Dread Pirate Roberts
||This article describes a work or element of fiction in a primarily in-universe style. (May 2013)|
|Dread Pirate Roberts|
|The Princess Bride character|
|First appearance||The Princess Bride|
|Created by||William Goldman|
|Portrayed by||Cary Elwes|
Role in The Princess Bride 
It is revealed during the course of the story that Roberts is not one man, but a series of individuals who periodically pass the name and reputation to a chosen successor. Everyone except the successor and the former Roberts is then released at a convenient port, and a new crew is hired. The former Roberts stays aboard as first mate, referring to his successor as "Captain Roberts", and thereby establishing the new Roberts' persona. After the crew is convinced, the former Roberts leaves the ship and retires on his earnings.
Westley, the hero of The Princess Bride, is on a voyage to seek his fortune when his ship is captured by the Dread Pirate; the ship is massacred, and Westley is reported dead. While the other passengers are weeping and offering bribery for their lives, Westley simply asks Roberts to please not kill him. The "please" arousing his interest, Roberts asks, "Why should I make an exception of you?" Westley then explains his mission to get enough money to reunite with his true love, Buttercup. Westley's description of Buttercup's beauty moves Roberts to the point that he hires Westley as a personal attendant. While Roberts is impressed with Westley's work, he continues to keep Westley's future in doubt by saying each night "Good night, Westley. Good work. Sleep well. I'll most likely kill you in the morning." After about three years, Roberts and Westley have grown close, and Roberts promotes Westley to his second-in-command. Shortly after that, Roberts reveals to Westley that the guise of the "Dread Pirate Roberts" is merely a nom de guerre that he has inherited. Westley goes on to explain that the method works because Roberts' notorious reputation inspires overwhelming fear in sailors. Ships immediately capitulate and surrender their wealth rather than be captured, a fate they imagine to be certain death. A pirate operating under his own name is said to be incapable of such infamy: "No one would surrender to the Dread Pirate Westley." 
The fear inspired by the title is used in Westley's plan of invading the castle right before Buttercup's wedding. In the invasion the giant Fezzik poses as Roberts to inspire fear in the castle guard. The fear is amplified by Fezzik's size and a few more tricks, and it made the entire guard run away so that the invaders could enter with nearly no resistance.
In both the movie and the novel, Westley indicates that he plans to retire after reuniting with Buttercup. In the movie, he suggests that Inigo Montoya might succeed him. However, in the novel, no mention is made as to who is to succeed Westley as the Dread Pirate Roberts. In the first chapter of Buttercup's Baby (the supposed sequel to the novel), which is included in the 25th anniversary edition of the book, Goldman refers to 'Pierre', who is in charge of the pirate ship Revenge during Westley's absence and next in line to become the Dread Pirate Roberts. By the end of the chapter, Westley and his companions leave the ship again, presumably leaving Pierre once again in charge, but no mention is made of an official transfer of the title of Dread Pirate Roberts.
Holders of the title 
Holders of the title Dread Pirate Roberts include:
- The original Roberts, retired 15 years in Patagonia at the time Ryan picked Westley to be the next Dread Pirate Roberts.
- Clooney, the original Roberts' first mate (only in the novel).
- Westley, who presumably retires shortly following the end of the novel.
- Inigo Montoya, who presumably inherits the title from Westley (movie version).
- Pierre, who is in line to assume the title after Westley (novel version).
- The owner of the Silkroad Black Market hosted as a hidden service
Neither Clooney nor Pierre exist in the film's continuity, thus making Westley the fourth incarnation of Roberts and Inigo Montoya the supposed fifth one.
- The Everything Pirates Book: A Swashbuckling History of Adventure, Page 228, Barbara Karg, Arjean Spaite, 2007
- John Clute, John Grant. The encyclopedia of fantasy. St. Martin's Griffin. p. 788. ISBN 978-0-312-19869-5.
- John Losey. Experiential Youth Ministry Handbook, Volume 2: Using Intentional Activity. p. 5.