Brooke Shields recalled her short fling with John F. Kennedy Jr. in a March 6 TikTok video. In the clip, filmed with her daughter Rowan Henchy, the actress, 60, described the late Kennedy Jr. as “one of the best” kissers. Shields spent time with JFK Jr. during a ski trip to Aspen in the 1980s.
Brooke Shields is looking back on her brief fling with John F. Kennedy Jr.
In a March 6 TikTok video alongside her daughter, Rowan Henchy, the actress, 60, described the late JFK Jr. as “one of the best” kissers.
@rowanhenchy But don’t forget… they never dated☝️#jfkjr @Brooke Shields
As Henchy, 22, lip‑synched to Taylor Swift and Charli XCX’s performance of “Boom Clap” from Swift’s 1989 tour, text appeared over the clip reading, “I wonder if JFK Jr. was a good kisser?” The camera then panned to Shields, who dramatically turned to look over her shoulder as the onscreen text changed to: “One of the best.”
Shields met JFK Jr. — whose parents were former president John F. Kennedy and Jacqueline Kennedy Onassis — during a skiing trip to Aspen, Colorado, in the 1980s.
In 2024’s JFK Jr.: An Intimate Oral Biography by RoseMarie Terenzio and Liz McNeil, Shields recalled, “I was 19 or 20, but I was still a virgin, so literally, I was like, ‘You so do not want me to lose my virginity to you — because in my world, that means we’re married. So do yourself a favor, back off.’ ” “I was brutally honest. It was a sweet, honest conversation,” she added.

Shields made similar comments about JFK Jr.’s kissing during an April 2023 appearance on The Howard Stern Show. At the time, she said the late businessman — who died in a plane crash in 1999 at age 38 — was “the best kiss” she’d ever had. “He kissed me, and it was like the best kiss I’ve ever had in my life,” Shields said. She added, “It was beyond not‑disappointing. The lips are beautiful, and the face is amazing, and the body and the person, and he was down to earth and funny and irreverent.”
Shields’ latest comments about her short fling with Kennedy Jr. come amid the popularity of Love Story: John F. Kennedy Jr. and Carolyn Bessette, an FX limited series revisiting the late attorney’s real‑life romance with the former Calvin Klein associate head.
Love Story: John F. Kennedy Jr. and Carolyn Bessette airs weekly on FX. For more on the lives of John F. Kennedy Jr. and Carolyn Bessette Kennedy, pick up PEOPLE’s special edition, available now on newsstands and online.







