LANE: We’ll tell her [Lorelai] that we’re meeting Dean for a movie, and then we go to the movie, and then somebody who just happens to be a friend of Dean’s just happens to be there for the same movie, and so we figure that it would be completely rude for us to not ask said person to come sit with us.
RORY: I say to hell with governor, you run directly for president.
LANE: It’s not that bad.
Many US Presidents have been Governor of their state before making the run for the White House, including George W. Bush, former Governor of Texas, who had only recently (from Rory’s perspective) been sworn in as President, on January 20 2001.
In 2001, the last US President to run for President without standing as a state Governor was George Bush Sr. [pictured], who was a Congressman, Ambassador to the UN, Ambassador to China, then Director of Central Intelligence before his successful presidential campaign in 1988 (sworn in 1989).
Rory is saying that Lane’s lying is on a scale that only a politician at the highest level could come up with. Lane understandably tries to downplay that one.