Today in Madonna History: November 17, 1984

On November 17 1984, Madonna’s Like A Virgin single was reviewed in Billboard magazine.

Also in the same issue, dance music columnist Brian Chin highlighted Jellybean Benitez’ remix of the track.

Today in Madonna History: November 3, 2000

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On November 3 2000, Madonna guested on CBS-TV’s Late Show With David Letterman to promote the Music album. She performed an acoustic version of the album’s second single, Don’t Tell Me.

The performance featured several firsts for Madonna: her first live performance to promote the Music album; her first TV appearance following the birth of her son Rocco; her first performance on guitar since her pre-fame days in NYC band Emmy; her first unplugged/acoustic live performance; her first live performance with longtime guitarist Monte Pittman; and her first (and only) musical performance on the Late Show.

Despite being promoted as such, it was not, however, Madonna’s first time back to the Late Show after her infamously censored 1994 appearance. She had made a brief, unscheduled visit to the set to drop off a valentine for Letterman during a 1995 taping of the show.

Today in Madonna History: October 29, 1983

On October 29 1983, Holiday made its debut on Billboard Hot R&B Singles & Tracks chart in the U.S. It peaked at #25 on the R&B chart on January 14, 1984.

Today in Madonna History: October 27, 1990

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On October 27 1990, Madonna’s first dance teacher and mentor from Michigan, Christopher Flynn, passed away from an AIDS-related illness. On the news of his death, Madonna issued the statement: “Christopher Flynn was my mentor, is my higher power, and will remain an eternal inspiration.”

Indeed, Flynn would later serve as the inspiration for one of the characters from Madonna’s directorial debut, Filth And Wisdom, as she explained to Gus Van Sant in the October 2010 issue of Interview magazine:

The character that Richard E. Grant plays in the film I directed, Filth and Wisdom, is this blind professor who was based on my ballet teacher, Christopher Flynn. Growing up in Michigan, I didn’t really know what a gay man was. He was the first man-the first human being-who made me feel good about myself and special. He was the first person who told me that I was beautiful or that I had something to offer the world, and he encouraged me to believe in my dreams, to go to New York. He was such an important person in my life. He died of AIDS, but he went blind toward the end of his life. He was such a lover of art, classical music, literature, opera. You know, I grew up in the Midwest, and it was really because of him that I was exposed to so many of those things. He brought me to my first gay club-it was this club in Detroit. I always felt like I was a freak when I was growing up and that there was something wrong with me because I couldn’t fit in anywhere. But when he took me to that club, he brought me to a place where I finally felt at home. So that character in Filth and Wisdom was dedicated to him and inspired by him.”

Madonna would also recall Christopher’s influence in the second verse of the lyrics of the song, In This Life.

Today in Madonna History: October 26, 1985

On October 26 1985, Madonna’s sassy self-written soundtrack slice, Gambler, peaked at #4 in the UK.

How about taking your chances on performing this hidden gem on a future tour, Madonna? We know you only play the game your way – but you also like to take us by surprise!

Take the gamble – show us how!

Today in Madonna History: October 5, 1988

On October 5 1988, the live home video release capturing Madonna’s 1987 Who’s That Girl World Tour, Ciao Italia: Live From Italy, was certified Platinum by the RIAA for shipment of over 100,000 units in the U.S.

Today in Madonna History: September 28, 1985


On September 28 1985, Dress You Up peaked at #3 on the Billboard Hot 100 Airplay chart in the U.S.

Despite a four-week reign at #1 on the maxi-single sales chart (beginning the week of October 5th), a more modest #12 peak on the regular Singles Sales chart prevented Dress You Up from rising above #5 on the Hot 100.