Megan becomes upset when Shelby says Will is a playboy who will never commit to just one person. In order to get Sage to spend more time with Luis, Rose puts together a large charity dinner, but not everything goes as planned. Meanwhile, Keith tries to convince Marco to quit his job and open a cafe; Charlie goes back to school, but his girlfriend is upset to learn he will be spending more time with Megan; and Megan is shocked to receive a call that her sister Lily is in jail.