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Jack Harkness owned a Mark IV Webley Revolver. It was .38 calibre and had a five inch barrel. (PROSE: Another Life)
Jack drew his old Webley when facing Weevils. (PROSE: Slow Decay) He later used it to shoot Suzie Costello. (TV: They Keep Killing Suzie) On one occasion, Jack himself was killed by his own Webley revolver, with Owen Harper shooting him in the head with it. (TV: End of Days)
Jack also took his Webley with him when pursuing the Doctor, all the way to the year 100 trillion where he aimed it at a group of the Futurekind only for the Doctor to shout him down, causing Jack to fire the gun into the air instead. (TV: Utopia)
Jack shot a Blowfish in the head using the Webley. (TV: Kiss Kiss, Bang Bang) He later threatened Rhys Williams with the gun but holstered it when he realised Gwen's memory of Rhys had been erased. (TV: Adam) Jack also used it to shoot Aaron Copley after they shot Owen Harper. (TV: Reset) He also used it to shoot a Nostrovite at Gwen Cooper's wedding (TV: Something Borrowed)
Jack later shot a Supreme Dalek with the gun although it failed to damage the casing, the bullets merely bouncing off. (TV: Journey's End)
Jack drew his Webley when facing zombies in Trowbridge. He shot a series of zombies through the head in order to save Sarah Thomas who was trapped in her Passat. (PROSE: Bay of the Dead)