Madonna Covers the ‘Cosmopolitan’ Anniversary Issue 25 Years Later: See Her Then and Now

May marks Cosmopolitan magazine’s 50th anniversary, and they’ve decided to feature Madonna as the special issue’s cover girl for the second time, 25 years later.

Yes, 25 years ago Madge covered the 25th anniversary issue in a simple, white tank and black bowl cut. Fast forward to today’s 50th anniversary issue, and she’s decked out in an eccentric collection of jewelry, biting a string of pearls as she gazes seductively at the camera… My how things have changed!


However, despite her evolving appearance and the passing of time, she says not much else has changed in the last two decades.

“Don’t be fooled, not much has changed—certainly not for women,” Madonna explained in the magazine. “We still live in a very sexist society that wants to limit people. Since I started, I’ve had people giving me a hard time because they didn’t think you could be sexual or have sexuality or sensuality in your work and be intelligent at the same time. For me, the fight has never ended.”

On a more positive note, another thing that’s unfaltering is the Queen of Pop’s self-realization. She explains, “Popularity comes and goes. You need to know who you are, what you stand for, and why you’re here.”

The 56-year-old also opens up about her new album Rebel Heart and working with Kanye West.

“It’s a little bit of a bullfight, but we take turns,” she dished. “He knows that he’s walking into a room with a person with a strong point of view, and I do too. I listen to what he has to say, take it in, and he listens to what I say and takes it in. We didn’t agree on everything, but he has good ideas.”

You can grab the full issue of Cosmo on April 14.