Watch Gossip Girl Season 1, Episode 8: Seventeen Candles – Blair is devastated by the current state of her relationship with Nate and the guilt from her recent indiscretion. But she manages to put on a happy face for her 17th birthday party and attempts to hide her feelings from her friends.

Watch Gossip Girl Season 1, Episode 7: Victor/Victrola – Things heat up between Serena and Dan when they admit they are in love with each other, despite that they come from polar opposite worlds (she from wealthy Upper East Side Manhattan, and he from working class Brooklyn). But Serena and Dan’s plans to be alone to consummate their romance is interrupted by Vanessa who shows up wanting to spend time with Dan. Meanwhile, Chuck thinks of investing in a strip nightclub to make his father, Bart Bass, proud of him.

Watch Gossip Girl Season 1, Episode 6: The Handmaiden’s Tale – Dan is torn between two girls when his childhood friend, Vanessa, returns home and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other. At the infamous masked ball, Blair sends Nate on a scavenger hunt, but Nate is ultimately still distracted by his feelings for Serena. Although Blair makes it perfectly clear that outsiders are not welcome, a disguised Jenny and Dan sneak into the ball. Elsewhere, Lily asks Rufus to accompany her to an Eleanor Waldorf event in order to make Bart Bass jealous.

Watch Gossip Girl Season 1, Episode 5: Dare Devil –
Dan makes elaborate plans to impress Serena on their first official date. That same night, Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high stakes game of “truth or dare.” Meanwhile, when Lily discovers that Eric is missing from his treatment center, she finds herself seeking help from her ex-boyfriend, Rufus.

Watch Gossip Girl Season 1, Episode 4: Bad News Blair – Blair is thrilled when her mother, Eleanor, chooses her to be the new face of her clothing line. However, Blair’s happiness soon turns to her typical feelings of betrayal and jealousy when Serena moves into the spotlight and Blair finds herself back in Serena’s shadow.