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I suspect everything could be a trap. It's why I'm still alive.
~ Prince Humperdinck.
I would not say such things if I were you!
~ Prince Humperdinck's emotional breakdown as he imprisons Princess Buttercup.
You truly love each other, and so you might have been truly happy. Not one couple in a century has that chance, no matter what the storybooks say. And so I think no man in a century will suffer as greatly as you will.
~ Prince Humperdinck before torturing Westley.

Prince Humperdinck is the main antagonist of the 1973 fantasy novel The Princess Bride by the late William Goldman and its 1987 live-action film adaptation of the same name.

In the film, he was portrayed by Chris Sarandon, who also played Jerry Dandridge from Fright Night, Reverend Jimmy Current in Tales from the Crypt Presents: Bordello of Blood, Adam Clarke in Cold Case and Dracula in Tales of the Teenage Mutant Ninja Turtles.

Biography

Tyrone, you know how much I love watching you work, but I've got my country's 500th anniversary to plan, my wedding to arrange, my wife to murder and Guilder to frame for it; I'm swamped.
~ Prince Humperdinck's most famous quote.

Humperdinck is heir to the throne of Florin. While initially seen only as a love rival, Humperdinck is later revealed to be the villain of the story. He plans to marry Princess Buttercup so he could have her assassinated in order to start a war with Florin's sworn enemy Guilder (by framing Guilder for her death). For this, he hired Sicilian criminal mastermind Vizzini to kidnap and kill Buttercup for this goal.

When Westley foils this plot, Humperdinck takes Buttercup back after she has him promise not to hurt him. Instead, he has his henchman Count Rugen imprison Westley with the intention of torturing him to death. After being insulted by Buttercup on the eve of their wedding, Humperdinck tries to kill Westley. Vizzini's repentant accomplices Inigo and Fezzik find his corpse and have him revived by Miracle Max, whom Humperdinck had fired. While Westley is still too physically weak to fight, he is lucid enough to hatch a plan that would stop the wedding.

When Humperdinck finds Westley, he draws his sword and challenges him to fight to the death. However, Westley insists that they fight "to the pain", meaning that Westley will mutilate and disfigure Humperdinck and leave him "wallowing in freakish misery forever". Frightened, Humperdinck says Westley must be bluffing, but Westley surprises him by standing on his own with his sword pointed out. Wesley then says "Drop... your... sword.", which Humperdinck is only too eager to do. Westley spares Humperdinck, intent that his foe should "live a long life alone with his cowardice". Buttercup then ties him to a chair, and she and Westley gallop off into the sunset.

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Trivia

  • Prince Humperdinck has become somewhat of a byword for villainy online, as Film Brain says in The Guy with the Glasses "Who'd have thought Prince Humperdinck could be such an asshole?" in reference to a blatant antagonist being revealed as an antagonist, much to nobody's surprise.
  • As the grandfather who is reading the story to his grandson notes, Prince Humperdinck survives the events of the movie, as opposed to Count Rugen and Vizzini. However, it's indicated that he will spend the rest of his life knowing that he is a coward, which considering his fondness for war and hunting is a terrible fate for him.
  • In the novel, Prince Humperdinck wants to marry Princess Noreena of Gilder. When Princess Noreena visits, a gust of wind blows off the hat she's wearing revealing she's bald. Humperdinck kicks out Noreena and this puts Gilder and Florin on the verge of war. In the movie, Gilder and Florin are already enemies and Humperdinck wants to go to war with them.

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See Also
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