Nick Dalton is the premiere playboy of Chicago. A prominent defense attorney, Nick is house counsel for the Playboy Club, but his interests there aren't strictly professional. For one thing, he's dating Carol-Lynne Cunningham, the first Playboy Bunny and the Club's most popular performer. For another, Nick is running for State's Attorney of Chicago, and if you want to mingle with the power brokers and dealmakers of the city, the Playboy Club is the place to be.
Born an orphan, Nick was taken in and raised by Bruno Bianchi, the head of the Chicago Mafia, and groomed for the family business. After graduating from law school, Nick went to work as a "fixer" for the Bianchis, making the family's problems disappear - by any means necessary. Three years ago, Nick made a clean break from the family, and he's been trying to make up for lost time ever since, defending the disenfranchised and disempowered of Chicago against corrupt city bureaucracies and underworld thugs. Now he's running for State's Attorney on an ambitious campaign to clean up the city. Even if Nick is done with the Bianchi family though, it's not clear that they're done with him, and just as his campaign gets underway, a series of unforeseen circumstances forces Nick to consider whether he can ever truly escape his past.