Claire is going to Washington, and Denise is going to the Caribbean. Cliff stays all alone with Rudy & Olivia. Rudy comes to him with a problem between her & her friends but Cliff's advice makes things worse for Rudy. Meanwhile Theo takes Olivia to the cafeteria and uses her charm to collect other girls' phone numbers. Also Vanessa tries to get her father's permission to go to another girl's party with older boys.