Dee Dee makes a date with her favorite author after meeting him at a book signing. All appears to be going well, but Dee Dee reconsiders the relationship after learning that Carter has full custody of his two young daughters. Meanwhile, Phyllis begins snapping at everyone and seeks refuge at Mona's apartment after disagreeing with Ray's decision to take on another shift at the radio station.

After hiding the relationship for a month, Dee Dee reluctantly introduces Carter to her parents. They are surpisingly supportive. However, Big Dee Dee immediately goes to Mona and pleads with her to try to sabotage the relationship, as she and Charles believe that Carter is completely wrong for Dee Dee. Dee Dee is furious, and winds up surprised by Carter's reaction to the situation. Meanwhile, Kai provides Mona and Spencer with an assistant, who livens up the office but doesn't seem to do any actual work.

Mona tries to comfort Dee Dee after Carter appears on a talk show and says that he is seeing someone. When she later discovers that Dee Dee and Carter have secretly reunited, an angry Mona declares that she will not help Dee Dee pick up the pieces after the new ""casual"" relationship fails. Meanwhile, Spencer tries to get into photography in the hopes of getting rich; and Dee Dee and Big Dee Dee face a crisis involving their hair stylist.