Watch Gossip Girl S05e01 File

: Where Dan is confronted by his mentor about the Vanity Fair piece. Guest Stars

: The site of a glamorous party attended by Serena, Chuck, and Nate.

: Debuts as the mysterious media mogul Diana Payne. Michael Michele : Appears as Serena's Hollywood boss, Jane. Hugo Becker : Continues his role as Prince Louis Grimaldi. Yes, Then Zero | Gossip Girl Wiki | Fandom

: Nate begins a secret affair with Diana Payne, an older woman with hidden motives who eventually hires him for The New York Spectator .

While much of the episode takes place in Los Angeles, the series continues to feature iconic New York City spots:

: Serena thrives in her Hollywood film job but faces a major setback after attempting to impress her boss.