Jonathan is hired by Richard Antrem, George's nemesis and boxing foe, to investigate Richard's suspicions that his wife Priscilla, George's ex, is having an affair. Jonathan's insecurities resurface when Stella announces she's not over her first love. George has a new female urologist; Ray plots to win back Leah by penning a comic book.
Jonathan is hired by a police officer to erase the hard drive of an S&M club computer to prevent potentially embarrassing information from coming out as the officer has received word that the club is about to be raided. Leah breaks it off with Ray. George is asked to cut back on expensive meals to prevent the Magazine from going under.