1x05 Dare Devil

As Serena and Dan prepare for their first official date, the latter finds himself making extensive plans to impress her while Jenny is invited to a sleepover at Blair Waldorf's home and finds herself embroiled in an intense game of truth or dare. Meanwhile, Erik goes missing from his treatment center and Lily seeks Rufus's help in finding him. Nate and Chuck do not appear in this episode, as they were said to be elsewhere.

1x04 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 feelings of betrayal and jealousy when Serena moves into the spotlight and Blair finds herself back in Serena's shadow. Meanwhile, Serena and Dan are reminded once again that they come from two very different worlds, while Nate and Chuck indulge in a boys' weekend to blow off steam after Ivy Week, only to cause more trouble for them.

1x02 The Wild Brunch

Blair reveals to Serena that she knows about her past transgressions with her boyfriend, Nate Archibald, before she left town and gives her the cold shoulder. Meanwhile, Chuck Bass's father Bart hosts a fundraiser brunch and Serena shows up with Dan Humphrey raising the fire of Chuck and Blair. Dan's sister, Jenny, also makes inroads with the in-crowd when Blair befriends her and takes her under her wing.

1x01 Pilot

Former Upper East Side it girl, Serena van der Woodsen, abruptly returns to Manhattan after a year's worth of self-imposed exile at a boarding school for reasons unknown. Her homecoming causes tension within her old group of friends and her best friend, Blair Waldorf, who are not too happy to see her again. We're also introduced to characters Dan Humphrey and Jenny Humphrey.

1x03 Poison Ivy

As the students of Constance Billard and St. Jude's prepare for the arrival of Ivy League representatives at their school, Blair finds out a damaging secret about Serena and mulls over whether to go public with it as their feud escalates. Jenny forges a new friendship with Serena's younger brother, Erik, and Dan has his heart on being the usher for the Dartmouth College representative only to be beat out by Nate, who has no interest in attending the school. Even though, Nate does try to help Dan meet with the Dartmouth representative, his father strongly dislikes it.