Maureen is put in an awkward position with a Playboy Club key holder and decides to take a stand, but she ends up putting the club in jeopardy. Meanwhile, Alice is hesitant about going on a first date. Singer Raphael Saadiq guest stars.
The Bunnies are asked to perform on television, and the opportunity puts Brenda at risk of being disowned by her family. Meanwhile, John Bianchi seeks Carol-Lynne's help in finding out the truth about Maureen and what happened the night his father disappeared; and Billy racks up gambling debts with the wrong people.
A new Bunny is hired at the club, but she has a hidden agenda. Meanwhile, tension grows between Nick and Carol Lynne when his potential campaign manager (Sean Maher) sets him up with a wealthy socialite (Cassidy Freeman); and Maureen gets to know John Bianchi (Troy Garity).
Competition heats up among the Bunnies over a contest to be a Playboy Magazine cover girl; Carol-Lynne uncovers a dark secret Maureen has been hiding; Nick gets the mayor's support to run for district attorney, with help from an unlikely source.
High-powered attorney and Playboy Club key holder Nick Dalton (Eddie Cibrian) comes to the aid of a new Bunny (Amber Heard) after she's assaulted by the leader of the Bianchi crime family and then accidentally kills him in the premiere of this period drama, set in the legendary nightclub in 1960s Chicago.