Chicago, 1929. J. 'Shep' Morrison é um gângster gentil, que se veste bem e se comporta como um gentleman. Acima de tudo uma espécie de Robin Hood, ele adota como filho o bandido Detroit Harry Morrison Jr. e planeja acabar com a carreira de Pretty Willie Williams, este, sim, um vilão da pior espécie. A jovem Judy Miller acaba por apaixonar-se por ele a contragosto -- e ele por ela.
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