Old Money Style – Fashion, Etiquette and Investments

Old money style is all about enduring elegance and grace. It focuses on timeless fashion, like well-tailored suits and elegant dresses, exuding sophistication. It's not just about what you wear but also how you carry yourself, with esteemed etiquette and wise investment choices. This captivating lifestyle values quality over fleeting trends, building wealth and stability. Embrace old money style for a beacon of grace and sophistication in a world captivated by fast fashion.

Table of Contents


What is Old Money Style?

Old money style is all about timeless sophistication and refined taste in fashion. It's more than just what you wear. It's a lifestyle that values quality and lasting elegance over trendy clothes. People who embrace this style appreciate craftsmanship and pay attention to details. They prefer pieces that last a long time instead of fast fashion.

Besides clothing, old money style includes behaviors and attitudes that show grace, poise, and cultural refinement. It's about having good manners, speaking well, and being thoughtful in social situations. This style is about embodying cultivated elegance and curiosity, going beyond surface-level interests.

In places like New York, old money style means valuing enduring quality and subtle luxury. Instead of following every trend, those who embrace this aesthetic choose classic pieces that show effortless sophistication. They invest in items that not only enhance their style but also hold their value over time.

When it comes to investments, old money style goes beyond fashion. It's about making smart choices that preserve wealth and legacy. Classic brands and timeless pieces aren't just for looks. They're seen as valuable assets that stand the test of time. This classic style resonates with the upper class, embodying a sense of tradition and refined taste.


Old Money Fashion

Welcome to the timeless world of Old Money Fashion. Where the essence of refined elegance and sophistication takes center stage. Here, we'll delve into the intricacies of old money style. We'll draw inspiration from preppy influences, outfit ideas, and classic wardrobe staples. Whether you're seeking a style guide to elevate your everyday looks, our insights can assist. They can also help you infuse your wardrobe with a touch of old money charm.


Men's Fashion

Suits and Tailoring

Investing in well-fitted blazers and suits is crucial for achieving that sharp and sophisticated old money look. Tailoring plays a significant role here, ensuring that your clothing fits impeccably and accentuates your body in all the right ways. A perfectly tailored blazer can elevate your entire outfit, making you look put-together and confident. Consider investing in a few high-quality blazers and suits that are tailored to perfection. You can also go for double-breasted jackets. Wardrobe essentials like these will serve as timeless pieces for years to come. They embody a captivating lifestyle that values quality over fleeting trends and builds wealth and stability.


Capsule wardrobes are very important in men's fashion. By curating a collection of high-quality pieces that can be mixed and matched effortlessly, you create endless outfit possibilities. Consider investing in classic items like a crisp white dress shirt, versatile chinos, or tailored trousers. Also, you can add a few well-fitted blazers in neutral colors such as navy, grey, and beige. These timeless pieces form the foundation of a versatile wardrobe that caters to various occasions and styles.

Classic Colours

Neutral colours like navy, grey, and beige are timeless and versatile, making them staples in any well-dressed man's wardrobe. These colors not only exude sophistication. They also allow for easy coordination and pairing with other clothing items. For example, a navy blazer paired with grey trousers and a beige dress shirt creates a classic and elegant ensemble. Which may be suitable for both formal and semi-formal settings.


Coordinating your outfit meticulously is a hallmark of refined style. Pay attention to details such as matching your belt and shoes to create a put-together look. Opt for leather accessories in colors that complement your outfit. This ensures an enhanced overall appearance. These small yet significant details elevate your style and demonstrate your attention to sartorial excellence.

Exuding Quiet Wealth

Achieving a look that exudes luxury without being ostentatious is a skill in itself. Invest in high-quality materials and craftsmanship, such as cashmere sweaters, silk ties, and leather loafers. These items may come with a higher price tag due to their durability and timeless appeal. However, their ability to elevate any outfit makes them worthwhile investments. They convey a sense of refined taste and understated elegance, signaling quiet luxury and sophistication.


Women's Fashion

Suits and Tailoring

When it comes to old money style, tailored blouses and blazers are non-negotiable. The key here is fit. Tailoring ensures that your clothes hug your curves in all the right places. Giving you a sleek silhouette that oozes confidence and sophistication. Opt for blouses with structured shoulders and blazers that cinch at the waist for a timeless, elegant look. The quality of the fabric also plays a crucial role. Choose fabrics like wool or silk blends that drape beautifully and have a luxurious feel.


Creating a timeless wardrobe is key to achieving an old-money aesthetic. Start by investing in classic pieces like silk scarves and trench coats. A silk scarf can be worn in multiple ways. Around your neck, as a headband, or even tied to your handbag for a touch of elegance. A well-tailored trench coat is a wardrobe staple that can elevate any outfit. Whether it's a casual day look or a sophisticated evening ensemble.

Classic Colours

The old money style is synonymous with timeless hues like black, white, and camel. These colors exude sophistication and are incredibly versatile. Black is perfect for creating a chic, understated look, while white adds freshness and elegance. Camel, on the other hand, brings warmth and richness to your outfit. Stick to these classic colors for your foundational pieces like blazers, trousers, and dresses. You will always look effortlessly put together.


Coordination is key when it comes to accessories in old-money fashion. Your handbag should complement your outfit seamlessly, both in terms of color and style. Opt for structured handbags made from high-quality leather or suede. When it comes to necklaces, choose delicate pieces that add a touch of sophistication. The goal is to create a harmonious ensemble that enhances the overall elegance of your outfit.

Exuding Quiet Wealth

Old money style is all about investing in quality over quantity. Instead of buying a plethora of trendy handbags or shoes, focus on a few timeless pieces that exude luxury and sophistication. A well-crafted leather handbag or a pair of classic ballet flats can elevate even the simplest of outfits. Look for brands known for their craftsmanship and attention to detail. These are the pieces that will stand the test of time and continue to exude quiet wealth for years to come.


Old Money Aesthetics Do's and Don'ts

Do Embrace Timeless Classics:

Invest in Quality: When it comes to building your wardrobe, it's crucial to prioritize quality over quantity. Look for well-made, durable pieces crafted from high-quality materials. These timeless garments will withstand wear and tear, ensuring they last for years without losing their appeal. Investing in quality also means considering factors like stitching, fabric, and craftsmanship, which contribute to the overall longevity and elegance of your clothing.

Tailoring is Key: One of the secrets to achieving a refined and polished look is impeccable tailoring. Clothes that fit perfectly not only flatter your body but also exude sophistication and confidence. Invest in tailoring services to adjust the fit of your garments, whether it's shortening sleeves, taking in waistlines, or adjusting pant lengths. A well-fitted outfit instantly elevates your style game, making you stand out in any setting.

Embrace Classic Pieces: Incorporating classic staples into your wardrobe is a timeless style strategy. These essential pieces, such as tailored blazers, button-down shirts, trench coats, and elegant dresses, never go out of fashion. They serve as the foundation of a versatile wardrobe, allowing you to create countless stylish outfits for various occasions. Classic pieces offer enduring elegance and sophistication, making them a must-have for old money aesthetics.

Choose Neutral Colors: Neutral colors are the cornerstone of old money style, offering versatility, timelessness, and a cohesive aesthetic. Shades like navy, grey, beige, and black form the basis of a sophisticated wardrobe. These colors effortlessly complement each other, allowing you to mix and match outfits seamlessly. Opting for neutrals also ensures your attire remains understated and polished, perfect for embodying the refined allure of old money fashion.

Focus on Accessories: Accessories play a crucial role in elevating your outfit and adding a touch of elegance. Opt for understated yet refined accessories like pearl necklaces, silk scarves, quality leather handbags, and classic watches. These accessories complement your attire without overwhelming it, enhancing your overall look with a subtle hint of luxury. Choose accessories that reflect your personal style while aligning with the timeless charm of old money aesthetics.

Avoid Logo Overload: Old money style emphasizes understated luxury, which means steering clear of clothing or accessories adorned with flashy logos or branding. This aesthetic values quality craftsmanship and timeless elegance over the need for conspicuous labels. By opting for pieces without prominent logos, you can achieve a sophisticated look that exudes refined taste without being overly trendy or influenced by fleeting fashion trends.

Avoid Trend-Chasing: While incorporating modern elements can add freshness to your wardrobe, constantly chasing after fleeting trends can dilute the timeless appeal of old money fashion. Instead, focus on investing in classic pieces like pinstripes that have enduring style and can seamlessly integrate into your wardrobe for years to come. This approach not only saves you from constantly updating your closet but also ensures that your style remains consistently elegant and sophisticated.

Avoid Excessive Jewelry: Jewelry can be the perfect finishing touch to elevate your outfit, but too much bling can overshadow the overall sophistication. Keep your jewelry selection understated and minimal, choosing a few key pieces that complement your look without stealing the spotlight. Classic choices like a simple necklace, elegant earrings, or a quality watch can add a touch of refinement without overwhelming your ensemble.

Say No to Ill-Fitting Clothes: One of the hallmarks of old money style is impeccable tailoring. Ill-fitting clothes can detract from the sophisticated look that this aesthetic embodies. Invest in tailoring to ensure that your clothes fit your body perfectly, enhancing your silhouette and overall aesthetic. A well-fitted outfit not only looks more elegant but also exudes confidence and sophistication.

Limit Loud Colors and Prints: While a splash of color or a bold print can be enticing, it's essential to exercise restraint in old money style. Loud colors or garish prints can disrupt the timeless elegance that this aesthetic seeks to achieve. Instead, opt for subtle patterns like classic stripes or checks and stick to refined color palettes that exude sophistication. This approach allows you to incorporate personality into your outfit while maintaining a sense of understated luxury and avoiding the influence of fast-paced fashion trends or TikTok-driven styles.


Old Money Behaviors and Etiquette

Old money style isn't just about clothes. It's a way of life that encompasses how you carry yourself, interact with others, and navigate social situations. Princess Diana is a timeless icon who represents the ideals of old money lifestyle, with her grace, poise, and enduring legacy. Here's a more detailed look at the key aspects of old money behaviors and etiquette:

Manners: Politeness and graciousness are fundamental aspects of old money etiquette. This goes beyond simple pleasantries like saying "please" and "thank you." It extends to actions like holding doors open for others, offering a sincere compliment, and showing genuine interest in others' well-being. Small gestures of kindness and consideration can leave a lasting impression and reflect positively on your character.

Elocution: Speaking clearly and confidently is vital in old money style. Your manner of speech reflects your sophistication and refinement. Whether you're conversing in English or French, focus on enunciating your words clearly and using a well-modulated tone. Avoid slang or overly casual language, especially in formal or professional settings. Practice articulating your thoughts effectively, whether in casual chats or public speaking engagements. This helps you embody the eloquence that defines old money elegance.

Opinions: Expressing yourself thoughtfully and respectfully is key to old money etiquette. It's important to have opinions and viewpoints, but it's equally important to listen to others and engage in meaningful discussions. Avoid being dismissive or confrontational in conversations. Instead, strive to understand different perspectives and express your views in a diplomatic and considerate manner.

Discretion: Old money values privacy and discretion. Avoid ostentatious displays of wealth or personal matters in public settings. This includes refraining from discussing financial details, flaunting luxury possessions, or engaging in gossip. Maintain a level of modesty in your actions and conversations, respecting the boundaries of others and preserving a sense of dignity and class.

Intuition: Trusting your instincts is a valuable skill in social situations. Pay attention to non-verbal cues, tone of voice, and body language to gauge the mood and dynamics of a conversation. Use your intuition to navigate delicate topics with sensitivity and to adapt your behavior to different social contexts. Cultivate emotional intelligence to build rapport and foster positive relationships.

Breadth of knowledge: Old money style values intellectual curiosity and a well-rounded education. Stay informed about various topics beyond just fashion and popular culture. Read books, follow reputable news sources, and engage in discussions about art, history, politics, science, and other subjects of interest. Having a broad knowledge base enhances your conversational skills, allows you to contribute meaningfully to discussions, and demonstrates your intellectual depth.

Interests and pursuits: Cultivate hobbies and passions that go beyond superficial interests. Explore art galleries, attend classical music concerts, participate in community service projects, or engage in outdoor activities like hiking or sailing. Having diverse interests not only makes you more interesting and engaging but also provides opportunities to connect with others who share your passions. It adds depth and richness to your personality, reflecting a life well-lived beyond material possessions. It's better than having fancy things or hanging out at a country club.


"Old Money" investment categories

Conduct thorough research, and seek advice from financial professionals or experts in specific fields. Also, consider your risk tolerance and investment goals when exploring "Old Money" investment categories. Diversifying investments across these categories builds a robust portfolio. Assets appreciate over time, reflecting the timeless elegance of "Old Money" investments.

Ralph Lauren Vs Chanel:

Ralph Lauren: Known for timeless designs, quality materials, and a classic American aesthetic. Investing in iconic pieces like Polo shirts, blazers, and leather goods from Ralph Lauren can hold value over time.

Chanel: A symbol of luxury and elegance, Chanel pieces such as iconic tweed suits, quilted handbags, and timeless accessories can appreciate value due to their craftsmanship and status.

Gold and Platinum Vs Gemstones:

Gold and Platinum: Investing in high-carat gold or platinum jewellry with reputable hallmarks offers intrinsic value and serves as a hedge against inflation. Both metals are historically stable and desirable for their enduring allure and rarity.

Gemstones: Look for jewelry featuring high-quality gemstones such as diamonds, rubies, emeralds, and sapphires. Certified gemstones with excellent cut, clarity, and color can be valuable assets.

Italian Tailoring Vs Heritage Brands:

Italian Tailoring: Brands like Brioni, Kiton, and Canali emphasizes impeccable tailoring, luxurious fabrics, and modern elegance. Invest in bespoke or made-to-measure suits for a personalized and timeless wardrobe with sleek lines and a contemporary aesthetic.

Heritage Brands: These brands offer classic elegance rooted in tradition and heritage, ideal for timeless and sophisticated attire. They include; Brooks Brothers, Turnbull & Asser, or Savile Row tailors. These brands have a rich history, emphasizing craftsmanship, attention to detail, and timeless designs that have stood the test of time.

Old masters Vs Contemporary Art:

Old Masters: Investing in works by renowned artists from past eras, such as Rembrandt, Leonardo da Vinci, or Michelangelo, offers a glimpse into art history and heritage. Old masterpieces hold both historical and artistic value, often portraying timeless themes and showcasing exceptional skill and technique.

Contemporary Art: On the other hand, consider investing in emerging contemporary artists who represent the current artistic landscape. Contemporary art reflects modern themes, social commentary, and innovative techniques. Attending art fairs, galleries, and auctions allows you to discover promising talents and acquire unique pieces that may gain future acclaim.

Numismatics Vs Vintage Watches:

Numismatics: This involves collecting rare coins with historical significance or limited mintage, such as ancient coins or unique designs. These coins attract collectors due to their historical context and scarcity.

Vintage Watches: On the other hand, vintage watches are investments in timepieces from prestigious brands like Rolex or Patek Philippe. Limited editions, sports models, and watches with provenance are sought after for their exclusivity and heritage appeal.

Blue-Chip Stocks Vs Index Funds:

Blue-Chip Stocks: Consider investing in stable, well-established companies with strong financial performance and a history of dividend payments. Blue-chip stocks offer stability and potential for long-term growth.

Index Funds: Diversify your investment portfolio with index funds tracking major stock indices like the S&P 500 or Dow Jones Industrial Average. Index funds provide exposure to a broad range of companies and sectors.

Historic Properties Vs Luxury Condos:

Historic Properties: Invest in historic homes, estates, or landmark properties with architectural significance. Properties in prime locations, well-maintained with historical charm, can appreciate over time.

Luxury Condos: Consider luxury condominiums in desirable urban areas or waterfront locations. High-end amenities, panoramic views, and exclusive services can attract affluent buyers and investors.

Period Furniture Vs Mid-Century Modern:

Period Furniture: Collect antique furniture from renowned periods such as Georgian, Victorian, or Art Deco. Pieces by famous designers or with unique craftsmanship can be valuable collector's items.

Mid-Century Modern: Explore vintage mid-century modern furniture by designers like Charles and Ray Eames, Hans Wegner, or Eero Saarinen. Mid-century pieces with iconic designs and quality construction are in demand among collectors.

Fine Wine Vs Rare Whiskies:

Fine Wines: Invest in rare and collectible wines from prestigious wine regions like Bordeaux, Burgundy, or Napa Valley. Vintage wines with provenance, high ratings, and limited production can appreciate value significantly.

Rare Whiskies: Collect rare and limited edition whiskies from renowned distilleries. Whiskies with age statements, unique cask finishes, or limited releases can be highly sought after by collectors and enthusiasts.

Vintage Automobiles Vs Collector Car Events:

Vintage Automobiles: Invest in vintage cars from iconic brands like Ferrari, Porsche, Mercedes-Benz, or Aston Martin. These classic cars often boast historical significance. Limited production numbers and pristine conditions can command high values in the collector car market.

Collector Car Events: Attend collector car auctions, Concours d'Elegance events, and vintage car rallies to network with collectors, learn about market trends, and discover investment-worthy automobiles.



It's essential to grasp that old money style is more than just what you wear. It's a whole way of thinking and living. When you adopt this mindset, you're not just buying clothes. You're curating a lifestyle of refined taste, grace, and lasting value.

Prioritize quality over quantity. Choose sophisticated designs. Invest in timeless pieces to embody the subtle opulence and charm of the old money aesthetic effortlessly. Paying close attention to the smallest details is crucial. This includes everything from the cut of your blazer to the quality of your shoes. Opt for craftsmanship that stands the test of time.

So, as you build your wardrobe and refine your style, remember to focus on investing in pieces that will endure, both in terms of quality and style. Let your fashion choices speak volumes about your discerning taste and appreciation for the enduring allure of old money fashion.



What is a classic old money look?

The classic old money look is all about timeless elegance. Consequently, think tailored suits, quality fabrics, and understated accessories. It's about projecting sophistication without flaunting wealth.

What is the old money mentality?

The old money mentality is about valuing tradition, discretion, and long-term thinking. Thus, it's not about flashy displays of wealth but rather investing in quality, education, and maintaining a sense of dignity.

How to dress in the old money aesthetic?

Dressing in the old money aesthetic means opting for well-made, classic pieces that exude refinement. Therefore, choose neutral colors, invest in tailored clothing, and focus on quality over quantity. Accessories should be understated but refined.

What is the old money aesthetic trend?

The old money aesthetic trend revolves around timeless styles that never go out of fashion. It's about embracing heritage brands, classic silhouettes, and a sense of understated luxury. So, think of it as a nod to the elegance of generations past.

Are there specific investment categories associated with old money style?

Yes, consider investing in classic brands like Ralph Lauren or Chanel, as well as timeless pieces like fine jewelry or well-tailored suits.

It's possible to incorporate some modern elements into your old money style but be selective. Focus on timeless trends that complement the classic aesthetic.

How can I achieve an old money look without breaking the bank?

Shop strategically by investing in key pieces that offer longevity and versatility. Additionally,  look for sales or second-hand options for quality items at lower prices.

What are some fashion faux pas to avoid in old money style?

Avoid flashy logos, overly trendy pieces, excessive accessories, and poor fit. Opt for understated elegance and quality craftsmanship instead.

Is old money style only for formal occasions?

No, you can rock old money outfits daily. Just think classic blazers, tailored trousers, and perfectly fitted basics. It's all about that timeless elegance, whether you're hitting the office or grabbing coffee with friends.

Can old money style be adapted to different cultures and preferences?

Old money style is versatile, and easily tailored to various cultural influences and personal tastes. Moreover, this timeless style retains its essence of quality and sophistication. It accommodates individual preferences, making it accessible and appealing across different backgrounds and lifestyles.

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