After law firm big wig Porter Warner advises Kimmie to act more professional, she starts calling herself "Kimberly" and looks to Kendall for advice. But friends Helen-Alice and Marika fear that the new and improved Kimmie may be too cool for their 10th annual Cookie Prom, a celebration of their disastrous high school prom.

When Kimmie admits to her boyfriend, James that Richard kissed her, he breaks up with her. She's torn between trying to get James back or telling Richard how she really feels about him. Meanwhile, a visit from Richard's autocratic dad, Rupert Royce throws the firm into chaos over who will be getting the next big promotion, and Marika struggles to find a way to tell her friends she's gay.