Will comes back to NYC, meets Reese (maybe while he is gleefully spending Finch's money), and is instantly suspicious. Because his uncle is awesome, alright, and he deserves better than some trophy boyfriend who wants him for his money and doesn't appreciate him. So he sets out to find out all he can about this John Rooney/Wiley/Reese/Warren person. Hijinks ensue.
Will Ingram, Boy Detective - Reese/Finch (possibly imaginary)