Plot summary
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. Title reference: The 2005 film The 40-Year-Old Virgin.
Credits
Adapted from Wikipedia contributors, Gossip Girl season 3. HTML formatting and reference markers removed.