History WebAnimation / TheGentlemanPirate

The video tells the true story of [[UsefulNotes/TheGoldenAgeOfPiracy early eighteenth-century]] Barbadian Stede Bonnet (WebVideo/OrdinaryThings), a man who had an early mid-life crisis and decided to go [[{{Pirate}} a-pirating]]. When his [[AwfulWeddedLife wedded life leaves him miserable]], Bonnet decides to take to the seas with his own ship and crew despite his inexperience. On his journeys, he meets infamous pirate UsefulNotes/{{Blackbeard}}, who Bonnet appoints as a temporary shadow captain. But when Bonnet’s crew grows to favor Blackbeard’s leadership, the Gentleman Pirate soon realizes pirating isn’t all it’s cracked up to be.

* TheMissusAndTheEx: Stede Bonnet is visited by his ex-wife and her new husband, David Rycroft, while imprisoned. However, David's friendly attempts to speak to Stede [[BigShutUp are interrupted by Mary]].

** [[While awaiting his execution]], Mary Allamby visits her ex-husband to catch up and gloat. She talks about how Stede made her and her children's life a misery, and how her new husband, David Rycroft, fixed everything Bonnet couldn't. She ends her speech by telling Bonnet [[HatesTheirParent his children hate him]] and that she hopes he's dead soon.

* TheReasonYouSuckSpeech: Three instances; all directed at Bonnet, go figure.

* TheMissusAndTheEx: Stede Bonnet is visited by his ex-wife and her new husband, David Rycroft. However, David's friendly attempts to speak to Stede [[BigShutUp are interrupted by Mary]].

* StaircaseTrouble: Stede's father trips over a miniature pirate ship and [[DeathByFallingOver falls down the stairs to his death]].

* FoeRomanceSubtext: Johnson carves wooden figures and kisses posters of Stede during his "private time." He even goes on to call him a "handsome bastard" and "lovable rascal."

** When [[spoiler: David Herriot is lethally shot by authorities, Bonnet screams a long and drawn out "NOOOOOOOOO!" complete with slow motion.]]

* VillainousCrush: Governor Johnson is obsessed with Bonnet. A bit too obsessed. As in wanting to throw the book at him yet kissing his images in private.

** When Bonnet says he's done mopping, the crew says "I think you missed a spot" and dumps water all over the deck while laughing. Bonnet exclaims "Noooo!"

** Bonnet's first plundering shows how unready he is for life at sea, panicking at the sight of a ship and shouting vaguely-nautical-sounding jargon, looking like a fool among his crew. The quartermaster distracts Bonnet so he could instruct the men and do most of the captaining work, informing the audience he's the HyperCompetentSidekick.

* FoeRomanceSubtext: Johnson carves wooden figures and kisses posters of Bonnet during his "private time." He even goes on to call Bonnet a "handsome bastard" and "lovable rascal."

* InVinoVeritas: When drunk, Bonnet opens up and reveals to Blackbeard that he's in a lot of pain but can't let his crew see him weak.

** In a fit of rage, Mary Allamby throws out the miniature pirate ship that Bonnet's had since childhood. It accidentally causes [[spoiler: the death of their son, Allamby.]]
** Blackbeard's crew, under the leadership of Lieutenant Richards, force Bonnet to mop. When Bonnet says he's done, the crew says "I think you missed a spot" and dumps water all over the deck while laughing, forcing Bonnet to clean up again.
** The bank teller's son teases Ignatius Pell with what he presumed to be Bonnet's pardon. Theoretically, if he wanted the pardon to not get to Bonnet, he could've just ripped it up, but he decided to be an ass about it.

* MeaningfulEcho: The pirate that robs the bank early in the video threatens the bank teller with the line "Your money or your life!" Later, Bonnet uses the same line when plundering to show how he's become a more ruthless pirate.
* MyGodWhatHaveIDone: [[spoiler: After ratting on Bonnet, Pell testified against him. Only when at the docket, he actually defended Bonnet's character and said that the quartermaster holds the decisions. The judge ignored it, saying that Pell said otherwise in writing and sentenced Bonnet to death anyways. Pell became distraught, and after catching wind of a letter from Governor Johnson, rushed to deliver it to the executioner before Bonnet would die in the gallows... [[YankTheDogsChain only for the said letter to not be a pardon, but approval of the execution]].]]

* {{Pun}}: Bonnet initially names his ship ''[[Music/BackstreetBoys The Backstreet Buoys]]''

** Just before [[spoiler: taking Bonnet hostage in Nassau]], Blackbeard gives one, decrying Bonnet's choosing to be a pirate while under a privileged background.

It primarily stars WebVideo/OrdinaryThings, WebVideo/InternetHistorian, and [[https://www.youtube.com/channel/UC2gv4MSAlvzjwZ8xXQYtfiQ SumitoMedia]], along with [[https://www.twitch.tv/selmacashmoney Selmacashmoney]] and WebVideo/{{Pyrocynical}} as non-voicing “actors.”

The video is heavily stylized with Internet Historian’s CreatorThumbprint, utilizing LimitedAnimation, crudely edited stock photos, and [[ArtStyleClash outsourced media]]. ''The Gentleman Pirate'' includes backgrounds and models from, but not limited to, VideoGame/AssassinsCreedIVBlackFlag, Franchise/PiratesOfTheCaribbean, and Series/GameOfThrones.

* BaitAndSwitch: It seemed that Governor Johnson would grant the pardon to Bonnet when his letter got to gallows just in time... [[spoiler: only for it to be an explicit approval of the execution order.]] Given historical contexts, it's a ForegoneConclusion.
* BetterToDieThanBeKilled: Bonnet [[spoiler: attempts to blow up the Royal James instead of surrendering and being taken prisoner.]] [[InterruptedSuicide This is interrupted by Ignatius Pell.]]

* ButNowIMustGo: PlayedForLaughs. The spirit/ghost of Bonnet's father appears in the moon to speak before him. Bonnet asks for guidance. His father abruptly says "I must go now" and spouts some stock words of wisdom and gives no actual advice, then promptly leaves.

* PlotArmor: Explicitly mentioned since RealityIsUnrealistic. When the authorities catch up to Stede Bonnet following his escape from prison, they kill one of his remaining companions and injure the other two, but manage to catch Bonnet himself completely unharmed. That's not even getting into his numerous TooDumbToLive decisions that he inexplicably survived the fallout of to get to that point.
* PrayerIsALastResort: After [[spoiler: writing a letter to Governor Johnson pleading for clemency]] and exhausting his last chance of freedom, Bonnet gets on his knees and prays.

* PublicExecution: Bonnet is sentenced to the gallows due to acts of piracy against the British Crown.

* SpiritAdvisor: Parodied. Bonnet's dead father comes to him at a time of hardship, but gives no useful advice.

* TimePassesMontage: A montage shows Bonnet's slow degrading state as he listens to his wife screaming "STEEEEEEEEEEEEEEDE!"

The video tells the true story of [[UsefulNotes/TheGoldenAgeOfPiracy early eighteenth-century]] Barbadian Stede Bonnet (WebVideo/OrdinaryThings), a man who had an early mid-life crisis and decided to go [[{{Pirate}} a-pirating]]. When his [[AwfulWeddedLife wedded life leaves him miserable]], Stede decides to take to the seas with his own ship and crew despite his inexperience. On his journeys, he meets infamous pirate UsefulNotes/{{Blackbeard}}, who Bonnet appoints as a temporary shadow captain. But when Bonnet’s crew grows to favor Blackbeard’s leadership, the Gentleman Pirate soon realizes pirating isn’t all it’s cracked up to be.

The video tells the true story of [[UsefulNotes/TheGoldenAgeOfPiracy early eighteenth-century]] Barbadian Stede Bonnet (WebVideo/OrdinaryThings), a man who had an early mid-life crisis and decided to go [[{{Pirate}} a-pirating]]. When his [[AwfulWeddedLife wedded life leaves him miserable]], Bonnet decides to take to the seas with his own ship and crew despite his inexperience. On his journeys, he meets infamous pirate UsefulNotes/{{Blackbeard}}, who Bonnet appoints as a temporary shadow captain. But when Bonnet’s crew grows to favor Blackbeard’s leadership, the Gentleman Pirate soon realizes pirating isn’t all it’s cracked up to be.

* HollywoodCostuming: Zig-zagged. The film contains inaccurate pirate and military costumes, but none of the "costumes" were designed for the film. In fact, a number of characters are actually Halloween costume models.

The video tells the true story of [[UsefulNotes/TheGoldenAgeOfPiracy early eighteenth-century]] Barbadian Stede Bonnet (WebVideo/OrdinaryThings), a man who had an early mid-life crisis and decided to go [[{{Pirate}} a-pirating]]. When his [[AwfulWeddedLife wedded life leaves him miserable]], Bonnet decides to take to the seas with his own ship and crew despite his inexperience. He’s nicknamed “The Gentleman Pirate” due to coming from a wealthy background. On his journeys, he meets infamous pirate UsefulNotes/{{Blackbeard}}, who Bonnet appoints as a temporary shadow captain. But when Bonnet’s crew grows to favor Blackbeard’s leadership, the Gentleman Pirate soon realizes pirating isn’t all it’s cracked up to be.

* ComicBookFantasyCasting: Mary Allamby is represented by Selmacashmoney, but isn't voiced by her.

* PhraseCatcher:

The video is heavily stylized with Internet Historian’s CreatorThumbprint, utilizing LimitedAnimation, crudely edited stock photos, and outsourced media. ''The Gentleman Pirate'' includes backgrounds and models from, but not limited to, VideoGame/AssassinsCreedIVBlackFlag, Franchise/PiratesOfTheCaribbean, and Series/GameOfThrones.

* EstablishingCharacterMoment: Mary Allamby's first line establishes how she feels about her husband and what's she's most concerned about.

* InstantlyProvenWrong: Crushing under debts and with the farmstead in desperate need of repair, Bonnet solemnly says:

* KickTheDog: In a fit of rage, Mary Allamby throws out the miniature pirate ship that Bonnet's had since childhood. It accidentally causes [[spoiler: the death of their son, Allamby.]]

*** "The Salty Spitoon" is a reference to WesternAnimation/SpongebobSquarepants.

* BasedOnATrueStory: The life of Stede Bonnet, from birth to death.