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Home / Entertainment

Brooke Shields recalls JFK jnr romance and ‘best kiss’ claim after FX show

NZ Herald
9 Mar, 2026 05:04 AM2 mins to read

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Brooke Shields has admitted to sharing a kiss with John F. Kennedy jnr during their brief fling. Photo / Marc Piasecki, WireImage

Brooke Shields has admitted to sharing a kiss with John F. Kennedy jnr during their brief fling. Photo / Marc Piasecki, WireImage

Amidst revived interest in the late John F. Kennedy jnr, Brooke Shields has playfully referenced her romance with the famous heartthrob.

In a TikTok posted by the actress’s daughter Rowan Francis Henchy, a subtitle reads “I wonder if JFK Jr [sic] was a good kisser”.

As the text on the screen changes to “one of the best”, Henchy pans to Shields, who gives the camera a cheeky smile.

Shields previously detailed her brief fling with the late president’s son when she appeared on The Howard Stern Show in 2023, describing him as the “best kiss [she’s] ever had in [her] life”.

While the pair never dated, she said she had been on an impromptu date with Kennedy after they met on a ski trip in Aspen during the 1980s.

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“I was like, ‘Oh my God, you’re falling in love and if you sleep with him, he may not talk to you again.

“I wasn’t playing a game, I really was just afraid of being hurt. Because if I slept with him, I would have given him my entire universe, my heart, my everything.”

Brooke Shields said JFK jnr was "one of the best" kissers in a new TikTok post shared by her daughter. Photo / Rowan Henchy
Brooke Shields said JFK jnr was "one of the best" kissers in a new TikTok post shared by her daughter. Photo / Rowan Henchy

JFK jnr has been in the news again off the back of the release of the FX show Love Story, which follows his romance with former Calvin Klein publicist Carolyn Bessette up until their tragic death in 1999.

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The couple were the subject of intense public fascination during the 90s, becoming major style icons of the decade thanks to the frequency at which they were photographed throughout New York.

John F. Kennedy jnr and Carolyn Bessette Kennedy were one of the most famous couples of the nineties. Photo / Getty Images
John F. Kennedy jnr and Carolyn Bessette Kennedy were one of the most famous couples of the nineties. Photo / Getty Images

Before he married Bessette in 1996, JFK jnr dated a string of high-profile women, including pop icon Madonna, actress Sarah Jessica Parker, and most famously, Kill Bill star Daryl Hannah.

The pair’s on-again-off-again relationship began in 1988 and lasted until shortly after Kennedy’s mother Jackie Onassis died of cancer in 1994.

Hannah addressed the television show’s depiction of her in the New York Times, despite her belief “engaging with distortion often amplifies it”.

“The character ‘Daryl Hannah’ portrayed in the series is not even a remotely accurate representation of my life, my conduct or my relationship with John,” she wrote.

In the series, Hannah is depicted having cocaine-fuelled house parties and comparing Onassis’ death to that of her dogs.

“These are not creative embellishments of personality. They are assertions about conduct and they are false.”

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