The story of acerbic 1960s comic Lenny Bruce, whose groundbreaking, no-holds-barred style and social commentary was often deemed by the Establisment as too obscene for the public.

An aspiring Jewish actor moves out of his parents' Brooklyn apartment to seek his fortune in the bohemian life of Greenwich Village in 1953.

Harry is a retired teacher in his 70s living in the Upper West Side of New York City where his late wife and he raised his children--where he's lived all his life. When the building he lives in is torn down to make way for a parking garage, Harry and his beloved cat Tonto begin a journey across the United States, visiting his children, seeing a world he never seemed to have the time to see before, making new friends, and saying goodbye to old friends.