Today in Madonna History: September 21, 1989

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On September 21 1989, Madonna was featured on the cover of Rolling Stone magazine for the second time that year (she was also featured on the cover in March 1989).

Herb Ritts took some amazing shots of Madonna for the cover. We’ve shared a few of what we consider to be the best from that shoot. We can’t look at these photos without hearing Cherish in our heads!

Today in Madonna History: September 2, 1985

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On September 2 1985, Madonna and Sean Penn are featured on the cover of People Magazine with the headline: Madonna Weds Sean.

Here’s a snippet of the article inside People:

The World Watches (From Afar) as the Pop Princess Takes Reclusive Film Star Sean Penn on a Walk to the Altar. From above the bluffs of Point Dume, Malibu, a half-dozen choppers filled with photographers sent down a windy backwash and a constant din. Below, at the huge wooden gates fronting real-estate developer Dan Unger’s $6.5 million home, blue-blazered guards oversaw an I.D. check of all who entered, while inside others prepared for the evening ahead by arming themselves with infrared binoculars to scan the perimeter for intruders. One interloper—an Italian photographer in camouflage gear and blackened face who had been hiding in the shrubbery since 1:30 in the morning—was ejected and his pictures of the blessed event were destroyed.

Today in Madonna History: July 29, 1985

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On July 29 1985, Madonna and many of the performers from Live Aid appeared on the cover of People Magazine.

Music that moved the world sixteen years after Woodstock, Rock’s best and brightest gather on two continents to set new standards of good work—and good works.

Sequestered by location, security personnel and a multilayered credential system, the stars were free to enjoy one another’s company without too much interference from fans and other mortals. Madonna, looking a bit frightened despite a phalanx of guards, clung to the hand of her intended, the surly Sean Penn. Penn spent most of the concert either inside Madonna’s trailer or gazing at a video monitor in front of trailers being used by Robert Plant and Tom Petty. Madonna later relaxed enough to drape an arm around the shoulder of Bob Dylan, no slouch himself in the surly department. Hey, the lady knows what she likes.

Today in Madonna History: June 25, 2001


On June 25 2001, Madonna was featured on the cover of People Magazine.

Kicking off her latest tour, the Material Mom shows Barcelona she hasn’t lost a step – or her nerve.

She strutted across the stage at Barcelona’s Palau Sant Jordi stadium as a snarling punk rocker. Then she became a shotgun-wielding geisha; next, a cowgirl gyrating on a mechanical bull. Clearly, marriage and motherhood haven’t mellowed Madonna. As nannies minded daughter Lourdes, 4, and son Rocco, 10 months, at a nearby villa, husband Guy Ritchie, 32, watched from the sound-board as the 42-year-old queen of pop mesmerized 18,000 fans on June 9, opening night of her 14-week Drowned World Tour—her first since 1993. Reports backup singer Niki Haris at a postconcert party: “Madonna was very, very happy. And tired.”

Did you see Madonna live during the Drowned World Tour? Where did you see her?