Madonna Says JFK Jr. Was the Best Sex of Her Life in Shocking New Video

Madonna is making headlines again after revealing that John F. Kennedy Jr. was the best lover she ever had. The surprising confession came during a new video made to promote her upcoming album, Confessions II.

The 67-year-old singer teamed up with Grindr instead of doing a traditional press tour. In the video, Madonna joins playwright Jeremy O. Harris, designer Raul Lopez, dancer Ivy Mugler, Bob The Drag Queen, and i-D magazine's Marcelo Gutierrez for a candid conversation.

During the chat, Lopez directly asked Madonna who gave her the "best" sexual experience. The pop star first joked that she would "only name dead people" before quietly saying, "John Kennedy Jr."

The room immediately erupted in shock and laughter. Lopez responded by saying, "Everyone says he was a good f–k," while Madonna nodded in agreement with a smile that said plenty without many words, Complex reported.

The video was reportedly viewed before release by Page Six and is expected to appear on Grindr's media platform, "Grindr Presents," as well as the company's YouTube and Instagram pages.

Madonna and Kennedy were linked briefly in the late 1980s. At the time, Kennedy was reportedly dating actress Christina Haag, while Madonna was married to actor Sean Penn. Their romance has long been described as short-lived and mostly physical.

Madonna Reveals Intimate Details

Details about the relationship were also mentioned in the 2024 book "JFK Jr.: An Intimate Oral Biography" by RoseMarie Terenzio and Liz McNeil.

According to Page Six, one unnamed friend of Kennedy claimed Madonna was "totally a fling" and that the relationship was "all about physical attraction."

The book also stated that Madonna was very careful about HIV prevention, which reportedly affected how intimate the pair became. Even so, Kennedy was said to have admired the singer deeply and once described her as having "one of the most beautiful bodies" he had ever seen.

Years later, Kennedy reportedly reassured Sean Penn during a dinner connected to a George magazine cover story that he never "knew Madonna in the biblical sense," a comment that has since fueled even more curiosity around the fling.

The renewed attention arrives as Madonna prepares for the release of Confessions II, her 15th studio album and a follow-up to her hit 2005 dance record Confessions on a Dance Floor.

The project reunites her with producer Stuart Price and includes the Sabrina Carpenter collaboration "Bring Your Life." The album is scheduled for release on July 3.

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