Do You Know Gossip Girl Test your knowledge on the 2007 TV series Gossip Girl. Do you know everything about the show? pearl126 published on June 13, 2013 Stacked 1/8 What is Serena's last name? Van der Woodsen Vanderbilt Waldorf 2/8 Who is Serena's best friend? Chuck Jenny Blair 3/8 Why did Serena come back in the Pilot episode? for her brother she missed her friends her mom told her to come home 4/8 DanIn season three, Dan dates a girl named Olivia. Who was the celebrity who co-starred in the show? Type answer. Hint: 11 characters 5/8 Who has Serena dated? [Choose Two] Hint: 2 choices Nate Chuck Dan No one 6/8 Why did Serena leave in the Pilot of the show? She was in a bad place with her family She wanted to go to boarding school She had an affair with her best friend's boyfriend 7/8 Nate's father was arrested. Why? he wasn't guilty for fraud robbery 8/8 In season two, Jenny moves out of her father's loft. Why? to go to her mother because she wanted to live with her boyfriend To pursue her fashion career