Hoping to spend more time with Luis, Sage and Rose plan a charity dinner for Cuban refugees. Megan comes clean to her mother about her feelings of abandonment. Charlie returns to school, spurning jealousy from Mandy when he seeks Megan's help. Megan learns that Lily has been arrested.
Megan tells Laurel she wants to write a biography about her, but Laurel wants to hire a ghost writer to write the book which makes Megan feel left out. But later, Megan investigates and learns a dark secret from Laurel's past. Meanwhile, Rose and Sage have different goals when Sage hires a publicist, named Patty Kingston, to boost their fame careers when Rose thinks school is more important.
Megan's relationship issues with the opposite sex reach a new level when she realizes that Jacob is still interested in his ex-girlfriend and Charlie decides to put the brakes on their friendship. Meanwhile, Laurel is persuaded by Megan to include Sage and Rose in her marketing campaign.
Laurel gives Megan the task of chaperoning the twins' pool party, thus forcing her to cancel plans for a spa weekend with Jacob. Meanwhile, Charlie confesses to Marco that he is in love with Megan, and Megan is convinced by Rose to invite Lily to the pool party.
After Rose is told that she must repeat her freshman year of high school due to poor grades, Megan visits the headmaster and tries to get her a second chance. However, a connection sparks between the headmaster and Megan and she later accepts to go out with him - causing Charlie to feel jealous.
Megan Smith, a smart and quirky young assistant at a glossy magazine, is fired when her Yale education proves detrimental to getting ahead in the world of tabloid journalism. Her boss takes pity on her and arranges an interview with the wealthy Laurel Limoges to be a live-in tutor for her twin teen granddaughters. The beautiful and rebellious twins are less-than-thrilled with their new tutor, but Megan is determined to win them over as she enjoys the perks of her new job - breathtaking private suite, gorgeous car and live-in chef.