While studying for his law degree, Phillip Winslow has found his niche working at Thornton Stables. His sister, Amelia, is still searching for something that will bring her happiness. Her rebellious nature, once kept in check by a desire to please her missionary parents, finally breaks free from those restraints. Against her family's wishes, she becomes a nightclub singer and dreams of making it on Broadway.

While Amelia has gangster Tony Morino's bodyguard to thank for jumpstarting her career, Phillip finds himself drawn to Tony's daughter. As both Winslows are pulled further and further into a dangerous underworld, everything they hold dear is threatened.