Paul, Lauren’s boyfriend from the previous school year, arrives back in the city and the sparks begin to fly once again between the two. This inspires a fit of jealousy in Jackson and he starts spying on the couple. Also, Winnie meets Prince Nicholas of “Lichtenberg,” who is enamored with her and asks her on a date. But before she goes, Ashley, Mr. Elliot and Ms. Dupre give Winnie lessons on the proper way to act around royalty.