Princess Diana's style has been endlessly dissected over the years, but some of her most memorable outfits were surprisingly casual—and very Americanized. Take the oversized collegiate sweatshirts she wore with her famous bike shorts to her London gym. Paired with chunky sneakers and luxury handbags, these American-inspired pieces were a regular part of her wardrobe—and she also wore more on-the-nose "USA" and American flag styles. The late princess held a genuine appreciation for American culture, and that even extended to where she shopped.
In Dianaworld: An Obsession, author Edward White explores Diana's fascination with the United States, writing how the late royal had "long looked upon America as a place of immense glamour and excitement." And as her marriage began to fail, she "continued to regard the United States as a fabled place of promise."
