who does jenny from gossip girl lose her virginity to
Jenny Humphrey Jenny has been living in Hudson with her mother since May. Blair finds Jenny preparing for an interview with Tim Gunn, and grants her a special day pass. 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.