Jackie was reportedly upset that her husband spent so much time with Billings and that he often spent the night at the White House.Īfter Kennedy’s assassination, Billings was devastated. There was a fear Russian agents could use the relationship to blackmail Kennedy, says Oppenheimer. Credit: JFK Presidential Library and MuseumĪfter Kennedy was elected president, Billings was a constant presence at the White House, and advisers were concerned about possible political repercussions. Kennedy pictured at the Kennedy family’s Palm Beach estate.