No products in the cart.


No products in the cart.

Old Money Aesthetic Mastery for a Wealthy Look – Gent’s Guide

The Old Money aesthetic is a classic and timeless look passed down through generations of wealthy families.

The aesthetic comprises high-quality classic-style garments, footwear, and heritage-brand accessories, creating a feeling of affluence, sophistication, and understated elegance.

Before we dive into the nitty-gritty of crafting your Old Money wardrobe, it’s crucial to grasp the origins of this enduring aesthetic.

old money style men blue navy blazer, V neck sweater, white dress pants old money style men brown velvet blazer, turtle neck sweater, khaki pants old money style men white linen blazer, pinstripe dress shirt, khaki chino pants, penny loafers
old money style men light brown wool blazer, white dress pants, white dress shirt, bow tie, pocket square two male models in old money style outfits, white shorts, white cable knit sweater, beige wool blazer, white leather loafers Black male model in old money style, double breasted navy blazer, repp tie, white oxford shirt, classic leather strap watch, silk picket square
men old money style look, brown and white leather penny loafers, white dress shirt, double breasted navy blue blazer, white dress shirt Old money style men outfit Old money style men look
Old money style men nautical boating look Old money style men look Old money style men preppy look
Old money style men ivy league look Old money style black men look Old money aesthetic men outfit
Old money style men Old money style men Old money style men summer look
Old money style men Old money style men classic Old money style men classic
Old money style men classic Old money style men Old money style men

Old Money Aesthetic Core Pillars

Old Money aesthetic is about creating a dressing style depicting silent luxury, classic elegance, and a traditional lifestyle.

On the opposite of flaunting designer labels, loud logos, and fleeting fashion trends, the Old Money way of dressing prioritizes timeless, well-tailored garments from heritage brands.

The perfect old-money look requires the following:

  • Always choose quality garments over quantity
  • Wear classic-style garments over streetwear looks
  • Prefer neutral colours like brown, black, grey, beige, burgundy and white over bubblegum pink, blue, lime yellow, neon green, etc.
  • Ensure an impeccable fit in contrast to the oversized looks of streetwear
  • Only wear luxurious fabrics from natural materials
  • Subtly accessorize with expensive but refined accessories

Old Money Aesthetic Essentials

Now that you’re familiar with the core principles of the Old Money style let’s explore the key garments, footwear, and accessories that will form the foundation of your aesthetic.

Garment Fabric Color
Navy Suit Wool Navy
Oxford Shirt Cotton White
Cashmere Sweater Cashmere Camel, Gray, Navy
Navy Blue Blazer Wool Navy
Tweed Sport Coat Wool or Wool-blend Brown, Green, Gray
Polo Shirt Cotton Piqué White, Navy, Hunter Green
Trench Coat Gabardine Khaki, Navy
Wool Overcoat Wool or Wool-Cashmere Blend Charcoal Gray, Camel
Chinos Cotton Twill Khaki, Stone, Navy
Dress Pants Wool or Wool-blend Charcoal Gray, Navy, Black
Tuxedo Wool Black
Shoe Style Material Color
Oxford Shoe Calfskin or Cordovan Leather Black, Brown
Brogue Leather Dark Brown, Tan, Oxblood
Loafer Leather or Suede Brown, Navy, Black
Monk Strap Leather Brown, Black
Chelsea Boot Leather or Suede Black, Brown
Dress Boot Leather Black, Brown
Accessory Material Color/Pattern
Classic Watch Leather, Swiss-made Silver Brown, Black
Silk Pocket Square Silk Paisley, Polka Dots
Leather Belt Full-grain Leather Brown, Black
Silk Tie Silk Stripes, Dots, Paisley
Cufflinks Gold, Silver, Mother-of-Pearl Round, Square
Sunglasses Acetate, Metal Black, Brown, Tortoiseshell
Neck Scarf Wool, Cashmere, Silk Stripes, Solids
Leather Gloves Full-grain Leather Black, Brown

Old Money Style Navy Suit

Every Old Money wardrobe should include a well-tailored, navy wool suit.

Opt for a double-breasted classic cut with a peaked lapel, and ensure the fit is impeccable.

A bespoke or made-to-measure suit from a reputable tailor is a worthwhile investment that will serve you well for years.

Oxford Shirt

White Old Money style Oxford shirt

No Old Money wardrobe is complete without a crisp, white Oxford shirt selection.

Choose a cotton fabric with a subtle texture, and pay attention to the collar – a button-down or spread collar will offer versatility for casual and formal occasions.

Don’t forget to have your shirts tailored for a perfect fit.

Cashmere Sweater

Old Money style cashmere sweater

Introduce a touch of luxury to your Old Money wardrobe with a cashmere V-neck or crewneck sweater in a neutral shade like camel, gray, or navy.

Cashmere offers unparalleled softness and warmth, making it a go-to choice for layering over Oxford shirts or under a sports coat.

Navy Blazer

A navy blue blazer is a quintessential piece in any Old Money wardrobe.

This versatile jacket can be dressed up with dress pants and a tie or dressed down with chinos and a polo shirt.

Look for a well-constructed blazer made from a high-quality wool or wool-blend fabric.

Opt for a classic fit with a double-breasted or two-button closure.

Tweed Sport Coat

Old Money style tweed sport coat

A tweed sport coat in a classic pattern like herringbone or houndstooth adds depth and visual interest to your Old Money ensembles.

Choose a wool or wool-blend fabric in earthy tones like brown, green, or gray.

A well-fitted tweed sport coat pairs effortlessly with chinos, flannels, or dark wash jeans for a refined casual look.

Polo Shirt

Old Money Style Pale Blue Polo Shirt

High-quality polo shirts in white, navy, and hunter green are ideal for creating a polished yet relaxed old-money look.

Opt for a soft cotton piqué fabric and a tailored fit. A polo shirt looks great tucked into chinos or worn under a sports coat for a smart casual outfit.

Classic Trench Coat

Old Money style classic trench coat

A classic trench coat in a neutral color like khaki or navy is a must-have for any Old Money wardrobe.

Look for a well-constructed coat made from a water-resistant fabric-like gabardine.

Opt for a double-breasted style with a belted waist for a timeless, sophisticated look.

Wool Overcoat

Old Money style wool overcoat

For colder months, invest in a high-quality wool overcoat in a classic silhouette.

A single-breasted, notched lapel coat in a neutral color like charcoal gray or camel will serve you well for years to come.

Look for a coat made from 100% wool or a wool-cashmere blend for optimal warmth and durability.

Tailored Chinos

Old Money style tailored chinos

A pair of well-fitted chinos in a neutral color like khaki, stone, or navy is a versatile addition to any Old Money wardrobe.

Look for a pair made from high-quality cotton twill fabric.

Depending on your body type, opt for a straight or slim fit.

You can dress them up with a sports coat and dress shoes or dress them down with a polo shirt and loafers.

Dress Pants

Old Money Style Dress Pants

Invest in a few pairs of high-quality dress pants in neutral colors like charcoal gray, navy, and black.

Choose a wool or wool-blend fabric for durability and drape, and opt for a classic fit with a straight leg.

Dress pants are essential for formal occasions and can be paired with a suit jacket, sport coat, or dress shirt and tie.


Old Money style tuxedo

While not an everyday essential, a well-fitted tuxedo is a must-have for any gentleman who attends black-tie events.

Invest in a classic black tuxedo with a peak lapel or shawl collar, and opt for a single-button closure.

Don’t forget the accompanying dress shirt, bow tie, and patent leather shoes to complete the look.

Oxford Shoes

Old Money style Oxford shoes

Oxfords are a quintessential Old Money dress shoe suitable for business-casual and formal occasions.

Opt for a classic cap-toe or wing-tip style in high-quality leather like calfskin or cordovan.

Black Oxfords are a must-have for black-tie events, while brown Oxfords are perfect for business and formal occasions.


Brogue Shoes

Brogues are characterized by their perforated designs and can range from semi-brogues to full brogues.

They add a touch of visual interest to any outfit and can be dressed up or down depending on the occasion.

Invest in a few pairs of brogues in colors like dark brown, tan, and oxblood for maximum versatility.


Old Money style penny loafers

While there are multiple types of loafers, all of them are suitable for creating Old Money outfits.

But, given their construct, loafers are the most comfortable and stylish choice for casual and semi-formal outfits.

Penny, Tassel, and Horse-bit loafers are quintessential old-money dress shoe styles that pair well with chinos, jeans, and even suits.

Look for loafers made from high-quality leather or suede in brown, navy, and black colors.

Monk Straps

Old Money style monk strap shoes

Monk strap shoes feature a buckle closure instead of laces and add a unique touch to any outfit.

They can be dressed up with a suit or dressed down with chinos and a sports coat.

Look for monk straps in classic colors like brown and black and a single or double-buckle style, depending on your preference.

Chelsea Boots

old money style chelsea boots

Chelsea boots are a sleek and stylish option worn with suits, jeans, and everything in between.

Look for a pair made from high-quality leather or suede in a classic color like black or brown.

Chelsea boots are perfect for transitional weather and add a touch of edginess to any outfit.

Dress Boots

Old Money style dress boots

Dress boots are a sophisticated option for colder months and can be worn with suits and dress pants.

Look for a pair made from high-quality leather in a classic style like a cap-toe or wing-tip.

Dress boots in colors like black and brown are versatile and add a touch of elevated elegance to any outfit.

Classic Leather Strap Watch

Classic Wristwatches

A classic leather watch with a simple, understated face is a must-have accessory for any Old Money gentleman.

Look for a high-quality Swiss-made watch with a leather band in brown or black.

Brands like Rolex, Patek Philippe, and Jaeger-LeCoultre are known for their timeless elegance and superior craftsmanship.

Silk Pocket Square

Old Money style silk pocket square

Add a dash of sophistication to your sport coat or suit with a silk pocket square in a classic pattern like paisley or polka dots.

Stick to muted colors that complement your outfit, and experiment with different folding techniques for a subtle yet stylish accent.

Leather Belt

Old Money style leather belt

A high-quality leather belt in a classic color like brown or black is an essential accessory for any Old Money wardrobe.

Look for a belt made from full-grain leather with a simple, understated buckle.

Avoid flashy logos or embellishments, and opt for a width that complements your trouser loops.

Silk Tie

Old money style silk tie

A well-chosen silk tie can elevate any outfit and add a touch of refined elegance.

Look for ties made from high-quality silk in classic patterns like stripes, dots, or paisley.

Stick to a subdued color palette that complements your suit or sport coat, and experiment with different knot styles for a polished look.

Old Money style cufflinks

Cufflinks are a small but mighty accessory that can add a touch of personality to any dress shirt.

Look for cufflinks from high-quality materials like gold, silver, or mother-of-pearl.

Stick to simple, classic designs like round or square faces, and avoid anything too flashy or trendy.

Classic Sunglasses

Old Money style sunglasses

Classic sunglasses are a must-have accessory for any Old Money gentleman.

Look for frames made from high-quality materials like acetate or metal in timeless styles like Wayfarers, Aviators, or Clubmasters.

Stick to neutral colors like black, brown, or tortoiseshell, and invest in a quality pair that will last for years.

Neck Scarf

Old Money style neck scarf

A well-chosen scarf can add a touch of refined warmth to any outfit during colder months.

Look for scarves made from high-quality materials like wool, cashmere, or silk in classic patterns like stripes or solids.

Stick to a subdued color palette that complements your outerwear, and experiment with different knot styles for a polished look.

Leather Gloves

Old Money style leather gloves

A pair of high-quality leather gloves is a must-have accessory for any Old Money gentleman during colder months.

Look for supple, full-grain leather gloves in classic colors like black or brown.

Opt for a lined style for added warmth, and choose a length that complements your outerwear.

Grooming and Etiquette Tips

In addition to the right clothing, grooming, and etiquette play crucial roles in achieving the Old Money look.

Keep your hair neat and styled, and use a good skincare routine to maintain a polished appearance.

Regarding etiquette, focus on being a gentleman: practice good manners, be respectful to others, and carry yourself with confidence and poise.

Do’s and Don’ts of Old Money Aesthetic

To help you navigate the world of Old Money style with ease, here are some essential do’s and don’ts to keep in mind:

Do’s Don’ts
Invest in quality, timeless pieces Chase fleeting fashion trends
Opt for a neutral color palette Wear flashy, attention-grabbing colors
Prioritize fit and tailoring Settle for ill-fitting, baggy clothing
Choose natural, luxurious fabrics Opt for synthetic, low-quality materials
Accessorize subtly and elegantly Overdo it with gaudy, excessive accessories
Cultivate an appreciation for tradition Disregard the importance of heritage and craftsmanship

Elevate Your Style with The VOU

Ready to take your Old Money style to the next level?

Look no further than The VOU, your ultimate destination for expert styling advice and personalized service.

Our team of experienced stylists, myself included, is dedicated to helping you curate a wardrobe that reflects your unique personality and aspirations.

With our bespoke styling packages, you’ll gain access to insider knowledge, hand-selected garments, and one-on-one guidance to ensure you look and feel your best.

Book your consultation today and step into a world of timeless elegance where looking good and feeling confident go hand in hand.

Your path to old-money sophistication starts here.

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.

With years of expertise 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.

Similar Articles


Please enter your comment!
Please enter your name here

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.