At the reading of Bart Bass' will, Chuck is bequeathed the majority share of Bass Industries, but Jack soon manipulates Chuck into giving him the company.
Carol was the so-called black sheep of the family who introduced Lily to the life of partying, as well as Owen, a busboy at Carol's place of employment.
Also, Chuck and Blair try to recruit the redeemed Georgina for their help to deal with Serena's complication with Gabriel.
But when Jenny goes behind Agnes back to exclude her from their business when Agnes cannot be counted on for her slacking off, Agnes learns.
As Gossip Girl narrates the so-called Fashion Week where the students of the Upper East Side gather for the annual fund raiser, Blair becomes angry with her mother when she gives Serena and her new socialite friend, Poppy Lifton, front row seats to the Eleanor.Lily also met and hooked up with her outgoing free-spirited 19-year-old sister Carol.Serena decides to visit Yale and gets even with Blair.Jenny has a new young model friend, named Agnes, who encourages Jenny to explore her wild side, and also to confront Eleanor Waldorf who is planning to steal Jenny's designs in order to pass them off as her own.Elsewhere, Dan receives.Blair is against the idea of her mother, Eleanor, with a new man in her life, named Cyrus Rose, and she in her natural and evil ways, does everything in her power to make it impossible for them to be together by trying to break.Meanwhile, Lily and Bart throw an extravagant housewarming logic pro 9 pc party and expect their children to make them proud, but the Serena do not want to follow the rules when she correctly suspects Bart to be influencing Lily to do what he wants for business and self-interest.But the teenager, Emma, proves to be more than a handful and Blair begins to suspect that the evening may actually wind up hurting her chances of getting into the college of her dreams.Vanessa also enlists Blair's help when she finds out a scandalous secret about Catherine.But the real culprit it Rachel who is seeking to get back at Blair for destroying her career.Jude's graduation by sending out a shocking and damaging email blast in the midst of the commencement ceremony, stirring Serena to come up with a plan of attack.
The Mean Girls; Nelly, Isabel, Penelope, etc, challenge Jenny to throw her hat in the ring to succeed Blair as Queen Bee next year.
Meanwhile, Vanessa agrees to help Chuck with a scheme that will make Blair and Nate jealous and they end up having sex in the process.
Elsewhere, Blair pressures Georgina into making amends for her past bad behavior by helping her in a scheme to rip off Poppy after she has embezzled all of the investment money that she and Gabriel claim to invest.Meanwhile, Blair's mother, Eleanor, prepares her latest marriage to Aaron's father Cyrus.Serena and Dan are trapped in an elevator during a citywide blackout which makes them trying to work out their differences.Blair throws a surprise party for Chuck and invites the board of the Bass company.When Blair learns that her acceptance into Yale went to Nelly, she suspects Serena of leaking info about her detention stint, while Serena blames Blair of babbling about her own problems.Serena decides to throw Jenny an intimate party for her 16th birthday, but things get out of control when Serena's friend Poppy Lifton, returns and turns the small gathering at the van der Woodsen apartment into a huge social event.