After Princess Diana divorced Prince Charles, she planned to move to California with her son in hopes of making a career in Hollywood.
Princess Diana crossed paths with many entertainment stars when she represented the British Royal Family at public social events, perhaps which led to her interest in the entertainment industry.
At the Royal Opera House in London, Princess Diana met Princess Grace Kelly of Monaco, and at the fundraising event, Princess Kelly wore a plum dress with balloon sleeves, while Princess Diana wore a black sleeveless dress, and Kelly was a famous Hollywood star before marrying into the Monaco royal family.
Princess Diana wore a simple white muslin dress to meet Elizabeth Taylor, who had just finished her charity show on Little Fox.
American singer Neil Diamond met Princess Diana before a concert in 1984 and gave her her unborn child a Garfield toy.
John Travolta had the honor of dancing with Princess Diana when he attended the White House state dinner in 1985, and apparently they enjoyed the dance.
At the London premiere of Wall Street, Princess Diana met with the lead actress, Michael Douglas, wearing a blue-and-black velvet dress and Michael wearing a formal tuxedo.
Michael Jackson was the protagonist at the Prince's Trust concert, and when Princess Diana arrived in a yellow satin suit, they laughed and chatted together, and they became the focus of the day's media coverage.
At the London premiere of When Harry Meets Sally, Princess Diana met co-stars Billy Christo and Meg Ryan, with Princess Diana wearing a sparkling red dress that night and Ryan wearing a brown and cream off-the-shoulder gown.
At the London premiere of Dangerous Leigh Essens, Princess Diana, dressed in a black velvet dress, met Glenn Cross in a gleaming gold dress.
At the London premiere of Backdraft, Princess Diana chatted with film actress Kurt Russell, who wore a white strapless sleeveless black dress designed by Belleville Sassoon and Kurt Russell wore a tuxedo, which is the official attire of men.
Sean Connery met Princess Diana while attending the premiere of In Search of Red October, and he paid her full respect.
Lisa Minnelli and Princess Diana had a pleasant conversation at the premiere of Out of London, and they both opted for off-the-shoulder gowns.
At the London premiere of "Hot Shots," Princess Diana, dressed in a dazzling red dress, met actress Charlie Sheen in a black tuxedo.
At the premiere of the movie "Far Away", Princess Diana talked with the couples at the time, Tom Cruise and Nicole Kidman, who looked otherworldly and innocent in white, while Princess Diana looked very feminine in a light yellow dress.
Dustin Hoffman met Princess Diana at the premiere of his film Hooke, who wore a black velvet white blouse designed by Catherine Walker and Dustin Hoffman in a tuxedo.
Beatles singer Paul McCartney and his wife Linda met Princess Diana at an event in Lille, France, wearing a black velvet dress.
Clint Eastwood wore a tuxedo to the London premiere of The Fugitive, which he had the pleasure of dancing with Princess Diana, who wore a black dress and a pearl necklace.
Singer David Bowie met Princess Diana before the 1993 World AIDS Day, and Princess Diana, dressed in a white suit, shook hands with Bowie, dressed in black.
Princess Diana met Tom Hanks and his wife Rita Wilson at the London premiere of Apollo 13, both in black dresses and Princess Diana in a classic black dress.
Princess Diana enjoyed chatting with Barbara Walters, and in this 1997 photo, Princess Diana talks to Walters in a white suit.