In the 1950's and 1960's Frank Sinatra was the head of the infamous "Rat Pack". He, Sammy Davis Jr., Dean Martin, Peter Lawford and Joey Bishop worked and played together. This film dramatizes their volatile relationships with each other and the Kennedys, Marilyn Monroe, mobster Sam Giancano, Judith Cambell and the FBI. Sinatra helps John Kennedy get elected in 1960 with a little help from Giancano. Lawford, married to a Kennedy, is an unhappy go-between. Davis is fighting racism and insecurity. Cambell is sleeping with both Giancano and JFK who is also sleeping with Monroe.