Season 6: Episode 135: Cliff la Dolce
Clair leaves for Washington, D.C. for a conference, while Denise heads to the Caribbean to spend time with Martin. Clair worries that Cliff won't be able to handle the girls alone. Before she leaves, she catches Vanessa making plans to sneak out to a college friend's party. Rudy seeks Cliff's advice in dealing with a disagreement with her friends at school. Cliff suggests that she try to reason with the girls, who have accused her of insulting someone. She follows his advice, only to have it all blow up in her face. She blames Cliff for her problems. Cliff turns to Rudy's teacher, Mrs. McGee, for help. She says that the situation will blow over soon, and recommends that Cliff stay out of it. She also calls him to task for giving Rudy too much help with her history paper. She realizes that Clair must be out of town. Vanessa tries to trick Cliff into letting her go to the party, but Clair calls and finds out what she is doing. Theo takes Olivia to the cafe and uses her to impress a waitress.