In the world of fashion, the term ‘old money’ refers to styles that evoke a sense of timeless elegance, wealth, and tradition, often associated with the elite classes of society. Recently, there has been a noticeable trend among younger generations, particularly Generation Z, who have developed a fascination with what is now described as ‘old money style.’ This article explores the roots of this aesthetic, its implications, and why it resonates so strongly today.
Old money fashion is deeply rooted in the imagery of mid-20th century East Coast elites. It embodies the classic looks that one might associate with prep schools or the campuses of prestigious Ivy League universities. The style is characterized by items that are not just fashionable for a season but are designed to last—a concept that adheres to the idea of sustainability and mindful consumption.
Richard Thompson Ford, a Stanford law professor and author of Dress Codes: How the Laws of Fashion Made History, provides insight into this phenomenon. He describes old money aesthetics as a style that transcends trends, where the elegance of choice can often lead to a rejection of the transient nature of modern fashion. According to Ford, the types of clothing defined by this style can be worn with confidence in any era, making them truly timeless in nature.
Fashion items associated with old money style tend to be classic staples: tailored blazers, cashmere sweaters, crisp white shirts, and well-fitted trousers. The appeal lies not just in their appearance, but in the craftsmanship and quality that went into creating them. Each piece tells a story of luxury that is understated yet profoundly sophisticated.
As we delve deeper into the closet of ‘old money’ fashion, it becomes apparent how this form of self-expression differs from other current fashion trends. For Generation Z, the very term ‘preppy’ is now imbued with a different meaning compared to previous decades. Rather than just a style label signifying bright colors and casual wear, it has evolved into something more significant—a representation of heritage, privilege, and a lifestyle choice.
In a society increasingly leaning toward fast fashion and fleeting trends, the allure of old money style acts as a counterbalance, inviting individuals to consider the long-term impact of their fashion choices. In essence, young fashion enthusiasts are finding meaning in the meticulousness and heritage behind old money aesthetics.
To visually represent this exploration into old money style, consider the allure of the people who define and exemplify this culture. Below is an image of a well-known figure in this discourse, giving a face to the concept of old money elegance.

Author: Max Berlinger, Source: GQ
This enduring style is more than just clothing; it’s about an identity that conveys stability and a consistent social narrative. As Gen Z navigates an increasingly complex world, the old money style stands as a refreshing reminder of the beauty found in classic choices.
Lastly, understanding what old money means in fashion opens up discussions about privilege, heritage, and the various connotations that come with dressing in a certain way. It shows us how fashion communicates status and how socio-economic realities shape our choices. By embracing pieces that are both elegant and long-lasting, wearers are not only stepping into an aesthetic but also participating in a larger conversation about sustainability, identity, and cultural legacy.
As the trend continues to grow, it reminds us that fashion is not only a means of personal expression but a reflection of societal values and historical contexts. Old money style may just be the antidote to the fast-paced, ever-changing world of contemporary fashion.