On March 30 1992, Madonna attended Swifty Lazar’s annual post-Academy Awards party at Spago in Los Angeles. Madonna arrived with Rosie O’Donnell.
On March 23 1998, Madonna attended 70th Academy Awards ceremony in Los Angeles where she presented the Oscar for Best Original Song.
Buoyed by the success of her new album, Ray Of Light, it was all about the music for Madonna on the red carpet as well, as she chatted and posed for photographs with an impressive assortment of musical divas: Fiona Apple, Cher, k.d. lang & Joni Mitchell.
Prior to her shared Rolling Stone cover with Courtney Love & Tina Turner the previous year, Madonna had – at least publicly – tended to shy away from aligning herself too closely with other musicians – particularly other women in the industry. Be it a result of a renewed sense of spirituality, motherhood, maturity, or simply shrewd self-marketing (perhaps all the above?), one thing is clear: Madonna’s newfound camaraderie and supportive attitude towards her peers felt refreshing and inspiring!
On April 15 1991, Madonna and Michael Jackson were featured on the cover of People magazine as The Oddest Couple.
Here’s an excerpt from the article:
It may have been just a one-night stand, but when Pop’s Billion Dollar Boy and the Queen of Steam strutted their stuff at the Oscars, they were, for one brief moment, the brightest star couple of all.
As anyone burdened with stardom knows, finding a date for the Oscars can be an enormo pain. After all, really famous folk simply can’t be seen with some sweet nobody who waves “Hi Mom” at the camera and spends the evening worrying about credit-card approval at Spago.
And so it was, when Madonna and Michael Jackson, Earth’s top pop stars, faced the who-is-famous-enough-to-be-seen-with-me quandary, they hit on the perfect solution. Since they were already planning a duet for Michael’s upcoming album, Dangerous, and since they both happened to be on all Hollywood’s collagen-enhanced lips anyway—he for his ballyhooed “billion-dollar” contract with Sony, she for her upcoming, already controversial self-ploitation film, Truth or Dare-why not date…each other?
Big dates can also become big disasters, however. So a week before the Oscars, the couple met at L.A.’s Ivy restaurant to plan and, perhaps, trade makeup tips. By Oscar night, all was ready. Michael looked positively legendary in gold-tipped cowboy boots, a blinding diamond brooch and—in a dramatic sartorial departure—two gloves. Madonna, awash in peroxide and pluck, diverted at least some of the attention from her low-cut, pearl-encrusted Bob Mackie gown with $20 million in diamonds, on loan from jeweler Harry Winston. They entered L.A.’s Shrine Auditorium and promptly collected their well-deserved Best Seat honors—front row, two on the aisle.
On March 25 1997, Madonna performed You Must Love Me at the 68th Academy Awards. The song won the Academy Award for Best Original Song.
Kathleen Guerdo from Billboard said that “Madonna delivers what is by far one of the strongest vocal performances of her career, comfortably scaling to the song’s demanding soprano heights while infusing it with delicate, heart-rending emotion.”
On March 25 1991, Madonna performed Sooner Or Later from Dick Tracy at the 63rd annual Academy Awards at the Shrine Auditorium in Los Angeles, California. Sooner Or Later won the Oscar for Best Original Song by Stephen Sondheim; her escort at the awards was Michael Jackson.
Sooner or later you’re gonna be mine
Sooner or later you’re gonna be fine
Baby it’s time that you faced it
I always get my man