<P> While at Yale , Rory reconnects with Dean , who married Lindsay ( a fellow school mate ) , straight after high school , but it is soon clear that he impulsively did it as a rebound from Rory . During the same period , Jess shows up at Yale to see Rory unexpectedly , and asks her to run away with him , but she refuses . Dean gets jealous but he and Rory grow closer and have an affair , during which Rory loses her virginity . Lorelai is angry and disappointed in Rory , who decides to leave for Europe with her grandmother for the summer to avoid conflicts . Shortly after , Dean separates from Lindsay and the two continue seeing each other . </P>
<P> While at Yale , Rory reconnects with Dean , who married Lindsay ( a fellow school mate ) , straight after high school , but it is soon clear that he impulsively did it as a rebound from Rory . During the same period , Jess shows up at Yale to see Rory unexpectedly , and asks her to run away with him , but she refuses . Dean gets jealous but he and Rory grow closer and have an affair , during which Rory loses her virginity . Lorelai is angry and disappointed in Rory , who decides to leave for Europe with her grandmother for the summer to avoid conflicts . Shortly after , Dean separates from Lindsay and the two continue seeing each other . </P>
who does rory gilmore lose her virginity to
who does rory gilmore lose her virginity to
Dean
Dean