The late Princess Diana, often referred to as the “People’s Princess,” was undeniably a fashion icon.
Her influence on the fashion world extended far beyond her royal duties, and one of her most memorable fashion moments was – obviously – the revenge dress, which she wore in June 1994.
But in late 1994, Princess Diana made headlines when she was photographed wearing a simple yet chic outfit while out and about – a casual look she would recreate numerous times before her untimely death in 1997.

Princess Diana paired bike shorts with a slouchy, oversized jumper, chunky white sneakers, tortoiseshell sunglasses and a designer handbag, creating a look that was both sporty and sophisticated.
A look that would be copied by numerous celebrities well beyond the 90s. In fact, celebs are still stealing Diana’s style in 2023…
01
Taylor Swift
Taylor stepped out in black bike shorts and an oversized graphic tee on October 3, 2023; a clear homage to Diana’s signature look.

02
Emily Ratajkowski
Emily took a page out of Diana’s style book on July 21, 2023 and wore black bike shorts with a blue Reebok jumper.

03
Hailey Bieber
Hailey, daughter of actor Stephen Baldwin and wife of pop star Justin Bieber, regularly copies Diana’s bike shorts look. Here she is in October 2022 wearing white bike shorts with a pink jumper.

04
Jennifer Lopez
JLo opted for an oversized shirt rather than an oversized jumper in August 2022 but this look is still a clear nod to Diana.

05
Rumer Willis
Actress, and daughter of Bruce Willis and Demi Moore, Rumer paired her black bike shorts with an oversized red floral-print shirt on March 22, 2022.

06
Matthew McConaughey
The Princess Diana bike shorts outfit isn’t just for women; men can get in on the fashion action too. Just look at Matthew McConaughey – he looks incredibly handsome in bike shorts and an oversized jumper.
