A documentary juxtaposing the events of the 20th century with the commentary of stand-up comedians.

A group of male office workers, bored with their daily routine, decide to stop in at the local burlesque house.

The outrageous, groundbreaking comic Lenny Bruce, whose iconoclastic material in a conservative era got him into tragic trouble, is profiled by a close friend, Fred Baker, who prefers to remember the laughs Lenny Bruce's memory evokes instead of the tears. By presenting Bruce's landmark skits on the Steve Allen Show, his failed TV pilot episode and a candid interview with Nat Hentoff, Bruce's genius and anguish show through the dramatic and tragic trajectory of his career from aspiring artist to hunted "lawbreaker".

A gangster who operates a sleazy dance hall uses a sadistic bodyguard to keep his girls afraid and his customers in line.

In 1948, Lenny Bruce was just another comic who couldn't get arrested. By 1961, all that would change.

This short animation set to Lenny Bruce's live monologue tells how the Lone Ranger hooks up with Tonto. With Bruce doing all the voices, this animation begins with local folks upset at the Lone Ranger because he won't stay around to be thanked after a good deed. So, he stays and finds he likes hearing "Thank you mask man." When their attention starts to shift elsewhere, he shocks and disgusts the townspeople with a final request. According to the cartoon’s producer John Magnuson, at early showings of this, gay audiences were upset by its apparent “fag-bashing”. And it’s true, part of the fun of the piece is just crying out “Masked man’s a fag”, scandalising and defacing the image of this all-American hero. But it’s within the larger context of Bruce’s analysis of heroism, and that the towns people reject the Masked Man is because of their prejudices, not because Bruce is asking us to endorse them. (from: http://ukjarry.blogspot.de/2010/01/352-lenny-bruce-thank-you-mask-man.html)