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Big Bob is a homosexual Guantanamo Bay warden, whose job is to torture the prisoners at Guantanamo Bay Detention Facility as punishment for terrorist attacks upon the United States. He is a minor antagonist in Harold and Kumar Escape from Guantanamo Bay.
He takes orders from the authorities that control Guantanamo Bay, particularly Ron Fox, the racist Deputy Head of Department of Homeland Security who is the main antagonist of the film and George W. Bush, who in real-life started the Bush Administration to establish Guantanamo Bay.
Big Bob and at least one partner work as the wardens in G-Bay detention facility. They wear United States Army uniforms as well. According to George W. Bush's commands, the guards are ordered to force 2 prisoners at once to give a blowjob to the guard which is called the "cockmeat sandwich" meaning the prisoners giving the blowjob act like the two slices of bread.
Harold and Kumar went to jail thanks to Kumar's addiction to marijuana. Kumar tried to smoke evaporated marijuana through a bong and the passengers and air marshals all thought that it was a bomb. Ron Fox classifies that Harold being Korean is from North Korea and thinking Kumar is a Muslim even though if Ron had done more investigation would have found out that Kumar is Indian, is from Al-Qaeda who is responsible for the September 11, 2001 attacks on the World Trade Center. Harold defended that Kumar was wanting to smoking cannabis, not trying to kill off the passengers of the American Airlines plane they were on.
While two guilty prisoners that detested American culture (such as donuts and American government) were giving a cockmeat sandwich to Big Bob's friend, Big Bob ordered Harold and Kumar to do the same to him. Kumar asked if this meant that Big Bob is homosexual, but Big Bob angrily denies this. Harold and Kumar only escaped having to give the sandwich to Big Bob because Bob's friend got bitten and when Big Bob tried to rescue him (leaving the cage Harold and Kumar are in still open), he got assaulted with his friend's own nightstick and the two other prisoners escaped. Harold was hesitant since escaping from their prison will render them as fugitives but Kumar made him run off anyway.
Harold mentioned Big Bob near the end of the film when Kumar's fiancee Vanessa was about to marry the civil servant Colton Graham.