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The Cutlass Tavern was one of the more upscale taverns, and was frequented often by Pirate Lords, especially Sri Sumbhajee. Prior to the fourth meeting of the Brethren Court, "Stupid" Barnaby pick-pocketed Sumbhajee and stole his piece of eight while the Pirate Lord was in a drunken stupor. Captain Jack Sparrow later questioned the tavern's bar keeper about these events.