{"id":483500,"date":"2026-02-16T10:44:18","date_gmt":"2026-02-16T10:44:18","guid":{"rendered":"https:\/\/www.newsbeep.com\/au\/483500\/"},"modified":"2026-02-16T10:44:18","modified_gmt":"2026-02-16T10:44:18","slug":"john-f-kennedy-jr-dating-history-the-famous-women-he-dated-before-carolyn-bessette-including-daryl-hannah-sarah-jessica-parker-and-madonna","status":"publish","type":"post","link":"https:\/\/www.newsbeep.com\/au\/483500\/","title":{"rendered":"John F Kennedy Jr dating history: The famous women he dated before Carolyn Bessette, including Daryl Hannah, Sarah Jessica Parker and Madonna"},"content":{"rendered":"

It’s been 27 years since his tragic death<\/a>, but all of a sudden everyone’s talking about John F. Kennedy, Jr<\/a> again.<\/p>\n

The late son of John F. and Jackie Kennedy<\/a> has been thrust back into the spotlight by a new Ryan Murphy-helmed TV series<\/a> reliving his romance with Carolyn Bessette<\/a>.<\/p>\n

Watch the video above.<\/p>\n

The couple, alongside the Calvin Klein publicist’s sister Lauren Bessette<\/a>, were killed in a plane crash in 1999.<\/p>\n

\"JohnJohn F. Kennedy, Jr and Carolyn Bessette are back in the spotlight thanks to a new TV series, Love Story. (WireImage)<\/p>\n

Love Story: John F. Kennedy, Jr and Carolyn Bessette<\/a> is focused on the titular couple, but it also touches on one of Kennedy’s famous exes: actress Daryl Hannah<\/a>, portrayed by Dree Hemingway.<\/p>\n

Before he met Bessette, JFK Jr was linked to a number of famous women, from Madonna to Sarah Jessica Parker.<\/p>\n

However, it was his romance with Hannah \u2013 which ended not long before he and Bessette became serious \u2013 that drew particular tabloid interest.<\/p>\n

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\"DarylThe Kennedy heir’s romance with actress Daryl Hannah is also featured in the Ryan Murphy-helmed show. (Getty)<\/p>\n

\ufeffLet’s take a look back at the late magazine publisher\ufeff and attorney’s dating history before he said “I do”.<\/p>\n

The student years<\/p>\n

\ufeffDuring his student days, JFK Jr had two m\ufeffajor relationships.<\/p>\n

As a high schooler at Phillips Academy in Andover, he struck up a romance with classmate Jenny Christian.<\/p>\n

\"JohnJohn F. Kennedy Jr. with Jenny Christian) at his graduation from Phillips Academy in 1979. (Ron Galella Collection via Getty)<\/p>\n

A friend of Kennedy once described Christian as “the first love of his life, no doubt.”\ufeff<\/p>\n

Later, at Brown University, he dated fellow student Sally Munro for six years.<\/p>\n

Christina Haag<\/p>\n

In 1985 he began dating actress Christina Haag, who has appeared in TV series including Law and Order, Criminal Minds and Heroes.<\/p>\n

\"JohnKennedy began dating actress Christina Haag in 1985; they’re pictured here in 1988. (Getty)<\/p>\n

The pair had met as teenagers and both attended Brown University, even living together in a group house, but they were dating other people at the time.<\/p>\n

Things finally turned romantic when they starred in a play together in their mid-20s, and the relationship lasted five years.<\/p>\n

Haag wrote about her relationship with Kennedy in her 2011 book Come to the Edge; when discussing why it ended, she said, “We were young.”\ufeff<\/p>\n

Madonna<\/p>\n

It’s been reported \ufeffKennedy and pop icon Madonna dated for six months in the late ’80s, but other reports suggest it was merely a flirtation and nothing more.<\/p>\n

“They would try to get together but it was hard because she was on tour and he was working,” a friend of Kennedy’s told People<\/a>.<\/p>\n

“They saw each other a few times and they had a flirty and friendly banter but it wasn’t a ‘relationship.'”<\/p>\n

\"MadonnaMadonna, pictured in 1989, was romantically linked to Kennedy in the late ’80s. (WireImage)Sarah Jessica Parker<\/p>\n

JFK Jr dated Sarah Jessica Parker<\/a> for six months in 1991-92, a period the actress later referred to as “the Kennedy fiasco”.<\/p>\n

The Sex and the City star said the relationship invited a level of public attention she’d never before experienced.<\/p>\n

“I never had any idea what real fame was until I met John,” she told the New York Times.<\/p>\n

\"JohnSarah Jessica Parker called her six-month romance with the magazine published “the Kennedy fiasco”. (Getty)<\/p>\n

“He’s a nice man, but for God’s sake, I feel like I should apologise for dating him. It has become the defining factor in the person I am.<\/p>\n

“When I die, they are going to say, ‘Oh, yeah, Sarah once dated John Kennedy.'”\ufeff<\/p>\n

Daryl Hannah<\/p>\n

Kennedy’s most significant celebrity love interest was actress Daryl Hannah, with whom he had an on-and-off relationship for five years starting in the late ’80s.<\/p>\n

\"JohnKennedy dated actress Daryl Hannah on and off for five years. (NY Daily News via Getty Images)<\/p>\n

According to \ufeffJFK Jr.: An Intimate Oral Biography, theirs was a “volatile” relationship that began when they were in relationships with other people.<\/p>\n

They ultimately broke up in 1994, not long after the death of Jackie Kennedy Onassis \u2013 and shortly before Kennedy and Bessette’s love story began.<\/p>\n

Love Story echoes the claim a final nail in the coffin for the couple was the accidental death of Hannah’s dog while Kennedy was walking it in New York in 1994.<\/p>\n

\"A<\/a><\/p>\n

Kennedy family tree: A who’s who of the influential family<\/p>\n

The book claimed the actress tasked Kennedy with transporting the ashes to LA for the funeral.<\/p>\n

At the time, his mother’s health was taking a turn in New York, and she died days later.<\/p>\n

“He was deeply resentful that Daryl dragged him out there to attend a funeral for her dog when his mother was dying of cancer,” a friend of Kennedy was quoted as saying.<\/p>\n

There are also claims of a strained relationship between the Hollywood star and Kennedy Onassis, though this has also been refuted.\ufeff<\/p>\n

Carolyn Bessette<\/p>\n

\ufeffDuring his relationship with Hannah, Kennedy met the woman who’d one day be his wife.<\/p>\n

He reportedly encountered Carolyn Bessette<\/a> for the first time in 1992 in the VIP fitting room at Calvin Klein, where she was assisting VIP customers. Both were dating other people at the time.<\/p>\n

\"CarolynKennedy married Carolyn Bessette, whom he’d met through her work at Calvin Klein, in 1996. (Getty)<\/p>\n

They began dating in 1994, and despite the rampant media interest in the romance, the couple managed to marry in secret in 1996<\/a>.<\/p>\n

\ufeffTheir story was cut cruelly short in July 1999 when they were flying to Martha’s Vineyard<\/a> for a family wedding with Bessette Kennedy’s sister, Lauren Bessette.<\/p>\n

Piloting the single-engine aircraft, Kennedy departed New Jersey at 8:38pm but lost control of the plane over the Atlantic Ocean an hour later. All three died in the crash.<\/p>\n

\"\"\/<\/a><\/p>\n

Big-name stars who’ve dated members of the Kennedy family<\/p>\n

FOLLOW US ON WHATSAPP HERE<\/a>: Stay across all the latest in celebrity, lifestyle and opinion via our WhatsApp channel. No comments, no algorithm and nobody can see your private details.<\/p>\n","protected":false},"excerpt":{"rendered":"It’s been 27 years since his tragic death, but all of a sudden everyone’s talking about John F.…\n","protected":false},"author":2,"featured_media":483501,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[32],"tags":[64,63,447,134],"class_list":["post-483500","post","type-post","status-publish","format-standard","has-post-thumbnail","category-celebrities","tag-au","tag-australia","tag-celebrities","tag-entertainment"],"_links":{"self":[{"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/posts\/483500","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/comments?post=483500"}],"version-history":[{"count":0,"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/posts\/483500\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/media\/483501"}],"wp:attachment":[{"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/media?parent=483500"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/categories?post=483500"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.newsbeep.com\/au\/wp-json\/wp\/v2\/tags?post=483500"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}