We’ve all heard of the Old Money style. It continues to be one of the hottest fashion buzzwords among Gen Z. Old Money means wealth that has been passed down from generation to generation. In other words, the Old Money style is a sophisticated style with luxurious materials and understated colors. It doesn’t mean splurging on expensive luxury goods, but rather investing in quality, classic styles that will last. It ties in with the ‘Quiet Luxury’ trend that’s been gaining traction lately.
There are tons of celebs who have embraced the Old Money style, but I’m going to focus on this one. Diana, Princess of Wales. She’s also known as the most photographed person in human history thanks to her trendsetting fashion sense. In fact, as the daughter of the Earl of Spencer, a member of the British aristocracy, and Princess of Wales, she’s synonymous with the Old Money style.
She’s elegant and classic for formal occasions and casual and stylish for everyday life, exuding sophistication. It’s safe to say she could be wearing them in 2023! Today, we’ve selected four of her fashion styles and reimagined them for today’s Old Money — with the help of an AI image generator. By the time you’re done, you might even be inspired to pick up a few classic items of your own.
1. Tucking pants into boots
Princess Diana often wore boots that covered her calves a little bit, like hunter boots and western boots. She would tuck her pants into her boots! It’s so stylish it’s hard to believe it’s the 1980s, isn’t it? Especially when paired with jogger pants, a blazer, and a ball cap, it wouldn’t look out of place today. Mid-length boots are just as versatile as Princess Diana’s styling — they don’t go anywhere. They’re also a classic wardrobe staple for an Old Money style. What if a modern-day AI wore pants with boots? Let’s see how cool that would look!
AI Images
2. Oversized sweatshirts and biker shorts
Princess Diana had a favorite fashion when she went to the gym. An oversized sweatshirt and biker shorts! It emphasizes comfort, not her usual formal dressy style. It’s a very hip style that you wouldn’t believe was from the British royal family. This style has stuck around to this day and has become a favorite of many celebrities. Biker shorts are a staple of the athleisure style, but they can be dressed up or down depending on what you pair them with. Pair them with a blazer or shirt for a more formal style, or a sweatshirt or hoodie for a more sporty style, like Princess Diana. Let’s recreate the biker shorts styling with AI!
AI Images
3. A belt to accentuate the waist
Just by tucking in a top and adding a belt, you can create a classic Old Money style. Princess Diana had a knack for using belts in a variety of ways, adding a pop of color to an otherwise plain fashion. In addition to her two-piece outfits, she also wore a belt with her dresses to break up the monotony. It also creates a beautiful silhouette by emphasizing a small waist and long legs. I also like to wear a belt over a blazer, as it really pulls together a puffy silhouette. Take a look at some of the classic belted AI images!
AI Images
4. Get more out of your sweaters
Don’t assume that simple designs and monochromatic items are all there is to Old Money style — sometimes primary colors and prints can be just as classic. Princess Diana loved to wear colorful sweaters in primary colors. One sweater in particular, with white sheep on red, was a huge trend at the time and is still a model for fashion brands today. What stands out is that she paired it with colorful bottoms, not just white ones. It’s a retro and classic sweater fashion, and we’ve recreated it with AI.
AI Images
I wonder what look Princess Diana would have worn if she were still alive today. Maybe she would have continued to set trends.
Historically, the only way to be a part of a trend was to buy the items, for example, a soccer jersey for blockcore and warmers or ballet flats for balletcore. Old Money styles are different: they’re simple, you likely already have them in your closet, and once you buy them, you’ll wear them for a long time. They’re also easy to mix and match. In fact, Princess Diana wore a pair of mom jeans with everything.
Many people have interpreted the rise of the Old Money style as a curiosity and desire for a luxury life that they can’t experience. I don’t see it as a negative thing. It can be seen as the direction of sustainable fashion because it maintains good quality for a long time and never goes out of style.
Old Money style is such an elegant fashion! However, there may be some people who are not sure how to wear it. The designs and colors are simple, so even though it’s the same style, the atmosphere is very different. So you’re wondering if you should just invest the money. If so, why not take a cue from Princess Diana’s classic style before you go shopping? Find the basics that work for you. You never know, your style might still look stylish in 10 years!
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