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Brooke Shields makes rare comment about JFK Jr. romance decades after brief fling

March 7, 2026
in News
Brooke Shields makes rare comment about JFK Jr. romance decades after brief fling

Long before Ryan Murphy’s hit FX series “Love Story: John F. Kennedy Jr. & Carolyn Bessette”was released, Brooke Shields had her own romance with JFK Jr.

The actress gushed over JFK Jr.’s kissing skills in a lighthearted TikTok, in which the model and her daughter, Rowan Henchy, mouthed lyrics to the Charli XCX track “Boom Clap.”

In the video, the camera rested on Henchy as she pensively lip-synced lyrics, with the words, “I wonder if JFK Jr. was a good kisser?” atop the clip.

The camera then panned over to the former Calvin Klein model, who continued lip syncing with the words, “One of the best,” written over the footage. Henchy, 22, added in the caption, “But don’t forget … they never dated.”

Brooke Shields smiling in a TikTok video with the text
Brooke Shields gave a rare comment on her romance with JFK Jr. in a new TikTok. Tiktok/@rowanhenchy
A woman with long light brown hair and a white top looking up with the text
In the clip, daughter Rowan wondered what kind of kisser the attorney was. Tiktok/@rowanhenchy

In the comments thread, fans couldn’t resist weighing in. “This is boots on the ground journalism,” one person quipped, while another remarked, “Sarah Jessica Parker also said the same thing 😭”

“I’m so jealous rn,” a third person confessed. Yet another noted, “Remember… You don’t have to date to kiss…..”

Shields, 60, has rarely commented on her relationship with the son of the former president, who perished in a 1999 plane crash alongside his wife, Carolyn Bessette Kennedy, and her sister, Lauren Bessette.

The pair were briefly linked back in the 1980s, at the height of Shields’ stardom.

Brooke Shields, with brown hair and a tan sweater, with the words
In text atop the clip, Shields declared he was “one of the best.” Tiktok/@rowanhenchy
Studio portrait of American lawyer and magazine publisher John F. Kennedy Jr., wearing a white shirt and purple striped tie, with his hands clasped under his chin.
Shields had a brief fling with Kennedy in the 1980s. He’s seen here in a 1988 portrait. Corbis via Getty Images

She previously told “The Howard Stern Show” listeners in 2023 that they went on one “real” ski date in Aspen, Colo.

Shields shared that after she was the recipient of the “best kiss [she’s] ever had in [her] life” from the attorney, she “froze” at the prospect of sex with him.

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

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

John F. Kennedy Jr. in a gray suit, walking with a bag and looking toward photographers in New York City.
She previously shared that after a ski date, he left her on the slopes. He’s seen here in New York. Corbis/VCG via Getty Images
Brooke Shields attends the Chloé Womenswear Fall/Winter 2026-2027 show.
The former Calvin Klein model claimed she “froze” at the prospect of sex with him. Getty Images

The “Blue Lagoon” actress claimed she had been “madly in love with him since” the age of 3.

“My mom, [Teri Shields], would say, ‘That’s the boy you’re going to marry,’” she divulged. Shields claimed after she declined his sexual advances because she “kind of loved him too much,” she found herself making her way back to the ski chalet alone.

“I had to get a cab home, which was a little less chivalrous, in my opinion,” she told the radio personality.

She concluded that the George magazine creator had shown “his true colors” during the incident.

Brooke Shields attends the 2023 Vanity Fair Oscar Party.
The “Blue Lagoon” actress married Chris Henchy, and they share two daughters. She’s shown here in 2023. Getty Images
John F. Kennedy Jr. in a tuxedo and Carolyn Bessette-Kennedy in a black dress walk arm-in-arm.
JFK Jr. went on to marry Carolyn Bessette, seen here in 1997. Sygma via Getty Images

“He didn’t look at me and he didn’t talk to me,” she claimed. “On the one hand, I was like, ‘S–t.’ On the other hand, I was like, ‘Oh, thank God, because he still might not have talked to you” had they hooked up.

But in a 2024 biography, Shields nonetheless described him as a “delicious kisser.” “He tasted like … pillow lips,” she said in “JFK Jr.: An Intimate Oral Biography.” She added, “Very sweet … The lips were just ridiculous. Just full, beautiful — so edible.”

Shields ultimately married Chris Henchy, with whom she shares daughters Rowan and Grier, 19.

JFK Jr., meanwhile, was also linked to Sarah Jessica Parker, Daryl Hannah — who blasted her portrayal in the TV series in a recent New York Times essay — and Madonnabefore marrying Carolyn in an ultra-private ceremony in 1996.

The post Brooke Shields makes rare comment about JFK Jr. romance decades after brief fling appeared first on Page Six.

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