{"id":682,"date":"2026-05-28T20:10:53","date_gmt":"2026-05-28T20:10:53","guid":{"rendered":"https:\/\/metrotransitreview.com\/?p=682"},"modified":"2026-05-28T20:10:53","modified_gmt":"2026-05-28T20:10:53","slug":"exclusive-madonna-says-john-f-kennedy-jr-was-the-best-sex-of-her-life-with-a-caveat","status":"publish","type":"post","link":"https:\/\/metrotransitreview.com\/?p=682","title":{"rendered":"Exclusive | Madonna says John F. Kennedy Jr. was the best sex of her life \u2014 with a caveat"},"content":{"rendered":"<div>\n<p>Stiff competition!<\/p>\n<p>Asked recently to name her best-ever lay, Madonna said she was prepared only to rank the dead ones. But of all her extinct exes, she picked John F. Kennedy Jr.<\/p>\n<p>Read more <a href=\"https:\/\/metrotransitreview.com\/?p=680\">Bombshell reason why Princess Diana and Sarah Ferguson had falling out revealed<\/a><\/p>\n<p>The Material Girl is promoting her new album, \u201cConfessions II,\u201d by working with Grindr. And instead of doing the usual press tour, she made a video with playwright Jeremy O. Harris, Bob The Drag Queen, dancer Ivy Mugler, designer Raul Lopez, and ID\u2019s Marcello Gutierrez asking the questions.<\/p>\n<p>Page Six got hold of the video before its release, and in one especially memorable moment, Lopez asks, \u201cWho was your best d\u2013k down?\u201d<\/p>\n<p>\u201cI\u2019m only going to name dead people,\u201d says the \u201cPapa Don\u2019t Preach\u201d superstar, before covering her mouth and whispering, \u201cJohn Kennedy Jr.\u201d \u2014 inciting a choral \u201cShut upppppppp!\u201d from the group so loud that the late scion may well have heard it.<\/p>\n<p>Lending valuable journalistic context, Lopez adds, \u201cEveryone says his d\u2013k was crazy and he was a good f\u2013k.\u201d<\/p>\n<p>\u201cMmm hmm,\u201d Madonna confirms, with a inescapable degree of satisfaction.<\/p>\n<p>\u201cYou\u2019re the third person I\u2019ve heard say that,\u201d Lopez, who should perhaps be considered as Anderson Cooper\u2019s replacement on \u201c60 Minutes,\u201d said.<\/p>\n<p>The pair dated very briefly in the late 1980s.<\/p>\n<p>\u201cMadonna was totally a fling,\u201d one of Kennedy\u2019s close pals said in \u201cJFK Jr.: An Intimate Oral Biography\u201d by Rosemarie Terenzio and Liz McNeil, which came out in 2024. \u201cNothing more. Barely a fling at that<\/p>\n<p>The book claims they met\u00a0while he was dating actress Christina Haag and she was married to Sean Penn.<\/p>\n<p>The unnamed Kennedy friend says that Madonna came on to JFK Jr., \u201cand it was flattery \u2014 she was at the top of her game.\u201d<\/p>\n<p>It was \u201call about physical attraction, it wasn\u2019t going to be anything beyond that,\u201d the source claimed.<\/p>\n<p>Read more <a href=\"https:\/\/metrotransitreview.com\/?p=678\">Claude Lemieux\u2019s death revealed as suicide \u2014 just days after carrying torch at Eastern Conference finals: report<\/a><\/p>\n<p>Rather impressively \u2014 if the book is to be believed \u2014 Jon Jon won Madonna\u2019s boudoir blue ribbon (deceased category) without all the, er, usual tools at his disposal.<\/p>\n<p>\u201cThey didn\u2019t have the protection measures and she was very on top of HIV prevention,\u201d the pal explains.<\/p>\n<p>That didn\u2019t stop the couple from having \u201cfun in other ways\u201d and Kennedy remarking that the \u201cVogue\u201d singer had \u201cone of the most beautiful bodies he had ever seen.\u201d<\/p>\n<p>According to the book, many years later, Penn appeared on the December 1998 cover of Kennedy\u2019s George magazine, and the two had dinner.<\/p>\n<p>The friend says that JFK Jr. assured Penn that \u201che never knew Madonna in the biblical sense.\u201d<\/p>\n<div>\n<\/div>\n<p>And, proving that he was from a family of lawyers, that may <em>very<\/em> <em>technically<\/em> have been true.<\/p>\n<p>Kennedy\u2019s competition amongst late lovers include Jean Michel Basquiat, Luke Perry and Tupac Shakur. Stiff competition!<\/p>\n<p>We\u2019re told the video will be available on Grindr\u2019s in-app media hub \u201cGrindr Presents\u201d and on its YouTube and Instagram accounts.<\/p>\n<p>The app company is also putting out limited-editon, picture-disc vinyl copies of the new record.<\/p>\n<p>Read more <a href=\"https:\/\/metrotransitreview.com\/?p=675\">\u201860 Minutes\u2019 executive producer Tanya Simon pushed out, successor named \u2014 as Sharyn Alfonsi, other staffers axed<\/a><\/p>\n<\/div>\n","protected":false},"excerpt":{"rendered":"<p>Madonna says JFK Jr. was the best sex of her life&#8230; with a caveat.<\/p>\n","protected":false},"author":1,"featured_media":681,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[16],"tags":[],"class_list":["post-682","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-celebrity-news"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.6 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Exclusive | Madonna says John F. 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