Category: JFK Junior

John F. Kennedy Jr. stared out his window overlooking the Hudson River, past the piles of proofs, magazines, Knicks ticket stubs, and take-out containers on his desk. He cracked the faintest smile, as one colleague remembers. It was the summer of 1996; he was the editor of a magazine named George, which was less than a year old and still finding its way; and an idea for the September cover had just occurred to him: Madonna dressed as his mother, Jacqueline Kennedy Onassis.

He asked his assistant, RoseMarie Terenzio, for a notepad so that he could dash off a note to Madonna with the request, while Matt Berman, George‘s creative director, sketched what they hoped would become the cover. Shot by avant-garde fashion photographer Nick Knight, the image would be disguised in such a way that, upon first glance, the reader would think the subject was indeed the editor’s mother, before taking a closer look to realize it was Madonna. Making the cover even more provocative was the fact that Kennedy was rumored to have dated Madonna before starting the magazine.

Unfortunately, the pop star—perhaps one of the few people more famous than Kennedy at that time—shot him down. “Dear Johnny Boy,” she began in her handwritten fax (which appears in Terenzio’s book, Fairy Tale Interrupted), “Thanks for asking me to be your mother but I’m afraid I could never do her justice. My eyebrows aren’t thick enough, for one.”

With Madonna out, the September cover took a decidedly different turn—instead of referencing his mom, Kennedy chose to nod at another well-known woman in his dad’s life: Marilyn Monroe.

Drew Barrymore was posed in a nude-colored cocktail dress and platinum wig, with a mole perfectly placed on her left cheek. The idea came from George’s executive editor, Elizabeth Mitchell, who suggested it as a fiftieth-birthday tribute to President Bill Clinton. The reference: In May 1962, in front of fifteen thousand people during a Democratic-party fundraiser at Madison Square Garden, Monroe had famously serenaded Kennedy’s father ten days before his forty-fifth birthday with a breathy, seductive “Happy Birthday, Mr. President.” The subtext to the song, of course, is that the president and the actress were rumored to have had an affair.

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