In the first-season finale, Marco and Keith prepare for their nuptials with the help of a wedding planner (Kathy Griffin). Elsewhere, Megan and Lily gently confront their father about his drinking; Sage is hurt when she hears Rose is skipping their annual spa vacation to go on a wilderness trip; Will and Megan have a fight and break up; and Luis shocks Sage when he reveals he's opposed to gay marriage.
Will's father starts a magazine based on Megan and Will's idea, but the pair finds the editor-in-chief difficult to please; Marco tries to win Keith back, but he learns that Keith has renewed his relationship with a longtime friend; Rose reveals to Sage that Miles is their real grandfather, and, along with Megan, they confront Laurel; and Sage confesses her own secret that affects her relationship with Rose dramatically. David Besser: Robert Buckley.
Charlie tells Megan he's going to school in California and plants a kiss on her after revealing his feelings for her. Later, Will confronts Charlie at his going-away party after learning what happened. Elsewhere, Rose uncovers a family secret; and Sage fears Luis will be disappointed to learn she's a virgin, until she discovers he's deeply religious.
Megan tells Will that her mom has skipped town again, taking his money with her. Meanwhile, a photo of Rose with Fall Out Boy's Pete Wentz (appearing as himself) at a nightclub angers her boyfriend; and Laurel gives Marco money to help him start his own restaurant.
Megan rushes to Lily, who insists she knows nothing about the drugs discovered in her hotel room; Will offers to pay Lily's bail, but Arthur believes a stay in jail may force Lily to change. Meanwhile, Sage buys Luis an expensive gift and is surprised by his reaction.
Megan finally confronts her mother (Sharon Lawrence) about her hurt and anger over being abandoned; Rose comes up with the idea of hosting a charity dinner as a way to help Sage spend more time with Luis; Marco's boyfriend tells him he should leave his job and start his own café; Mandy isn't happy when she hears Charlie is going back to school; and Megan gets a call that Lily is in jail.
On the heels of reuniting with her father, Megan is visited by her estranged mother (Sharon Lawrence), who abandoned the family many years ago. Meanwhile, Will becomes jealous when Megan turns to Charlie instead of him for advice on family matters; and Sage, who denies her feelings for Luis, sets Rose up on date.
Laurel travels to see her old flame Miles (Michael Nouri) in Santa Barbara, and a few days later he surprises her with a visit. But Miles soon realizes work and family come first for Laurel. Elsewhere, new couple Megan and Will face their first obstacle when he announces he's accepted a six-month job in Brazil; Megan prevents Rose from cheating on her final; and Charlie reconsiders moving in with his girlfriend.
Megan starts seeing Will, but is uncomfortable with the fact that he's dating several other women. Meanwhile, Rose decides to cheat on a history test; and Laurel asks Megan to do some research on the man with whom she had a secret tryst years ago.
Megan's college friend Caryn (Sarah Drew) visits and shares news of her promotion at The New Yorker, which makes Megan reflect on her faltering career as a writer. Meanwhile, Sage and Rose's publicist scores the girls a performing gig at a Miami nightclub's opening, where they meet Perez Hilton; and Will invites Megan and Caryn to a tennis match he's photographing, where Megan makes a blunder that strains her relationship with him.
Laurel finds out about Megan's idea to write a biography on her and promptly takes over the project, dismissing Megan in favor of a ghostwriter. But Megan continues her research anyway and discovers a big secret from Laurel's past. Elsewhere, Sage meets with a prominent publicist (Kathy Najimy) about her modeling career; and Charlie thinks Mandy is better for him than Megan.
Megan invites her estranged father (John Allen Nelson) to dinner at the estate, but the intimate reunion turns into a party when Lily, Rose, Sage and Will show up. Elsewhere, Megan volunteers Rose and Sage to help with a charity that provides prom dresses for underprivileged young women.
Megan talks Laurel into using Rose and Sage in her new marketing campaign, thinking it will help bring them all closer together. But their strained relationship proves disastrous at a photo shoot with a famous photographer (Nigel Barker). Elsewhere, Megan learns Jacob still has feelings for his ex-girlfriend; and Charlie distances himself from Megan rather than continue being hurt by her indifference.
Megan reluctantly cancels plans with Jacob to chaperone Rose and Sage's pool party. Lily attends the party, and she and Megan seem to be on the mend until Megan accuses her of stealing Rose's bracelet. Elsewhere, Charlie confesses to Marco that he's in love with Megan. Lauren Conrad appears as herself.
Megan's modesty comes to the fore when she's surprised to find an adult DVD in Rose's book bag, and Rose reveals she is not a virgin. Later, an insecure Megan fears Jacob (David Giuntoli) is losing interest in her; and Sage asks Lily to join her at a restaurant so she can learn more about Megan.
Rose learns she has to repeat her freshman year because of her low grades. Megan intercedes by visiting the school's headmaster, Jacob Cassidy (David Giuntoli), and a flirtatious chemistry develops between them. Later, Rose and Sage ditch a tutoring lesson to attend a party on a yacht. Megan follows them to the event, where she runs into Will, who makes advances toward her. And Megan accepts a date with Jacob, which makes Charlie jealous.
Megan attends a glamorous gala, where she snubs her sister Lily for being poorly dressed; Rose is hurt when she sees her former beau (Andrew J. West) at the event with another girl; and Megan has to keep the girls from getting arrested after they're caught driving without a license.
In the opener of a series about a live-in tutor to wealthy and rebellious Palm Beach, Fla., teens, Megan (JoAnna Garcia) is hired by cosmetics-company head Laurel Limoges (Anne Archer), meets her new charges (Lucy Hale, Ashley Newbrough) and begins to enjoy the perks of her new position---including a private suite and a handsome neighbor (Brian Hallisay). Lily: Kristina Apgar. Debra Wurtzel: Debi Mazar.