Today in Madonna History: June 8, 2026

On June 8, 2026, Confessions II – The Film premiered globally on YouTube, giving fans their first full look at the visual world surrounding Madonna’s upcoming album, Confessions II.

The nearly 14-minute film had premiered three days earlier at the Tribeca Festival in New York. Directed by David Toro and Solomon Chase of TORSO, the project was created as a cinematic companion to the album and features previews of six new songs.

Dolce & Gabbana partnered with Madonna on the film and curated the wardrobe for Madonna and the extended cast, adding another chapter to one of her longest-running fashion relationships.

The release quickly became a fan event, with appearances from Julia Garner, Lourdes Leon, Kate Moss, Debi Mazar, Benedict Cumberbatch, Gwendoline Christie, Richard E. Grant, Odessa A’zion, Archie Madekwe, Arca, Honey Dijon, Shygirl, Sabrina Carpenter, Cole Palmer, and João Pedro.

For longtime fans, the details mattered. The film includes references to Madonna’s early New York story, Danceteria, paparazzi culture, club life, and earlier visual eras, with nods to “Lucky Star,” “Into the Groove,” “Deeper and Deeper,” and “Hung Up.” Slant Magazine called the short film a “phantasmagoric disco dream,” a fitting description for a project built around memory, nightlife, fame, and reinvention.

A Madonna visual moment that once might have lived on MTV, VHS, DVD, or a limited festival screen was now available worldwide on YouTube the same day. More than four decades after Madonna helped redefine the music video as an art form, she was still using the format to build a world around the music.

On this day in Madonna history, the dance floor opened again.

Today in Madonna History: June 6, 2026

On June 6 2026, Madonna appeared in headlines around the world following the world premiere of her Confessions II short film at the 2026 Tribeca Festival in New York City.

The film premiered on June 5 at the Beacon Theatre, where Madonna presented a cinematic companion to her forthcoming album Confessions II. Directed by David Toro and Solomon Chase of TORSO, the short film ran more than 10 minutes and was built around the first six songs from the album, including I Feel So Free and Bring Your Love with Sabrina Carpenter.

Following the screening, Madonna appeared for a post-film conversation with Anderson Cooper, who stepped in after Jimmy Fallon was no longer able to moderate the discussion.

The premiere drew major entertainment coverage, with headlines including:

“Madonna Teases ‘Confessions II’ Album with Wild Short Film Featuring Cameos from Julia Garner, Kate Moss and Daughter Lourdes”People

“Madonna Premieres Surrealistic, NSFW Confessions II Short Film at Tribeca: ‘It’s About Connection’”Rolling Stone

“Madonna teases ‘Confessions II’ tour plans — but fans can forget about a Vegas residency”Page Six

The film featured appearances by Arca, Archie Madekwe, Benedict Cumberbatch, Cole Palmer, Debi Mazar, Gwendoline Christie, Honey Dijon, João Pedro, Julia Garner, Kate Moss, Lourdes Leon, Odessa A’zion, Richard E. Grant, Sabrina Carpenter, Shygirl and others.

During the conversation, Madonna also addressed the possibility of touring behind Confessions II, while making it clear that fans should not expect a Las Vegas residency.

The Confessions II short film was scheduled to stream on YouTube beginning June 8, 2026, ahead of the album’s July 3 release.

Today in Madonna History: April 12, 1998

richard corman nyc 1982 22 550 richard corman nyc 1982 23 550 2

On April 12 1998, the television special Madonna Rising premiered.

Produced as part of the promotional activities for the Ray Of Light album, the special featured Madonna reminiscing about her formative years in New York with pal Rupert Everett as they visited some of her pre-fame dwellings and hang-outs. Interview segments with Nile Rodgers, Debi Mazar, Seymour Stein, Maripol and others were also included for good measure.

Today in Madonna History: October 2, 1986

On October 2 1986, Madonna’s True Blue music video premiered on BBC1-TV’s Top Of The Pops. The video was directed by James Foley and shot in early September (1986) in New York.

Two of Madonna’s closest friends (at the time), Erika Belle and Debi Mazar, appeared in the video.

A second video for True Blue (which does not include Madonna) was shown on MTV in the USA. The second video was the winner of Madonna’s ‘Make My Video’ Contest. The winners (Angel Gracia and Cliff Guest) were flown to MTV’s New York studio where Madonna presented them a $25,000 check live on MTV.

 

Today in Madonna History: June 19, 2013

june-19-madonna-debi-mazar

On June 19 2013, Debi Mazar talked to The Cut about how she first met Madonna:

I was in Danceteria, working the elevator. She came into my elevator, and a great song was spinning and she goes, ‘Hey, you wanna dance? And I was like, ‘Yeah!’ And I parked the elevator, and we had a great dance together and then later on we danced some more. She wasn’t, like, a big star yet. She was just a girl from Detroit who had a real raw sexuality. From there on we became pals and started dancing and hanging out. I was doing makeup then, and so I did her makeup for years. She was like, ‘I’m gonna be a star one day,’ and I was like, ‘Great!’ We also did videos together. The first one was a song called ‘Everybody,’ and we filmed at the Paradise Garage, and Keith Haring was there. That was the beginning. I was always trying to pluck her eyebrows — they’re caterpillars. At this moment in time I probably wouldn’t pluck them, but it was the eighties, so, you know. Anyway, we remained girlfriends and we still are.

Today in Madonna History: August 14, 2012

debi-mazar-madonna-2 debi-mazar-madonna-3 debi-mazar-madonna-1

On August 14 2012, Madonna’s first make-up artist, and close friend, Debi Mazar spoke to Allure.com’s beauty editor, Sophia Panych about what Madonna’s hair and make-up was like for The Virgin Tour in 1985:

Her hair was long and wild, and she had just had her bangs cut. She had this thick, curly, gorgeous hair—thicker than anyone else I knew—and it didn’t really need much. I just tried to make sure her bangs nicely framed her face and make sure it moved well, rather than creating a polished look. Really, it was more about the music and the show. We just wanted her to look good, get on stage, and do the damn tour. Plus, she was in her twenties: Her skin was good, and as long as you had bright lipstick and good hair, the crowd didn’t care—they just wanted to dance.

Today in Madonna History: June 29, 2023

 

On June 29 2023, Rolling Stone posted an update on Madonna’s health along with good wishes from some of her friends:

Madonna’s famous friends (and fans) are thinking of her! On Wednesday, the singer’s manager Guy Oseary announced that the singer was in recovery after suffering from a “serious bacterial infection” that required her to stay in the ICU. By Thursday afternoon, a source told Rolling Stone that the singer was “at home and feeling better.”

“Her health is improving, however, she is still under medical care. A full recovery is expected,” Oseary wrote, adding that the start of her Celebration Tour would be postponed. Soon after, her fans and numerous celebrities, including Jon Batiste, Rosie O’Donnell, and Rita Wilson, shared their well-wishes for the musician on social media.

O’Donnell, a close friend of Madonna’s, made an Instagram feed post about the singer, sharing a photo of the two during her Nineties talk show. “She’s feeling good,” she wrote, using the hashtag “love.”

Debi Mazar, also a longtime friend of the singer, shared an update on her health, posting a throwback photo with Madge. “Get well sis! Rest, restore, reboot! Strongest gal I know,” she wrote. “To all of her fans- Madonna is on the mend and home resting.”

“Hope she feels better very soon!” commented Zooey Deschanel on Oseary’s post. “Sending Madonna my prayers for a speedy recovery,” wrote Rita Wilson. “Omg sending her love and healing light! 🙏,” added Frankie Grande.

“TAKE GOOD CARE OF OUR QUEEN,” wrote Drag Race judge and Madonna stan Michelle Visage. Batiste and Ryan Tedder both commented hand-prayer emojis on Oseary’s post, while Evan Rachel Wood typed some heart emojis. Rosie Perez also commented, “Sending prayers and support ❤️❤️❤️.”

Announced in January, the Celebration Tour has been positioned to be a four-decade-spanning greatest-hits show covering Madonna’s extensive catalog. It was originally scheduled to begin on July 15 in Vancouver and would have run through Dec. 1 for a grand-finale show in Amsterdam.