesn't want to mess up Simon's life).
*** According to WordOfGod, he's bisexual with a preference toward men.
* TheOnion: [[http://www.theonion.com/content/video/bad_boy_fencing_star_implicated Bad Boy Fencing Star Implicated In Daring Jewel Heist.]]
* Roman Torchwick, of Creator/RoosterTeeth's ''WebAnimation/{{RWBY}}''. Well dressed in a white jacket and ascot, with a cigar and derby hat completing the look, full of snappy witticisms with a cane-gun for a weapon.
[[/folder]]

[[folder:Western Animation]]
* Stan's real father in ''WesternAnimation/AmericanDad''.
* The one-shot character Malloy from ''WesternAnimation/TheSimpsons''. After being caught at the end of the episode, he graciously returns the items he has stolen -- immediately followed by tricking ''the entire town of Springfield'' into searching for his buried stash while he escapes their jail.
* Phantom Limb from ''WesternAnimation/TheVentureBrothers'' is another example. It is canon that Phantom Limb is the descendent of Literature/{{Fantomas}}.
* Barack Obama, [=John McCain=], and the rest of the thief club in the ''WesternAnimation/SouthPark'' episode "About Last Night". Trey and Matt mention that ''Ocean's Eleven'' was their inspiration for their theft plot, so that helps.
* Le Poodle from ''TeamoSupremo''.
* Red X from ''WesternAnimation/TeenTitans.'' He also has a bit of a WorthyOpponent relationship with Robin that occasionally delves into FriendlyEnemy at certain points, with Red X deliberately placing himself in situations where he might be caught in order to help Robin (and, by extension, the rest of the Titans). It's made most obvious in the episode "Revved Up" when the two are racing on their motorcycles (and against other villains) in order to be the first to steal an already once-stolen case that is incredibly important to Robin. After a stray bomb throws Red X from his bike, Robin saves Red X's life by grabbing him out of mid-air and pulling him onto Robin's own motorcycle.
-->'''Red X:''' The briefcase ''really'' means that much to you?
-->'''Robin:''' (''Grimly'') You have ''no'' idea.
-->'''Red X:''' Then go get it. (''Leaps off the back of the [[ThemeNaming R-Cycle]]'')
** Red X then proceeds to [[CurbStompBattle effortlessly take out]] ''[[CrowningMomentOfAwesome every other villain in the race]]'', along with their vehicles, in about five seconds.
* {{Popeye}} encounters one of these in "Choose Yer Weppins".
* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': [[CloudCuckooLander Pinkie Pie]] describes Donut Joe as a Gentleman Thief expy of James Bond when she accuses him of eating the desserts on the train. ItMakesSenseInContext. Twilight Sparkle is ''very'' quick to correct her.
--> '''Twilight Sparkle:''' Joe is not sleek, stealthy Con Mane! He's big, gruff, and messy!
[[/folder]]

[[folder:Real Life]]
* In his memoirs, BadAss early 1900s detective Frederick Porter Wensley refers to the Spider, a brilliant Gentleman Thief who turned to a life of crime for a sense of adventure.
* The "Dean of American Bank Robbers," Harvey Bailey.
* John Dillinger counted.
* There was a period when the fashion for stage magicians included exploiting this image, and when performing for wealthier groups part of the act would usually include mingling with and pickpocketing from the audience (and ostentatiously returning the loot).
[[/folder]]
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