Privileged:

Megan is shocked to discover an adult DVD in Rose's book bag and even more shocked when Rose reveals she is not a virgin. Rose admits she is planning to have sex with her current boyfriend, Max, and doesn't understand why Megan seems so uptight about sexual issues.

Megan's insecurities also show up during a date with Jacob, the headmaster from Rose and Sage's posh prep school, and she fears he is losing interest in her. Meanwhile, Sage invites Lily, Megan's estranged sister out to a restaurant in order to dig up dirt on Megan, and Megan is furious and feels betrayed when she finds out that Lily and Sage were drinking together.