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Timeless Elegance: The Quintessential Guide to Old Money Style for Men

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Kyle Davis
Kyle Davis
Be exclusive, Be Devine, Be yourself.

In the dynamic realm of fashion, there’s a style that has consistently stood the test of time: the “Old Money Style for Men.” This isn’t just a trend but a reflection of an era where elegance and class were paramount. The old money style for men is more than just clothing; it encapsulates a lifestyle, a mindset, and a legacy that has been passed down through generations. Rooted deeply in tradition, the old money style for men represents a world where sophistication is not just an afterthought but a way of life. This guide aims to delve into the nuances of this style, offering insights into its origins, principles, and how the modern man can seamlessly integrate it into his daily wardrobe.

Historical Context

The term “old money” is often associated with families that have preserved their wealth for several generations. These families, whether European aristocrats or American blue-bloods, have not just been custodians of immense wealth but also of culture, tradition, and, importantly, style. In the grand halls of English manors or the elite clubs of New York, fashion was more than just attire—it was a statement of one’s lineage, education, and standing in society.

During the Renaissance, the European elite showcased their status with rich velvets and intricate embroidery. As we moved into the 18th and 19th centuries, the Industrial Revolution brought about a shift. The nouveau riche, or the new money, began to emerge, distinguishing themselves with flashy and opulent displays of wealth. In contrast, the old money elite, with their centuries-old lineage, chose to stick to their understated yet unmistakably elegant style, setting them apart from the nouveau riche. This distinction became the foundation of what we recognize today as the Old Money Style.

The Quintessential Guide to Old Money Style for Men

Key Principles of Old Money Style

  • Subtlety Over Showiness: The real charm of old money style lies in its subtlety. It’s not about being the loudest in the room but the most refined. While others might flaunt brand logos, old money style finds its strength in the discreet and the understated.
  • Quality Over Quantity: In a world driven by fast fashion and ever-changing trends, old money style emphasizes the importance of investing in pieces that last. It’s about having a wardrobe that might be smaller but is crafted with meticulous attention to detail and made from the finest materials.
  • Tradition and Heritage: One of the most distinguishing features of this style is its deep respect for tradition. Whether it’s a vintage watch passed down through generations or a classic tweed jacket, old money style celebrates heritage and the stories that come with it.
  • Natural Materials: Synthetics might offer convenience, but old money style is firmly rooted in nature. Linen for the summers, wool for the winters, and silk for those special occasions—natural fabrics not only look and feel luxurious but also stand the test of time.
  • Purpose Over Pretense: Every piece in an old money wardrobe has a purpose. There’s no room for frivolity. Whether it’s a functional brogue shoe or a pocket square that complements the tie, everything is thoughtfully curated.

By understanding and embracing these principles, one can truly appreciate the depth and richness of old money style, making it more than just a fashion statement but a testament to a legacy of elegance and class.

Essential Wardrobe Pieces

  • Suits: The epitome of old money style, a well-tailored suit is indispensable. While black and navy are classics, shades of charcoal, beige, and even deep greens can be versatile additions. The fabric matters too—think worsted wool, cashmere, or a blend. The details, such as the lapel width, the number of buttons, and the cut, should be traditional yet flattering.
  • Shirts: Beyond the quintessential white shirt, consider adding pale blues, pinstripes, and subtle checks to your collection. These shirts, preferably made of Egyptian cotton or poplin, should fit impeccably. Collar stays, French cuffs, and mother-of-pearl buttons elevate the look.
  • Footwear: A man’s shoes often speak volumes before he does. Oxfords and brogues in shades of black, brown, and tan are essential. For more casual affairs, loafers and monk straps are apt choices. Remember, genuine leather, proper maintenance, and a good shine are key.
  • Accessories: While ties and pocket squares add a dash of color and personality, they should be chosen with care. Stick to silks and wools, and opt for timeless patterns like paisleys, stripes, and polka dots. Belts should match the shoes, and leather gloves can be a stylish and functional addition in colder months.
  • Outerwear: A trench coat, a woolen overcoat, or a cashmere scarf—outerwear is not just about protection from the elements but also about making a statement. Choose neutral colors and classic cuts.
  • Casual Wear: Old money style isn’t confined to formal settings. Polo shirts, well-fitted chinos, cashmere sweaters, and even quality denim can be incorporated. The key is to ensure that even casual outfits are polished and refined.

Grooming and Etiquette

  • Grooming: A clean and well-maintained appearance is paramount. Regular haircuts, a clean-shaven face or a neatly trimmed beard, and moisturized skin reflect discipline and attention to detail. Fragrances should be classic and applied sparingly, ensuring they’re inviting but not overpowering.
  • Posture and Poise: Standing tall with shoulders back not only exudes confidence but also shows respect to those around you. Movements should be deliberate and graceful, avoiding any form of slouching or fidgeting.
  • Conversation: The art of conversation is crucial. Listen actively, speak thoughtfully, and avoid controversial topics in formal settings. A well-timed compliment or a witty remark can leave a lasting impression.
  • Dining Etiquette: From holding cutlery correctly to understanding the intricacies of a formal dinner setting, dining etiquette is a reflection of one’s upbringing and refinement.

Places and Events to Showcase Old Money Style

  • Regattas: These sailing events are perfect for showcasing summer old money style. Think blazers with brass buttons, white trousers, and boat shoes.
  • Polo Matches: Often termed the “sport of kings,” polo matches offer an opportunity to don light-colored suits, panama hats, and elegant sunglasses.
  • Garden Parties: Floral ties, linen suits, and straw boater hats are apt choices. Remember, while the setting is casual, the style should remain impeccable.
  • Theatre and Opera Nights: Evening events call for a touch of drama. Tuxedos, bow ties, and patent leather shoes are essentials. For colder nights, a velvet blazer can add a touch of opulence.
  • Country Clubs and Golf Tournaments: While these events might seem relaxed, they’re steeped in tradition. Golf shirts, tailored shorts or trousers, and appropriate footwear are key. Remember to adhere to any dress codes strictly.
  • Formal Dinners and Galas: These are the occasions to bring out the big guns. Black-tie attire, cummerbunds, cufflinks, and pocket watches can all find their place.

Understanding the essence of each event and dressing appropriately not only showcases your style but also your respect for tradition and the occasion.

The Quintessential Guide to Old Money Style for Men

Modern Interpretations

In today’s fast-paced world, where fashion trends change with the blink of an eye, the old money style remains a constant source of inspiration for designers and fashion enthusiasts alike. However, it’s essential to understand that while the core principles remain unchanged, there have been modern interpretations that make this style relevant to contemporary times.

  • Blending the Old with the New: Many designers today are merging classic old money elements with modern cuts and fabrics. For instance, the traditional tweed jacket might now be paired with a slim-fit trouser or even denim, creating a look that’s both classic and contemporary.
  • Accessorizing: While old money style emphasizes subtlety, modern interpretations often play with bold accessories, be it statement watches, unique tie pins, or even colorful pocket squares. These additions, while modern, are always in line with the essence of understated elegance.
  • Sustainability: One of the significant shifts in the fashion industry is the move towards sustainability. True to the old money principle of quality over quantity, there’s a renewed focus on investing in pieces that are ethically produced and environmentally friendly.
  • Tech Integration: In an era dominated by technology, even classic fashion isn’t left untouched. From smartwatches that mimic traditional designs to jackets with integrated tech features, the old money style is evolving to fit the modern man’s needs.


The allure of “old money style for men” is not just in its timeless elegance but also in its embodiment of a legacy that spans generations. This style, deeply rooted in tradition and class, serves as a beacon for those seeking a fashion statement that transcends fleeting trends. As we navigate the ever-evolving landscape of fashion, “old money style for men” remains a constant, reminding us of the virtues of subtlety, quality, and grace. It’s not merely about dressing in a certain way; it’s about embracing a lifestyle, a mindset, and a set of values that prioritize lasting elegance over momentary flair. In adopting the “old money style for men,” one doesn’t just wear clothes; one carries forward a rich heritage, ensuring that the timeless charm of this style continues to inspire and resonate with future generations.

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