<Tr> <Td_colspan="7"> <P> Rufus and Lily grow angrier and more suspect of Jenny's relationship with Damien in which Jenny decides to rebel by revealing Damien's drug - dealing profession . Meanwhile, Chuck confides in Blair, Serena, and Nate about his investigation into the mysterious woman, Elizabeth Fisher, who may or may not be his mother . Elsewhere, Dan and Vanessa struggle through the awkwardness of dating other people when they attend a college beach party with their respective dates . Serena makes a decision regarding finding her father after having a talk with Chuck's mother . </P> Title reference: The 1938 film The Lady Vanishes . </Td> </Tr> <P> Rufus and Lily grow angrier and more suspect of Jenny's relationship with Damien in which Jenny decides to rebel by revealing Damien's drug - dealing profession . Meanwhile, Chuck confides in Blair, Serena, and Nate about his investigation into the mysterious woman, Elizabeth Fisher, who may or may not be his mother . Elsewhere, Dan and Vanessa struggle through the awkwardness of dating other people when they attend a college beach party with their respective dates . Serena makes a decision regarding finding her father after having a talk with Chuck's mother . </P> <Tr> <Th> 58 </Th> <Td> 15 </Td> <Td> "The Sixteen Year Old Virgin" </Td> <Td> Wendey Stanzler </Td> <Td> Leila Gerstein </Td> <Td> March 22, 2010 (2010 - 03 - 22) </Td> <Td> 1.90 </Td> </Tr> <Tr> <Td_colspan="7"> <P> Despite being grounded, Jenny continues to secretly see Damien who tells Jenny that he wants to have sex with her . Meanwhile, Lily tells Rufus the big secret she has been keeping from him even though she knows it is a huge risk . Dan and Vanessa explore a new stage of their romantic relationship . Serena and Nate have an argument about their past events . Chuck is forced to make an extremely difficult decision about transferring ownership of his hotel to Elizabeth when a lawsuit is served against him by female employees for sexual harassment, as his devious uncle, Jack Bass (Desmond Harrington), returns to New York with an agenda . </P> Title reference: The 2005 film The 40 - Year - Old Virgin . </Td> </Tr>

When do serena and nate start dating in gossip girl