Privileged

In the series premiere, based on the hit book How to Teach Filthy Rich Girls, Megan makes the transition from New York to Palm Beach, and takes on her new position with gusto. Hoping to upset Megan, Sage invites Megan's estranged sister, Lily (series star Kristina Apgar), to Laurel's fundraising event. One of the waiters at the event is Megan's best friend, Charlie (series star Michael Cassidy), who has been secretly in love with her for a long time. Despite her own complicated romantic and family relationships, Megan is committed to making a difference in the lives of her two headstrong students as she navigates the treacherous waters of high society in Palm Beach.

Megan is thrilled when Laurel invites her to a glamorous Palm Beach social event; Lily connects with Will and gets into a loud, public argument with Megan; Rose is devastated when her ex-boyfriend shows up to the party with another girl.

Megan meets with Rose's headmaster, Jacob Cassidy (recurring guest star David Giuntoli), and is disarmed by his age and good looks. Plus, the twins skip tutoring for a yacht party.

Megan is shocked when she finds an adult DVD in Rose's bookbag, and even more shocked when she learns that Rose is not a virgin; Megan fears Jacob is losing interest in her; Sage invites Lily out to try and get some dirt on Megan.

Megan is forced to cancel her plans for a spa weekend with Jacob (recurring guest star DAVID GIUNTOLI) when Laurel demands she act as chaperone for Rose and Sage's pool party.

A photo shoot with Rose and Sage for Laurel's upcoming marketing campaign with top photographer Rocco Zaretti (guest star NIGEL BARKER - "America's Next Top Model") is a disaster.