Alas, this is one crossover The CW never made. However, we love a good fanfic, so here’s how we picture it going down:
Ian portrays Astor Knickerbocker, a devastatingly handsome playboy who gives Serena van der Woodsen the smolder eyes at Blair Waldorf’s blacktie bridge game. He amuses her with a few quips before vanishing without a trace. The pattern continues over several episodes. Serena is intrigued by the stranger and quickly falls for him.
After a complex series of events unfolds, it’s revealed that Astor is really Richard Archibald, Nate’s penniless half-brother, who was scheming to marry Serena for her money. Oh, the humanity! Nate threatens to turn Richard in to the cops, and he’s never heard from again.