When Chicago hair stylist Lexi Tyler finds herself evicted from her apartment, her best friend sets her up with the mobster Bobby Manghini, knowing he likes to play sugar daddy. He offers her a luxury apartment overlooking the city and spending cash every time he sees her, but one thing is clear: he is the bossman. Lexi soon discovers Bobby backs up his rules with firm, over the knee discipline, but he also takes responsibility for all her problems, giving her more support than she ever dreamed of having from a man.
Mobster Bobby Manghini likes to be the man in control, particularly with women, which is why he prefers a mistress for sex, even though he's no longer married. When he strikes a deal with Lexi to be at his beck and call, he finds in her the full package -- a hot, intelligent woman who is turned on by his dominance and willing to submit to his punishment. But when she finds out he doesn't have a wife, she is hurt by the deception and severs all ties. Can he prove to her their relationship meant more than a business arrangement? Or will he lose the one woman willing to give him everything he ever desired?