In the second season premiere, Holly tries to help Henry overcome his jealousy of Vince, an eccentric older guy who works at Harper and Diggs, but she makes matters worse when she accidentally tells Henry that she loves him. Meanwhile, back at the office, Val finds herself attracted to Peter, her handsome and charming new boss.
Holly begins to feel stressed from juggling her schoolwork, job and friends--and Henry feels the pain because Holly doesn't support him when he has his wisdom teeth pulled. Meanwhile, after Val becomes frustrated with Peter's business antics and the new male-oriented atmosphere at work, she quits.
In order to help Val get her first client since starting her own public relations firm, Holly becomes friends with the client's troubled teenage daughter, Tina. Meanwhile, Lauren distract Peter when they find themselves in competition with their former boss for the new account.
Now that Val has quit her job to start her own business, the girls need new office space. With few alternatives, Holly takes the initiative to visit Tina's wealthy former neighbor and convince him to rent the girls his beautiful loft in the city while he serves a jail term.
Holly is shocked to learn that Henry has already lost his virginity, and her decision to find out about his former girlfriend leads to some disturbing information. Meanwhile, Lauren devises a plan to get Val to relax and take a day off from work.
Val confronts Holly about neglecting Henry and spending too much time with cute messenger Vince. Holly reacts by pointing out Val's hypocrisy, and she challenges Val to examine her own feelings for Peter, her handsome former boss.
Unremarkable sitcom may to appeal to tweens.
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