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Unfortunately, Prince Humperdinck and his soldiers are waiting for them at the end of the Fire Swamp. Westley refuses to surrender to Prince Humperdinck. He is prepared to fight, but Buttercup knows he will be killed. She makes a deal with Humperdinck, saying she will go with him if he promises to return Westley to his ship. Humperdinck agrees but secretly plans to kill Westley in the Pit of Despair.

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Westley is a farm boy who works on Buttercup's farm. He is secretly in love with Buttercup, and responds to her demands with, "As you wish." Over time, Buttercup relizes what he really is saying is, "I love you."

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Westley and Buttercup are in love, but Westley does not have the money to marry her. He sets out to seek his fortune, leaving Buttercup behind.

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While at sea, Westley's ship is attacked by the Dread Pirate Roberts and Westley is supposedly killed, leaving Buttercup in a state of despair. A few years later, Buttercup is pledged to be married to Prince Humperdinck. She is extremely unhappy and often takes rides alone in the forest. On one such occasion, she is kidnapped by three men posing as circus performers.

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Westley, disguised as the Dread Pirate Roberts, goes after Buttercup and her kidnappers. After following them up the Cliffs of Insanity, he first duels with Inigo Montoya, an expert swordsman. After knocking Inigo out, he then faces Fezzik, a giant. After some struggle, Fezzik also falls. Finally, Westley's only enemy is Vizzini. He and Vezzini compete in the Battle of Wits. Vizzini tries to guess the poisoned goblet of wine, but loses and dies, leaving Buttercup with Westley.

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Westley has defeated Buttercup's kidnappers, but Buttercup thinks that Weastley is the Dread Pirate Roberts, and she blames him for Westley's "death." They argue, ending with Buttercup pushing Westley down a hill. As he tumbles, Westly calls out, "As you wish." Buttercup realizes it is her love and throws herself down the hill as well. At the bottom, the two embrace after 5 long years of being separated.

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Westley and Buttercup flee to the Fire Swamp. In the swamp, they face many challenges such as fire spurts, lightning sand, and ROUSes. After many close calls, Westley and Buttercup emerge on the other side of the Fire Swamp.

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Angered by Buttercup's unwillingness to marry him, Humperdink tortures Westley with a machine that sucks years of his life away. Although most test subjects are only deprived of a few years of their lives, Humperdinck takes away 50 years of life from Westley, killing him completely.

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Inigo and Fezzik hear Westley's screams as he is being tortured and killed. They find him dead, but do not give up hope. They take Westley to a miracle worker named Miracle Max. After some debate, Max makes them a pill that will bring Westley back to life.

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Westley, Inigo, and Fezzik break into the castle and stop Buttercup from marrying Humperdinck. After tying Humperdinck up, they look out the window to see that Fezzik has four white horses, one for each of them. As the group is leaving, Westley passes down the title of "Dread Pirate Roberts" down to Inigo. Westley and Buttercup are together at last.