The New York congressional candidate sat down with the host and John Hill when he was asked about Madonna's recent comments about John F. Kennedy Jr.
"All I can say is that, um, I bet she was right!" Jack Schlossberg quipped,
Madonna made the comments about JFK JR. during a video for the gay dating app Grindr. To celebrate her Confessions II album, the Queen of Pop shared her own confessions, including asking fellow LGBTQ+ icons racy questions. When she asked about the best sexual encounter she ever had, she responded: "I'm going to only name dead people," she said, before whispering: "John Kennedy Jr."
Madonna and Kennedy had a brief romance in the late '80s, according to An Intimate Oral Biography, via People and asked her to pose as her mother, Jackie, on the cover.
There has been renewed interest in his late uncle's life, following the release of the Ryan Murphy-produced TV series Love Story. The drama starred Sarah Pigeon and Paul Anthony Kelly and followed JFK Jr.'s romance with Carolyn Bessette before both passed away in a tragic 1999 plane crash.
Related: Brooke Shields Shares Rare Memories of Whirlwind Romance With John F. Kennedy Jr.
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