Tuesday, 09 Jun 2026

Jack Schlossberg weighs in on Madonna’s confession that useless uncle was ‘greatest intercourse ever’

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9 Jun 2026 14:22
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3 minutes reading



Jack Schlossberg has reluctantly weighed in on John F Kennedy Jr’s alleged expertise within the bed room, after Madonna revealed his late uncle was the perfect intercourse she’d ever had.

The one son of former US President JFK was launched to youthful generations earlier this 12 months by FX drama sequence Love Story, and now he is again within the headlines for one more motive – being the perfect shag Madonna ever had.

Which I think about wasn’t a sentence you’d anticipated to listen to firstly of 2026.

The Queen of Pop made the admission throughout a Q&A with Grindr, when designer Raul Lopez requested her: “What was your greatest f**ok? Who was your greatest d**k-down?”

Not desirous to trigger controversy, Madonna opted to exclude any dwelling sexual companions from the dialog, replying: “I’m solely going to call useless folks… John Kennedy Jr.”

The previous lovers photographed collectively in 1997 (Michael Brennan/Getty Pictures)

Marcelo Gutierrez then weighed in to say that he’d additionally heard rave evaluations in regards to the youthful Kennedy, to which the 67-year-old replied: “So you understand it is true.”

Which is actually a glowing suggestion for JFK Jr’s bed room expertise.

Now the late lawyer’s nephew has been requested to weigh in on the matter, with the revelation being put to Schlossberg throughout an look on SiriusXM’s Andy Cohen Live to debate his upcoming congressional marketing campaign.

“Whenever you hear somebody like Madonna say, ‘JFK Jr. was the perfect intercourse I ever had.’ Do you chuckle at that?” Cohen enquired.

The query clearly caught Schlossberg off-guard, with the 33-year-old stuttering earlier than replying: “I am operating for workplace.”

Nevertheless, Schlossberg did not dodge the query fully, cheekily including: “All I can say is that I guess she was proper.”

Jack Schlossberg was requested about his late uncle’s sexual prowess throughout a current interview (Mel Musto/Bloomberg through Getty Pictures)

So there you could have it, JFK Jr was (allegedly) a prime shagger.

Did JFK Jr date Madonna?

In response to a pal of JFK Jr, he did have a romantic relationship with the ‘Like a Prayer’ singer, but it surely was apparently solely a quick fling.

“Madonna was completely a fling,” one in all Kennedy’s shut buddies said. “Nothing extra. Barely a fling at that.”

Apparently, the pair crossed paths within the Eighties, when Madonna was nonetheless married to then husband Sean Penn, whereas Kennedy was relationship actress Christina Haag.

Nevertheless, it did not cease the singer from capturing her shot, with JFK Jr biographers Rosemarie Terenzio and Liz McNeil writing: “She got here on to him, and it was flattery. She was on the prime of her recreation,” the ebook’s authors wrote.

“He liked her physique. It was all about bodily attraction; it wasn’t going to be something past that.”

To be truthful, that’s one superb wanting man (Brooks Kraft LLC/Sygma through Getty Pictures)

Madonna and Haag weren’t the one celebrities with whom JFK Jr had romantic entanglements, as he additionally dated Kill Invoice star Daryl Hannah earlier than finally marrying Carolyn Bessette.

The couple’s lives can be tragically minimize brief in 1999, when the couple, in addition to the Calvin Klein publicist’s singer Lauren Bessette, died in a aircraft crash.

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