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"My name is Cher. Ar Cher."
"Being a secret agent is totally awesome. I get to do one-liners and climb around in the air vent, plus, Chelsea has so much money to burn, they bought me, like, all these cool new gadgets!"
Christian Pulisic, The Champions (2018)

Everyone knows this character. He wears a tuxedo with a small bowtie, a martini in one hand (shaken, not stirred, naturally) and a pistol or revolver in the other. Announcing himself as "Surname... Forename Surname", he engages in witty Double Entendre speak with busty high society women with Euphemistic Names that leads into the bedroom (who will, more often than not, vamoose before the end of the conflict). And just in case he finds himself in a particularly hopeless situation, he'll have a gadget hidden in his cufflinks that will allow him to defeat the mooks (with a bad pun or two thrown in posthumously) and save the day. Tends to use gadgets that vary from realistic to over-the-top.

The character that should have immediately come to mind with that description is, of course, James Bond. However, while Bond has definitely popularized many of these aspects, most Shallow Parodies out there can't seem to find anything beyond the above paragraph to make fun of (They also seem to miss that Bond typically wore situation-appropriate attire during fieldwork).note  It's also interesting to note that most of these tropes were NOT in the Ian Fleming books. For example, the films inverted his usual stirred-not-shaken order. Nevertheless, this is how James Bond is viewed by and large.

Contractually guaranteed to show up in everything that has to do with secret agents from ~1963 onwards. Exceptions are almost noteworthy in their own right, although there is the alternative trope of "Stale Beer flavoured" Spy Fiction.

This outfit is used to indicate an international spy figure in much the same way a Conspicuous Trenchcoat is used to indicate a spy or detective in a more urban environment.

As so many of these characters could be seen as placeholders for James Bond, this whole page could be considered his character-specific subtrope of Fountain of Expies. Compare the Gentleman Adventurer. See also Dead Unicorn Trope.


Examples:

    open/close all folders 

    Anime and Manga 

    Comic Books 
  • Planetary's John Stone is 50% James Bond, 50% Nick Fury, with the style and the gadgets and the introduction to match.
  • The League of Extraordinary Gentlemen: Black Dossier, has a dark Deconstruction of the literary Bond, with all his worst aspects played up. Bond himself appears (with the serials scratched off — his name is only given as "Jimmy", but we're also told he's related to Campion Bond)... and he's a sociopathic rapist manchild with a Torture Porn fetish who gets the crap kicked out of him after some jokes about a woman's stage name being Oodles O'Quim. He's quite a Jerkass even beforehand, so this is very satisfying. As well as that, he's reckless, bungling, Ax-Crazy, nervous, abusive, too reliant on his own gadgets (which often don't work), is a wonderful shot but pathetic in a fistfight and doesn't care for how much collateral damage he causes during operations. And all his adventures are fabricated for British morale. Unfortunately, we see him walk off with the girl in the end, after he murders her adoptive uncle, who had exposed him as a traitor, coward and in the pocket of the CIA. Allan Quartermain even mocks how sorry the British adventure hero has become.
    • He later reappears in Century: 2009 as a wheelchair-bound old man suffering from numerous diseases, described as being in constant pain but kept alive nonetheless as punishment for his crimes, despite being a 'hero' and having a knighthood. Meanwhile, six other agents took up the title of 007 to do fieldwork, although they're considerably more moral and likeable than Sir Jimmy. In general, Alan Moore doesn't like James Bond and especially Fleming's version. Did that come across?
    • After de-aging himself and becoming Big Bad of Vol. 4, there's an interesting bit where he laments how the "Tuxedo and Martini" approach of his heyday is giving way to gloomy modern espionage. note 
  • In Athena Voltaire, Desmond Forsyth, the British secret agent who sometimes works with Athena, seems to be of this school. Athena criticizes him for insisting on a nice suit even when there's a good chance of danger.
    Desmond: Athena, please. I'm representing the British Empire.
    Athena: Yeah, well, you look less like you're ready for action and more like you're ready for tea.

    Films — Live-Action 
  • The titular Argylle is a fictional superspy In-Universe and a cross between James Bond and Napoleon Solo (the Henry Cavill version, naturally). The less glamorous Aiden Wilde (Sam Rockwell) comments on the silliness of spies standing out from the crowd but otherwise kicks as much ass as a superspy over 50 can (purposely, the action is on par with Matthew Vaughn's previous spy fiction works — Kingsman), and the real agent Argylle turns out to be the mild-mannered spy fiction author Elly Conway, Argylle's creator herself, who went amnesiac.
  • In True Lies, the major hook is that Arnold Schwarzenegger plays a secret agent who keeps the nature of his work secret from his wife. His tuxedo is lampshaded in a scene during a secret mission where he opens his drysuit to reveal a tux. We are then given a contrast between his work and home life by transitioning from this opening to his home where his daughter disrespects him and his wife wears glasses.
  • xXx is essentially one big Take That! against this tropenote , and opens with one such agent being easily tracked down and killed because his tux stood out in the heavy metal concert he tried to escape through. Then used again where Darius has to dress up as a waiter at a party. The disguise works well enough to hide him amongst a lot of other guys when they catch on to him.
  • Even the James Bond films occasionally have their fun with this, especially the slightly Darker and Edgier Daniel Craig Continuity Reboot. The only films Bond doesn't wear a tuxedo in are You Only Live Twice and Live and Let Die.
    • Take Goldfinger, where after Bond has sneaked into a drug factory in a drysuit and blown it up. He comes out of the water, removes the drysuit — and reveals a neat tuxedo.
    • In The Living Daylights Bond turns up in a tux and is told off by a fellow agent. "This is a mission, not a fancy dress ball." Bond then has to get into a sniper position, and a velcro collar on his tux instantly converts it into a blacksuit so he doesn't stand out in the dark room. Also, in Bond's defense on this one, the mission takes place at a prestigious concert hall during a classical music production, so the tux actually helps him blend in while he's there as well.
    • The martini line is subverted in Casino Royale (2006):
    Bond: Vodka martini.
    Bartender: Shaken or stirred?
    Bond: Do I look like I give a damn?
    • Quantum of Solace lampshades it by giving Bond and his companions the cover story of being teachers on sabbatical — and staying in an appropriately inexpensive (and run down) hotel. A disapproving Bond upgrades them to a luxury hotel and claims they're teachers on sabbatical... who just won the lottery!
  • Clark Devlin in The Tuxedo is almost never seen without his tux. He's smooth with the ladies and dances very well. Slightly subverted in that most of that is due to the tux being a highly-advanced piece of technology that does most of it for him. He is seen without his tux at the end, on the roof with a sniper rifle wearing something a SWAT member might wear. He is never shown in action, though.
  • Carstairs from Carry On Spying is this trope, but it's not surprising because Spying was the first James Bond parody in movie history.
  • Done in at least one scene per movie in the Mission: Impossible Film Series. In fact, the opening of the very first movie involves the heroes in tuxedos.
  • Played with rather heavily in Kingsman: The Secret Service, where the type is Deconstructed, then eventually played straight (though Eggsy drinks Winston Churchill martinis which are the polar opposite of Bond martinis). And played straight again in Kingsman: The Golden Circle. The Statesmen (American counterparts of the very British Kingsmen) are more like "Cowboy Hats and Bourbon" in the latter.
  • Subverted in Haywire, in which Paul, who Mallory believes to be an MI-6 agent sent to help her and who behaves just like this, is actually not a suave British spy but a thuggish Irish Psycho for Hire who's been hired to kill her and another target and frame her for the other guy's death.
  • Operation Lovebirds from 1965 is an early spoof of the genre. The lead character, a goofy novelty salesman mistaken for a secret agent, at one point snorkels out to the Big Bad's island base in his tuxedo.
  • Once Upon a Spy is a Failed Pilot Episode that feels like it should be a spoof but isn't. How well Ted Danson would have handled the tuxedo and martini glass if the series had gone ahead is anyone's guess.
  • Missile X: The Neutron Bomb Incident: No tuxedos, but the scenes at the Tehran casino suggest this aesthetic.

    Literature 
  • The Jennifer Morgue: The subject of both Affectionate Parody and Take That! in the Charles Stross novel. Because of the Theory of Narrative Causality, the protagonist and his girlfriend starts acting out James Bond tropes, commenting how much he differs from Bond. In regard to Bond's signature drink, every time it's ordered in the novel, there are comments on how awful it tastes.
  • The Tom Clancy novels are rather scornful of the CIA types that the real intelligence agents refer to as 'Martini Mixers'.
  • Hamish Bond in Dracula Cha-Cha-Cha.
  • In Subversive Activity, Reddon (only his love interest calls him "James") wears evening dress, carries useful gadgets, expresses an appreciation for a vodka martini shaken not stirred, and appears constitutionally incapable of leaving an entendre undoubled. He also has a justification for wearing evening dress while breaking into the opponent's lair: at first he just says it's "rather a tradition in my service", but later he elaborates that because he and his secret service colleagues all dress that way when they go to work, it is de facto the uniform of the service, and therefore if he is captured by the enemy he can claim honorable treatment as a uniformed serviceman under The Laws and Customs of War and avoid being shot out of hand as a spy.
  • In Death: Roarke comes pretty close to this trope. Divided In Death had Peabody pretty much refer to him as an Expy of James Bond.
  • The Illuminatus! trilogy contains a particularly meta example in the form of Fission Chips, aka Agent 00005, who joined the MI-6 on a whim after realizing that his personality, tastes, mannerisms, and physical appearance were basically the same as those James Bond, and is considered a bit of a laughingstock within the agency because of it, despite otherwise being a very good agent.

    Live-Action TV 
  • In Gilligan's Island, the castaways find a locked government briefcase. Gilligan has a dream about being a James Bond/Mission: Impossible Expy, Agent 014, with him trying to deliver the briefcase while everyone from the secretary (Mary Ann) to the Big Bad (Mr. Howell) tries to kill him for it.
  • Star Trek: Deep Space Nine: Bashir likes to run a holosuite program that enables him to basically BE the film James Bond, as seen in "Our Man Bashir". "Bashir, Julian Bashir." He also specifies his martinis "stirred, not shaken" to invert Bond's usual drink order. Lampshaded all the way by Garak's constant snarking about it, when he was along for one run of the program (when something weird happened, of course). Despite the presence of an honest-to-goodness secret agent in the program, Bashir ignores him because he's playing James Bond and is not in an actual covert operation, and the two play by different rules.
    Garak: [on having it explained to him that the decadent living and women are government-issue] I think I joined the wrong intelligence service!
  • Parodied in That Mitchell and Webb Look with 'Agent Suave', who has a Casino Royale (2006)-style adventure in a high-stakes casino where all the games are typical village fĂŞte things like 'guess the weight of a fruitcake' and 'whack the rat'.
    M Expy: And, Suave... good luck.
    Suave: I won't need luck.
    M Expy: ...You're going to a casino.
    Suave: Oh, God, yes, that's right. Blimey. Fingers crossed!
    • The same sketch also subverts the one-liners: it quickly turns out Mission Control provides them, for both Suave and the villain.
  • Reilly, Ace of Spies: Sidney Reilly. Considering that Reilly, a man shrouded in mystery, was possibly a Real Life inspiration for Bond, this makes it a bit of Truth in Television. Consider also that he was played by Sam Neill, who was screen-tested for the role of James Bond in The Living Daylights.
  • Played with a lot in Chuck. Chuck Bartowski is the furthest thing from James Bond you can find. But he still tries, because he's Functional Genre Savvy. When he evolves from The Woobie to Iron Woobie, he makes it work. In fact, because he's so successful (thanks to Casey, Sarah, and the Intersect) that "Charles Carmichael" — the default name he uses when he goes on a mission — becomes feared by the enemy agents as a Bond-esque Tuxedo super-spy. Bryce Larkin, in the early episodes, highlights the 'international superspy' as he should be, and Roan Montgomery basically IS Bond, if he were allowed to genuinely age.
  • Mythbusters tested out if you could wear a tuxedo under a dry suit to crash a party on a yacht. After swimming underwater for half a mile, Jaime came up out of the water, stripped off the drysuit, and was able to attend the party in a perfectly presentable tux.
  • Get Smart is a spoof of Spy Fiction in general, so naturally, the show includes a few digs at James Bond. Max usually wears a suit and tie, but occasionally dons a tux while on assignment. Whenever he meets a contact, he introduces himself as "Smart... Maxwell Smart. CONTROL Agent 86." The series also parodies the "shaken, not stirred" routine, by having Max either pick up the wrong drink while distracted, or by spilling it on himself, since his drink usually comes with an umbrella.
  • In Living Color! has a James Bond parody skit, where the agent asks for a beer "shaken, not stirred". He opens the can, and beer squirts out.
  • Das Unsichtbare Visier (1973-79). Alarmed over the growing underground popularity of James Bond among their youth, the East German government created this TV series in which a Stasi agent played by Armin Mueller-Stahl battled the CIA, West Germans, resurgent Nazis, and other forces of decadent Western capitalism. Naturally, the Communist hero had to blend in with these capitalists while infiltrating them, enabling him to play this trope straight.
  • Burnistoun has a series of sketches featuring a James Bond parody. He's English and Tuxedo-clad, and is assigned various dangerous missions and has women with Punny Names fawning all over him. His main shtick is making lame double entendres, then pointing his gun at the camera and winking.
  • One invention exchange on Mystery Science Theater 3000 featured the Formal Flipper, a set of flippers that could be converted into dress shoes, so that spies who go scuba diving with a tux on under their drysuit will have appropriate footwear when they reach their destination.
  • The Spy: Israeli secret agent Eli Cohen poses as a Syrian playboy, attends numerous black-tie cocktail parties and throws classy orgies to ingratiate himself with powerful Syrian figures. Complicating matters is the Muslim prohibition of alcohol, so he occasionally pretends to be too devout to accept an actual cocktail.
  • Parodied in Raven's Home when one of Chelsea's dates is a secret agent who wears a tuxedo and bowtie.
  • The Married... with Children two-parter in Vegas has Al in an Imagine Spot where he is a suave, Bond-like character (complete with a theme song sound-alike in the background) who is swamped by beautiful woman, Peg is a cocktail waitress who he saves from a brutal man and he encounters a past conquest (who's working as a roulette dealer) named Yummy Allday. When the fantasy ends and after departing due to not having enough money to deal, the dealer asks who he was only for Peg to reply "Loser. Born loser."
  • Alias: Sydney Bristow frequently adopts a gender-flipped version of this persona, in particular when she has to infiltrate various high-society functions.
  • Played for laughs in Danger 5's first season, where the eponymous Multinational Team of spies frequently find themselves in evening wear and tasked with infiltrating glamorous locations, and are drinking and smoking almost constantly. Absent from the second season, which has a Darker and Edgier 1980s vibe, so now everybody is wearing white suit jackets with pink t-shirts and snorting cocaine by the handful.
  • The Prisoner (1967) occasionally dips its toes into this kind of spy fiction, though usually from a more subversive and surrealist perspective. For example, "A, B, and C" has the spy protagonist infiltrating a fancy dress party - except this is actually a dream he's having about that party, which is being hacked into by his captors.

    Music 

    Pinballs 

    Video Games 
  • Agent Jericho from Bloons TD Battles 2 wears a tuxedo and uses a gun (or two guns) to pop bloons while supporting the player and hindering the opponents with his abilities. He even has some quotes like "The name's Jericho, Agent Jericho"!
  • In one scene in Rayman 3: Hoodlum Havoc, a Hoodlum dresses in a tuxedo and holds a gun in the classic James Bond poster pose, before throwing it aside and pressing a button on his arm, which produces a ridiculously large mechanical device, which fires a laser beam that turns an unfortunate caterpillar into something resembling a roast turkey.
  • The Spy in Team Fortress 2. Impeccable three-piece suit (that can now come with a bow tie), upper-class speech patterns and haughty mannerisms (that is, when he isn't given to childish insults), wears a fancy wristwatch with a built-in cloaking device and all sorts of other fancy gadgets. Promise not to get blood on his suit and he'll kill you quickly. Would probably fit in any high-class reception if he didn't wear his balaclava at all times.
  • Metal Gear
    • If one plays Metal Gear Solid enough times, Snake will do this with a Tuxedo instead of his trademark Spy Catsuit. And damn, he does look fiiiine in a Tux.
    • Playing Metal Gear Solid 3: Snake Eater while wearing the Tuxedo nets Naked Snake an amusing and annoyed lecture from The Boss about how impractical it is. There's also a conversation about James Bond with the other characters (specifically the Major, who is a complete James Bond fanboy) suggesting silly things (like a gun shaped like a snake) that he could use.
  • The Imperial Agent player character in Star Wars: The Old Republic is a thinly-veiled James Bond Expy.
  • Command & Conquer:
    • The Spy in Command & Conquer: Red Alert appears, at least to the Allies, as a man in a dapper if combat-inappropriate tuxedo-and-bowtie (even his icon is a man in a bowtie); selecting him or giving him an order causes him to reply in a Sean Connery-ish voice. Of course, to opponents (i.e., the Soviets) he looks like one of their own units, unless discovered by a guard dog.
    • Goes even further in Command & Conquer: Red Alert 3, in which one Idle Animation for the Spy is Bond's pose on the poster of From Russia with Love despite being unarmed. He also switches effortlessly from a tuxedo to a wetsuit as needed. Instead of gadgets, he uses a combination of money and psychology (in-game, just money) to cause units to switch sides, can instantly disguise himself as any kind of infantry unit, and while unarmed, putting him in an IFV gives him a One-Hit Kill attack against infantry.
  • Harry Tipper of TimeSplitters. In the second game he is strapped to a bed with a laser aimed at him...
  • Secret Agent Clank, the character that Clank plays on television as his day job in 'Ratchet & Clank: Up Your Arsenal, is an obvious James Bond parody.
    • 'Ratchet in a tux' is a common skin unlocked throughout the PS2 games.
  • Inverted by SpyParty, where Spy players are least likely to choose this outfit as the spy, presumably because they expect the sniper will be suspicious of that character.
  • In Hatoful Boyfriend, Yuuya turns out to be one of these. His ED title card even reads "Yuuya Only Lives Twice".
  • John Steele, the British super-agent in Evil Genius, is an obvious James Bond parody, showing up immaculately dressed to invade your Island Base. He is also the toughest enemy in the game. His name, though, comes from John Steed of The Avengers (1960s) and Remington Steele.
  • SPY Fox, while he doesn't drink or wield a gun, is a blatant example. He uses the line "shaken but not stirred" to describe himself being jostled, which happens to him often in his line of work.
  • As a just barely Lawyer-Friendly Cameo of Bond, Double-Bro Seven from Broforce is naturally one of these, down to one of his special attacks being an actual martini.
  • Inteleon from PokĂ©mon Sword and Shield. The final evolution of PokĂ©mon number 007 of the regional dex, Sobble, it is a Secret Agent PokĂ©mon, with plenty of biological variants of stock Bond weapons and gadgets, including a knife hidden in its tail, a glider made from a membrane on its back, special lenses in its eyes, and its signature ability to fire bullets of compressed water from its fingertips, with frequently taking a gun-like pose.
  • Lampshaded in Splinter Cell: Chaos Theory, where Sam grabs and interrogates one of the mercs at Displace International. The guy is wearing a nice Italian suit and even offers Sam the name of his tailor. Sam says that tuxes aren't really his thing. The guy wonders why, since he's a spy. Sam replies that he's the real kind of spy, the kind that doesn't wear tuxes.
  • Mathias Shaw of World of Warcraft hovers between this and The Spymaster; he's the head of his country's intelligence service, but he frequently goes into the field and one of the pre-recorded lines you can get when clicking on him is, "It's Shaw, Mathias Shaw."
  • Destroy All Humans! 2 is set in The '60s, and draws a lot of influence from '60s spy movies in its plot, which revolves around the Villain Protagonist Crypto traveling the world to stop a Diabolical Mastermind with an Evil Plan that runs counter to his own.
    • In Albion, the game's parody of London, you meet Reginald Ponsonby-Smythe, agent of M16 who functions as a parody of James Bond and John Steed in equal measure. He dresses in a bright blue suit with a frilly cravat, wields an umbrella gun as his weapon, and turns out to be the Arc Villain of the Albion levels, as M16 is actually "Majestic Command, 16th Sector", the British branch of Majestic. The other M16 agents you encounter are likewise cut heavily from the Bond cloth, complete with direct Shout-Outs in both their dialogue and when Crypto reads their minds.
    • Throughout the game, Crypto also joins forces with the KGB agent Natalya Ivanova, a beautiful Russian blonde in a Spy Catsuit who's as much the archetypal female version of this trope as Ponsonby is the male version.

    Webcomics 
  • Good Hitler in Goats, e.g. here. Note tuxedo, martini; the "last, first last" introduction may not have been included, though. In fact, there's an entire Good Hitler franchise in the Goats verse, replacing not only Bond flicks ("Die and Die Again", "Death Never Lives Twice", "Quantum of Hitlers"), but almost every other known movie ("Good Hitler vs. Space Hitler", "The Search for Good Hitler").
  • Sluggy Freelance: In December of 2001 the strip did a James Bond parody called Snowfinger. After Santa Claus is mutated into an alien hybrid, Bun-bun is recruited by the Christmas Elves to stop Santa from distributing presents laced with alien mutagenic spores.
  • Karate Bears clean up good, and love to drink. Look.
  • Agent 300 started out as a Shallow Parody of Bond, used in his introductory comic to prove how useless a character like that would be in a confrontation with Niels. However, his author liked him so much he inexplicably recovers from the head wound Duncan deals him in that strip and quickly becomes a much more fleshed-out Breakout Character.
    • The fan-made spinoff comic Secret Agent Men has fun playing with this trope as it more fully explores the agency 300 and 250 work for.
  • Parodied in the epilogue of Adventurers!, where Cody becomes a "suave international superspy" and tries to order his soda "shaken and stirred."
  • Manly Guys Doing Manly Things: D37-9E-A53 (Ace to his friends and family) is a vat-grown time-travelling spacefuture Super-Soldier rather than a spy, but otherwise nails pretty much the trope spot on. He wears a tuxedo when off duty, regularly drinks martinis, speaks with a British accent, has an eye for the ladies and acts as The Social Expert in his squad/family group.

    Western Animation 
  • in the Chip 'n Dale: Rescue Rangers episode "Double-O Dale", both Dale and his role model Dirk Suave are depicted in tuxedo-and-martini style all the time while they are doing secret agent work.
  • Derek Blunt on Darkwing Duck. Although he dresses and acts to fit the Bond stereotype, Blunt unusually eschews gadgets and tricks in favor of realistic spy work.
  • Get Ace: Union, Jack Union. He's like Sean Connery's James Bond but based on the elderly version of the actor in his later years. He's a Retired Badass who acts as a mentor to the titular protagonist and has spy gadgets in the form of braces just like him.
  • One episode of ReBoot spoofed this type of character with "Matrix, Enzo Matrix", as well as Wacky Races.
  • Archer: Sterling Archer, a total Jerkass secret agent with massive mother issues, lives the trope — notably, he puts off defusing a bomb to change from his tuxedo to a black turtleneck. It's portrayed in a kind of Bunny-Ears Lawyer way; his flair for the dramatic and fondness for women and alcohol constantly get him in trouble, and he's incredibly irresponsible with the safety of anyone around him, but much like Bond, when it comes to hand-to-hand combat, firefights, and other So Much for Stealth stuff he's practically a superhero.
  • Phineas and Ferb: "Elementary, My Dear Stacy" takes place in England. Because of a prior incident with the union, Agent P works with Agent Double 0-0. The latter takes hours to burn through a manacle, while Agent P simply gets the key off a table.
  • The Venture Brothers:
    Brock: I love wearing a tux when I kill guys. Makes me kinda feel like James Bond.
    • In the episode "All This and Gargantua-2", when Brock is doing undercover recon at a space-borne casino, he eschews the baccarat table because "nobody but spies play baccarat". Cut to the baccarat table, where three men in tuxedos are receiving their drink orders, to discover that they all ordered martinis, shaken not stirred.
  • Parodied in the My Little Pony: Friendship Is Magic episode "MMMystery on the Friendship Express", where Pinkie Pie believes Donut Joe is secretly this.
    Pinkie Pie: Or as he's known in the spy world, Mane. Con Mane.
  • In the Arthur episode "Arthur Makes a Movie", where the kids aren't allowed to go see a "James Hound" film, they decide to make one themselves. Practically the only thing they know about Hound is he wears a suit and bow tie, so Arthur (playing Hound) has to wear them even though they don't have a black bow tie, only a yellow polka-dotted one.
  • The Simpsons: In the episode "You Only Move Twice", a parody where Homer unknowingly takes a job with an Affably Evil Diabolical Mastermind, there is a Connery-Bond expy dressed in a tuxedo who escapes from a laser trap a la Goldfinger, only to be accidentally stopped by Homer. It didn't end well for him.
  • Milo Murphy's Law gives us high-ranking time agents Brick and Savannah (who are copy-paste parodies of their VAs' Agents of S.H.I.E.L.D. characters), who, in contrast to their lower-ranking counterparts Balthazar Cavendish and Vinnie Dakota, have a high budget to spend on flashy outfits and fancy gear. They're not perfectly able to live up to the image, however, as their attempts at Belligerent Sexual Tension have thus far fallen flat.
  • Penicillin G from Ozzy & Drix fits this trope as the third episode "Strep-Finger" was a spy parody episode for when Hector's illness was so severe, the doctor sent in a "special Cold War operative" to deal with it. Ozzy takes over this trope when Penicillin G was seemingly coughed out of Hector, but was revealed to have survived when he used his grappling hook to hang by Hector's bicuspid.
  • New Looney Tunes recharacterizes PepĂ© Le Pew as one of these.
  • The T.U.F.F. Puppy episode "The Wrong Stuff" introduces Kitty Katswell's ex-partner Jack Rabbit, a suave and well-dressed secret agent who even sounds like Sean Connery. He turns out to have gone evil and willing to sell T.U.F.F. secrets to the villain Snaptrap.
  • In the Seven Little Monsters episodes "The Big Store" and "No Place Like Home", Three's persona of the day is a well-dressed secret agent who speaks with a Scottish brogue named Double-O-Three, clearly emulating Sean Connery's portrayal of James Bond.

    Real Life 
  • Dusko Popov was a Yugoslav who worked for British intelligence (and convinced the Germans he was spying for them while feeding them false information) during World War II, mostly as a way to live large and have love affairs on an expense account. He worked with Ian Fleming and one of his exploits at a casino in Portugal may have inspired Casino Royale.
  • In World War II both the British and American services recruited a large number of gentleman-spies. Some of them like Trope Namer Ian Fleming and Graham Greene retired to write Spy Fiction. Dennis Wheatley is best known for his paranoia-laden occult thrillers. Others like Nicholas Eliot continued as a career. Kim Philby found a second career.

Alternative Title(s): Gentleman Spy

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Spy

Unarmed-and-dangerous saboteurs who break into bases while disguised as other infantry.

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