S5, E19: Serena decides she is ready to relinquish the spotlight and sets out to make a reluctant Lola (recurring guest star ELLA RAE PECK – The Good Wife) the next It Girl of the Upper East Side, starting with modeling at a Kiki de Montparnasse party and lingerie show. Meanwhile, Chuck reaches out to Blair for advice about his past, and Diana Payne's (recurring guest star ELIZABETH HURLEY) return to The Spectator starts a power struggle with Nate.