Super Fun Night

When Richard's hard partying ex, Lucinda, turns up in NYC, they hook up and he falls off the wagon. Kimmie and Kendall team up to show him that she's a bad influence. Meanwhile, Ruby asks Marika out and she assumes it's a date. She's shocked when he tells her he just wanted a wing woman and he's always assumed she's gay.

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.

Kimmie celebrates her first Valentine's Day with a boyfriend but work intervenes, and later, Richard sends her mixed messages about their relationship. Marika gets a different message of her own when new friend, Frankie, hits on her and Kendall hosts a sex toy party in honor of the holiday.

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.