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Madonna names the person she says gave her the best sex of her life
Home>Entertainment>Celebrity
Updated 16:02 29 May 2026 GMT+1Published 09:29 29 May 2026 GMT+1

Madonna names the person she says gave her the best sex of her life

The singer was famously married to Sean Penn from 1985 to 1989 and Guy Ritchie from 2000 to 2008

Madison Burgess

Madison Burgess

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Featured Image Credit: Kevin Mazur/WireImage for Live Nation

Topics: Madonna, Dating, Celebrity, Sex and Relationships, Entertainment

Madison Burgess
Madison Burgess

Madison is a Journalist at Tyla with a keen interest in lifestyle, entertainment and culture. She graduated from the University of Sheffield with a first-class degree in Journalism Studies, and has previously written for DMG Media as a Showbiz Reporter and Audience Writer.

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Madonna just made a wild admission about her sex life, revealing the person who was the best in the bedroom.

The 67-year-old ‘Material Girl’ singer is currently promoting her highly anticipated upcoming album, Confessions II, which is scheduled to be released worldwide on 3 July.

As part of her promo tour, the American superstar teamed up with Grindr for a video collaboration where she was quizzed on her past romances.

According to a video seen by Page Six, the singer appeared in the video alongside playwright Jeremy O. Harris, Bob The Drag Queen, dancer Ivy Mugler, designer Raul Lopez, and ID’s Marcello Gutierrez.

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The publication reports that Lopez asked Madonna: “Who was your best d**k down?”

Now, the hitmaker understandably didn’t want to rank her living exes, but was more than happy to give the name of someone who had died.

Madonna has candidly revealed who her best sex was with (Theo Wargo/Getty Images for MTV/ViacomCBS)
Madonna has candidly revealed who her best sex was with (Theo Wargo/Getty Images for MTV/ViacomCBS)

“I’m only going to name dead people,” she declared, before covering her mouth and whispering: “John Kennedy Jr.”

The admission prompted a loud 'shut up!' from the shocked group, while Lopez apparently added: “Everyone says his d**k was crazy and he was a good f**k. You're the third person I've heard say that.”

“Mmm hmm,” the singer coyly responded, revealing no further details.

Madonna briefly dated the son of former US president John F. Kennedy in the 1980s after her marriage to Sean Penn came to an end.

One of Kennedy’s close friends said in the 2024 biography JFK Jr.: An Intimate Oral Biography by RoseMarie Terenzio and Liz McNeil, that their romance was ‘a fling’ that was ‘all about physical attraction’.

The friend said: “Madonna was totally a fling. Nothing more. Barely a fling at that. All about physical attraction, it wasn’t going to be anything beyond that.”

However, Christopher Anderson, who has written books on stars, claimed JFK Jr. ‘was dazzled by the notion of dating Madonna’.

Madonna and JFK. Jr had a brief fling in the late 1980s (Mitchell Gerber/Getty Images)
Madonna and JFK. Jr had a brief fling in the late 1980s (Mitchell Gerber/Getty Images)

“The most glamorous, celebrated, and, by all accounts, exciting woman of her generation,” he penned in The Day John Died.

JFK Jr. tragically passed away aged just 38 when the plane he was piloting crashed into the Atlantic Ocean off the coast of Martha's Vineyard, Massachusetts, in 1999.

The Queen of Pop has been married twice, the first of which was to Sean Penn from 1985 to 1989, then to Guy Ritchie from 2000 to 2008.

She has also dated an array of stars, including Tupac Shakur, Dennis Rodman, and Warren Beatty.

While she’s not publicly dating anyone at the moment, the rumour mill is saying the superstar has been linked to former soccer player Akeem Morris.

And this Grindr interview isn’t the first time Madonna has been candid about her dating life.

Back in 2022, during a Q&A on YouTube, a fan asked the star to name a life decision that ‘wasn't the best idea’, to which she quickly replied: “Getting married. Both times!”

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