Season 3. In season three, Lily hides the fact that she has cancer from her family with the exception of her mother, CeCe Rhodes, and goes to her ex-husband for treatment. When Lily’s husband, Rufus Humphrey, finds out, it causes a strain in their marriage.

On Gossip Girl, Blake Lively and Penn Badgley played on-and-off-and-on-again couple Serena van der Woodsen and Dan Humphrey, and the actors also dated on-and-off IRL between 2007 and 2010. After the two split, they managed to hide their breakup from the rest of cast for several months, which is impressive AF.

Lily asks where she’s going since everyone is gone. Serena tells her that Tripp is leaving Maureen and that they’re going away together. Lily tells her she is still responsible for breaking up a marriage and it’s a huge mistake.

As the competition heats up, Nate apologizes to Serena and tells her that hes only been spending time with Jenny to make sure shes okay after her Agnes-induced drug trip. But just as theyre making up ” and out ” Jenny swoops in and snatches Serenas picture, taking her out of the game.

After Serena picks out a dress for Blair and leaves, Blair is approached by Jack Bass, who pulls an Indecent Proposal and asks Blair to sleep with him to save Chuck’s hotel. Blair is disgusted as she should be, but Jack makes the decision an insoluble one: either sleep with him or Chuck is in ruins permanently.

She appears in The Complete Big Nate #11-12. They first meet when Nate goes to soccer camp. They soon become a couple.

As we learn from Jenny’s subway rant, the primary reason she and Nate ended their nine-year love story is because she got her dream job covering music for Rolling Stone, which required her to move from New York to San Francisco.

Vanessa is horrified when Dan announces he is gay but remains a great friend to him, and it is her who realizes he isn’t when they have sex again. By the end of the series, Vanessa and Dan are still together.

Ruby Dinsmore is Nate’s girlfriend in the novels.