In 1947, Dalton Trumbo (Bryan Cranston) was Hollywood's top screenwriter until he and other artists were jailed and blacklisted for their political beliefs. This movie recounts how Dalton used words and wit to win two Academy Awards and expose the absurdity and injustice under the blacklist, which entangled everyone from gossip columnist Hedda Hopper (Dame Helen Mirren) to John Wayne (David James Elliott), Kirk Douglas (Dean O'Gorman), and Otto Preminger (Christian Berkel).

Sara Goldfarb (Ellen Burstyn) is a retired widow, living in a small apartment. She spends most of her time watching TV, especially a particular self-help show. She has delusions of rising above her current dull existence by being a guest on that show. Her son, Harry (Jared Leto) is a junkie but along with his friend Tyrone (Marlon Wayans) has visions of making it big by becoming a drug dealer. Harry's girlfriend Marion (Jennifer Connelly) could be fashion designer or artist but is swept along in Harry's drug-centric world. Meanwhile Sara has developed an addiction of her own. She desperately wants to lose weight and so goes on a crash course involving popping pills, pills which turn out to be very addictive and harmful to her mental state.

Tom Reagan (played by Gabriel Byrne) is the right-hand man, and chief adviser, to a mob boss, Leo (Albert Finney). Trouble is brewing between Leo and another mob boss, Johnny Caspar (Jon Polito), over the activities of a bookie, Bernie Bernbaum (John Turturro) and Leo and Tom are at odds on how to deal with it. Meanwhile, Tom is in a secret relationship with Leo's girlfriend, Verna (Marcia Gay Harden), who happens to be the sister of Bernie. In trying to resolve the issue, Tom is cast out from Leo's camp and ultimately finds himself stuck in the middle between several deadly, unforgiving parties.

Rupert Pupkin is obsessed with becoming a comedy great. However, when he confronts his idol, talk show host Jerry Langford, with a plea to perform on the Jerry's show, he is only given the run-around. He does not give up, however, but persists in stalking Jerry until he gets what he wants. Eventually he must team up with his psychotic Langford-obsessed friend Masha to kidnap the talk show host in hopes of finally getting to perform his stand-up routine.

The Bronx, New York, 1960. 9-year-old Calogero grows up admiring and fascinated by the local mob boss, Sonny. Calogero's father, Lorenzo, wants to have nothing to do with the mob and does his best to keep his son away from Sonny and mob business. However, it may prove a losing battle.

In this crime-action tour de force, the South Boston state police force is waging war on Irish-American organized crime. Young undercover cop Billy Costigan is assigned to infiltrate the mob syndicate run by gangland chief Frank Costello. While Billy quickly gains Costello's confidence, Colin Sullivan, a hardened young criminal who has infiltrated the state police as an informer for the syndicate is rising to a position of power in the Special Investigation Unit. Each man becomes deeply consumed by their double lives, gathering information about the plans and counter-plans of the operations they have penetrated. But when it becomes clear to both the mob and the police that there is a mole in their midst, Billy and Colin are suddenly in danger of being caught and exposed to the enemy - and each must race to uncover the identity of the other man in time to save themselves. But is either willing to turn on their friends and comrades they've made during their long stints undercover?

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