Due to financial difficulties, Whitey fears that he will lose the bar to to the local gangster Joe McCullough, who holds the note on the bar; Whitey's friend Bobby, who is a small time bookie, enters dangerous territory when he steps on Joe's toes with a bold con that he pulls with a local boxer; Frankie threaten's to financially sink his friend Whitey when he finds himself the victim of a con; On the eve of Molly's wedding, her ex-fiancee Teddy comes back into town. His old friend Truby tries to smooth things over and make sure that Teddy's return does not result in any trouble, but he himself finds trouble with a local diner waitress that he has been pursuing.

With the direction of Nick Stagliano The Florentine has a natural feel and brings forth the atmosphere of a small working-class town. The wonderfully talented cast brings the interesting storylines to life and the viewer can feel the bonds of friendship that connect the characters.

On a side note, the actor that plays the boxer nicknamed Pretty is Lillo Brancato. Brancato found his own real life trouble with the law and is currently in jail in connection with the shooting death of an off-duty NYC police officer Daniel Enchautegui in 2005.