On May 19 1990, Madonna’s single Vogue hit #1 on the Billboard Hot 100 in the USA.
Vogue reached number one in over 30 countries worldwide, becoming Madonna’s biggest hit at that time. It was also the best-selling single of 1990 with sales of more than two million, and has sold more than six million copies worldwide to date.
On May 18 1987, Madonna was honored for Best Songwriting for Live To Tell at the 4th annual ASCAP Pop Music Awards at the Beverly Hilton Hotel, Beverly Hills, CA; the award was accepted on her behalf by brother-in-law Christopher Penn.
On May 17 1991, Madonna: Truth Or Dare was released in 538 US movie theatres.
Madonna: Truth or Dare (renamed “In Bed with Madonna” outside of North America) chronicled the life of Madonna during her 1990 Blond Ambition World Tour. The film was well received by critics and was successful at the box office, at that point becoming the highest-grossing documentary of all time with a worldwide gross of $29,012,935.
On May 15 1997, Madonna’s Like A Prayer is named one of “200 Best Albums Ever Made” by Rolling Stone magazine.
On May 14 1993, the 1000th episode of The Arsenio Hall Show aired, featuring Madonna as the headline act.
The 1000th episode was an AIDS benefit concert and it was filmed at the Hollywood Bowl.
Madonna performed Fever as well as The Lady Is A Tramp with Anthony Keidis from the Red Hot Chilli Peppers.
On May 13 1991, Madonna attended the premiere of Truth Or Dare at the Cannes Film Festival. In Europe the documentary was re-titled In Bed With Madonna.
On May 12 1998, Madonna’s Ray of Light video premiered on MTV.
The video was directed by Jonas Åkerlund, with Madonna’s scenes being shot on March 25–26, 1998 at Raleigh Studios and Florentine Gardens nightclub in downtown Los Angeles. The images of various cities include Los Angeles, New York, London, Las Vegas and Stockholm.
The video was ranked No. 40 on VH1’s 100 Greatest Videos, listed No. 1 on Back In… 98’s Top 5 Best Videos, ranked No. 7 on Listed’s Top 40 Memorable Videos Pt. 1 & 2, on MuchMoreMusic, and ranked No. 26 on MuchMusic’s 100 Best Videos. It was ranked at number four on “The Top 100 Videos That Broke The Rules”, issued by MTV on the channel’s 25th anniversary in August 2006.
The video received a total of eight MTV Video Music Awards nominations, becoming Madonna’s second most-nominated video at the award show, after “Vogue” in 1990. It won five awards for Video of the Year, Best Female Video, Best Direction, Best Editing and Best Choreography, becoming her most-winning song at the show.
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