In 1950s England, slow-witted Derek Bentley falls in with a group of petty criminals led by Chris Craig, a teenager with a fondness for American gangster films. Chris and Derek's friendship leads to their involvement in the true case which would forever shake England's belief in capital punishment.

Jack Manfred is an aspiring writer who to make ends meet, takes a job as a croupier. Jack remains an observer, knowing that everything in life is a gamble and that gamblers are born to lose. Inevitably, he gets sucked into the world of the casino which takes its toll on his relationships and the novel he is writing.