John F Kennedy Jr had 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 [Jackie O] justice, according to a new book.
In the summer of 1996, JFK Jr. had asked his assistant, RoseMarie Terenzio, who should grace the cover of his September Women In Politics issue.
Terenzio, author of the memoir, 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, 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 had said.
“Wouldn’t that be a riot?” he said.
Terenzio thought he was joking as Madonna was at that time at the height of her bad-girl image, the New York Post reported.
She warned him it would create a media s--tstorm.
“We’ll have her in a pillbox hat, sitting on a stack of books,” JFK Jr. had said.
“If it doesn’t bother me, why should it bother anyone else?” Kennedy said.
So they drafted a letter to the Like A Virgin singer, asking her to pose as Jacqueline Kennedy Onassis.
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, bizarrely, to Hitler’s mistress and the British socialite who married New York Gov. 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, whose book is due out on Jan. 24, says there was nothing untoward at the time of the fax between the Material Girl and the heir to Camelot.
In fact, later that month, JFK Jr. married his longtime girlfriend, Carolyn Bessette.