58. Princess Diana’s Iconic Black Gown Debut

Year: 1981

What Happened: Diana showing off some cleavage

In 1981, during her debut public engagement with King Charles III, Princess Diana turned heads in a daring black, strapless gown. She boldly chose a more provocative style than the Royal paparazzi expected, making a memorable entrance.

Photographers captured her every pose, stirring controversy over her exposed shoulders and subtle cleavage. Unfazed by critics, Diana, known for her rule-breaking style, confidently dismissed the backlash, knowing she looked absolutely breathtaking in her choice of attire.