Today in Madonna History: June 22, 2026

On June 22, 2026, Interview Magazine published The Madonna Interview, a major new cover story photographed by Nadia Lee Cohen and styled by Mel Ottenberg.

The feature marked Madonna’s eleventh cover for Interview, more than any other star in the magazine’s history. Shot late at night on the outskirts of London, the editorial introduced a new character Madonna called Dee Dee — a hard-living, big-haired woman with prosecco in her hand and rock-and-roll in her bones.

Fashion was central to the story. Throughout the shoot, Madonna wore Gucci, Boucheron, 4element, What Katie Did, Wolford, Seymoure, Valentino, David Webb, Saint Laurent by Anthony Vaccarello, Agent Provocateur Archive, and pieces from her own wardrobe.

In the interview, Madonna discussed the collapse of her planned biopic, her reunion with Stuart Price, the making of Confessions II, writing with Lourdes Leon, the importance of Danceteria, and the way her past continued to shape her current work.

She also connected the new album back to the original Confessions on a Dance Floor era, revealing that YSL boots and Gucci jackets from her archive were used for the Confessions II album shoot with Rafael Pavarotti.

For fans, the Interview cover story felt like more than another promotional stop. It was Madonna documenting her own mythology in real time: the clothes, the clubs, the collaborators, the losses, the memories and the music all becoming part of the same confession.

Read the full article here.

Today in Madonna History: June 9, 2026

On June 9, 2026, news continued to spread that Madonna had been named the new global ambassador for KIKO Milano, fronting the Italian beauty brand’s new campaign, The KIKO Show.

The campaign’s question — “Have you met KIKO?” — feels perfectly Madonna: playful, glamorous, a little mysterious, and built around transformation.

The collaboration also arrives during Madonna’s Confessions II era, with reports noting that the campaign features a Stuart Price remix of “Bring Your Love,” Madonna’s new collaboration with Sabrina Carpenter.

For fans, there are some delicious details: Madonna reportedly wears pieces from her own Confessions Tour archive, along with archival YSL by Tom Ford styling. The campaign was photographed by Rafael Pavarotti, with creative direction by Drew Elliott, makeup by Marcelo Gutierrez, hair by Eugene Souleiman, nails by Naomi Yasuda, and set design by Mary Howard.

There is also a sweet full-circle feeling to the partnership. Madonna Louise Ciccone, the Italian-American Queen of Pop, fronting an Italian beauty brand during a new dance-pop era? That is not just a campaign — that is Madonna mythology doing what it does best.

The KIKO Show has begun.

And yes — we have met KIKO.

Today in Madonna History: June 5, 2026

On June 5, 2026, Madonna appeared in headlines around the world following her surprise Grindr Presents: Madonna LIVE in New York performance in Times Square.

The June 4 pop-up event was staged at the TSX Stage in Times Square and helped launch Pride Month with a live celebration of Madonna’s upcoming Confessions II album, while also revisiting songs from 2005’s Confessions on a Dance Floor.

The performance was widely celebrated in the media, with major outlets covering Madonna’s Pride Month return to New York:

“Madonna Kicks Off Pride Month With a Surprise Times Square Performance”Vogue

“Madonna Turns Times Square into Night Club, Previews New Album to Kick Off Pride Month at Surprise Concert: ‘C’mon, Gays!’”People

“Madonna Performs a Surprise Times Square Concert in Custom Dolce & Gabbana”Harper’s Bazaar

Madonna performed the following songs:

  1. I Feel So Free
  2. Bring Your Love
  3. Love Sensation
  4. Get Together
  5. I Love New York
  6. Hung Up

The performance featured new music from Confessions II, including Love Sensation, and celebrated Pride Month with visuals honouring LGBTQ+ icons including Marsha P. Johnson, Keith Haring, and Robert Mapplethorpe.

Before leaving the stage, Madonna shouted to the crowd: “Thank you for coming, I love you, happy Pride!”

Today in Madonna History: January 17, 2006

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On January 17 2006, Madonna began filming the video for Sorry in London.  The music video was directed by Jamie King.

Sorry was promoted as the second single from Confessions On A Dance Floor. The #1 dance/club hit was written and produced by Madonna and Stuart Price.

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Today in Madonna History: December 29, 2005

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On December 29 2005, Madonna’s Official Fan Club, ICON, published an interview with Stuart Price about his experiences working with Madonna on Confessions on a Dance Floor.

Here’s part of the interview they posted:

ICON: What’s the best part in being involved with Madonna’s new album?

STUART: Watching it take shape from a few demos done for fun into an entire spectacle with dancers, videos and nightclubs full of people!

ICON: What made you want to record this album in your home studio? Why not a big studio instead?

STUART: It wasn’t really thought about that much, we just found that we had got into several songs before we even thought about it. But that was the thing for much of the album concept; it wasn’t over-thought or analyzed. We liked the sound of my studio and so thought why go elsewhere?

ICON: How would you describe your collaboration with Madonna?

STUART: Like finding your favourite musician, comedian and friend all in one!

ICON: How is working on a Madonna project different from working with a new artist?

STUART: It’s not in many ways. She is very fresh, exciting and full of ideas the same way as someone is when they do their first record. The difference is she has the experience and integrity of someone who understands the creative process very deeply and can therefore suggest directions and ideas that can inspire greater heights.

Today in Madonna History: October 31, 2006

On October 31 2006, Jump was released as the fourth and final single from the album Confessions On Dance Floor. It was written by Madonna, Stuart Price & Joe Henry and produced by Madonna & Stuart Price.

In Canada, the CD maxi-single for Jump is notable for being Madonna’s last physical single to be issued domestically. The Hard Candy-era singles were imported from the U.S. by Warner Music Canada, while her Interscope singles have only been released in digital form for the North American market.

Today in Madonna History: October 14, 2005

On October 14 2005, Stuart Price was interviewed on BBC Radio 1 to promote the releases of Madonna’s Hung Up single and the Confessions On A Dance Floor album.