When the Mayor's office competes against City Council in an annual Thanksgiving contest, the stakes are high, since the losers must croon a show tune in front of the press. James has trouble breaking up with a longtime girlfriend visiting from Wisconsin.

For the Mayor's 50th birthday, Paul is determined to get his ""old friend"" George Stephanopoulos to attend the event; as Michael arranges for birthday wishes from David Letterman, Patrick Ewing, Al Michaels, Dan Dierdorf, Frank Gifford, Rosie O'Donnell, Larry King, and the cast of Rent. But in the midst of the planning, a scandal swirls about the Mayor's presumed affair with a staffer from the Governor's office.