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.
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.
“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’.
“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!”