<P> Jenny hits rock bottom after sending a picture of Dan and Serena in bed together to Gossip Girl, jeopardizing Dan and Nate's friendship, Dan and Vanessa's relationship, and breaking up Nate and Serena's relationship . Blair confronts Jenny telling her that "Nate loves Serena, Dan loves Vanessa - god knows why -, and Chuck loves me . But you Jenny? No one loves you, except your daddy . And after what you pulled yesterday, who knows if that's even true anymore?" Emotionally distressed, Jenny goes to Nate's apartment but instead finds Chuck devastated over his break - up with Blair and in her state of vulnerability, Jenny loses her virginity to Chuck . However, afterwards, Blair arrives willing to take Chuck back and Jenny sneaks out . She breaks down in tears to Eric, telling him that everyone hates her and that she slept with Chuck . Eric tells Dan, who confronts Chuck just as he is about to propose to Blair . Jenny, in tears, leaves with Rufus and Lily . A week later, she says her goodbyes to her family and leaves to finish out high school with her mother in Hudson . </P> <P> Jenny has been living in Hudson with her mother since May due to the troubles that occurred in "Last Tango, Then Paris", where she caused an uproar with Serena and Dan when she sent a picture of the two of them in bed together, which led to the breakup of both Dan and Vanessa & Serena and Nate . As she was upset, she later went to Chuck's apartment and slept with Chuck, which led to Blair breaking up with Chuck and banishing Jenny from New York City . </P> <P> Jenny returns in episode "Easy J". Blair finds Jenny preparing for an interview with Tim Gunn, and grants her with a special day pass . However, when Chuck steals Jenny's portfolio, she is forced to visit The Empire Hotel where Blair had forbidden her to go . This results in Blair and Jenny scheming against each other, and Jenny eventually telling Gossip Girl that she lost her Virginity to Chuck, not Damien Dalgaard . While Jenny is left feeling victorious, a defeated Blair blames Chuck . Jenny ultimately realises the damage of her return and decides to leave for good, telling Blair and Chuck that their vindictive games against each other will soon destroy them both . </P> <P> In "Juliet doesn't live here anymore" Juliet and Vanessa skype Jenny asking for help to take down Serena . Jenny knows that she doesn't want to go back to her old tricks but also feels like Serena is the one to blame for everything that happened last year and how she can never take blame for anything, so, she agrees to help with the scheme . </P>

When does jenny come back in gossip girl