5. Denim at a polo match
The princess wore light blue denim overalls to a polo match, pairing them with loafers and a white button-down shirt. Wearing a casual look was unheard of, as there were strict rules prohibiting denim and pants. Even to this day, royals like Kate Middleton wear pink luxury dresses and heels to polo matches.
6. Jeans and cowboy boots
Diana was a mom on the go, and her practical looks showed that. A popular outfit choice was a pair of cowboy boots paired with a baseball cap and jeans. She frequently wore this look to drop her kids off at school. She would also often wear sweatpants and a sweatshirt without any shame. Therefore, if you’re ever worried about rocking your old clothes, remember that Princess Di was never scared of it.
7. A one-shouldered dress
In 1991, she wore a Catherine Walker gown on a trip to Brazil. The dress had a column silhouette with a one-shoulder neckline, and many have dubbed it one of the most historically daring outfits ever worn by a royal, as one of her shoulders was fully exposed (which is a big deal to the royals, if you couldn’t tell by now).
