Jackie Kennedy and Princess Diana are perhaps two of the most well-known and influential fashion moguls of the 21st century. Both fashionistas paved the way for style during their time, along with advocating their beliefs while they captivated peoples’ hearts with their elegant beauty and forthright natures, but their styles were quite different.
Jackie Kennedy was one of the most respected and adored women of her era. Her timeless style is still emulated by retailers and fashion magazines today. The First Lady was a huge fan of printed scarves, often draping them over her curly hair on vacation or outside. She’d often wear a shift dress that would cascade down from her shoulders and cinch at a detailed waistline. If she wasn’t adorning her outfits with a scarf, then she was pairing them with an elegant strand of pearls. Of course, her look was not complete without her rounded and oversized sunglasses, a classic fashion at the time. Often known to wear her adorable pillbox hat wherever she travelled, she was feminine and true to herself. Her elbow-length gloves and bows were balanced by her pantsuits and her personality was showcased by her bright smile and bare feet as she enjoyed vacationing with her family. This woman radiated so much of what it meant to be fashionable, that no one even blinked when she decided to wear white post Labor Day in 1962.
Much like Jackie Kennedy, Princess Diana embodied a class and style that somehow was simultaneously both posh and effortless.
Another iconic fashionista, Princess Diana paved the way for the puffy sleeved dresses many tried to imitate for their high school proms (think Pretty in Pink). She liked to wear statement pieces, such as Queen Mary’s emerald choke, which she wore as a headband. Like Ms. Kennedy, Diana could also be a very practical dresser, and she liked to show off this side of her light nature. In her pre-wedding photos to Prince Charles, she wore green rain boots that many women soon bought after, and many still buy today due to their practicality and timelessness. She may have been just a princess, but she was the queen of being both sexy and refined. After her very public divorce from Prince Charles, she attended a Vanity Fair party in which she wore perhaps her most famous outfit, an exquisite little black dress drastically different to her previous style. This very sexy dress fell off the princess’s shoulders showcasing a statement necklace. It is often referred to as her “revenge dress” as she wore it at the same time Prince Charles was having an interview where he delved into his affair where he had cheated on the Princess.
Both women are captivating and timeless icons. Their styles still resonate in our modern society, and the women are praised by many as their fashion heroes.
One of the most beautiful things about both women was their ability forego what people thought about their styles. By embracing their own unique styles, they were able to express themselves in a way that was not only self-liberating, but also an avenue and outlet for other women and people to embrace themselves as well. That, in part, is what we think make these women truly magnetic and loved by so many then and now.