Brooke Shields is looking back fondly on her brief time with the late John F. Kennedy Jr.
Appearing on the Thursday, May 21, episode of Watch What Happens Live With Andy Cohen, Shields, 60, was asked what she thought about FX’s Love Story.
The series was loosely based on JFK Jr.’s romance with Carolyn Bessette before their deaths in 1999. Since its February release, the show has received mixed reviews from some of the real-life people depicted in the show.
“I watched it start to finish. I loved it. I thought the acting was amazing,” Shields said on WWHL.
The actress clarified that her connection with JFK Jr. was never a fully fledged relationship, however.
“I didn’t have a love story, I had a crazy, crazy crush,” she explained. “We dated but I never slept with him so I don’t know if that counts.”
The Blue Lagoon star added, “He was lovely to me.”
Shields also noted that her daughter Rowan Henchy, 23, worked on the series as a production assistant. (Shields shares Rowan and Grier, 20, with her husband Chris Henchy.)
Speaking to People in an interview published on May 18, Shields recalled being surprised when her daughter informed her that her 1980s fling with the politician was mentioned in the series.

Brooke Shields in 1985. (Photo by PL Gould/IMAGES/Getty Images)
“That was a little weird,” Shields told the publication. “I was away, and my daughter called me and she says, ‘Oh my God, you’re mentioned in Love Story,’ and she’s like, ‘Is it true?’”
Shields continued, “I was like, ‘OK, I’d be happy to tell you all the stories if you want, but — yes.’”
In March, Rowan joked about her mom and JFK Jr. via a TikTok video. “I wonder if JFK Jr. was a good kisser?” Rowan wrote over the clip, while lip-synching to Charli XCX’s “Boom Clap.”
The camera then panned to Shields, who also mouthed the lyrics. “One of the best,’” text overlaying the video read.
Shields previously shared details about her dating experience with JFK Jr. during an interview with The Howard Stern Show in 2023.
“We did have a real date. I wouldn’t sleep with him because I kind of loved him too much,” she recalled. “It was beyond not-disappointing. I froze though because he was so precious to me. I was like, ‘Oh, my God, you’re falling in love, and if you sleep with him he may not talk to you again — and you can’t handle that.’”
She added, “I wasn’t playing a game. I really was just so afraid of being really hurt, because if I slept with him I would’ve given him my entire universe, my heart, my everything.”
During her Thursday appearance on WWHL, Shields also answered whether she’d seen 2026 musical drama Micheal, which was based on her late, longtime friend Michael Jackson.
“I have not seen his movie yet but I want to. I’m told I’m not in it and I didn’t even think that I would be,” Shields said.
Shields said that people keep asking her if she’s “upset” about the movie. “I’m like, ‘No, he was my dear friend,” she said.














