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Madonna says John F. Kennedy Jr. was her best lover

The pop star made the revelation in a Grindr video promoting her new album

Madonna says John F. Kennedy Jr. was her best lover
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StarsInsider
29/05/2026 10:15 ‧ 6 hours ago | StarsInsider

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Singers

During promotion of her new album 'Confessions II' through a collaborative video for the dating platform Grindr, Madonna was asked a bold question: who was her best ever lover?

The conversation included playwright Jeremy O. Harris, drag performer Bob the Drag Queen, dancer Ivy Mugler, journalist Marcelo Gutierrez, and designer Raul Lopez.

During the conversation, Lopez asked Madonna to name her best lover. Madonna responded by stating she would only discuss those who have passed away, before ultimately whispering, "John F. Kennedy Jr." The moment prompted audible reactions of surprise from the other participants, inciting a “Shut upppppppp!” from the group.

According to Page Six, which obtained the video on May 28, Lopez noted, “You’re the third person I’ve heard say that.”

JFK Jr. and Madonna dated briefly during the late 1980s, and this revelation is just one of many glimpses into the personal history of one of entertainment's most iconic figures. Madonna has spent over 40 remarkable (and often controversial) years in the music and film industry, and we still can't get enough of her!

To get your fix, browse this nostalgic collection of photographs and fascinating must-read facts about the diva.

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