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Madonna reveals which celebrity was her best sex ever, but there’s a catch

Published 17:28 31 May 2026 BST

Updated 17:28 31 May 2026 BST

Ava Keady

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The Queen of Pop got personal while promoting her new album.

Madonna has revealed which celebrity was her best sex ever, but there's a catch.

As reported by Page Six, in promoting her new album, Confessions II, Madonna has been by chatting with dating app Grindr.

The Like a Virgin singer answered some more... personal questions in a new video with the app, in which fashion designer Raul Lopez asked her: "What was your best f***? Who was your best d***-down?"

Before giving her answer, Madonna highlighted that she wouldn't be including any partners who were still alive.

She answered: "I’m only going to name dead people. John Kennedy Jr."

The Queen of Pop had a brief fling with JFK Jr in the late 1980s following her separation from her then husband, Sean Penn.

Published in 2024 was a book titled 'JFK Jr.: An Intimate Oral Biography', in which auhtors Liz McNeil and RoseMarie Terenzio said the relationship between the two was 'nothing more' than a fling

"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."

Allegedly, First Lady Jackie Kennedy wasn't a fan of their relationship, mainly due to the fact Madonna's divorce from Penn was not yet final.

The book's co-author, RoseMarie Terenzio, was JFK Jr's executive assistant from 1994 up until his 1999 death.

She claimed that he had stayed in touch with Madonna, to the point that in 1996, he asked her to pose as his mother for the cover of his own political magazine, George.

According to Terenzio, he had said: "We’ll have her in the pillbox hat, sitting on a stack of books. If it doesn’t bother me, why should it bother anyone else?"

Not seeming to be a fan of the offer, Madonna replied with a fax message declining the offer.

There you go, some information we probably never needed to know.

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