Old Money Explained - Men Style Guide to the Wealthy Look (2024)

The Old-money style is more than a fashion statement; it is a rich tapestry woven from the threads of history, culture, and an unspoken code of elegance and restraint.

Old money embodies a lifestyle that depicts rich family heritage, traditional garments of high quality, and a nuanced understanding of luxury.

In this article, we’ll explore the depths of the old money style, from origins and aesthetics to the main garments, footwear, accessories, and the style’s image in modern times.

Old Money Origin

The concept of old money refers to families that have maintained wealth over several generations, accumulating fortunes over centuries.

This wealth is not just financial but also cultural, passed down through traditions, such as family values and distinctive dressing styles that communicate status and class.

European Aristocracy to American Elite

The roots of the old money style can be traced back to the European aristocracy – the British and French royalty in particular – in times when garments reflected one’s social position and wealth.

The British aristocracy’s dressing style influenced the American Preppy and is currently known as Sloane Ranger, while the French look evolved into what we know as the BCBG style.

When the ethos crossed the Atlantic, it was adopted and adapted by the American elite, who sought to establish their version of aristocracy.

Iconic families like the Astors, Vanderbilts, and Rockefellers embraced and developed the style, uniquely blending European taste with American pragmatism.

British Regency Period (Early 19th Century)

The British Regency period was marked by a departure from the elaborate and ornate fashions of the 18th century and a move toward a more refined and understated elegance.

This era, under the influence of Beau Brummell, an arbiter of men’s fashion and a close friend of the Prince Regent, saw the rise of the tailored suit as a fashion staple.

Brummell advocated for clean lines, fitted garments, and a muted color palette, emphasizing the importance of personal grooming and simplicity.

This approach laid the foundation for the old money style, emphasizing quality and understated elegance.

Industrial Revolution

The Industrial Revolution brought about transformative changes in fabric production and garment construction.

The mechanization of textile manufacturing made quality fabrics more accessible to a broader audience, democratizing fashion to an extent.

However, the old-money elite maintained their distinctiveness through bespoke tailoring and the use of superior materials, such as silk and fine wool, which were still markers of wealth and status.

The advent of the sewing machine in the mid-19th century revolutionized garment construction, making clothing production more efficient and affordable.

This technological advancement contributed to the rise of ready-to-wear fashion in the late 19th and early 20th centuries, challenging the old money preference for bespoke tailoring.

In response, the old money style evolved to emphasize craftsmanship, quality, and timeless design over trend-following in the face of the ever-changing fashion landscapes.

Post-World War II Era

The post-World War II era was a time of significant social and economic change, impacting fashion and the old money style.

The war’s end brought a desire for simplicity and practicality in clothing, reflecting the broader societal shift towards more casual and functional attire.

The post-war era necessitated a balance between maintaining traditional values of elegance and adapting to the more relaxed social codes of the time.

This was achieved through a continued focus on quality and craftsmanship while incorporating more casual elements, such as sportswear and leisurewear, into the old-money wardrobe.

The popularity of sports like golf and tennis among the old-money elite also influenced this casual yet refined approach to dressing.

The evolution of the old money style is deeply intertwined with historical developments that have shaped fashion and societal norms.

The Preppy Movement

At the beginning of the 20th century, old-money industrialist families that moved from the continent to the United Starts led to the rise of ‘preppy fashion,’ a look associated with the Ivy League and East Coast private schools.

In a mix of traditional and casual garments, such as polo shirts, sports blazers, and loafers, preppies introduced the old money style to the general public, solidifying the style’s sophistication and understated luxury with high education.

Old Money Worldwide

Concurrent with the American and European old money styles, similar aristocratic looks emerged from Japan and India, sporting the same principles of elegance, quality, and heritage.

Japanese Old Money

In Japan, the kimono – particularly those worn by the samurai class – embodies a philosophy of elegance, status, and tradition that parallels the old money style.

With intricate designs, rich fabrics, and meticulous craftsmanship, the kimono marks social status and identity in Japanese culture.

The samurai class, much like the European aristocracy, adhered to strict codes of conduct and dress, favoring garments that reflected their values of honor, discipline, and refinement.

The kimono’s subtle beauty, understated colors, and patterns with deep symbolic meanings mirror the old money’s preference for garments that convey status without ostentation.

Indian Old Money

Indian royal families have long been patrons of the country’s rich textile traditions, favoring luxurious fabrics like silk and muslin adorned with intricate handwoven patterns and embroidery.

The preference of Indian aristocracy for handwoven textiles showcases a commitment to craftsmanship and quality that aligns with old-money values.

Garments like the sherwani, a long coat-like garment worn by Indian royalty and nobility, exemplify this blend of luxury, tradition, and understated elegance.

The rich colors and elaborate patterns in Indian aristocratic attire contrast with the softened palette of the Western old-money style.

Despite the visual differences and unique cultural contexts, the old money styles of Japan, India, and the Western world share the same principles.

Yet, both looks emphasize heritage, quality, and the art of dressing as an expression of identity and status.

Each places a high value on heritage and quality, using garments, footwear, and accessories as links to family history and tradition.

Quality and craftsmanship are paramount, reflecting a deep respect for the art of fashion and the skills of artisans.

Additionally, fashion is a subtle marker of social status, conveying messages about identity, values, and belonging without needing ostentatious display.

Old Money Aesthetic

The traditional old money aesthetics is defined by several key principles, such as:

  • Quality over Quantity
    Investments are made in high-quality, timeless pieces that can last a lifetime or be passed down as heirlooms.
  • Understated Elegance
    Flashiness is eschewed in favor of subtlety. Logos are minimal, and the focus is on the craftsmanship and fabric.
  • Classic Silhouettes
    Clothing adheres to classic lines and silhouettes that flatter but do not overtly draw attention.
  • Neutral Colors
    The color scheme is always neutral and earthy, with occasional accents provided by accessories like scarves, pocket squares, or socks.
  • Heritage Accents
    Accessories and jewelry are often heritage articles imbued with personal or family history.

Old Money in Modern Times

Old-money style has seen a resurgence in reaction to the fast fashion industry’s artificial trends and growing demand for sustainable fashion, craftsmanship, and fewer but better-quality clothes.

One of the most iconic embodiments of the old money style in film is the character of Jay Gatsby in F. Scott Fitzgerald’s classic novel “The Great Gatsby,” as portrayed by Robert Redford in the 1974 film adaptation.

With tailored suits, crisp shirts, and elegant accessories, Gatsby’s wardrobe has become a touchstone for the old money aesthetic, representing the height of 1920s sophistication and refinement.

The character’s sartorial choices, from his iconic pink suit to his dapper tuxedos, have influenced countless fashion enthusiasts and solidified Gatsby’s place as a style icon for generations of men.

Another influential depiction of the old money style can be found in the character of Don Draper in the acclaimed television series “Mad Men.”

Set in the 1960s, the show follows employees’ lives at a prestigious New York advertising agency, with Jon Hamm’s portrayal of the suave and enigmatic Draper at its center.

Draper’s wardrobe, with its impeccably tailored suits, crisp white shirts, and understated accessories, has become a model for modern interpretations of old-money style. It showcases the enduring appeal of classic American menswear.

In recent years, Chuck Bass, the character in the television series “Gossip Girl,” has emerged as a younger, edgier embodiment of the old money style for men.

Played by Ed Westwick, Bass is known for his daring fashion choices, which blend traditional old-money elements like tailored suits and preppy accessories with a more contemporary, fashion-forward sensibility.

From his bold patterned ties to his statement-making overcoats, Bass’s wardrobe has inspired a new generation of fashion-conscious men to experiment with old money styles in fresh and innovative ways.

Beyond film and television, old money style has also been a recurring presence in men’s fashion magazines and style blogs, with publications like GQ, Esquire, and The Rake celebrating this iconic aesthetic’s timeless elegance and sophistication.

These outlets often feature photo spreads and articles showcasing modern interpretations of old money style, from the classic tailoring of Savile Row to the preppy essentials of American menswear brands like Brooks Brothers and Ralph Lauren.

The influence of old money style on men’s fashion can also be seen in the enduring popularity of specific iconic garments and accessories, such as the navy blazer, the Oxford button-down shirt, and the penny loafer.

These garments, rooted in the old money wardrobe, are staples of modern menswear, prized for versatility, quality, and ability to convey a sense of refined sophistication.

Ultimately, popular culture’s portrayal of old money style has shaped contemporary men’s fashion and defined the parameters of masculine elegance and refinement.

The contemporary facet of the old money style depicts the wearer’s love for classical values, family heritage and traditions, and a commitment to philanthropy and community service.

This style expresses quiet confidence and a deep-rooted sense of identity and belonging in contrast to the ostentatious displays of wealth associated with “new money” fashion.

Figures such as Ralph Lauren have built empires on the appeal of old-money aesthetics, democratizing the look while maintaining its core principles.

Old Money Wardrobe

Nowadays, the old-money aesthetic is built around a well-defined wardrobe that emphasizes quality, timelessness, and understated elegance.

Below is a list of the most representative old money garments, footwear, and accessories that embody these principles.

Key Garments

  • Tailored Suits
    Formal and business occasions – navy, charcoal, and grey.
  • Blazers and Sports Coats
    Casual and semi-formal settings – navy blazers and tweed sports coats are particularly iconic.
  • Cashmere Sweaters
    V-neck or crewneck in camel, navy, and grey.
  • Oxford Button-Down Shirts
    For casual and formal wear – white or blue and sometimes with fine stripes.
  • Chinos
    For casual wear – in khaki, navy, or olive.
  • Tweed Jackets
    For the colder months.
  • Overcoats
    Wool or cashmere in natural colors for the winter season.
  • Polo Shirts
    For a casual yet polished look – in pique cotton.
  • Flannel Trousers
    For extra warmth in the colder months.

Tailored Suits

The suit is more than just attire but a classic statement of elegance, professionalism, and timeless style.

In the old money wardrobe, suits are selected for quality, fit, classic design, and an overall silhouette that remains in style for years, if not generations.

Tailoring and Fit

The hallmark of an old money suit is impeccable tailoring.

The suit should fit perfectly, with attention to the shoulders, neither be too tight nor too broad, and the waist should be cinched to create a flattering silhouette.

  • Jacket
    Single-breasted with two or three buttons are most popular, while double-breasted suit jackets are suitable for more formal occasions. The length should cover the seat, and the sleeves should end just above the wrists, allowing a small amount of shirt cuff to show.
  • Trousers
    Must have a clean line and break slightly on the shoe. The style can be flat-fronted for a modern, sleek look or pleated for a traditional silhouette.
Materials
  • Wool
    The most common and versatile fabric, offering durability, breathability, and ease of tailoring. Varieties include Super 100s to Super 150s for different levels of fineness and seasonality.
  • Cashmere and Wool Blends
    For extra warmth in cooler climates.
  • Linen and Cotton
    It is preferred in warmer climates for breathability, though it tends to wrinkle more easily.
Colors and Patterns
  • Colors
    Navy, charcoal, and dark grey are staples for versatility and ability to complement various shirt and tie combinations.
  • Patterns
    Subtle pinstripes, herringbone, and checks are acceptable and not too bold. Patterns should add texture and depth without overwhelming.
Occasions
  • Business and Formal
    Dark, solid-colored suits in navy or charcoal are preferred in the old money formalwear. Wear double-breasted jackets to elevate the formality.
  • Semi-Formal and Social Events
    Single-breasted jackets in lighter greys, blues, and even with subtle patterns.
  • Summer Events
    Linen or light wool suits in lighter beige, light grey, or pale blue, suitable for outdoor events and warmer weather.
Recommended Brands
  • Brooks Brothers
    An American classic renowned for old-money aesthetic suits focused on traditional American tailoring.
  • Savile Row Tailors
    British tailors such as Gieves & Hawkes, Henry Poole, and Huntsman offer bespoke services, epitomizing the pinnacle of craftsmanship and personalized tailoring.
  • Italian Tailors
    Brands like Canali, Brioni, and Ermenegildo Zegna are renowned for their luxurious fabrics, impeccable craftsmanship, and slightly more relaxed Italian approach to tailoring, blending tradition with a touch of modernity.

Blazers and Sports Coats

Highly versatile, blazers are a cornerstone of formal and casual money styles.

Blazers’ adaptability lies in their ability to elevate a casual outfit or add a relaxed sophistication to formal wear.

Unlike suit jackets, which are part of a matching set with trousers, blazers can be paired with various pants, from tailored trousers to chinos and even well-fitting jeans, making them suitable for numerous occasions.

Styles

The blazer’s stylistic versatility in the context of old money looks is impressive.

For instance, a navy single-breasted blazer with gold or brass buttons is ideal for matching with grey wool trousers for a classic look, light chinos for a summer event, or even dark denim for a smart-casual affair.

On the other hand, the double-breasted blazer has a more structured look, so it can elevate fitted trousers and a crisp shirt to formal elegance, suitable for business or celebratory events.

Single-Breasted Blazers

Single-breasted blazers, the most common type, feature a single row of two to three buttons.

The style has a clean and streamlined look that flatters most body types.

  • Lapels
    Notched lapels are standard on single-breasted blazers, contributing to the versatile appeal.
  • Pockets
    In general include a breast pocket and two flap pockets at the hips, though patch pockets are also common for a more casual look.
  • Materials and Colors
    Wool, cotton, and linen blends are popular, with colors ranging from classic navy and charcoal to more vibrant hues for seasonal wear.
  • Occasions
    Ideal for business casual environments, semi-formal events, or elevating everyday attire.
Double-Breasted Blazers

Double-breasted blazers feature a more pronounced silhouette with two parallel rows of buttons (usually four or six), where one side folds over the other.

The style is considered more formal and traditional, with a nod to naval origins.

  • Lapels
    Peak lapels are common on double-breasted blazers, enhancing their formal appearance.
  • Pockets
    Like single-breasted blazers, a breast pocket and two hip pockets flapped or jetted for a sleeker look.
  • Materials and Colors
    Made from heavier fabrics like wool or wool blends for structure, in colors such as navy and dark green, and classic patterns like pinstripes.
  • Occasions
    Suited for formal events, business settings, or when a more distinguished look is desired.
Recommended Brands
  • Ralph Lauren
    Popular for classic and contemporary takes on the blazer, the brand’s old money offering suits various occasions.
  • Brooks Brothers
    A staple in American wardrobe, offering timeless blazers that epitomize the old money aesthetic.
  • Canali
    An Italian brand that brings a touch of Mediterranean flair to the blazer with impeccable tailoring and luxurious fabrics.

Cashmere Sweaters

Cashmere sweaters are a quintessential old-money fashion part, symbolizing luxury, comfort, and timeless elegance.

In the old-money wardrobe, cashmere sweaters are some of the best garments for elevating the overall look.

Design and Fit

The essence of an old-money cashmere sweater lies in the design simplicity and impeccable fit.

It should hug the body without being too tight, allowing for layering over a collared shirt or under a blazer.

Styles

V-neck and crewneck are the most classic styles, with the V-neck allowing for tie visibility in more formal settings, while the crewneck offers a clean look for casual occasions.

Ribbing

Quality cashmere sweaters feature fine ribbing at the cuffs, neck, and hem, ensuring a snug fit that retains shape over time.

Materials
  • Pure Cashmere
    Soft and lightweight material derived from the undercoat of cashmere goats. The best cashmere is long-fiber, minimizing pilling and enhancing durability.
  • Blends
    While pure cashmere is preferred, blends with silk or fine wool can offer additional strength and texture, though the percentage of cashmere should remain high to maintain the garment’s luxurious feel.
Colors and Patterns
  • Colors
    Neutral tones such as camel, navy, charcoal, and light grey dominate the old money palette, offering versatility and elegance. These colors can seamlessly integrate with the rest of the wardrobe.
  • Patterns
    While less common, subtle patterns like argyle or classic stripes can be appropriate, especially in settings where a touch of personality is welcomed without straying from the understated aesthetic.
Occasions
  • Casual and Everyday Wear
    A cashmere sweater, especially in a crewneck style, can be the centerpiece of a casual outfit paired with chinos or well-fitting jeans.
  • Business Casual and Semi-Formal
    Layered over an Oxford shirt and under a blazer, a dark, solid-colored V-neck cashmere sweater complements business attire without sacrificing comfort.
  • Evening and Social Events
    For cooler evenings or dressier social events, a cashmere sweater can add warmth and sophistication, especially when paired with tailored trousers and a statement watch.
Recommended Brands
  • Loro Piana
    Renowned for luxurious cashmere, Loro Piana offers some of the finest sweaters, emphasizing quality and timeless design.
  • Brunello Cucinelli
    A brand that combines Italian craftsmanship with luxurious materials, offering cashmere sweaters that epitomize casual elegance.
  • Ralph Lauren
    Offers a range of cashmere sweaters, from classic to contemporary, maintaining high standards of quality and style.
  • Brooks Brothers
    Experts in American preppy aesthetics, Brooks Brothers’s high-quality cashmere sweaters fit well within the old-money style.

Oxford Button-Down Shirt

The Oxford shirt is a versatile, durable, and elegant staple in the old money wardrobe, bridging the gap between casual and formal attire.

Design and Fit

The Oxford shirt offers a neat, polished look that maintains formality without needing constant adjustment.

The shirt is comfortable and functional, designed for easy movement while still appearing tailored.

  • Collar
    The button-down collar is the defining feature. It is designed to stay in place and look sharp without a tie, adding a casual yet refined touch to the shirt.
  • Cuffs
    Barrel cuffs with one or two buttons are standard, balancing casual and formal styling.
  • Back Pleats
    Many Oxford shirts feature a box pleat or side pleats at the back, enhancing mobility and comfort.
Materials
  • Oxford Cloth
    The fabric is a cotton basketweave, which gives it a textured appearance and a durable yet soft feel. The weave is thicker than typical dress shirts, making it ideal for comfort and longevity.
  • Variants
    While traditional Oxford cloth is the most common, variants like pinpoint Oxford and Royal Oxford offer finer textures, suitable for dressier occasions.
Colors and Patterns
  • Colors
    White and light blue are the most classic and versatile colors, suitable for almost any occasion. Pink and lavender can add a touch of color while remaining understated.
  • Stripes and Checks
    Subtle stripes and muted color checks are also acceptable for a slightly more casual look.
Occasions
  • Casual and Everyday Wear
    Oxford shirts paired with chinos offer a clean, put-together, stylish look.
  • Business Casual
    Layered under a cashmere sweater or a blazer, the Oxford shirt elevates business casual attire with a polished appearance.
  • Semi-Formal Events
    For events that don’t require a full suit, an Oxford shirt paired with tailored trousers and a sports coat strikes the perfect balance between formal and casual.
Recommended Brands
  • Brooks Brothers
    Credited with introducing the button-down polo shirt to the American market, Brooks Brothers offers high-quality Oxford shirts that embody the preppy, old-money aesthetic.
  • Ralph Lauren
    With a focus on quality and classic American styling, Ralph Lauren’s Oxford shirts are a staple for those seeking a blend of casual elegance and durability.
  • J. Press
    A brand steeped in Ivy League tradition, J. Press offers Oxford shirts that are true to the heritage and style of old-money fashion.
  • Thom Browne
    Known for adding a contemporary twist to classic cuts, Thom Browne’s Oxford shirts have distinctive details, such as grosgrain placket trim, appealing to the modern gentleman who appreciates old money style with a fresh touch.

The Oxford button-down shirt suits various occasions, from casual events to semi-formal meetings, and remains a beloved and indispensable part of the discerning gentleman’s wardrobe.

Chinos

Originating as military pants, chinos have become a well-dressed gentleman’s wardrobe staple.

Embodying casual sophistication, comfort, and a smart alternative to denim for casual and semi-formal occasions, Chino pants are essential to Old Money style.

Design and Fit
  • Description
    Characterized by lightweight cotton twill fabric, Chinos have a straight-leg design that balances relaxed and tailored. The fit should be neither too tight nor too baggy, allowing for a refined silhouette that complements a variety of upper attire.
  • Waist and Rise
    A mid-rise waist is standard, providing comfort and a classic look. The waist should fit snugly without needing a belt, though many prefer to wear one for style.
  • Pockets
    Traditional chinos have slanted side pockets and two welt back pockets, contributing to their streamlined appearance.
Materials
  • Cotton Twill
    The hallmark of chinos is that cotton twill is durable, breathable, and softens with wear, making them comfortable over time.
  • Stretch Fabrics
    Some modern chinos incorporate a small percentage of elastane for added comfort and flexibility, catering to a more active lifestyle without compromising style.
Colors and Patterns
  • Solid Colors
    Classic chino colors include khaki, navy, olive, and stone. These neutral shades offer maximum versatility, pairing well with casual and more formal attire.
  • Patterns
    While less common, subtle patterns like pinstripes or houndstooth can be found and are best reserved for casual settings.
Occasions
  • Casual and Everyday Wear
    Paired with a polo shirt or a casual button-down, chinos offer a step up from jeans while maintaining a relaxed vibe.
  • Business Casual
    Chinos can be dressed up with an Oxford shirt, a blazer, and leather loafers for a smart business casual look that is comfortable yet polished.
  • Semi-Formal Events
    For events that don’t require a suit, chinos paired with a tailored shirt, a cashmere sweater, or a sports coat can achieve a sophisticated yet not overly formal appearance.
Recommended Brands
  • Brooks Brothers
    Known for their classic American styling, Brooks Brothers offers high-quality chinos that fit well within the old-money aesthetic.
  • Ralph Lauren
    Provides a range of chinos that embody casual elegance, emphasizing quality fabrics and timeless design.
  • J.Crew
    Offers various styles of chinos, including their well-regarded 484 and 770 fits, designed for those seeking a blend of modern and traditional cuts.
  • Bonobos
    Known for their extensive range of sizes and fits, Bonobos ensures that every gentleman can find the perfect pair of chinos, combining comfort with classic style.

Chinos’ enduring appeal lies in the simplicity, comfort, and understated elegance this garment brings to any old money ensemble.

Chinos allow the discerning gentleman to enjoy a wardrobe staple beyond seasons and trends, ideal for the timeless sophist.

Tweed Jackets

Exuding an air of timeless elegance, sophistication, and a connection to heritage and the outdoors, tweed jackets are quintessential of the old money wardrobe.

Originating from Scotland and Ireland, tweed has a distinctive, textured appearance.

A tweed jacket is not just a piece of clothing; it’s a statement of style, tradition, and an appreciation for craftsmanship.

Design and Fit

Tweed jackets feature a structured yet comfortable fit that allows for layering.

The classic design includes a single-breasted front with two or three buttons, though double-breasted variants are also appreciated for their formal appeal.

  • Lapels
    Notched lapels are standard, but peak lapels can be found in more formal or double-breasted styles.
  • Pockets
    Flap pockets are standard, often with an additional ticket pocket on the right side for a traditional British look. Many tweed jackets also feature a single breast pocket, suitable for a pocket square.
  • Elbow Patches
    Some styles include suede or leather elbow patches, adding durability and a touch of academic or country flair.
Materials
  • Tweed
    This woolen fabric has a rough, open texture and unique color mixtures. Harris Tweed, from Scotland, is world-renowned for quality and warmth.
  • Weaves and Patterns
    Herringbone and check patterns are iconic, offering visual interest and depth to the fabric. Plain weaves in muted colors are also popular for their versatility.
Colors and Patterns
  • Colors
    Earth tones dominate, with shades of green, brown, grey, and blue reflecting tweed’s outdoor heritage.
  • Patterns
    Besides the classic herringbone and checks, tweed jackets can feature windowpane patterns and subtle plaids, each adding a unique character to the garment.
Occasions
  • Casual and Outdoor Events
    Perfect for country outings, hunting, or a walk in the park, tweed jackets blend with the natural environment.
  • Business Casual and Smart Casual
    A tweed jacket elevates a simple shirt and trousers ensemble, ideal for office settings that express personal style.
  • Social Gatherings
    For gatherings that call for smart yet not overly formal attire, a tweed jacket paired with a turtleneck or a crisp Oxford shirt offers a sophisticated look.
Recommended Brands
  • Harris Tweed Hebrides
    Renowned for producing some of the finest Harris Tweed, their jackets are a testament to traditional craftsmanship and Scottish heritage.
  • Barbour
    Known for their outdoor and country wear, Barbour offers tweed jackets that balance functionality with style.
  • Ralph Lauren
    Offers a range of tweed jackets that reflect a classic American interpretation of this traditionally British garment.
  • Purdey
    Specializing in shooting attire, Purdey’s tweed jackets are designed with both style and the practicalities of outdoor sports in mind.

Tweed jackets symbolize rugged elegance, connecting the wearer to a rich heritage of craftsmanship and the great outdoors.

The distinctive texture, warmth, and durability make them a favored choice for various occasions, from casual outdoor activities to more refined social engagements.

Overcoats

Functional garments designed to protect against the cold, overcoats are a statement of sophistication, elegance, and an appreciation for timeless fashion.

In the old-money wardrobe, overcoats are chosen for their impeccable tailoring and classic silhouette that withstand the fleeting trends of fashion.

Tailoring and Fit

The essence of an old money overcoat lies in the expert tailoring and fit.

The overcoat should offer a comfortable fit over suits or blazers, tailored to flatter the wearer’s form without restricting movement.

  • Length
    Traditionally, overcoats are cut to knee-length or longer, ensuring adequate protection against the elements while maintaining an elegant silhouette.
  • Collar
    A wide, notched collar is standard, capable of being turned up against the wind or worn down for a classic look.
  • Closure
    Single-breasted overcoats with three to four buttons offer a streamlined look, while double-breasted styles provide extra warmth and a more formal appearance.
Materials
  • Wool
    Wool is the cornerstone of overcoat fabrics. It provides excellent warmth, durability, and resistance to moisture. Varieties such as melton or tweed are popular for their texture and insulating properties.
  • Cashmere
    Luxurious and soft, cashmere overcoats are lighter and offer superior warmth, ideal for those seeking comfort and elegance.
  • Wool Blends
    Combining wool with other fibers can enhance the overcoat’s properties, such as adding strength or reducing weight while maintaining warmth and style.
Colors and Patterns
  • Colors
    Classic colors like navy, charcoal, camel, and black are staples within the old-money aesthetic, offering versatility and timeless elegance.
  • Patterns
    While solid colors are predominant, subtle patterns such as herringbone or a very restrained check can add depth and interest to the overcoat without compromising its classic appeal.
Occasions
  • Formal Events
    A well-tailored, dark-colored overcoat adds a layer of refinement to formal attire, perfect for opera nights, gala events, or upscale dining.
  • Business and Professional
    It is an essential piece for the winter wardrobe, offering a polished appearance on the commute or in professional settings.
  • Casual Outings
    When paired with casual wear, the overcoat elevates the entire ensemble, blending comfort with sophistication for everyday elegance.
Recommended Brands
  • Burberry
    With a rich heritage in outerwear, Burberry’s overcoats are synonymous with British elegance and craftsmanship.
  • Canali
    Reflecting the finest in Italian tailoring, Canali’s overcoats are noted for their luxurious materials and impeccable cuts.
  • Brooks Brothers
    An American classic, offering a range of overcoats that combine traditional styling with modern craftsmanship.
  • Crombie
    Known for luxurious overcoats, Crombie remains a benchmark for quality and timeless style in outerwear.

Whether for formal, professional, or casual occasions, the overcoat remains a central pillar of the old money wardrobe, embodying an elegance and sophistication that transcends time and trends.

Polo Shirts

Polo shirts are a versatile staple in old money style and ideal for creating an elegant yet comfortable look.

In the old-money wardrobe, polo shirts are selected for their quality, fit, classic design, and enduring appeal that remains stylish across decades.

Design and Fit

The essence of an old-money polo shirt lies in its timeless design and impeccable fit.

The shirt should offer a comfortable fit, not too snug or loose, allowing for ease of movement and a silhouette that flatters the body’s shape.

  • Collar
    A classic polo collar is distinctive, designed to be worn up or down, adapting to the formality required.
  • Sleeves
    Short sleeves that end around the mid-bicep offer a clean and tailored look.
  • Placket
    A two to three-button placket is standard, allowing for adjustability in fit and neckline.
  • Hem
    The hem is longer in the back than in the front, known as a tennis tail, which helps the shirt stay tucked in if desired.
Materials
  • Pique Cotton
    The most traditional fabric for polo shirts is known for its durability and breathability. The textured weave adds depth to the garment.
  • Jersey
    Offers a smoother feel and a more fitted look, suitable for various settings.
  • Performance Fabrics
    Modern polo shirts may utilize technical, moisture-wicking fabrics that maintain the classic look while offering additional comfort for active wear.
Colors and Patterns
  • Colors
    Classic colors include navy, white, black, and hunter green to ensure versatility and a timeless appeal.
  • Patterns
    Subtle stripes or a discreet logo are acceptable and can add a personal touch without detracting from the overall elegance.
Occasions
  • Casual and Everyday Wear
    Perfect for a day out in the city or a casual gathering, polo shirts pair well with chinos or shorts.
  • Sporting Events
    Designed for tennis and golf, polo shirts are ideal for attending or participating in sports events.
  • Smart Casual
    A well-fitted polo shirt can be paired with a blazer and trousers for occasions requiring a smart, yet not overly formal, look.
Recommended Brands
  • Ralph Lauren
    Synonymous with the polo shirt, Ralph Lauren embodies the quintessential preppy, old-money aesthetic with a focus on quality and classic style.
  • Lacoste
    Known for the iconic crocodile logo, Lacoste offers high-quality, classic polo shirts that have been appreciated in upscale casual events for decades.
  • Brooks Brothers
    Offers a range of polo shirts that cater to traditional tastes, emphasizing quality, comfort, and timeless design.
  • Fred Perry
    Blends sportswear with streetwear, offering polo shirts that are both classic and contemporary, appealing to a broad audience.

Whether for casual outings, sporting events, or smart casual occasions, the polo shirt remains an essential component of the old-money wardrobe, embodying a blend of comfort, elegance, and versatility.

Flannel Trousers

Flannel trousers are not just a garment for the colder months but also a statement of style and a subtle nod to timeless, understated elegance.

In the old money wardrobe, flannel trousers are a staple for the autumn and winter seasons, and they are chosen for their soft texture, warmth, and classic silhouette.

Tailoring and Fit

The hallmark of old-money flannel trousers is their impeccable tailoring and fit.

Designed to offer comfort and a flattering line, these trousers should sit comfortably at the waist and extend to a slight break over the shoe.

  • Waist
    A higher waist is common, echoing traditional styles and enhancing the garment’s classic appeal.
  • Pleats
    Single or double pleats can add comfort and ease of movement, while flat-front designs offer a more modern, streamlined look.
  • Cuffs
    Cuffed hems are a traditional feature that adds weight to the trousers, ensuring a clean drape over the shoe.
Materials
  • Wool Flannel
    Wool flannel is the quintessential material for flannel trousers. It is prized for its softness, warmth, and natural breathability. The napped texture provides a unique feel and appearance.
  • Weight
    Flannel comes in various weights, allowing for versatility from early fall through to the depths of winter. Heavier weights offer more warmth and a richer texture.
Colors and Patterns
  • Colors
    Traditional colors for flannel trousers include neutral colors like grey, navy, and charcoal.
  • Patterns
    Subtle patterns such as herringbone or checks can add visual interest and depth to the trousers without detracting from their classic appeal.
Occasions
  • Business and Professional
    Paired with a crisp shirt and a wool blazer, flannel trousers can form the backbone of a smart winter business ensemble.
  • Casual Events
    For a more relaxed look, flannel trousers can be combined with a turtleneck sweater and leather boots, offering extra warmth and style.
  • Semi-Formal Events
    Matched with a tailored jacket and polished shoes, flannel trousers work wonders at semi-formal evening events.
Recommended Brands
  • Brooks Brothers
    Known for their classic American styling, Brooks Brothers offers high-quality flannel trousers that cater to traditional tastes.
  • Ralph Lauren
    Provides a range of flannel trousers that embody casual elegance, emphasizing quality fabrics and timeless design.
  • Canali
    Canali’s flannel trousers reflect the finest in Italian tailoring. They are noted for their luxurious materials and impeccable cuts.
  • J.Crew
    Offers a variety of flannel trousers, including contemporary fits, catering to those seeking both modern and classic styles.

Whether for business, casual, or semi-formal occasions, flannel trousers remain essential to the old money wardrobe, embodying a blend of comfort, warmth, and timeless style.

Bespoke Tailoring in Old Money Style

Before I move to footwear and accessories, I must emphasize the importance of bespoke tailoring in the world of old money style and how it contributes to the aesthetic’s emphasis on quality, craftsmanship, and attention to detail.

Bespoke tailoring is the pinnacle of sartorial craftsmanship, involving the creation of custom garments that are cut, fitted, and sewn to the exact specifications of the individual wearer.

This process is a hallmark of old money style, as it ensures a level of fit, comfort, and quality that cannot be achieved with off-the-rack clothing.

The bespoke process begins with a consultation between the client and the tailor, during which measurements are taken, fabric options are discussed, and style preferences are considered.

The tailor then creates a unique pattern for the garment, uses it to cut the fabric, and constructs the piece by hand.

Throughout the process, the client will attend multiple fittings, allowing the tailor to adjust the garment’s fit and proportions.

This level of customization ensures that the final product fits perfectly, flatters the wearer’s unique physique, and complements their personal style.

However, the benefits of bespoke tailoring extend beyond just the perfect fit.

Bespoke garments are crafted from the finest materials, with skill and attention to detail that mass-produced clothing cannot match.

From the hand-stitched buttonholes to the carefully rolled lapels, every element of a bespoke garment is a testament to the artistry and expertise of the tailor.

This commitment to craftsmanship is a crucial tenet of the old-money style, reflecting a deep appreciation for the time, skill, and knowledge required to create an exceptional garment.

Footwear

  • Oxfords
    The quintessential dress shoe, in black or brown – for formal occasions.
  • Brogues
    More detailed than Oxfords – suitable for formal and semi-formal occasions.
  • Loafers
    Penny or tassel, in leather or suede – for casual and smart-casual settings.
  • Chelsea Boots
    Suitable for business casual wear in the fall and winter.
  • Driving Moccasins
    For casual wear in warmer climates.

Oxford Shoes

Oxford shoes stand as the epitome of classic footwear, embodying elegance, professionalism, and a timeless style that has graced gentlemen’s feet for centuries.

Oxfords are preferred in the old-money wardrobe for their sleek design, quality craftsmanship, and the ability to complement formal attire, making them the quintessential dress shoes for many occasions.

Design and Features

Characterized by a closed lacing system, Oxford shoes offer a slim, neat, sophisticated, and understated appearance.

  • Toe Cap
    The classic Oxford features a toe cap with or without perforations, providing a polished look suitable for formal events.
  • Plain Toe
    For a minimalist and sleek design, plain-toe Oxfords are preferred, offering versatility and elegance.
  • Balmoral
    Named after Balmoral Castle, this style represents the height of Oxford sophistication, often chosen for the most formal occasions.
Materials
  • Leather
    High-quality leather is preferred for Oxford shoes – ideal for its durability, breathability, and ability to age gracefully. Black or dark brown leather Oxfords are staples in a gentleman’s wardrobe.
  • Patent Leather
    For black-tie events and occasions that demand a higher degree of formality, patent leather Oxfords provide a glossy, distinguished finish.
Colors
  • Black
    The most formal option, black Oxfords are essential for business, formal events, and occasions that require a suit and tie.
  • Dark Brown
    Offering slightly more versatility, dark brown Oxfords can transition from formal to semi-formal settings, complementing a wide range of suit colors.
Occasions
  • Business and Formal
    Black leather Oxfords are the gold standard for business meetings, formal dinners, and weddings.
  • Semi-Formal Events
    Dark brown Oxfords pair well with lighter suits and blazers, suitable for semi-formal gatherings and daytime events.
Recommended Brands
  • Allen Edmonds
    Known for their handcrafted quality and comfort, Allen Edmonds offers a range of Oxford shoes that cater to traditional tastes.
  • Church’s
    With a rich heritage in English shoemaking, Church’s Oxfords are synonymous with luxury, durability, and timeless style.
  • John Lobb
    Offering bespoke and ready-to-wear Oxfords, John Lobb represents the pinnacle of craftsmanship and elegance in footwear.
  • Crockett & Jones
    Renowned for their attention to detail and use of premium materials, Crockett & Jones crafts stylish and enduring Oxfords.

Whether for business, formal, or semi-formal occasions, Oxford shoes remain an indispensable component of the old-money wardrobe, showcasing tradition and elegance.

Old Money Brogues

Brogues are a distinguished type of footwear that blends functionality, style, and a touch of heritage, making them a versatile choice for formal and semi-formal occasions.

In the old money wardrobe, brogues are cherished for their decorative perforations and serrations along the shoe’s visible edges, offering a balance between elegance and a rugged sophistication that suits a variety of settings.

Design and Features

The essence of brogues lies in their detailed craftsmanship and distinctive design elements.

Featuring a series of decorative perforations and serrations (broguing), these shoes are available in several styles, including:

  • Full Brogues (Wingtips)
    Characterized by a W-shaped toe cap extending along the shoe’s sides, full Brogues are versatile and suitable for formal and casual wear.
  • Half Brogues
    Offering a more restrained design with broguing along the toe cap seam and on the top of the toe cap, half brogues strike a balance between formal and informal.
  • Quarter Brogues
    The most subtle of the brogue styles, with perforations only along the edge of the toe cap, making them suitable for more formal occasions.
Materials
  • Leather
    Premium leather is the most common material for brogues, offering durability, comfort, and a refined appearance that ages well over time.
  • Suede
    Suede brogues provide a softer, more casual look, are perfect for less formal occasions, and offer various styling options.
Colors
  • Classic Colors
    Black, shades of brown, and tan are the most traditional colors for brogues, allowing for easy coordination with a wide range of outfits.
  • Bolder Choices
    Burgundy or navy can offer a pop of color for those looking to make a bolder statement while maintaining an air of sophistication.
Occasions
  • Formal and Business
    Quarter brogues in darker leathers are appropriate for business and formal settings, complementing suits and tailored trousers.
  • Semi-Formal Events
    Half and full brogues in lighter colors or suede are ideal for semi-formal events and smart casual dress codes – you can even dress down a suit.
Recommended Brands
  • Tricker’s
    Known for their rugged durability and classic designs, Tricker’s offers a wide range of brogues epitomizing the British shoemaking tradition.
  • Grenson
    With a history of quality craftsmanship, Grenson brogues are celebrated for their style, comfort, and ability to transition between formal and casual wear.
  • Loake
    Specialists in traditional English brogues, Loake crafts shoes that are stylish, built to last, and suitable for various occasions.
  • Church’s
    Offering a luxurious take on the classic brogue, Church’s combines meticulous craftsmanship with timeless designs for the discerning gentleman.

Whether for formal business settings, semi-formal events, or casual outings, brogues are essential to the old-money wardrobe, offering a perfect blend of sophistication, tradition, and versatile style.

Old Money Style Loafers

Loafers epitomize the blend of comfort, ease, and timeless style, making them a favored choice for casual and smart-casual settings within the old-money wardrobe.

Cherished for their slip-on design and versatility, loafers come in various styles, including the classic penny loafer and the tassel loafer.

Each offers a unique aesthetic that can elevate any outfit.

Design and Features

The allure of loafers lies in their elegant simplicity and functional design.

Without the need for laces, loafers offer a sleek profile that is both stylish and convenient, featuring:

  • Penny Loafers
    Known for the distinctive leather strap across the saddle with a diamond-shaped cutout, penny loafers are a staple in preppy and business-casual attire.
  • Tassel Loafers
    Featuring decorative tassels on the front, tassel loafers add a playful yet sophisticated touch for elevating casual outfits.
  • Material Variations
    While traditionally crafted in leather, loafers are also available in suede, offering a softer look and feel, ideal for less formal occasions.
Materials
  • Leather
    High-quality leather loafers provide durability, comfort, and a polished appearance that complements casual and smart attire.
  • Suede
    Suede loafers offer a more casual, tactile appeal, perfect for spring and summer looks or smart-casual ensembles.
Best Colors
  • Classic Colors
    Black and shades of brown and tan are the most versatile colors for loafers, easily paired with a wide range of outfits.
  • Bolder Choices
    Navy, burgundy, or even green suede can introduce a pop of color and personality to an outfit without sacrificing sophistication.
Occasions
  • Casual and Smart-Casual
    Loafers shine in casual and smart-casual settings, perfect for weekend outings, casual Fridays, or evening gatherings.
  • Business Casual
    Leather penny loafers, in particular, can complement business casual attire, offering a polished look without the formality of Oxfords or brogues.
Recommended Brands
  • G.H. Bass & Co.
    G.H. Bass & Co. is credited with introducing the penny loafer and offers classic designs that remain true to its preppy origins.
  • Tod’s
    Known for their luxurious Italian leather loafers, Tod’s combines comfort, style, and craftsmanship, making their shoes a favorite among those who value understated elegance.
  • Allen Edmonds
    Offers a range of loafers, including tassel and penny styles, crafted with attention to detail and quality materials for lasting wear.
  • Church’s
    Provides a sophisticated take on the loafer with handcrafted designs that reflect the brand’s commitment to excellence and traditional style.

Chelsea Boots

Chelsea boots are a quintessential element of the refined wardrobe, offering a seamless blend of functionality, style, and versatility.

Esteemed within old money circles for their sleek design and ease of wear, Chelsea boots are suitable for various occasions, from casual outings to more formal events during the fall and winter months.

Design and Features

Chelsea boots are characterized by their ankle height, rounded toe, low heel, and notable absence of lacing, which contributes to their clean, streamlined appearance.

  • Elastic Side Panels
    These boots are easy to slip on and off while offering a snug, comfortable fit around the ankle.
  • Pull Tab
    Located at the back of the boot, the pull tab helps people easily put on the boots.
  • Material Options
    Traditionally crafted in leather for a more formal look or in suede for a casual, softer appearance.
Materials
  • Leather
    Offers durability, weather resistance, and a polished look, making leather Chelsea boots a staple for formal and professional settings.
  • Suede
    Provides a more casual, tactile appeal, perfect for casual outings and adding texture to an ensemble.
Ideal Colors
  • Classic Colors
    Black and brown dominate the Chelsea boot palette, ensuring versatility and ease of pairing with various outfits.
  • Bolder Choices
    For those looking to make a statement, burgundy or dark green colors can add a unique touch to an outfit without compromising elegance.
Occasions
  • Casual
    Suede Chelsea boots can effortlessly elevate a casual look, pairing well with jeans or chinos for weekend outings or casual gatherings.
  • Business Casual to Formal
    Leather Chelsea boots transition smoothly from the office to after-hours events, complementing suits, trousers, and smart attire with sleek silhouettes.
Recommended Brands
  • Dr. Martens
    Known for their durable construction and iconic designs, Dr. Martens offers Chelsea boots that blend style with rugged functionality.
  • Common Projects
    Offers minimalist, contemporary Chelsea boots renowned for clean lines and premium materials.
  • Church’s
    With a heritage of craftsmanship, Church’s Chelsea boots are the epitome of luxury, combining traditional techniques with timeless design.
  • R.M. Williams
    Specializing in Chelsea boots, R.M. Williams crafts classic-style boots of exceptional quality and comfort.

Driving Moccasins

Driving moccasins, also known as driving shoes, are a hallmark of leisurely elegance and comfort, making them a favored choice for casual wear, especially in warmer climates.

Celebrated in old money circles for their practicality and understated style, driving moccasins embody a relaxed yet sophisticated lifestyle.

Design and Features

Driving moccasins are distinguished by their soft leather or suede construction, comfortable fit, and rubber-grommet sole that extends to the heel, designed to provide grip while driving.

  • Soft Construction
    Typically made from supple leather or suede for ultimate comfort and flexibility.
  • Rubber-Grommet Sole
    A signature feature of driving moccasins is the pebbled rubber sole extending to the back of the heel, which protects the shoe and provides grip on car pedals.
  • Slip-On Design
    Easy to put on and take off, driving moccasins are the epitome of casual convenience and laid-back style.
Materials
  • Leather
    Offers a refined look and durability, making leather driving moccasins suitable for various casual settings.
  • Suede
    Provides a softer texture and a more relaxed appearance, perfect for casual summer outings and warmer weather.
Ideal Colors
  • Classic Colors
    Earth tones like browns, tans, and navy are popular choices. They offer versatility and are easy to pair with casual wardrobes.
  • Brighter Shades
    To add color and personality to outfits, driving moccasins come in vibrant red, blue, and green hues.
Occasions
  • Day-to-Day Casual
    Perfect for everyday wear, driving moccasins pair well with shorts, chinos, or casual trousers for a relaxed yet polished look.
  • Travel and Leisure
    Their comfortable fit and easy slip-on design make driving moccasins ideal for travel and leisure activities, from road trips to strolls in the city.
Recommended Brands
  • Tod’s
    Renowned for luxury driving shoes, Tod’s offers high-quality, stylish moccasins that have become synonymous with casual elegance.
  • Salvatore Ferragamo
    Known for their craftsmanship and luxury materials, Salvatore Ferragamo’s driving moccasins blend comfort with a sleek, sophisticated style.
  • Minnetonka
    Offers a range of driving moccasins that emphasize comfort and a casual, laid-back aesthetic, perfect for everyday wear.

Essential Accessories

  • Leather Belts
    In black or brown, that always matches the shoe color.
  • Silk Ties
    Solid colors, subtle patterns, or preppy repp stripes.
  • Pocket Squares
    Matched with silk or linen suits and blazers to create a flair touch.
  • Cufflinks
    In silver or gold – simple, elegant, ideal for formal occasions.
  • Wristwatches
    Classic designs from Rolex, Omega, or Patek Philippe.
  • Writing Instruments
    Art creations that symbolize one’s love for traditional tools.
  • Leather Briefcases
    Ideally from high-quality leather – to create a professional look.
  • Sunglasses
    Classic styles like aviators or wayfarers.
  • Scarves
    Wool or cashmere – for warmth in the colder months.
  • Leather Gloves
    High-quality leather in colors that match the shoes and the wristwatch strap.
  • Umbrellas
    Often overlooked – an essential accessory for the real gentlemen.

Leather Belts

Leather belts are more than functional accessories in the old-money wardrobe; they are subtle indicators of style, sophistication, and attention to detail.

Leather belts are essential for creating a polished and cohesive look. They are chosen for their quality, durability, and classic appeal.

Design and Features

Well-chosen leather belts complement traditional-style outfits by enhancing the overall aesthetic. High-quality leather belts have certain characteristics.

  • Classic Buckle
    A simple, tasteful buckle in silver or gold-tone metal adds a touch of elegance without drawing undue attention.
  • Width
    A moderate width of about 1.25 to 1.5 inches ensures the belt suits casual and formal trousers.
Materials
  • Full-Grain Leather
    Premium leather is preferred for excellent durability, texture, and ability to age gracefully, developing a unique patina over time.
  • Vegetable-Tanned Leather
    This type of leather is tanned using natural materials, resulting in a rich, organic color that deepens with age.
Ideal Colors
  • Colors
    Black and brown are the most versatile and traditional colors for leather belts, easily matched with shoes and other accessories.
  • Matching Rule
    The general rule of thumb is to match the belt with the color of your shoes for a cohesive and harmonized look.
Occasions
  • Business and Formal
    A sleek, black leather belt pairs perfectly with formal attire, adding a refined touch to suits and dress trousers.
  • Casual
    Brown leather belts, especially those with a more textured finish or slight distressing, complement casual wear such as jeans and chinos.
Recommended Brands
  • Allen Edmonds
    Known for their high-quality men’s shoes, Allen Edmonds also offers a range of premium leather belts designed to match their footwear.
  • Brooks Brothers
    A classic American brand, it offers a selection of tasteful leather belts suitable for business, casual, and formal wear.
  • Hermes
    It is an iconic brand for those seeking luxury, offering exquisite craftsmanship and timeless designs.
  • Montblanc
    While renowned for its writing instruments, Montblanc also produces elegant leather belts combining functionality and luxury.

Silk Ties

Silk ties are a quintessential accessory in the old money wardrobe, symbolizing refinement, professionalism, and an eye for detail.

Selected for the quality, design, and silent wealth statement they make, silk ties are essential for completing a polished and sophisticated look.

Design and Features

The perfect silk tie complements the outfit and reflects the wearer’s personal style and the occasion.

  • Quality
    The luster and softness of high-quality silk add depth and elegance to the tie, enhancing its appearance and feel.
  • Patterns and Colors
    From solid colors and classic stripes to subtle patterns, the design choice in silk ties can convey personality and professionalism.
  • Width
    The tie’s width should match the suit’s and the wearer’s frame proportions, with classic widths enduring as a staple.
Materials
  • Pure Silk
    Renowned for sheen and texture, pure silk is the preferred material for ties, offering a luxurious feel and elegant drape.
Colors and Patterns
  • Colors
    A solid-colored silk tie, especially in deep blues, burgundy, or classic black, is versatile and suitable for various occasions.
  • Classic Stripes
    Striped silk ties, often in club or regimental patterns, evoke a sense of tradition and continuity.
  • Subtle Patterns
    Small, understated patterns like paisleys, dots, or geometric shapes add interest without overwhelming the ensemble.
Occasions
  • Business and Formal
    A well-chosen silk tie adds a finishing touch of elegance for business meetings, formal events, or occasions requiring a suit.
  • Semi-Formal
    Lighter colors or interesting patterns can dress down a suit for semi-formal gatherings, offering a touch of personality.
Recommended Brands
  • Hermes
    Renowned for exquisite designs and superior quality, Hermes ties symbolize luxury and sophistication.
  • Charvet
    As a pioneer in fine shirtmaking, Charvet also offers a range of elegant silk ties, renowned for unique colors and excellent craftsmanship.
  • Brooks Brothers
    An American classic, Brooks Brothers provides a selection of silk ties that cater to traditional and contemporary tastes.
  • Drake’s
    Celebrated for handcrafted ties, Drake’s combines traditional methods with unique patterns and textures, appealing to the modern gentleman.

Pocket Squares

Pocket squares are the epitome of sartorial finesse in the old-money wardrobe.

They serve not only as a functional accessory but also as an expression of personal style and attention to detail.

Small pieces of fabric, tucked into the breast pocket of a suit or blazer, add a splash of color, texture, and sophistication, elevating an overall look.

Design and Features

The charm of pocket squares lies in their ability to complement or contrast with the rest of the outfit, offering a subtle yet impactful statement.

  • Quality
    Silk, linen, and fine cotton are preferred for their texture, appearance, and ability to hold folds and shapes.
  • Variety of Patterns
    Pocket squares allow personal expression from solid colors and classic polka dots to intricate paisleys and bold prints.
  • Edge Finishing
    Hand-rolled and stitched edges are signs of a high-quality pocket square, adding to its elegance and durability.
Materials
  • Silk
    Offers a lustrous sheen and vibrant colors, ideal for formal and semi-formal occasions.
  • Linen
    Known for its crisp texture and matte finish, linen pocket squares are perfect for a clean, sophisticated look.
  • Fine Cotton
    Provides a softer, more casual appearance, suitable for everyday wear and less formal events.
Colors and Patterns
  • Colors
    It is a simple way to add a touch of elegance, especially when chosen to complement or subtly contrast the tie or shirt.
  • Classic Patterns
    Stripes, polka dots, and checks offer a timeless appeal, while paisleys and prints can introduce a more dynamic element.
Occasions
  • Formal Events
    A silk pocket square in a classic fold adds a refined touch to formal wear, such as tuxedos and dark suits.
  • Business and Semi-Formal
    Linen and fine cotton pocket squares can lend an air of professionalism and polish to business and semi-formal attire.
  • Casual Outings
    For a more relaxed look, playful patterns and colors in any fabric can add personality to casual blazers and sports coats.
Recommended Brands
  • Hermes
    Offers an exquisite selection of silk pocket squares, renowned for their vibrant colors and intricate designs.
  • Drake’s
    Known for their craftsmanship, Drake’s pocket squares feature a variety of handcrafted patterns and textures suitable for every occasion.
  • Simonnot Godard
    Specializes in fine linen and cotton pocket squares, offering exceptional quality and classic designs for the discerning gentleman.
  • Tom Ford
    Provides luxurious pocket squares that embody modern sophistication, focusing on rich colors and premium materials.

Cufflinks

Cufflinks symbolize sophistication and are an essential accessory in the old money wardrobe, adding a touch of elegance and personality to formal and business attire.

Cufflinks secure the cuffs of a dress shirt and allow one to express individual style and attention to detail.

Variety and Selection

Cufflinks come in many designs, materials, and finishes, allowing for personal expression while adhering to the tenets of classic style.

  • Designs
    From simple and understated to ornate and decorative, cufflinks can reflect personal interests, heritage, or a preference for a particular aesthetic.
  • Materials
    Precious metals like gold and silver are traditional choices, while mother-of-pearl, enamel, and semi-precious stones add color and texture.
  • Finishes
    Polished, matte, or textured finishes can complement other accessories and the overall look of an outfit.
Choosing the Right Cufflinks for the Occasion
  • Formal Events
    For black-tie or formal occasions, wear cufflinks in gold, silver, or mother-of-pearl to ensure they match the tone and elegance of the event.
  • Business Settings
    Cufflinks should be understated in professional environments, favoring simple designs and materials that convey sophistication without ostentation.
  • Casual Gatherings
    More casual settings allow for creativity and personal expression in the choice of cufflinks, including playful designs or colorful materials.
Recommended Brands
  • Tiffany & Co.
    Offers a range of luxury cufflinks that combine timeless elegance with the brand’s signature craftsmanship.
  • Cartier
    Known for their exquisite jewelry, Cartier’s cufflinks are a statement of luxury, featuring premium materials and elegant designs.
  • Montblanc
    Montblanc produces sophisticated cufflinks that complement its pens and leather goods.
  • Paul Smith
    Provides a selection of cufflinks with unique and whimsical designs, perfect for adding a touch of personality to any outfit.

Wristwatches

In old-money fashion, watches are not merely tools for telling time but an integral aspect of personal style and heritage.

Classic timepieces are valued for rare craftsmanship, design, and the stories they tell, as most old money watches are heirlooms passed down through generations.

Selection Criteria

When selecting a watch, several factors come into play, reflecting not just personal taste but also an appreciation for the art of watchmaking:

  • Mechanism
    Mechanical watches, both manual and automatic, are prized for their intricate movements and the skill required to craft them.
  • Design
    Classic and understated designs that emphasize elegance and readability over ostentation are preferred.
  • Brand Heritage
    Watches from brands with a long history of craftsmanship and innovation are preferred as signs of legacy and the value they retain.
  • Material
    Quality materials such as stainless steel, gold, and platinum are common, and they are chosen for their durability and aesthetics.
Choosing the Right Watch – by the Occasion
  • Formal Events
    A slim, elegant dress watch with a leather strap or a discreet metal bracelet complements a suit or tuxedo perfectly for formal occasions.
  • Business Settings
    A classic, understated watch with a simple dial is suitable for professional environments. It reflects reliability and attention to detail.
  • Casual Outings
    More casual or sporty watches can be worn in less formal settings, though the old money preference leans towards timeless design, even in leisure.
Recommended Brands
  • Rolex
    Known for its iconic designs and unparalleled durability, Rolex watches symbolize success and craftsmanship.
  • Patek Philippe
    The pinnacle of watchmaking excellence, with timepieces seen more as investments than wrist accessories.
  • Omega
    Combines a rich history of innovation with classic design, making it a favorite for formal and casual occasions.
  • Jaeger-LeCoultre
    Offers a range of sophisticated watches known for their technical prowess and elegant aesthetics.

Classic Style Writing Instruments

In an age dominated by digital communication, the choice of writing instruments among those who appreciate the old-money aesthetic speaks volumes about tradition, personal style, and the value placed on the written word.

High-quality pens are not only writing tools but also considered works of art and symbols of one’s regard for thoughtfulness and the tactile experience of writing.

Selection Criteria

Selecting a writing instrument involves consideration of its functionality, craftsmanship, and the statement it makes:

  • Type
    Fountain pens are highly regarded for their elegance, writing quality, and tradition. Rollerball and ballpoint pens offer convenience and a different writing experience.
  • Material
    Quality materials such as precious metals, resin, and celluloid add to the pen’s aesthetic and weight, influencing the writing experience.
  • Brand Heritage
    Brands with a long history of crafting fine writing instruments are often preferred for their expertise and legacy.
  • Design
    Classic designs that have stood the test of time are favored for their elegance and understated sophistication.
Choosing the Right Pen for the Occasion
  • Formal Signings
    Fountain pens, with their refined appearance and smooth writing, are ideal accessories for important occasions where a hand-written signature is required.
  • Everyday Use
    Rollerball or ballpoint pens can be practical for daily use, offering ease and reliability with a touch of class.
  • Gifts and Heirlooms
    A well-crafted pen can be a meaningful gift, symbolizing respect and high regard and serving as a cherished heirloom.
Recommended Brands
  • Montblanc
    Synonymous with luxury writing instruments, Montblanc pens are celebrated for their craftsmanship and iconic design.
  • Pelikan
    Known for exceptional fountain pens, Pelikan offers a range of beautiful and functional pens.
  • Parker
    With a history of innovation, Parker pens are recognized for their quality, durability, and classic style.
  • Waterman
    Offers a selection of elegant pens that combine tradition with modern writing technology, appealing to a wide range of preferences.

Essential Leather goods

Leather goods are special in the old-money aesthetic, embodying durability, functionality, and timeless style.

From wallets and briefcases to travel bags and accessories, leather accessories of high craftsmanship have a timeless elegance suitable for any respectable gentleman.

The careful selection of leather goods is crucial for those who appreciate the old-money lifestyle, with a focus on items that combine practicality with an understated luxury:

  • Wallets
    Slim, well-crafted leather wallets that age gracefully, accommodating essentials without unnecessary bulk.
  • Briefcases
    Classic, structured briefcases in fine leather, designed for durability and a professional appearance.
  • Travel Bags
    High-quality leather duffel bags or weekenders that blend functionality with style for sophisticated travel.
  • Accessories
    Leather belts, watch straps, and folios complement the overall aesthetic and serve practical purposes.
Materials and Craftsmanship

The choice of material and the craftsmanship behind leather goods are key to their appeal and longevity:

  • Premium Leather
    Full-grain or top-grain leather is preferred for its durability, texture, and ability to develop a patina over time.
  • Handmade Craftsmanship
    Items crafted by skilled artisans, emphasizing traditional techniques, are sought after for their quality and uniqueness.
Selecting Leather Goods

When selecting leather goods, the focus is on timeless design and functionality, ensuring that each item is both a practical and stylish addition to the wardrobe or collection:

  • Choose items that are versatile and can be used in various settings, from formal to casual.
  • Opt for classic colors like black, brown, and tan, which age well and match easily with other accessories.
  • Consider the item’s purpose and how it will be used to ensure it meets practical needs while also reflecting personal style.
Recommended Brands
  • Ghurka
    Offers a range of premium leather goods known for their craftsmanship and timeless design.
  • Smythson
    A British luxury brand that provides a selection of refined leather accessories, combining functionality with elegance.
  • Tumi
    While known for their travel luggage, Tumi also offers high-quality leather bags and accessories designed for durability and style.
  • Moore & Giles
    Specializes in luxurious leather goods, emphasizing natural textures and handmade quality.

Sunglasses

In old-money aesthetics, sunglasses are not mere protective eyewear but a statement of style and sophistication.

Sunglasses of the wealthy have a timeless design – aviators or wayfarers – reflecting a preference for traditional styles over fleeting fashion trends.

Ideal Sunglass Styles

The selection of sunglasses within the old-money aesthetic focuses on classic shapes that offer both functionality and a nod to historical elegance:

  • Aviators
    Originally designed for pilots, aviators are known for their distinctive teardrop shape and metal frames, embodying a blend of function and timeless appeal.
  • Wayfarers
    Characterized by a sturdy frame and slightly rounded shape, wayfarers symbolize effortless style since inception.
Quality and Craftsmanship

Regarding sunglasses, the emphasis is on the quality of materials and construction, ensuring adequate protection and an elegant look.

  • Premium Materials
    High-quality acetate or metal frames and superior lens technology to protect against UV rays.
  • Durability
    Well-constructed sunglasses that withstand daily use and maintain their shape and finish over time.
Choosing the Right Sunglasses

Choosing the right pair of sunglasses involves considering both the aesthetic appeal and the practical aspects of eyewear:

  • Opt for classic designs that complement various outfits and occasions, from formal to casual.
  • Ensure that the sunglasses provide adequate UV protection, a crucial factor for maintaining eye health.
  • Select a frame color and lens tint that suits your style while offering versatility and wearability.
Recommended Brands
  • Ray-Ban
    Iconic for their wayfarer and aviator styles, Ray-Ban sunglasses are synonymous with classic American cool.
  • Persol
    Italian craftsmanship and timeless design define Persol sunglasses, favored for their quality and elegant aesthetics.
  • Oliver Peoples
    Offers a range of sophisticated eyewear designs, focusing on attention to detail and vintage-inspired styles.

Scarves

Scarves, made from wool or cashmere, are indispensable accessories in the old money wardrobe, especially during the colder months.

Beyond their practical use for warmth, scarves offer an opportunity to add a layer of sophistication and subtle flair to any outfit.

The choice of a scarf speaks to an appreciation for fine materials, craftsmanship, and the timeless elegance that characterizes the Old Money aesthetic.

Essential Scarf Qualities

When it comes to selecting scarves, there are a few key qualities that are prioritized to ensure functional and stylistic needs.

  • Material
    Wool and cashmere are preferred for their warmth, softness, and durability. These natural fibers offer superior comfort and insulation compared to synthetic alternatives.
  • Design
    Classic patterns such as herringbone, plaid, and solid colors are favored for their versatility and timeless appeal. Subtle branding or no branding is often preferred to maintain an understated look.
  • Craftsmanship
    High-quality scarves are characterized by their attention to detail, including fine stitching and finishes that ensure longevity and a luxurious feel.
Choosing the Right Scarf

The selection of a scarf is not just about warmth but also about complementing the wardrobe and enhancing personal style.

  • Consider the color and pattern of the scarf to ensure it pairs well with the outerwear and suits your wardrobe.
  • Opt for scarves of a suitable length and width for versatile styling, whether worn draped, knotted, or wrapped.
  • Invest in quality to ensure the scarf looks elegant and stands the test of time, becoming a staple in the cold-weather wardrobe.
Recommended Brands
  • Burberry
    Known for their iconic check pattern, Burberry scarves are crafted from cashmere, offering warmth and a touch of British elegance.
  • Loro Piana
    It specializes in luxury cashmere and wool scarves and is renowned for its exceptional quality and timeless designs.
  • Johnstons of Elgin
    It offers a range of finely crafted wool and cashmere scarves from the finest natural fibers in Scotland.
  • Drake’s
    Provides a selection of handcrafted scarves that blend traditional weaving techniques with contemporary designs.

Leather Gloves

Within the Old Money aesthetic, leather gloves represent a blend of functionality, luxury, and a meticulous approach to personal style.

High-quality leather gloves are considered essential accessories to a gentleman’s refined wardrobe. They reflect attention to detail and appreciation for classic elegance.

Characteristics of Premium Leather Gloves

Those who embrace the old-money lifestyle select leather gloves based on several key characteristics that ensure they are stylish and durable.

  • Material
    The best gloves are made from high-quality leather, such as lambskin or deerskin, known for their softness, flexibility, and durability. These materials ensure comfort and a snug fit while allowing the hands to breathe.
  • Color
    Classic colors such as black, brown, and tan are preferred, as they can easily match various shoes and wristwatch straps, ensuring a cohesive and polished look.
  • Lining
    The lining of the gloves is equally important for warmth and comfort. Natural fibers like silk, wool, or cashmere are favored for their insulation properties and softness against the skin.
  • Craftsmanship
    Hand-stitched gloves are highly prized for their superior construction and attention to detail. Features like precise stitching and elegant button closures add to their appeal.
Selecting the Right Leather Gloves

Choosing the right pair of leather gloves involves more than just finding a pair that fits; it’s about selecting gloves that enhance one’s style and meet practical needs.

  • If available, ensure a proper fit by measuring your hand and consulting the brand’s sizing chart. Well-fitting gloves offer better warmth and more elegant lines.
  • Consider the occasions on which the gloves will be worn. More formal gloves might have minimal detailing, while casual gloves can feature stitching and other decorative elements.
  • The choice of lining can greatly affect the gloves’ insulating properties.
Recommended Brands
  • Dents
    A historic brand known for crafting fine leather gloves since 1777, offering a range of styles combining traditional craftsmanship and modern design.
  • Hestra
    A family-owned company with a reputation for high-quality gloves made from carefully selected leathers and lined with natural materials.
  • Peccary
    It specializes in luxurious and durable peccary leather gloves, known for its unique texture and warmth.
  • Merola Gloves
    Offers a selection of handcrafted Italian leather gloves renowned for their fit, comfort, and elegant designs.

Umbrellas

Although an often-overlooked accessory in modern times, the umbrella is important in the old-money aesthetic, symbolizing keen attention to detail and respect for tradition.

In the context of the old money aesthetic, the umbrella depicts one’s attention to detail, appreciation for quality craftsmanship, and adherence to a lifestyle that values practicality and elegance.

A well-chosen umbrella symbolizes preparedness and a commitment to maintaining a polished appearance regardless of the weather.

Key Features of a Quality Umbrella

When selecting an umbrella, several features are prioritized to ensure it meets the durability, functionality, and style standards.

  • Material
    The canopy should be high-density fabric like Pongee to ensure water resistance and durability. The frame is ideally crafted from strong materials such as fiberglass or steel to withstand wind.
  • Design
    Classic designs and colors, such as solid blacks, dark blues, or traditional British tan, are preferred for their timeless appeal and versatility.
  • Mechanism
    A smooth, reliable opening and closing mechanism is essential for convenience and longevity. Automatic mechanisms are appreciated for their ease of use.
  • Handle
    The handle is a functional part of the umbrella and a style statement. Wooden and leather-wrapped handles are favored for their elegance and comfort.
Selecting Your Umbrella

Choosing the right umbrella goes beyond its rain-protective value – it’s more about complementing your overall look and style.

  • Consider the size of the umbrella when open and closed. A compact, foldable design may be preferred for those on the go, while a classic stick umbrella may be chosen for its elegance at more formal occasions.
  • The quality of construction is paramount. An umbrella that can withstand the test of time is a valuable accessory.
  • Opt for an umbrella with a tasteful, understated design that complements your old-money outerwear and suits collection.
Recommended Brands
  • James Smith & Sons
    One of the oldest umbrella makers, offering a range of handcrafted umbrellas known for their quality and classic style.
  • Swaine Adeney Brigg
    They are renowned for their luxury umbrellas, made with meticulous craftsmanship and available in various elegant designs.
  • Davek
    Offers umbrellas that combine strength, durability, and style with a focus on modern technology and materials.
  • Fulton Umbrellas
    Known for their reliability and the choice of the British Royal Family, Fulton provides a range of umbrellas that blend functionality with classic designs.

Old Money Style Icons

The Duke of Windsor and Cary Grant are two old-money iconic figures who epitomized this aesthetic in their respective eras.

The Duke of Windsor

The Duke of Windsor, formerly King Edward VIII before his abdication in 1936, was renowned for his impeccable taste and sartorial influence.

As a young prince, he popularized trends like the Windsor knot (a wide, triangular tie knot) and the Prince of Wales check (a glen plaid pattern).

His style was characterized by a mix of classic British tailoring and bold, modern touches, such as his preference for double-breasted suits and his experimentation with color and pattern.

The Duke’s wardrobe was a study in the art of dressing well, focusing on quality, fit, and attention to detail.

He favored bespoke suits from Savile Row tailors like Scholte and Huntsman, and his accessories – from his silk pocket squares to his carefully chosen cufflinks – always added a touch of understated elegance.

Even in exile, the Duke remained a fashion icon, embodying the essence of old money style with his timeless, effortless approach to dressing.

Cary Grant

Across the Atlantic, there was Cary Grant, a British-American actor who rose to prominence in the 1930s and remained a Hollywood icon until his retirement in 1966.

Known for his debonair charm, quick wit, and impeccable sense of style, Grant became a symbol of masculine elegance and sophistication, embodying the essence of old money aesthetics on and off the screen.

Throughout his career, Grant was celebrated for his sartorial choices, which blended classic British tailoring with a distinctly American sense of ease and informality.

His wardrobe was characterized by perfectly fitted suits, crisp white shirts, and understated accessories, all combined to create an image of effortless refinement and timeless style.

One of Grant’s most iconic fashion moments came in the 1955 film “To Catch a Thief,” where he starred opposite Grace Kelly.

In the film, Grant’s character, a retired cat burglar, epitomizes Riviera chic, sporting impeccably tailored suits, casual yet elegant sportswear, and even a daring (for the time) pair of swim trunks.

The film’s costume design, overseen by the legendary Edith Head, has become a touchstone for men’s resort wear and continues to inspire fashion enthusiasts.

Off stage, Grant was a longtime client of the famed Savile Row tailoring firm Kilgour, French & Stanbury, which crafted many of his most iconic suits and overcoats.

Grant was also known for his love of classic accessories, such as his signature gray fedora and his ever-present sunglasses, which lent an air of mystery and allure to his charismatic persona.

Beyond his sartorial choices, Grant embodied many other qualities associated with the old money style, such as his impeccable grooming, cultured tastes, and gentlemanly demeanor.

Grant was a true icon of his era, representing the height of masculine sophistication and setting a standard for elegance and refinement that continues to inspire men today.

The Role of Sprezzatura

Now, that I have covered all the old money essentials, I want to introduce you to the concept of Sprezzatura.

This Italian term describes a studied nonchalance paramount to the old money aesthetic.

Italian courtier Baldassare Castiglione coined Sprezzatura in his 1528 book “The Book of the Courtier,” as ‘the art of making the difficult appear effortless.’

In the context of fashion, it describes the ability to look impeccably stylish and put-together without appearing to have tried too hard or spent too much time on one’s appearance.

This concept is at the heart of the old money style, which values a certain ease and naturalness in one’s dress and appearance.

The old money aesthetic is not about being overly precious or fussy about one’s clothing but rather about embodying a sense of innate sophistication and grace.

One of the key elements of Sprezzatura in the old money style is the art of intentional imperfection.

This might manifest as a slightly rumpled pocket square, a casually undone button on a shirt cuff, or well-worn leather loafers.

These small, deliberate deviations from the “rules” of dressing create a sense of nonchalance and individuality, suggesting that one’s style is an extension of one’s personality rather than a slavish adherence to fashion dictates.

Another aspect of Sprezzatura’s old-money style is the emphasis on understatement and restraint.

The old money aesthetic favors quiet luxury and subtlety rather than relying on loud patterns, flashy colors, or conspicuous branding.

This might mean choosing a beautifully tailored suit in a classic navy or charcoal paired with a simple white shirt and a muted silk tie.

The focus is on quality, fit, and timelessness rather than trendiness or ostentation.

Sprezzatura also extends to the way old-money individuals carry themselves and interact with others.

The old money mindset brings a certain ease and confidence, a sense of being comfortable in one’s own skin and at home in any social situation.

This unique charm and poise result from a lifetime of exposure to the finer things and a deep-rooted understanding of etiquette, manners, and social graces.

Iconic figures like Gianni Agnelli, the Italian industrialist and style icon, embodied the concept of Sprezzatura in their approach to dressing and living.

Agnelli was known for impeccable tailoring, classic navy blazers, button-down shirts, and a penchant for playful, unexpected details like wearing his watch over his shirt cuff.

His style was a perfect blend of refinement and insouciance, a testament to the power of Sprezzatura in creating a truly memorable and enduring sense of style.

Old Money Grooming Tips

Now, let’s address the role of grooming and personal care in the old money aesthetic and how attention to these details contributes to the overall sense of refinement and sophistication that defines this style.

While fashion choices are central to the old-money look, the importance of grooming and self-care cannot be overstated.

The old money approach to personal care is rooted in the idea that looking one’s best is a matter of respect for oneself and others and that the details of one’s appearance reflect one’s character and values.

One critical aspect of old-money grooming is focusing on classic, timeless hairstyles that prioritize neatness, simplicity, and a certain degree of polish.

For men, this might mean a well-trimmed, side-parted hairstyle or a clean, close crop, while women should favor elegant updos, soft waves, or sleek, straightened locks.

Skincare is another essential facet of the old-money approach to personal care.

The focus is on healthy, glowing skin through good habits, proper nutrition, and high-quality, often natural or organic skincare products.

The old money aesthetic eschews heavy, conspicuous makeup in favor of a more natural, understated look emphasizing one’s innate beauty and radiance.

Fragrances also play a role in the old-money approach to personal care, favoring classic, understated scents that exude elegance and refinement.

Old money individuals may favor timeless fragrances like Chanel No. 5, Creed Green Irish Tweed, or Acqua di Parma Colonia, known for their sophistication and enduring appeal.

The key is to choose a scent that complements one’s natural essence without overpowering or drawing undue attention.

Attention to detail is paramount in old-money grooming, focusing on the small touches that contribute to an overall sense of polish and refinement, such as well-manicured nails, carefully groomed eyebrows, or subtle makeup.

The goal is not to create a mask or a persona but to present the best, most authentic version of oneself.

The old money approach to grooming and personal care also extends to one’s overall lifestyle and habits.

Regular exercise, a balanced diet, and good sleep hygiene are all essential components of the old money ethos, reflecting a commitment to health, vitality, and longevity.

By caring for oneself from the inside out, old-money individuals cultivate a sense of well-being and self-assurance that radiates through their appearance and demeanor.

Iconic figures like Audrey Hepburn and Cary Grant embodied the old-money approach to grooming and personal care, with their impeccable sense of style and commitment to presenting a polished, refined image to the world.

Key Takeaways

Key ValuesDescription
EleganceEschews flashiness and gaudy displays of affluence in favor of quiet refinement and sophistication.

Emphasizes poise, grace, and exquisite taste over conspicuous consumption.

Favors subdued timeless designs and high-quality materials.

Embodies the “less is more” principle in both fashion and lifestyle.

TimelessnessPrioritizes well-made garments designed to last generations, not fleeting trends.

Invests in classic silhouettes, durable construction, and premium natural textiles known for aging well.

Curates a wardrobe gradually, favoring enduring style over constant turnover.

Views clothing as a long-term investment rather than as a disposable commodity.

HeritageCherishes garments and accessories passed down as treasured family heirlooms.

Demonstrates reverence for time-honored craftsmanship and artisanal know-how.

Style choices pay homage to familial roots, lineage, and customs.

Draws inspiration from the sartorial habits of forebears and classic style icons.

Subtle LuxurySignals membership in elite circles through subtle, coded details discernible to insiders.

Steers clear of overt status symbols and logos in favor of unmarked quality.

Utilizes bespoke tailoring, rare materials, and fine finishes as understated markers of excellence and prestige.

Finds luxury in perfect fit, material integrity, and thoughtful details rather than brand names.

Natural GraceAchieves a put-together, soigné appearance that reads as natural and unforced.

Mastery of dressing well comes across as innate and bred-in-the-bone, never try-hard.

Seemingly nonchalant perfection suggests a life of ingrained good breeding and ease.

Confident restraint and easy grace imply a self-assured sense of style.

ConnoisseurshipDemonstrates a nuanced appreciation for the provenance, history, and cultural context of clothing.

Seeks out under-the-radar sources and artisans to procure unique, storied pieces.

Knowledgeable about textile origins, construction methods, and sartorial traditions.

Views personal style as an expression of intellectual refinement and worldliness.

Old Money Mastery with The VOU

Gentlemen, crafting an old-money look is all about paying attention to the finer details, and your choice of dress shoes plays a pivotal role.

Our expert stylists are dedicated to helping you navigate the world of classic footwear and ensure that you always step out in style.

Whether you’re attending a formal gala, a business meeting, or a relaxed social gathering, we’ll guide you in selecting the perfect pair of dress shoes to complement your ensemble.

From the timeless elegance of Oxfords to the laid-back sophistication of loafers, we’ll help you build a shoe collection that reflects your unique personality and aspirations.

Find your unique style with The VOU’s styling servicestoday and embark on a journey of sartorial discovery.

Let us be your trusted partner in mastering the art of old money style, empowering you to exude confidence and charm in every setting.

Until next time, keep putting your best foot forward!

Laurenti Arnault

With over twenty years of front-row fashion and styling events, collabs with haute-couture houses, and a PhD in Luxury Fashion, Laurenti is an expert in crafting personalized looks that depict old-money sophistication.

Ru Amiri

With years of expertize in high-end fashion collabs and a PhD in Sustainable Fashion, Ru specializes in curating eco-luxe wardrobes for the modern gentleman seeking understated refinement.

Old Money Explained - Men Style Guide to the Wealthy Look (2024)

FAQs

How do you dress old money style? ›

Old money style values high-quality materials and impeccable craftsmanship. Instead of fast fashion items, those who embrace this style invest in high-quality pieces that are built to last. To accomplish the old money aesthetic, focus on curating a wardrobe and selecting pieces that can be worn for years.

What clothes make you look rich men? ›

Dress smart and for the occasion.

Dress up in a dress suit once in a while. Go for the business, business casual or/and preppy look. Wear a casual suit as often as possible. Casual suits are less tailored and less formal in their design.

What are the colors for old money outfits? ›

Neutral and muted colours are favoured in old money styling. Think navy blues, beige, grey, white and tan. The idea is to create a timeless and elegant look that doesn't rely on flashy or bold colours.

How to style like old money men? ›

Opt for a classic black or midnight blue tuxedo suit with peak or shawl lapels, matched with a crisp white dress shirt and a black silk bow tie. Complete the ensemble with polished black dress shoes to achieve the timeless and refined look emblematic of Old Money fashion.

What are the colors for old money style men? ›

To be counted for old money outfits, you must wear well-tailored suits and jackets/tuxedos in classic cuts and fabrics. Always go for neutral color palettes like navy, gray, beige, and olive, as well as traditional patterns such as pinstripes, houndstooth, Glen plaid, etc.

What makes a man look wealthy? ›

Rich men wear bespoke – or at the very least, made-to-measure. What sets them apart most visibly, even at a distance, is how well their clothes fit. Mid-range, off-the-rack clothing can and will look high-end if you nail the fit. Many department stores and big-box men's retailers have in-store sewing services.

How to be attractive to a rich man? ›

Exhibit Values Important to Them: Align your values with theirs. Wealthy men perceive trust, compassion, and empathy as no less important than shared political views on humanitarian issues, life goals, and so forth. Support Their Career: Know that their work forms an important part of their life.

How to start old money aesthetic? ›

The Old Money Aesthetic is more about quality than quantity. It's about investing in a few timeless, well-made pieces rather than having a large wardrobe. Look for classic items at thrift stores, vintage shops, or invest in high-quality pieces that will last for years.

What should a man's basic wardrobe include? ›

For example: a few pairs of great jeans, a few classic color shirts that make you look great, and lastly one key shoe in a few classic colors. These choices can make your style very easy and manageable, and build a strong foundation to your wardrobe.

What are the neutral colors for old money? ›

Color of tops should be kept somewhat neutral. Black, beige, brown, white and pastels. Sweaters and coats are best kept black because they will go with everything. Wool pea-coats are something worth splurging on.

What is the universal color for money? ›

Green is a primary color in many models of color space, and a secondary in all others. It is most often used to represent nature, healing, health, youth, or fertility, since it is such a dominant color in nature. It can be a very relaxing color but is also used in the US to symbolize money, greed, sickness or jealousy.

What are old money clothes called? ›

"Old money" clothing style reflects a timeless and understated elegance associated with established wealth. Characterized by classic, high-quality pieces, it often includes well-tailored suits, traditional patterns like houndstooth or pinstripes, and quality fabrics such as tweed or cashmere.

What is the old money aesthetic style? ›

The Old Money Aesthetic places importance on classic, well-tailored clothing, modest yet exquisite accessories, and a commitment to good manners and social grace.

How to build an old money wardrobe? ›

Investment Dressing and choosing Quality Over Quantity sets the cornerstone for this fashion philosophy. Essential Old Money pieces include Classic White Shirt, Trench Coat, Tailored Suits, Little Black Dress and quality leather footwear.

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