Madonna’s making headlines for her NSFW antics, and suddenly it’s the 90s again.
The pop icon is no stranger to a racy confession or revealing outfit, not to mention on-stage kisses with other stars, from Britney Spears and Christina Aguilera to Drake.
But in her latest admission, the Vogue hitmaker, 67, took fans by surprise as she revealed the best sex she’s ever had.
Madonna has famously dated some of Hollywood’s biggest names and was married to Sean Penn from 1985 to 1989, then to Guy Ritchie from 2000 to 2008.
Her most memorable sex wasn’t with either of them, though – it was with John F. Kennedy Jr.
In new promo with Grindr for her album Confessions II, Madonna filmed with playwright Jeremy O. Harris, Bob The Drag Queen, dancer Ivy Mugler, designer Raul Lopez, and ID beauty editor Marcelo Gutierrez, who was interviewing.
He asked: ‘Who was your best d**k down?’
Madonna replied, as quoted by Page Six: ‘I’m only going to name dead people.’
Covering her mouth, she then whispered: ‘John Kennedy Jr.’
Naturally, this led to shrieks of ‘Shut upppppppp!’ from the group.
Lopez then chimed in with some, ahem, historical nuggets of information: ‘Everyone says his d**k was crazy and he was a good f**k.’
‘Mmm hmm,’ Madonna agreed, clearly satisfied.
‘You’re the third person I’ve heard say that,’ Lopez told her, backing up his findings.
The quote has since made its way onto social media, with X users sharing old photos of Kennedy, who died in 1999, aged 38, and quipping that they ‘believe’ her every word and demanding ‘details’.
‘She’s really lived such a life’, added @hiIarybanks.
‘Madonna knows how to seize a moment!’, said @LegendaryLade, with a stunned @Shamahlito reacting: ‘There’s a lot to unpack here’.
Did Madonna date JFK Jr.?
The Like A Prayer songstress had a brief fling with the American businessman (who was the son of US President John F. Kennedy) in the late 80s. He was dating model Christina Haag when he first met Madonna, who was married to Penn.
In the 2024 book JFK Jr.: An Intimate Oral Biography, one of Kennedy’s close friends actually said their relationship was ‘barely a fling at that’.
The anonymous source added that Madonna, who was ‘at the top of her game’ at that time, came onto JFK Jr.
It’s believed to have been ‘all about physical attraction’ and ‘it wasn’t going to be anything beyond that’.
Still, Kennedy is said to have remarked that Madonna had ‘one of the most beautiful bodies he had ever seen’.
Actor Penn is believed to have had dinner with Kennedy several years later, when he and Madonna were already divorced.
The friend claimed that Kennedy reassured the Oscar winner that ‘he never knew Madonna in the biblical sense’.
Who is Madonna dating now?
Madonna was first linked to Jamaican-born footballer Akeem Morris in August 2022 when he featured in her Paper magazine cover shoot.
However, at the time, Madonna was still dating boxer Joshua Popper, a romance that continued through 2023 before their split in spring 2024.
Later that year, she and Morris were snapped as a couple and spent Thanksgiving and Christmas together.
Posting a festive video with her kids, the Like A Virgin vocalist included a picture with Morris, showing his hand resting on her thigh while he wore an ‘M’ ring.
Morris, who is 29, then joined the performer on an Italian getaway to Venice in March this year, and they’ve made numerous public appearances together.
Madonna has shared plenty of snaps of her boyfriend online, from their European vacations to matching Halloween costumes.
Speaking to People recently, a source said of the relationship: ‘This has taken a lot of people in her circle by surprise because no one ever expects her to keep the same guy around for long.
‘But Akeem has fit so well into her life,’ she says no guy has ever made her this happy.
‘There’s no drama at all; he gets along with her kids, he helps her with work, and he treats her like his queen.’
‘No one is saying she’s going to marry the guy,’ the pal added. ‘But everyone in her life that predicted she’d be on to the next one by now is having to eat their words.’
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