Set in the back streets of Chicago, A Generation of Mavericks follows a group of young adults as they struggle their way through life in a different time within a splintered society that doesn't provide any guidance on how to survive, as previous generations had done.

Follow them as they explore unique places like Club Flexibles, which was, 'a dangerous place to be alone at times but it was easy to go with friends. In the back the men would meet to tell stories of fallen women and victorious brawls that they had had and if you remained quiet against the far wall you could get close enough to hear them hoot and call out to the women on the dance floor. It would have been easy to make jest of them, but you'd be pressed to find anyone doing it. In large groups the men became more reckless and cruel and everyone kept a wary eye on them. But if you kept to yourself and wore inconspicuous, dark clothing there was little chance you'd be bothered. It was generally the naive or the new comers who were at risk.'