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.
On December 19 1987, Madonna’s haunting ballad The Look Of Love peaked at number nine on the UK Singles Chart. The third and final Madonna single from the Who’s That Girl soundtrack, it was released only in select European countries and in Japan.
The Look Of Love was written, produced and recorded by Madonna and Patrick Leonard during the second of a three-day studio session, with the title track of the soundtrack being written and recorded on the first day. Additional musicians were brought in for overdubs and mixing was completed for both tracks by the end of the third day.
Despite being a set-list staple on the Who’s That Girl tour – the song’s limited release, moderate chart success, along with the fact that it has not been included in any of Madonna’s subsequent retrospective collections has led to it being largely forgotten, although fans frequently cite it as an underrated gem.
In a 1991 interview with ICON magazine, background vocalist Niki Haris expressed fond memories of performing the track with Madonna during the 1987 tour:
“My favorite song ever to perform with Madonna was a song called The Look Of Love from the Who’s That Girl Tour [Niki sings: Nowhere to run, nowhere to hide…]. That is one of the greatest songs and Madonna sings it really great. That’s my favorite song of all time as far as singing with her.”
The single reached number six in Ireland, number eight in the Netherlands and number ten in Belgium, while it peaked outside the top-ten in Germany, Switzerland, France and Japan.
On July 26 1986, “Papa Don’t Preach” spent its third and final week at number-one on the UK singles chart. It was certified Gold by BPI on August 1st, 1986 for shipment of over 500,000 copies, based on certification thresholds at that time. With a chart run extending for 15 weeks, the single ranked #8 overall in the UK’s year-end charts tally.
The song was a massive hit across Europe, topping the Eurochart for an incredible eleven week stretch from August 2nd through October 11th, 1986 when it was finally overtaken by none other than Madonna herself with the follow-up single, “True Blue.”
Although “Justify My Love” is often cited as being the first-ever video single, it is interesting to note that it was actually not the first Madonna music video to be marketed commercially as a single. Possibly an attempt to cash-in on the success and controversy surrounding “Papa Don’t Preach” or more likely as a means of testing out new marketing possibilities for a hybrid laserdisc/cd format, Warner issued limited quantities of “Papa Don’t Preach” as a CD Video in the US, UK and Japan containing three audio tracks along with the music video. Perhaps anticipating the limited appeal of the format, Warner did not bother modifying the track-listing to include the appropriate b-sides in either the UK (“Ain’t No Big Deal“) or Japan (“Think Of Me“), instead opting to issue the US b-side (“Pretender“) on all three pressings. Stranger still was the release date – 1988 – two years after the standard single hit stores. Needless to say, this early attempt to market a music video single did not stir public interest the way it would in 1990, and the concept went into hibernation mode until Madonna gave audiences a video single they were willing to pay for.
On January 27 1984, Madonna performed Burning Up and Holiday on the UK music program The Tube. The show was broadcast live from the Hacienda Club in Manchester.