The Nanny (1993)

S03E07 Oy Vey, You're Gay

Fran suggests to Mr. Sheffield that it might be time to remove his wedding ring. After C.C. highlights Andrew Lloyd Weber's appearance in a crossword puzzle, Maxwell opts to hire a publicist to enhance his reputation. He recruits the stunning Sydney Mercer, transforming his persona into that of a rebellious middle-aged man. As Maxwell develops feelings for Sydney, both C.C. and Fran become envious. They plan a meeting at the Rainbow Room, but Fran learns at the last moment that Sydney is actually gay and interested in her instead. In a rush to find Mr. Sheffield, they get trapped in the elevator.