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* FakeAmerican: The English Ian [=McShane =] plays Al Swearengen.

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* FakeAmerican: FakeAmerican:
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The English Ian [=McShane =] plays Al Swearengen.Swearengen, though the show added the backstory of Al being born in England to explain any lapses in his accent.



* RealLifeRelative: Three actors had adult children cast in minor roles as prostitutes. Parisse Boothe, the daughter of Creator/PowersBoothe, played Bella Union prostitute Tess in five episodes, and Fiona Dourif, the daughter of Creator/BradDourif, appeared in three episodes as the "Chez Ami Whore". Cade Carradine, son of Creator/KeithCarradine, played a prospector named Jubal in "Complications".

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* RealLifeRelative: Three actors had adult children cast in minor roles as prostitutes. Parisse Boothe, the daughter of Creator/PowersBoothe, played plays Bella Union prostitute Tess in five episodes, and Fiona Dourif, the daughter of Creator/BradDourif, appeared appears in three episodes as the "Chez Ami Whore". Cade Carradine, son of Creator/KeithCarradine, played plays a prospector named Jubal in "Complications".



** Then there were problems with Creator[=/=]Showrunner [[Series/NYPDBlue David Milch]], whose [[BunnyEarsLawyer wildly unconventional style]] relied heavily on combining PurpleProse and WritingByTheSeatOfYourPants. Actors spoke of only having a few minutes to rehearse Milch's extremely difficult, almost Shakespearean dialogue he wrote or rewrote just before the fact.

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** Then there were problems with Creator[=/=]Showrunner [[Series/NYPDBlue David Milch]], Milch, whose [[BunnyEarsLawyer wildly unconventional style]] relied heavily on combining PurpleProse and WritingByTheSeatOfYourPants. Actors spoke of only having a few minutes to rehearse Milch's extremely difficult, almost Shakespearean dialogue he wrote or rewrote just before the fact.
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* {{Corpsing}}: Two clear examples.
** In one episode, Al impersonates EB's accent and Titus Welliver looks away from Creator/IanMcShane just barely holding it together.
** Then again in the season two finale, EB approaches Francis Wolcott and George Hearst at breakfast claiming he is trying to hold in a fart. Garret Dillahunt immediately looks out the window and you can see him shaking with laughter.
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** Kristen Bell stated that Flora and Joanie were originally supposed to have a lesbian affair before it was reimagined as a mother/daughter relationship (at least on Joanie's side). They even got so far as filming a sex scene.

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** Kristen Bell stated that Flora and Joanie were originally supposed to have a lesbian affair before it was reimagined as a mother/daughter relationship (at least on Joanie's side). They even got so far as filming a sex "hot and heavy" scene.
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** Kristen Bell stated that Flora and Joanie were originally supposed to have a lesbian affair before it was reimagined as a mother/daughter relationship (at least on Joanie's side). They even got so far as filming a sex scene.
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Actors do not count as an example of Author Existence Failure (now renamed to Died During Production).


* AuthorExistenceFailure:
** Creator/PowersBoothe passed away in 2017, shortly after the script for the film was completed.
** Richardson’s actor Ralph Richeson had also passed away before the film was made.
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** Paula Malcolmson, who plays Trixie, is from Northern Ireland.
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* FakeAmerican: The English Ian McShane plays Al Swearengen.

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* FakeAmerican: The English Ian McShane [=McShane =] plays Al Swearengen.
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* FakeAmerican: The English Ian McShane plays Al Swearengen.
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* {{Blooper}}: When Swearengen gives his ToughLove pep-talk to Merrick, actor Ian [=McShane=] holds up four fingers and says, "That's three beatings you've taken." Partway through his line, he surreptitiously lowers one of his fingers when he realizes his error but doesn't break character. This take made it into the final cut.

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* PlayingAgainstType:
** Creator/BradDourif, known for a long and colorful career of playing almost entirely creeps, perverts, crooks, murderers, and assorted psychopaths, plays the asexual town doctor, one of the few gallant and honorable men in a town ''full'' of creeps, perverts, crooks, murderers, and assorted psychopaths.
** Creator/KristenBell, who usually plays goofy cute girls, plays Flora, a duplicitous, [[KnifeNut knife-wielding]] sociopathic FilleFatale.

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* PlayingAgainstType:
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PlayingAgainstType: Creator/BradDourif, known for a long and colorful career of playing almost entirely creeps, perverts, crooks, murderers, and assorted psychopaths, plays the asexual town doctor, one of the few gallant and honorable men in a town ''full'' of creeps, perverts, crooks, murderers, and assorted psychopaths.
** Creator/KristenBell, * PlayingWithCharacterType: Creator/KristenBell was a little too early in her career to have an firmly established character type, but her innocently angelic looks made her perfect for the seemingly pure young orphan Flora who usually plays goofy cute girls, plays Flora, turns out to be a duplicitous, [[KnifeNut knife-wielding]] sociopathic FilleFatale.



* TroubledProduction: The show became legendary for its behind the scenes trouble:

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* TroubledProduction: The show became legendary for its behind the scenes behind-the-scenes trouble:

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* DevelopmentHell: The movie finally came out after over a decade of on-again off-again news about its production. Apparently, trying to roundup all the actors of the ensemble cast and aligning their schedules was an enormous challenge.


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* SavedFromDevelopmentHell: The movie finally came out after over a decade of on-again off-again news about its production. Apparently, trying to roundup all the actors of the ensemble cast and aligning their schedules was an enormous challenge.
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* DevelopmentHell: The movie finally came out after over a decade of on-again off-again news about its production. Apparently, trying to roundup all the actors of the ensemble cast and aligning their schedules was an enormous challenge.

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* AuthorExistenceFailure: Creator/PowersBoothe passed away in 2017, shortly after the script for the film was completed.

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* AuthorExistenceFailure: AuthorExistenceFailure:
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Creator/PowersBoothe passed away in 2017, shortly after the script for the film was completed. completed.
** Richardson’s actor Ralph Richeson had also passed away before the film was made.
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** Season 3 features some obvious building up to the real life fire that destroyed Deadwood a few years later, with the attempts to create a fire department. The finale movie completely ignores this, acting like there was never a fire.

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** The really big one: Milch’s original idea was to make a show about the creation of the Roman Empire, only to find out HBO was already developing [[Series/{{Rome}} a show set in Ancient Rome]]. This set him looking for another era that could retain the spirit of a civilization being built from the ground up, and he settled on the Old West.

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** The really big one: Milch’s original idea was to make a show about the creation of the Roman Empire, only to find out HBO was already developing [[Series/{{Rome}} a show set in Ancient Rome]]. This set him looking for another era that could retain the spirit of a civilization being built from the ground up, and he settled on the Old West. The gladiator-style brawl between Dan and Turner, with both looking up to their employer on a balcony for permission to kill, may be a nod to the original idea.
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** Creator/KristenBell, who usually plays goofy cute girls, plays Flora, a duplicitous, [[KnifeNut knife-wielding]] sociopathic FemmeFatale.

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** Creator/KristenBell, who usually plays goofy cute girls, plays Flora, a duplicitous, [[KnifeNut knife-wielding]] sociopathic FemmeFatale.FilleFatale.

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* PlayingAgainstType: Creator/BradDourif, known for a long and colorful career of playing almost entirely creeps, perverts, crooks, murderers, and assorted psychopaths, plays the asexual town doctor, one of the few gallant and honorable men in a town ''full'' of creeps, perverts, crooks, murderers, and assorted psychopaths.

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* PlayingAgainstType: PlayingAgainstType:
**
Creator/BradDourif, known for a long and colorful career of playing almost entirely creeps, perverts, crooks, murderers, and assorted psychopaths, plays the asexual town doctor, one of the few gallant and honorable men in a town ''full'' of creeps, perverts, crooks, murderers, and assorted psychopaths.psychopaths.
** Creator/KristenBell, who usually plays goofy cute girls, plays Flora, a duplicitous, [[KnifeNut knife-wielding]] sociopathic FemmeFatale.

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