When Christian is away on a business trip, Ana disregards his wishes that she stay at home, and meets her friend, Kate Kavanagh, for a drink. Kate, who is dating Christian's older brother Elliot, confides that she suspects Elliot may be having an affair with Gia, who is also his business associate. When Ana returns home, she encounters Jack Hyde, who attempts to kidnap her. Ana's security team subdues him and he is arrested. After an argument with Christian about her night out with Kate, Ana berates Christian for being overly controlling and possessive and demands more freedom. Soon after, Christian surprises Ana with a trip to Aspen, bringing along Kate, Elliot, Mia, and José. Elliott proposes to Kate, who accepts. It is revealed that Gia was only helping Elliott choose the ring.