Watch Gossip Girl S05e01 〈HD 2027〉

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

: Serena thrives in her Hollywood film job but faces a major setback after attempting to impress her boss. Watch Gossip Girl S05E01

: 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 : Where Dan is confronted by his mentor

While much of the episode takes place in Los Angeles, the series continues to feature iconic New York City spots: Watch Gossip Girl S05E01