Files date from 1955 to 1980. The FBI characterized the magazine as carrying "on a campaign of snide innuendoes against the FBI and at times was outright critical of the Bureau and the Director." Files chronicle the FBI's attitude toward American cultural changes of the 1960's
Files cover Hefner's 1963 obscenity arrest over the publication of photographs of Jane Mansfield, the Bureau's reactions to magazine interviews, including those with Martin Luther King Jr., Art Buchwald, Melvin Belli, Fidel Castro, Jim Garrison and Eldridge Cleaver. The January 1965 interview with Martin Luther King is described as, "Typical King double talk and is another classical example of the unbounded duplicity of this false prophet."