Movies and TvShows featuring "wannabe-gangster" theme.

Ali G, a wannabe gangster and TV host, is recruited by the government to infiltrate a youth center, but he becomes entangled in a plot to overthrow the Prime Minister. As Ali G tries to navigate through the world of politics, he ends up making a fool of himself at every turn.

Wannabe gangster Miguel Metralha becomes editor of a fading pornographic magazine that faces difficulties with the savage competition of similar imported magazines. His fresh ideas reshape the magazine as a whole, which is good for business, but upset the magazine's owner, a rich and powerful woman.

When New York City police officer O'Malley learns of a young man who is about to embark on a life of crime by taking part in a robbery, he takes the boy aside and tells him the story of Boomerang Bill, another wanna-be gangster who wanted to be a big shot in the New York crime scene. It seems that Bill fell for a pretty young dance-hall girl, and went up against local gang boss Tony the Wop when he insulted her. Tony, who never forgot a slight, found a way to make things very, very tough for Boomerang Bill, in a way that he never saw coming.