The movie starts us in Boston during a time at which there is a lot of crime. It is the 1920's and the prohibition is at full swing. Joe Coughlin (Ben Affleck) is in love with a gangster's girl, Emma (Sienna Miller), and is making his money by robbing establishments and other crime filled adventures. When they decide to take off to California together, they are going to sleep by day and live by night. Joe had one more job to do before they could take off together and leave their crime filled lives behind them. It's not at all a happy situation though, first the bank heist does not go as planned and when he finally is able to evade the police, it turns out that Emma has backstabbed him to her gangster boyfriend, Albert White (Robert Glenister). Honestly, he was lucky the police caught up to him, otherwise I'm sure he would have been killed, just like Emma.
After spending time in the slammer, he decides that he really will join ranks with the gangsters. So he turns to White's enemy who sends him to Tampa in hopes to corner the rum market during the prohibtion. It's in Florida that he excels at his position, is able to thrive with the rum, night clubs, etc. He finds love and enemies along the way. Albert White's mob isn't the only people that he has trouble
with is to legalize gambling and to finish building a casino. With this, there is another problem, Loretta (Elle Fanning). She started using her past heroine addiction as an outlet to advocate against legalize gambling, preaching all over Tampa and other part of Florida.
In the end his conscience gets to him and he can't do what must be done to ensure the the gambling is legal, thus allowing for his mob boss to take action against him in a spectacular gun fight that almost leaves you wanting more.
"If that boy were an apple, he'd be a delicious"
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