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 16, 1994, Madonna’s I’ll Remember (Theme From With Honors) became the number-one single in Canada. The song remained at the top of the Canadian singles chart for five weeks before finally being dislodged on June 20th by All-4-One’s hit, I Swear. Incidentally, it was the same song that blocked I’ll Remember from reaching the top spot on the Billboard Hot 100 in the U.S., where it spent four weeks in its peak position of number-two.
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.
On May 11 1991, the Wayne’s World Madonna Fantasy on Saturday Night Live aired. The sketch ranked #4 among the Top 50 Greatest ‘Saturday Night Live’ Sketches of All Time!
From Rollingstone: “It was terrifying,” Mike Myers has said of kissing Madonna. And no wonder: In 1991, there was no more intimidating star than the just-banned-from-MTV Material Girl. Her fantasy rendezvous with Wayne and Garth was probably SNL‘s most perfect pop culture convergence ever: One of the most famous people on earth, writhing in the black-and-white world of Justify My Love, the most controversial video of all time, speaking in the dopey slang (“No way!” “Way!”) of the most popular recurring characters since the Blues Brothers. And we were only approaching Waynemania, which would peak in 1992 with their feature film. During shooting, Myers and Dana Carvey had a personal falling-out, and were never quite able to re-capture the magic – though that didn’t stop Lorne Michaels from producing a sequel or doing the sketch seven more times.
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