The Secrets of Old Money Style Men: How to Achieve That Aristocratic Look

The Secrets of Old Money Style Men: How to Achieve That Aristocratic Look

Welcome to the elegant world of “Old Money Style Men,” where fashion is not just about the latest trends but about a legacy of understated sophistication and timeless class. This unique style transcends mere clothing choices, embodying a lifestyle that has been revered for generations. Unlike the transient and often ostentatious trends of modern men’s fashion, the old money style for men is characterized by its discreet charm and enduring appeal. In this blog, we’re diving deep into the secrets of old money style men, revealing how to achieve that distinguished, aristocratic look that has long been the hallmark of the truly stylish. As we explore the nuances of old money style men, you’ll discover that this fashion ethos is more than just a way to dress—it’s a testament to a life of quiet luxury and refined taste.

The History and Evolution of Old Money Style

Tracing its origins to the opulent halls of European aristocracy, old money style has been a symbol of refined taste for centuries. It’s a style shaped by cultural and historical influences, where each garment tells a story of heritage and tradition. Icons like the Duke of Windsor and Cary Grant have epitomized this look, showcasing how elegance can be effortless. Over the years, the style has evolved, adapting to the changing times while holding steadfast to its core values: subtlety, quality, and an understated confidence. It’s this blend of tradition and adaptability that keeps the old money look timeless and relevant.

The Secrets of Old Money Style Men: How to Achieve That Aristocratic Look

Key Elements of Old Money Style

The foundation of old money style is built on classic, well-crafted clothing items. It’s about choosing a tailored suit that fits like a second skin, preferring handcrafted leather shoes that age gracefully over time, and selecting accessories that accentuate rather than dominate. This style favors quality over quantity, heritage brands over fast fashion, and timeless pieces over passing fads. Key elements include structured blazers, crisp Oxford shirts, and impeccably tailored trousers. Accessories like silk ties, leather belts, and minimalist watches complete the look. The color palette is intentionally restrained, featuring navy, charcoal, camel, and forest green, while patterns like stripes, plaids, and checks add subtle visual interest.

Dressing Old Money: Occasion-Based Guide


For daytime, the old money style is all about looking polished yet unpretentious. Think tailored khakis paired with a well-fitted blazer for a business casual look, or a navy blue blazer over a crisp white shirt for a more formal setting. The key is in the details: a pocket square, a leather watch strap, and polished shoes.

Evening Wear

Evenings and formal events call for a more elevated approach. A well-tailored dark suit is a must, ideally in navy or charcoal. For black-tie events, a classic tuxedo with a bow tie showcases timeless elegance. Remember, it’s not just about the clothes, but how you wear them.

Seasonal Variations

Adapting the old money style for different seasons is crucial. In summer, opt for lighter fabrics like linen or fine cotton to stay cool while looking sharp. In winter, layer with quality wool, cashmere, and tweed to maintain warmth without sacrificing style.

The Secrets of Old Money Style Men: How to Achieve That Aristocratic Look

The Old Money Lifestyle Beyond Clothing

Embracing old money style goes beyond mere clothing choices; it’s about adopting an entire ethos. This includes not just what you wear, but how you carry yourself. Good posture, a confident yet unassuming demeanor, and impeccable manners are integral. Grooming is also key – think classic hairstyles, a clean shave or well-maintained beard, and subtle yet sophisticated scents. This lifestyle is about embracing a philosophy where less is more, where elegance is in the understatement, and where quality always trumps quantity.

Where to Shop and What to Look For

When embarking on your quest for old money style pieces, the focus should be on finding stores that specialize in quality and timeless designs. Classic menswear boutiques, high-end department stores, and select online retailers are ideal places to start. Look for brands that boast a heritage of craftsmanship and an ethos of timeless style. When shopping, prioritize natural fabrics like wool, cotton, and silk, which not only last longer but also age gracefully. Pay attention to the construction of garments; look for signs of quality like stitched soles on shoes, hand-sewn buttons on shirts, and full lining in jackets. For those on a tighter budget, vintage shops can be goldmines for classic pieces. Here, you might find a well-preserved tweed jacket or a pair of gently worn leather oxfords that carry the patina of old money without the hefty price tag.

Modern Interpretations and Influences

Today’s fashion world continually draws inspiration from old money style, blending its timeless elements with contemporary trends. Designers often reinterpret classic pieces with modern twists, making this style accessible and relevant to the modern gentleman. It’s about finding the right balance between traditional and contemporary. For instance, a classic tweed jacket can be paired with a slim-fit shirt for a modern touch, or traditional loafers can be worn with tailored chinos for a relaxed yet sophisticated look. This melding of old and new allows for a personal adaptation of the style, making it both unique and respectful of its roots.

Inspirational Icons of Old Money Style

Throughout history, there have been numerous figures who have become synonymous with old money style. The Duke of Windsor, for example, was known for his impeccable tailoring and ability to mix patterns masterfully. Contemporary icons like Ralph Lauren and George Clooney also embody this style, blending classic elegance with modern sensibilities. These figures show how old money style is not just about clothes, but about how one carries oneself with grace and confidence. Their legacy serves as a guide for anyone looking to emulate this timeless look.

The Secrets of Old Money Style Men: How to Achieve That Aristocratic Look

Tips and Tricks for Beginners

For those just beginning their journey into old money style, start with the basics. Invest in a few high-quality pieces that are versatile and timeless. A well-fitted navy blazer, a pair of classic leather oxfords, and a crisp white shirt are good starting points. Remember, it’s not about a complete wardrobe overhaul but about gradually incorporating elements of this style into your existing wardrobe. Be mindful of the fit, as old money style prioritizes garments that are tailored to your body. Lastly, remember that this style is about understatement; avoid flashy logos and overly trendy pieces, focusing instead on quality and subtlety.


Embracing old money style men’s fashion is more than an exercise in dressing well; it’s about adopting a lifestyle that exudes elegance, quality, and understatement. As you embark on this sartorial journey, remember that the essence of old money style men lies in their ability to balance timeless sophistication with a sense of effortless grace. By understanding the roots and principles of old money style men’s fashion, you can integrate these elements into your wardrobe in a manner that is authentic and seamless. Remember, the allure of old money style men does not stem from the price tag of their garments but from the quality, fit, and the dignified manner in which they present themselves. Let your fashion choices reflect the quiet confidence and timeless elegance that is the hallmark of old money style men.

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