Kennedy-Madonna Romance & Quirky Magazine Cover

0:00On March 18th, 30 years ago, John F. Kennedy Jr. launched his magazine, George, and took on the role of editor-in-chief. One of his boldest ideas came in 1996 when he pitched a cover featuring Madonna dressed as his late mother, Jackie Kennedy Onassis, complete with a suit, sunglasses, and pillbox hat. Madonna quickly turned down the concept with the witty facts, joking her eyebrows were not thick enough and suggesting she'd rather play other historical figures. The idea never made it to print, highlighting Kennedy's creative but quirky approach to blending politics and pop culture. Their history went back further to a brief romance in the late 1980s when Kennedy, America's most eligible bachelor, dated the pop. Superstar made his other relationships. They met at an after party following her concert in Madison Square Garden and kept things discreet, meeting a gems and jogging in Central Park. Kennedy's mother, Jackie, strongly disapproved, viewing it as a publicity stunt by Madonna,

1:00especially given her provocative image. Sean Penn, Madonna's then husband, also confronted Kennedy at a party, demanding an apology amid swirling rumors. The fling faded by late 1989 as Kennedy pursued other partners, including Darryl Hanna, and later his wife Carolyn Beset. It remained a short, steamy chapter in his adventurous personal life, far from the lasting connections he sought later on. Made in A.I.