What Celebrities Wore to Meet Princess DianaRedbookSun, January 10, 2021 at 1:32 PM UTCElizabeth Taylor ditched her typical flashy evening gowns for an understated white muslin Victorian-era dress. But this outfit wasn't necessarily the actress's choice: She was still in costume from her charity performance of The Little Foxes. Central Press - Getty ImagesThe Princess of Monaco met Princess Diana at a fundraising event for the Royal Opera Hall in London and wore a plum dress with balloon sleeves and a statement pearl necklace for the occasion.Tim Graham - Getty ImagesPrincess Diana met famous Russian ballet dancer, Rudolf Nureyev, after his performance at the Royal Opera House. He wore his elaborate costume from the performance, while Diana opted for her own striking look in a red tulle dress.Tim Graham - Getty ImagesRoger Moore may or may not have been inspired by his on-screen person, James Bond, when he picked out this tuxedo to meet Princess Diana at the London premiere of Octopussy. Fox Photos - Getty ImagesThe members of Duran Duran dressed like their typical '80s selves to meet Princess Diana at the Prince's Trust Rock Gala. Simon Le Bon (center) opted for white pants, a crew neck t-shirt, and a white blazer—with the sleeves rolled up, of course. Bettmann - Getty ImagesThe Genesis singer met Princess Diana in 1984 at a royal charity concert and wore a checkered sport coat with khaki pants. He also brought a miniature satin bomber jacket for the expectant mother.Steve Wood - Getty ImagesWhile meeting Princess Diana ahead of his concert in 1984, Neil Diamond wore a sequin button-down shirt and black pants. He gifted the pregnant Princess with a toy Garfield. Mirrorpix - Getty ImagesA White House state dinner brought First Lady Nancy Reagan and Princess Diana together. The First Lady wore a long sleeve beaded evening gown, while the Princess had on a midnight blue velvet off-the-shoulder Victor Edelstein dress.Tim Graham - Getty ImagesThe actor dressed for the White House state dinner in 1985 in a sharp tuxedo, and honored the Princess with a dance, too.Anwar Hussein - Getty ImagesAll three members of singing group stunned in red long sleeve gowns, finished with gold sequins. It looks like Princess Diana got the memo, too.Tim Graham - Getty ImagesPrincess Diana met Ludo, a Hollywood star with far more fur than she's probably used t0, at the premiere of Labyrinth in London. John Shelley Collection/Avalon - Getty ImagesTina Turner wore a spandex dress and a white oversized jacket when she met Princess Diana backstage at the Prince's Trust concert in Wembley Stadium. John Shelley Collection/Avalon - Getty ImagesBefore Lionel Richie performed at Wembley Stadium, the singer wore a striped satin jacket and presented Her Royal Highness with two child-size leather jackets as gift for her sons.Mirrorpix - Getty ImagesLillian Gish, credited as the First Lady of American cinema, met Princess Diana at the Cannes Film Festival. The 94-year-old wore a long sleeve lamé gown and white elbow-length gloves.Richard Blanshard - Getty ImagesIn true '80s fashion, Michael Douglas rocked a mullet with his formal tuxedo. The American actor met the Princess while attending the London premiere of his hit movie, Wall Street. Princess Diana Archive - Getty ImagesPrincess Diana and American tennis champion, Steffi Graf, both rocked tennis wear on the court prior to playing a doubles match in 1988. Mirrorpix - Getty ImagesPrincess Diana's yellow satin suit stole the show next to Michael Jackson's gold and black jumpsuit at the singer's concert for the Prince's Trust. Princess Diana Archive - Getty ImagesThe star of Who Framed Roger Rabbit wears his usual garb, while Princess Diana wore an off-the-shoulder pink satin Catherine Walker ball gown at the premiere in London. Princess Diana Archive - Getty ImagesAt the premiere of Dangerous Liaisons in London, the actress wore a gold lamé dress, while Diana donned a strapless black velvet evening gown by Victor Edelstein. A young Uma Thurman can be seen waiting for her turn in the background.Princess Diana Archive - Getty ImagesThe stars of When Harry Met Sally shared a laugh with the Princess at their London premiere. Ryan wore a chic off-the-shoulder brown and cream gown, while Crystal went with a classic tuxedo.Mirrorpix - Getty ImagesSean Connery and his wife met Princess Diana at the premiere of The Hunt For Red October in 1990. Both women complimented one another in dazzling sparkles and aqua dresses. Princess Diana Archive - Getty ImagesIt wasn't the first time they were introduced, but Joan Collins still went all out for the opening night of the play Private Lives with her elegant black and white dress. Tim Graham - Getty ImagesThe actor chatted with Princess Diana at the premiere of Backdraft in London in a classic tuxedo. The Princess wore a black sleeveless gown with beaded straps designed by Bellville Sassoon. Princess Diana Archive - Getty ImagesLiza Minnelli opted for an off-the-shoulder white ruffled gown for the Stepping Out premiere in London, while the Princess wore a formfitting pink and white one sleeve evening gown by Catherine Walker. Dave Benett - Getty ImagesPrincess Diana rewore this red evening gown when she met Charlie Sheen at the London premiere of Hot Shots. Charlie kept it simple in a black tuxedo.Mirrorpix - Getty ImagesAt the premiere of Hook in 1992, the actor wore a standard tuxedo. Princess Diana marked the occasion with a white beaded and black velvet gown by Catherine Walker. Anwar Hussein - Getty ImagesThe A-list couple met the Princess at the premiere of Far and Away in 1992. An up-and-coming Nicole Kidman wore a white sleeveless empire waist gown with elbow-length gloves. Tim Graham - Getty ImagesA simple, yet elegant, velvet embroidered jacket was Barbra Streisand's outfit of choice when meeting Princess Diana at the premiere of The Prince of Tides.Tim Graham - Getty ImagesThe French actor bid adieu to Princess Diana as she made her way through the receiving line at the premiere of 1492. He wore (you guessed it) a black tuxedo. She, on the other hand, chose a black strapless evening gown by Victor Edelstein. Mirrorpix - Getty ImagesThe Beatles singer wore an all-black outfit at an event in Lille, France, while his wife, Linda, and Diana both wore crushed velvet dresses. Pool APESTEGUY/DUCLOS/SOLA - Getty ImagesAt the London premiere of Jurassic Park, actress Ariana Richards wore a short sleeve black dress with a white lace bib. Director Steven Spielberg stands next to her, waiting for his turn to meet the Princess.Princess Diana Archive - Getty ImagesThe actor swapped his Western attire for a tuxedo to attend the London premiere of The Fugitive and to meet Princess Diana, of course. Mirrorpix - Getty ImagesSinger Cliff Richard joined Princess Diana in the royal box during the Stella Artois Championships in London. He looked appropriate for the summer event in a light green linen sport coat and patterned tie. Mirrorpix - Getty ImagesAhead of the singer's performance at a concert for World AIDS Day in 1993, he met Princess Diana and wore a remarkably tame black suit paired with his AIDS awareness red ribbon. Anwar Hussein - Getty ImagesAt the London premiere of Apollo 13, Rita Wilson wore a chic black velvet evening gown, while Tom Hanks chose a black tuxedo. The film's director, Ron Howard, looked on.Pool/Tim Graham Picture Library - Getty ImagesLove and War actor Chris O'Donnell hit the seating chart jackpot when he was seated next to Princess Diana at the London premiere. The two met previously in the receiving line, where O'Donnell showed off his clean-cut tuxedo. Dave Benett - Getty ImagesAt a gala at the Field Museum of Natural History in Chicago, Tony Bennett donned a classic tuxedo for his introduction to Princess Diana. The Princess wore a purple dress by designer Gianni Versace. Tim Graham - Getty ImagesThe young supermodel met Princess Diana at the pre-auction party for the Princess's dress collection at Christie's in New York City. Moss wore a simple navy cowl neck dress, while Diana chose a beaded floral dress by Catherine Walker. Tim Graham - Getty ImagesIn a battle of bold colors, United States congresswoman Elizabeth Dole wore a lime green chiffon gown, while Princess Diana rocked a sleeveless red design. The Princess was in the United States to attend a fundraising gala for the American Red Cross in Washington D.C. Tim Graham - Getty ImagesAs Barbara Walters chatted up Princess Diana and her friend, Lucia Flecha de Lima, the news broadcaster wore a crisp white blazer and pale blue statement earrings. Tim Graham - Getty Images1982: Elizabeth Taylor1 of 40Elizabeth Taylor ditched her typical flashy evening gowns for an understated white muslin Victorian-era dress. But this outfit wasn't necessarily the actress's choice: She was still in costume from her charity performance of The Little Foxes. Central Press - Getty Images1982: Elizabeth Taylor1 of 40Elizabeth Taylor ditched her typical flashy evening gowns for an understated white muslin Victorian-era dress. But this outfit wasn't necessarily the actress's choice: She was still in costume from her charity performance of The Little Foxes. Central Press - Getty Images1981: Grace Kelly2 of 40The Princess of Monaco met Princess Diana at a fundraising event for the Royal Opera Hall in London and wore a plum dress with balloon sleeves and a statement pearl necklace for the occasion.Tim Graham - Getty Images1982: Rudolf Nureyev3 of 40Princess Diana met famous Russian ballet dancer, Rudolf Nureyev, after his performance at the Royal Opera House. He wore his elaborate costume from the performance, while Diana opted for her own striking look in a red tulle dress.Tim Graham - Getty Images1983: Roger Moore4 of 40Roger Moore may or may not have been inspired by his on-screen person, James Bond, when he picked out this tuxedo to meet Princess Diana at the London premiere of Octopussy. Fox Photos - Getty Images1983: Duran Duran5 of 40The members of Duran Duran dressed like their typical '80s selves to meet Princess Diana at the Prince's Trust Rock Gala. Simon Le Bon (center) opted for white pants, a crew neck t-shirt, and a white blazer—with the sleeves rolled up, of course. Bettmann - Getty Images1984: Phil Collins6 of 40The Genesis singer met Princess Diana in 1984 at a royal charity concert and wore a checkered sport coat with khaki pants. He also brought a miniature satin bomber jacket for the expectant mother.Steve Wood - Getty Images1984: Neil Diamond7 of 40While meeting Princess Diana ahead of his concert in 1984, Neil Diamond wore a sequin button-down shirt and black pants. He gifted the pregnant Princess with a toy Garfield. Mirrorpix - Getty Images1985: Nancy Reagan8 of 40A White House state dinner brought First Lady Nancy Reagan and Princess Diana together. The First Lady wore a long sleeve beaded evening gown, while the Princess had on a midnight blue velvet off-the-shoulder Victor Edelstein dress.Tim Graham - Getty Images1985: John Travolta9 of 40The actor dressed for the White House state dinner in 1985 in a sharp tuxedo, and honored the Princess with a dance, too.Anwar Hussein - Getty Images1985: The Three Degrees10 of 40All three members of singing group stunned in red long sleeve gowns, finished with gold sequins. It looks like Princess Diana got the memo, too.Tim Graham - Getty Images1986: Ludo from 'Labyrinth'11 of 40Princess Diana met Ludo, a Hollywood star with far more fur than she's probably used t0, at the premiere of Labyrinth in London. John Shelley Collection/Avalon - Getty Images1986: Tina Turner12 of 40Tina Turner wore a spandex dress and a white oversized jacket when she met Princess Diana backstage at the Prince's Trust concert in Wembley Stadium. John Shelley Collection/Avalon - Getty Images1987: Lionel Richie13 of 40Before Lionel Richie performed at Wembley Stadium, the singer wore a striped satin jacket and presented Her Royal Highness with two child-size leather jackets as gift for her sons.Mirrorpix - Getty Images1987: Lillian Gish14 of 40Lillian Gish, credited as the First Lady of American cinema, met Princess Diana at the Cannes Film Festival. The 94-year-old wore a long sleeve lamé gown and white elbow-length gloves.Richard Blanshard - Getty Images1988: Michael Douglas15 of 40In true '80s fashion, Michael Douglas rocked a mullet with his formal tuxedo. The American actor met the Princess while attending the London premiere of his hit movie, Wall Street. Princess Diana Archive - Getty Images1988: Steffi Graf16 of 40Princess Diana and American tennis champion, Steffi Graf, both rocked tennis wear on the court prior to playing a doubles match in 1988. Mirrorpix - Getty Images1988: Michael Jackson17 of 40Princess Diana's yellow satin suit stole the show next to Michael Jackson's gold and black jumpsuit at the singer's concert for the Prince's Trust. Princess Diana Archive - Getty Images1988: Roger Rabbit18 of 40The star of Who Framed Roger Rabbit wears his usual garb, while Princess Diana wore an off-the-shoulder pink satin Catherine Walker ball gown at the premiere in London. Princess Diana Archive - Getty Images1989: Glenn Close19 of 40At the premiere of Dangerous Liaisons in London, the actress wore a gold lamé dress, while Diana donned a strapless black velvet evening gown by Victor Edelstein. A young Uma Thurman can be seen waiting for her turn in the background.Princess Diana Archive - Getty Images1989: Billy Crystal and Meg Ryan20 of 40The stars of When Harry Met Sally shared a laugh with the Princess at their London premiere. Ryan wore a chic off-the-shoulder brown and cream gown, while Crystal went with a classic tuxedo.Mirrorpix - Getty Images1990: Sean Connery21 of 40Sean Connery and his wife met Princess Diana at the premiere of The Hunt For Red October in 1990. Both women complimented one another in dazzling sparkles and aqua dresses. Princess Diana Archive - Getty Images1990: Joan Collins22 of 40It wasn't the first time they were introduced, but Joan Collins still went all out for the opening night of the play Private Lives with her elegant black and white dress. Tim Graham - Getty Images1991: Kurt Russell23 of 40The actor chatted with Princess Diana at the premiere of Backdraft in London in a classic tuxedo. The Princess wore a black sleeveless gown with beaded straps designed by Bellville Sassoon. Princess Diana Archive - Getty Images1991: Liza Minnelli24 of 40Liza Minnelli opted for an off-the-shoulder white ruffled gown for the Stepping Out premiere in London, while the Princess wore a formfitting pink and white one sleeve evening gown by Catherine Walker. Dave Benett - Getty Images1991: Charlie Sheen25 of 40Princess Diana rewore this red evening gown when she met Charlie Sheen at the London premiere of Hot Shots. Charlie kept it simple in a black tuxedo.Mirrorpix - Getty Images1992: Dustin Hoffman26 of 40At the premiere of Hook in 1992, the actor wore a standard tuxedo. Princess Diana marked the occasion with a white beaded and black velvet gown by Catherine Walker. Anwar Hussein - Getty Images1992: Tom Cruise and Nicole Kidman27 of 40The A-list couple met the Princess at the premiere of Far and Away in 1992. An up-and-coming Nicole Kidman wore a white sleeveless empire waist gown with elbow-length gloves. Tim Graham - Getty Images1992: Barbra Streisand28 of 40A simple, yet elegant, velvet embroidered jacket was Barbra Streisand's outfit of choice when meeting Princess Diana at the premiere of The Prince of Tides.Tim Graham - Getty Images1992: Gérard Depardieu29 of 40The French actor bid adieu to Princess Diana as she made her way through the receiving line at the premiere of 1492. He wore (you guessed it) a black tuxedo. She, on the other hand, chose a black strapless evening gown by Victor Edelstein. Mirrorpix - Getty Images1992: Paul and Linda McCartney30 of 40The Beatles singer wore an all-black outfit at an event in Lille, France, while his wife, Linda, and Diana both wore crushed velvet dresses. Pool APESTEGUY/DUCLOS/SOLA - Getty Images1993: Ariana Richards31 of 40At the London premiere of Jurassic Park, actress Ariana Richards wore a short sleeve black dress with a white lace bib. Director Steven Spielberg stands next to her, waiting for his turn to meet the Princess.Princess Diana Archive - Getty Images1993: Clint Eastwood32 of 40The actor swapped his Western attire for a tuxedo to attend the London premiere of The Fugitive and to meet Princess Diana, of course. Mirrorpix - Getty Images1993: Cliff Richard33 of 40Singer Cliff Richard joined Princess Diana in the royal box during the Stella Artois Championships in London. He looked appropriate for the summer event in a light green linen sport coat and patterned tie. Mirrorpix - Getty Images1993: David Bowie34 of 40Ahead of the singer's performance at a concert for World AIDS Day in 1993, he met Princess Diana and wore a remarkably tame black suit paired with his AIDS awareness red ribbon. Anwar Hussein - Getty Images1995: Tom Hanks and Rita Wilson35 of 40At the London premiere of Apollo 13, Rita Wilson wore a chic black velvet evening gown, while Tom Hanks chose a black tuxedo. The film's director, Ron Howard, looked on.Pool/Tim Graham Picture Library - Getty Images1995: Chris O'Donnell36 of 40Love and War actor Chris O'Donnell hit the seating chart jackpot when he was seated next to Princess Diana at the London premiere. The two met previously in the receiving line, where O'Donnell showed off his clean-cut tuxedo. Dave Benett - Getty Images1996: Tony Bennett37 of 40At a gala at the Field Museum of Natural History in Chicago, Tony Bennett donned a classic tuxedo for his introduction to Princess Diana. The Princess wore a purple dress by designer Gianni Versace. Tim Graham - Getty Images1997: Kate Moss38 of 40The young supermodel met Princess Diana at the pre-auction party for the Princess's dress collection at Christie's in New York City. Moss wore a simple navy cowl neck dress, while Diana chose a beaded floral dress by Catherine Walker. Tim Graham - Getty Images1997: Elizabeth Dole39 of 40In a battle of bold colors, United States congresswoman Elizabeth Dole wore a lime green chiffon gown, while Princess Diana rocked a sleeveless red design. The Princess was in the United States to attend a fundraising gala for the American Red Cross in Washington D.C. Tim Graham - Getty Images1997: Barbara Walters40 of 40As Barbara Walters chatted up Princess Diana and her friend, Lucia Flecha de Lima, the news broadcaster wore a crisp white blazer and pale blue statement earrings. Tim Graham - Getty ImagesNo pressure.From RedbookAbout Our Ads