4. An open-backed metallic dress
Diana skipped a modest gown and went for a dress that was considered very daring, as it bared her entire back. The dress, designed by Bruce Oldfield, broke a strict rule banning any backless dresses, which Diana boldly ignored.
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.
