Watch Gossip Girl S05e01 (HD — 720p)

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

: 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

: Blair and Prince Louis return from Monaco to plan their wedding, but Blair clashes with her future mother-in-law over traditions like the wedding dress. Watch Gossip Girl S05E01

: Traumatized by his breakup with Blair, Chuck adopts a philosophy of saying "yes" to everything, leading him into dangerous stunts and a motorcycle accident.

: The episode ends with a shocking twist as it is revealed that Blair is six weeks pregnant. Notable Locations : Nate begins a secret affair with Diana

: Dan discovers that Vanessa has published a chapter of his anonymous novel, Inside , in Vanity Fair .

While much of the episode takes place in Los Angeles, the series continues to feature iconic New York City spots: Hugo Becker : Continues his role as Prince Louis Grimaldi

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