{"id":5273,"date":"2026-06-09T19:21:57","date_gmt":"2026-06-09T19:21:57","guid":{"rendered":"https:\/\/login9ja.com\/global\/jack-schlossberg-has-cringey-reaction-to-madonnas-raunchy-comments-about-his-uncle-jfk-jr\/"},"modified":"2026-06-09T19:21:57","modified_gmt":"2026-06-09T19:21:57","slug":"jack-schlossberg-has-cringey-reaction-to-madonnas-raunchy-comments-about-his-uncle-jfk-jr","status":"publish","type":"post","link":"https:\/\/login9ja.com\/global\/jack-schlossberg-has-cringey-reaction-to-madonnas-raunchy-comments-about-his-uncle-jfk-jr\/","title":{"rendered":"Jack Schlossberg has cringey reaction to Madonna\u2019s raunchy comments about his uncle JFK Jr."},"content":{"rendered":"<p><img decoding=\"async\" src=\"https:\/\/pagesix.com\/wp-content%2Fuploads%2Fsites%2F3%2F2026%2F06%2F130380932.jpg?quality%3D90%26strip%3Dall\" \/><\/p>\n<div>\n<p>Jack Schlossberg had a very cringey response to Madonna\u2019s raunchy comments about his late uncle, John F. Kennedy Jr. <\/p>\n<p>The son of Caroline Kennedy, JFK Jr.\u2019s sister, reacted to Madonna calling the late George Magazine founder <a href=\"https:\/\/pagesix.com\/2026\/05\/28\/celebrity-news\/madonna-says-jfk-jr-was-the-best-sex-of-her-life-with-a-caveat\/\">the best sex of her life<\/a> while appearing <a href=\"https:\/\/www.siriusxm.com\/blog\/jack-schlossberg-andy-cohen-live\" target=\"_blank\" rel=\"noopener\">on Tuesday\u2019s episode of SiriusXM\u2019s \u201cRadio Andy.\u201d <\/a><\/p>\n<p>\u201cHere\u2019s a random question. When you hear someone like Madonna say, \u2018JFK Jr. was the best sex I ever had.\u2019 Do you chuckle at that?\u201d host Andy Cohen asked Schlossberg. <\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large is-resized\"><figcaption>Jack Schlossberg (seen here in May) reacted to Madonna claiming his late uncle, John F Kennedy Jr., was the best sex of her life. <span class=\"credit\">Getty Images<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Madonna (seen here with JFK Jr. in 1997) recently said that he was her best hookup.  <span class=\"credit\">GTRES \/ Shutterstock<\/span><\/figcaption><\/figure>\n<aside class=\"single__inline-module aligncenter wp-block-nypost-editor-primary-tag\">\n<\/aside>\n<p>The grandson of President John F. Kennedy \u2014 who is currently running for Congress \u2014 awkwardly paused, prompting the Bravo bigwig to call him out.<\/p>\n<p>\u201cHe\u2019s running for office, so he\u2019s trying to figure out what to say,\u201d Cohen joked.<\/p>\n<p>Schlossberg, 33, confirmed that he was, indeed, seeking a seat in the U.S. House of Representatives before addressing Cohen\u2019s inquiry. <\/p>\n<p>\u201cAll I can say is that, I bet she was right,\u201d Schlossberg said.<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Schlossberg (seen here in March) appeared on SiriusXM\u2019s \u201cRadio Andy\u201d Tuesday, when he was asked about the pop star\u2019s comments.  <span class=\"credit\">Gregory P. Mango for NY Post<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>\u201cAll I can say is that, I bet she was right,\u201d Schlossberg (seen here in June) said. <span class=\"credit\">Diane Cohen \/ BACKGRID<\/span><\/figcaption><\/figure>\n<p>Madonna partnered with Grindr while promoting her new album, \u201cConfessions II,\u201d and answered some questions, including, \u201cWho was your best d\u2013k down?\u201d<\/p>\n<p>\u201cI\u2019m only going to name dead people,\u201d Madonna said, before whispering, \u201cJohn Kennedy Jr.\u201d<\/p>\n<p>\u201cHe had a really fun time and a really good time [with Madonna],\u201d the source divulged, adding that they only hooked up once.<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>A source told Page Six last month that their hookup was a \u201cfun adventure\u201d for JFK Jr. (seen here with Madonna in 1997).  <span class=\"credit\">Getty Images<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Madonna (seen here in 2025) dubbed him the best sex ever last month.  <span class=\"credit\">madonna\/Instagram<\/span><\/figcaption><\/figure>\n<p>\u201cI just remember him saying that it was like a whirlwind little romance, but it didn\u2019t really go further,\u201d Terenzio said, adding, \u201cAnd I know that there were a lot of scheduling issues involved because she was on tour.\u201d<\/p>\n<p>The author of <a data-aps-asc-tag=\"pagesix-20\" data-aps-asin=\"1439187681\" data-wrapped-template=\"https:\/\/r.pagesixlink.com?btn_ref=org-282f0dd399864b44&amp;btn_url\" href=\"https:\/\/r.pagesixlink.com?btn_ref=org-282f0dd399864b44&amp;btn_url=https%3A%2F%2Fwww.amazon.com%2FFairy-Tale-Interrupted-Memoir-Life%2Fdp%2F1439187681%3Ftag%3Dpagesix-20%26asc_refurl%3Dhttps%3A%2F%2Fpagesix.com%2F2026%2F06%2F09%2Fcelebrity-news%2Fjack-schlossberg-has-cringey-reaction-to-madonnas-raunchy-comments-about-his-uncle-jfk-jr%2F%26asc_source%3Dweb\" target=\"_blank\" rel=\"nofollow noopener\" data-nyp-affiliate=\"true\">\u201cFairy Tale Interrupted: A Memoir of Life, Love, and Loss\u201d<\/a>\u00a0also claimed that they \u201cfriend-zoned each other\u201d and \u201cboth just kind of moved on.\u201d<\/p>\n<p>However, they maintained a flirty friendship and would often send cheeky notes to each other via fax machine.<\/p>\n<p>\u201cThey had a really cute banter and a nice friendship,\u201d Terenzio said. \u201cThey didn\u2019t see each other all the time or anything like that. But they had a cute, funny friendship.\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Kennedy Jr. went on to marry Carolyn Bessette Kennedy (seen together here in 1999).  <span class=\"credit\">Getty Images<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>The couple (seen here in 1995) died in a plane crash in 1999.  <span class=\"credit\">Getty Images<\/span><\/figcaption><\/figure>\n<p>JFK Jr. ultimately<a href=\"https:\/\/pagesix.com\/2026\/03\/05\/celebrity-news\/new-details-from-jfk-jr-and-carolyn-bessettes-secret-wedding-emerge-as-love-story-revisits-nuptials\/\"> married Carolyn Bessette<\/a>\u00a0in 1996, but they tragically<a href=\"https:\/\/pagesix.com\/2026\/03\/26\/entertainment\/eerie-warning-signs-jfk-jr-ignored-before-fatal-plane-crash-from-pilot-concerns-to-foot-injury\/\"> died in a plane crash<\/a> three years later. He was 38, and she was 33. <\/p>\n<p>\u201cHe\u2019s working every day,\u201d our source shared. \u201cPeople meet him and may want to date him, but they definitely want to vote for him. His date spots would include senior centers, picket lines, churches and temples.\u201d<\/p>\n<\/p><\/div>\n<p><a href=\"https:\/\/pagesix.com\/2026\/06\/09\/celebrity-news\/jack-schlossberg-has-cringey-reaction-to-madonnas-raunchy-comments-about-his-uncle-jfk-jr\/\" target=\"_blank\">Source link<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Jack Schlossberg had a very cringey response to Madonna\u2019s raunchy comments about his late uncle,<\/p>\n","protected":false},"author":1,"featured_media":5274,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[3],"tags":[],"class_list":["post-5273","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-entertainment"],"jetpack_featured_media_url":"https:\/\/login9ja.com\/global\/wp-content\/uploads\/2026\/06\/130380932.jpg","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/posts\/5273","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/comments?post=5273"}],"version-history":[{"count":0,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/posts\/5273\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/media\/5274"}],"wp:attachment":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/media?parent=5273"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/categories?post=5273"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/tags?post=5273"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}