Everyone who's anyone in New York City is suffering from post-college-application cabin fever, and it's time to run a little wild! Could it be that Serena is smitten with Blair's stepbrother, or will the Fashion Week parties pull her away from any attempt at true love? Dan and Vanessa are mad about each other and pursuing their creative dreams...but be careful of what you wish for. Nate hits an all-time low as Blair's Yale interview with a tall, handsome alum takes an unexpected turn, and Jenny makes a new friend who gets a little too close for comfort. And just who is going to get into college early acceptance?