Chuck finds himself once again at odds with Jack when Chuck learns that his mother, Elizabeth, has betrayed him. Meanwhile, Eleanor puts Blair in charge of making sure her latest fashion show is a huge success with an important client. Rufus attempts to get Jenny back on track by volunteering to have her help with Eleanor’s fashion show, but the opportunity takes a big turn for the worse when Jenny learns that her old frenemy, Agnes, will be one of the models. Elsewhere, Dan and Vanessa announce their newfound romance to everyone and try to have a real date when Vanessa cooks dinner at the Humphrey loft to get out of a rut.