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A rich New York playboy with a famous surname – what if JFK Jr had lived? Hadley Freeman © Provided by The Guardian Photograph: Arnaldo Magnani/Getty Images Because I’ve been watching a lot of 90s sitcoms recently, I’ve been thinking about John F Kennedy Jr. Seinfeld, Sex And The City, Murphy Brown: his name pops up in them all. It will be 22 years this summer since he died, so a lot of people have forgotten what a big deal he was back then, especially in New York. But John-John, as his parents and the media teasingly called him, remains the closest thing America will probably ever have to a prince. When his plane crashed, only two years after the death of Princess Diana, it really did feel like the cruellest fairytale: the fairest prince and princess in all the lands would not make old bones.

New yorkUnited statesHadley freemanJerry seinfeldMurphy brownCarolyn bessette kennedyMonica lewinskyArnaldo magnani gettyCarolyn bessetteJohnf kennedy jrStephen kingSharon tateDaryl hannahQuentin tarantinoCalvin kleinGuardian photograph