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Jack Schlossberg speaks out on Madonna's confession that dead uncle was ‘best sex ever’

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Jack Schlossberg has found himself reluctantly commenting on new claims about John F. Kennedy Jr., after Madonna said the late political figure was the “best sex” she had ever had.

The resurfaced attention came after Madonna took part in a Q&A on Grindr, where fashion designer Raul Lopez asked her: “What was your best fk? Who was your best dk-down?”

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She replied that she would only name deceased partners, saying: “I’m only going to name dead people... John Kennedy Jr.” Designer Marcelo Gutierrez then added he had also heard positive stories about Kennedy Jr., to which Madonna responded: “So you know it’s true.”

Schlossberg addresses claims

Kennedy Jr and Madonna talking at the MGM Grand Garden Arena in 1997. Credit: Michael Brennan / Getty
Kennedy Jr and Madonna talking at the MGM Grand Garden Arena in 1997. Credit: Michael Brennan / Getty
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Schlossberg was then later asked about the comments during an appearance on SiriusXM’s Andy Cohen Live, where he was questioned: “When you hear someone like Madonna say, ‘JFK Jr. was the best sex I ever had.’ Do you chuckle at that?” Caught off guard, the 33-year-old—who is currently running for Congress in New York’s 12th District—paused before replying: “I’m running for office.”

He didn’t completely avoid the subject, however, adding with a smile: “All I can say is that I bet she was right.”

How their relations were viewed

The exchange has renewed interest in JFK Jr.’s romantic history. A friend of his previously downplayed the claims, saying: “Madonna was totally a fling,” adding, “Nothing more. Barely a fling at that.”

Biographical accounts suggest the pair met in the 1980s, when Madonna was still married to Sean Penn and JFK Jr. was linked to actress Christina Haag. One biography described their interaction as largely physical, noting: “She came on to him, and it was flattery. She was at the top of her game. He loved her body. It was all about physical attraction; it wasn’t going to be anything beyond that.”

JFK Jr. later went on to date several high-profile figures, including Daryl Hannah, before marrying Carolyn Bessette. The couple’s lives were tragically cut short in 1999 when they died in a plane crash along with Lauren Bessette.

Featured Image. Credit: Michael Brennan / Getty

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