Published April 06, 2016
John F. Kennedy Jr. asked Madonna to dress up as his mother for the cover of his magazine, George, but the "Material Girl" declined, insisting she would "never do [Jacqueline Kennedy Onassis] justice," according to a new book.
"We'll have her in a pillbox hat, sitting on a stack of books," JFK Jr. told his assistant, RoseMarie Terenzio, the author of "Fairy Tale Interrupted," which chronicles her five years as John John's confidante and publicist until his untimely death in 1999 at the age of 38.
In the summer of 1996, JFK Jr. asked Terenzio who should grace the cover of his September "Women in Politics" issue.
Terenzio suggested then-First Lady Hillary Rodham Clinton, but JFK Jr., who co-founded the magazine in 1995, had a different idea.
"I think we should dress Madonna up as my mother," he said. "Wouldn't that be a riot?"
Terenzio thought he was joking, as Madonna was then at the height of her bad-girl image, and warned him it would create a media "sh*tstorm."
And although Terenzio insisted it was not among her concerns, the cover undoubtedly would have raised eyebrows given JFK Jr.'s once-rumored romance with Madonna, who was often compared to his father's reputed paramour, Marilyn Monroe.
"If it doesn't bother me, why should it bother anyone else?" he said.
So they drafted a letter to the "Like a Virgin" singer, asking her to pose as Jackie O.
The next day, Madonna faxed her handwritten response, flirtatiously addressed to "Johnny Boy."
"My eyebrows aren't thick enough, for one," she offered.
"When you want me to portray Eva Braun or Pamela Harriman, I might say yes!" she wrote, referring to Hitler's mistress and the British socialite who married New York governor W. Averell Harriman and Winston Churchill's son, Randolph.
JFK Jr. eventually tapped actress Drew Barrymore for the cover, portraying, ironically, Monroe in her legendary white halter dress singing "Happy Birthday, Mr. President."
Terenzio's book is due out Jan. 24.