Today in Madonna History: December 30, 1989

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On December 30 1989, Dear Jessie peaked at number-five on the UK singles chart. The track was released as the fourth single from Like A Prayer in Europe (with the exception of France which instead opted to service the North American/Japanese fourth single, Oh Father) and as the fifth single in Australia.

Dear Jessie was written and produced by Madonna and Patrick Leonard and was inspired by Leonard’s young daughter, Jessie, with whom Madonna had developed a special connection.

The psychedelia-infused reflection on childhood fantasy and innocence was particularly poignant within the context of the Like A Prayer album’s sequencing, with its segue into Oh Father offering a stark musical and emotional contrast that is perhaps one of the most effective in Madonna’s body of work.

Today in Madonna History: December 23, 1989

On December 23 1989, RPM Magazine published Canada’s Top Singles of 1989. The listing included the following Madonna singles:

  • #1 – Like A Prayer
  • #8 – Express Yourself
  • #9 – Cherish

Today in Madonna History: December 11, 1989

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On December 11 1989, Madonna was featured on the cover of People magazine as one of the best-dressed celebrities of 1989.

Topping the list of the best dressed were Princess Diana, Kevin Costner, John Candy, Jacqueline Onassis, Mick Jagger, Angela Lansbury, Madonna, Marlon Brando, Michelle Pfeiffer and Mel Gibson.

People listed Bruce Springsteen, Kim Basinger, Sean Young, Elizabeth Taylor, Rod Stewart, Roseanne Barr, Jerry Hall, Geena Davis, Kathleen Sulilvan and Prince Andrew as the worst dressed.

Today in Madonna History: October 24, 1989

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On October 24 1989, Oh Father was released in North America as the fourth single from the Like A Prayer album. France, Japan, the Philippines and Australia also opted to issue the single in 1989, while other European markets waited for Madonna’s 1995 ballads compilation, Something To Remember, to promote the song. Oh Father was written and produced by Madonna & Patrick Leonard.

According to the song’s string arranger, Bill Meyers, Oh Father was recorded in a “dingy studio” in New York City’s Garment District while Madonna was appearing in the play, Speed-The-Plow. Since the bulk of the album would be completed in California after the completion of her Broadway run, this would suggest that Oh Father was likely the first song recorded for the project. Leonard recently provided further evidence of this when he shared an image of a demo tape sleeve containing working titles of songs from the latter sessions on his Instagram, noting that Oh Father was not among the tracks listed because it had been completed earlier.

Leonard recalled the recording of the track in a 2014 interview with Billboard Magazine:

My favorite thing that we ever recorded, ever – or wrote – is Oh Father. That to me is the best thing we ever did. So, it didn’t surprise me because we knew when we did it, that there was something about this that was in a way kind of the most real thing.

For that song, the ‘record’ button was only pressed three times. It was pressed to do the track, live, with her singing live. Then we did the orchestra. And then we did a double of her vocal when we were mixing. That’s it. So it’s real. It’s something that I really wanted to do and she was kind enough to say “let’s try this,” and it was not easy.

There’s two or three guitar players playing. I’m playing keyboards. Jai Winding was playing keyboards. There was a percussionist and a drummer – and she’s singing – all at the same time.

These days, people go “wow, that seems crazy.” Those days it wasn’t uncommon for everybody to be playing together even though you’re not a band. But it was one of those things where the arrangement was tricky enough, that it really took some working out to get it all right.

Even all those weird synth overdubs and things – all those things were being done live. We worked out all the parts, had all the sounds. I remember that we cut it live, and then put the orchestra on. You’re not doubling the orchestra, so it’s one pass for the orchestra.

When I say [the ‘record’ button was] pressed three times, it might have gotten pressed 10 times that day, but it was ultimately one that stayed there. If you see what I’m saying. When we were mixing it, [mixer] Bill Bottrell suggested that we double the choruses. I remember even being a little upset about it (laughs). Like, look, “we’ve got an amazing record that we only pressed the record button twice – can’t we leave it?” He said, “three isn’t exactly shameful.” We doubled the lead vocal on the choruses, and that was it.

Today in Madonna History: October 7, 1989

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On October 7 1989, Madonna’s Cherish single hit #2 on the USA Billboard Hot 100 chart.

With the success of Cherish, Madonna overtook The Beatles on the list of all-time consecutive top 5 singles in US (16 singles) and also tied with Michael Jackson for the artist with the most consecutive top 10 singles in the 1980s (17 singles).

Today in Madonna History: July 29, 1989

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On July 29 1989, Express Yourself peaked at #12 on the Adult Contemporary chart in the USA.

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Today in Madonna History: July 22, 1989

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On July 22 1989, Madonna’s Express Yourself reached #2 on the Billboard Hot 100 Singles Chart. Express Yourself was the first song that Madonna and producer Stephen Bray collaborated on for the Like a Prayer album.

“The message of the song is that people should always say what it is they want. The reason relationships don’t work is because they are afraid. That’s been my problem in all my relationships. I’m sure people see me as an outspoken person, and for the most part, if I want something I ask for it. But sometimes you feel that if you ask for too much or ask for the wrong thing from someone you care about that that person won’t like you. And so you censor yourself. I’ve been guilty of that in every meaningful relationship I’ve ever had. The time I learn how not to edit myself will be the time I consider myself a complete adult.”

—Madonna talking to Stephen Holden of The New York Times.
 
Express Yourself (Organic Percapella Mix):