While visiting troops in Germany back in 1969, a teenage Princess Anne looked effortlessly chic as she rocked an ivory coatdress and matching mini skirt. The royal accessorized with buckled mules, black gloves, a leather handbag, and a fabulous cherry-red hat embellished with a kitsch oversized buckle. 

The mother-of-two wore her brunette tresses in a sleek chignon, donning a natural makeup look to highlight her flawless complexion. 

Royal style etiquette states that hemlines on skirts should be of modest length, specifically no higher than four inches above the knee. Princess Anne’s 60s style moment would have certainly turned heads at the time, as her structured mini skirt and thigh-skimming coat dress veered on the edge of breaking royal style protocol. 

Photographs captured just a few years later show the dramatic change in skirt length once the royal hit her twenties. Miniskirts were replaced with below-the-knee suits and modest full-length gowns. 

Princess Anne’s skirts became longer to reflect her more senior role

It’s not the first-time unearthed photographs from the Princess Royal’s style file have documented her rule-breaking dressing. While Princess Anne’s modest style may now reflect her senior royal position, the 72-year-old princess was once the monarchy’s It-girl; rocking knee-high boots, sporting zany 70s florals and even wearing glittering tiaras before she was officially permitted to. 

Rewind to the 1980s, when Princess Anne was in her thirties. Throwback photographs taken from the royal’s meeting with King Constantine of Greece in London show her donning a beautiful blue silk dress with a seriously daring halter neckline.