Exploring his sexuality full tilt, Michael embarks on a series of sexual escapades involving cowboys, cops and Cage Tyler (JOHN ROBINSON) a closeted movie star. Michael's friend and neighbor Mary Ann Singleton (LAURA LINNEY) is challenged with a relationship problem of a different kind. Her boyfriend and upstairs neighbor, Brian Hawkins (WHIP HUBLEY) who has spent most of his adult life as a womanizer, comes to the realization that he wants to marry her. She, however, is hesitant to take the next step as she is focused on her career. Longing to become a serious reporter, but not given a chance by her station manager, she is forced to work as a daytime host of the "Bargain Matinee" show. Mary Ann’s late boss’ widow, socialite Frannie Halcyon (DIANA LEBLANC) is tormented by her daughter DeDe’s (BARBARA GARRICK) apparent demise in the Jonestown Massacre. Living on Mai Tais and sleeping pills, she refuses to accept that DeDe and her children, Little Anna and Edgar were killed. She seeks advice from psychics to help her find her missing daughter. When a fortune-teller convinces her that DeDe is indeed alive, she asks for the support of society columnist Prue Giroux (MARY KAY PLACE) to make her story public. When Prue refuses to get involved, Frannie calls Mary Ann to share her secret. Since Mary Ann is always searching for a good story, she is eager to meet in hopes of finally getting a break on the evening news.

Meanwhile, Prue meets a mysterious homeless man, Luke (HENRY CZERNY) in Golden Gate Park. Immediately drawn to his intense charm, she falls madly in love with him. Little does she know that she’s opening Pandora’s Box when she attempts to bring him back to society with the help of flamboyant celebrity priest Father Paddy Star (BRUCE MCCULLOCH). Luke’s past is far more sinister than Prue could ever imagine. Then it’s revealed that DeDe Halcyon Day has spent three years in Cuba with her lover Dorothea (FRANÇOISE ROBERTSON) after escaping the massacre in Guyana. She ends up in a camp for gay Cuban refugees in Fort Chafee, Arkansas and finally calls her mother Frannie in San Francisco to tell her that she wants to come home. Through DeDe’s unexpected reappearance and a twist of fate, the storylines begin to intertwine and all of the characters in Maupin’s tales find themselves in the midst of an unpredictable adventure.