Blair plots to ensure her social status
remains intact, while Lily tries to solidify her family by hosting a
gathering for them. Elsewhere, Nate looks into Diana’s background and
unearths a surprise.
Blair and Dan go public as a couple by
hosting a salon. Meanwhile, Lola gets to audition for a coveted role;
Lily and Rufus clash over how to deal with Ivy; and Serena and Diana
have a confrontation about secrets they don’t want divulged.
Serena wants to pass her It-Girl torch to a hesitant Lola, whom she pressures to do a modeling gig at a lingerie show. Elsewhere, Chuck seeks Blair’s guidance regarding his past; and Diana resurfaces and stirs things up at Nate’s newspaper.
Chuck wants to express his gratitude to Jack for saving his life. Elsewhere, Blair and Dan’s new romance hits a snag; Ivy gets unexpected assistance from William; and Nate is optimistic about landing a new investor for his newspaper.
It’s Valentine’s Day on the Upper East Side and Blair can’t resist playing cupid for someone she loves. Georgina is intent on stirring up more drama, so she decides to crash Nate’s Valentine’s Day party. Meanwhile, Serena is shocked by something she witnesses at the party.
Blair wrestles with making a challenging decision about her future. Meanwhile, Georgina tracks a scandal; and Serena protects someone by accepting blame.
Blair’s flashbacks reveal the fallout of her and Chuck’s car accident, which Nate realizes may have been caused by foul play. Meanwhile, Lily gets a private eye to locate Charlie; and Vera Wang makes an appearance at Blair’s bridal-dress fitting.
The friends attend “Sleep No More,” one of Punchdrunk’s provocative theater experiences. When masks and anonymity are involved, twisted romance is bound to occur. Meanwhile, Diana sets her sights on Serena in her quest to ruin Gossip Girl and Dan is out on a book tour.
Blair and Louis are having a power struggle with Louis’ family during their celebration of Yom Kippur. Serena’s boss is making her choose between her new job and her relationship with Dan.
Dan tells the truth about his book hoping everyone will support him at the book party. Diana discovers some incriminating information about one of Nate’s friends.
Diana makes an offer Nate can’t refuse. Serena forces Charlie to decide which world she wants to embrace. Dan seeks Chuck’s help to stop the publication of his book, but realizes Chuck is the one in need.
Serena thoroughly enjoys her new job in Hollywood, but makes a costly mistake when she tries to impress her boss. Chuck and Nate join Serena at a glamorous Hollywood Hills party, where Nate meets an older sexy woman. Blair and Louis start to plan their royal wedding, but Louis’ refusal to defend Blair’s decisions threatens to destroy their relationship.