Old Money Preppy 2024: How to Get this Dreamy Aesthetic

Bored with the repetitive fashion styles? Want to elevate your outfit game? It’s high time to adopt the Old Money Preppy fashion! This enduring style is synonymous with sophistication, elegance and innate allure. Be it a grand occasion or an everyday outing, Old Money Preppy style ensures you command attention and express your personality boldly. So, embark on an exploration of the Old Money Preppy realm and unearth the distinctive charm that sets this style apart.

Where Does the Old Money Preppy Come From?

In the early 20th century, students attending Ivy League schools adopted a particular style that later became the identifying element of “preppy.” Sporting attire like cable knit sweaters, blazers with crests, and repp ties, these students displayed a sense of sophistication and class. As time progressed, so did the influence of old money style, permeating through various social circles.

Old money aesthetic perfectly embodies the balance between traditional values and evolving fashion trends. At its core, the old money style carries a sense of understated elegance, timeless sophistication, and an unwavering loyalty to tradition. As a result, this fashion trend has maintained its allure over the years.

Isn’t it fascinating how this unique fashion trend persists to this day? Not only has old money style emerged as a beloved aesthetic in the fashion world, but it has also influenced various styles like dark academia. It allows you to channel your inner class and sophistication while staying in touch with the noble roots of the old money legacy.

Preppy Fashion Must-Haves

Old Money Preppy

Timeless Clothing Pieces

Embrace the preppy style with these essential clothing items that will never go out of fashion:

  • Polo shirts: A classic staple for any preppy wardrobe, these Ralph Lauren polos are versatile and perfect for any occasion.
  • Khaki pants: Opt for high-quality chinos for a clean, understated look that works for a country club brunch or a day at the office.
  • Tweed blazers: A tweed blazer adds a touch of sophistication and timeless elegance to any outfit.
  • Classic button-downs: Set the foundation of your preppy style with well-tailored, crisp button-down shirts from brands like Brooks Brothers.

High-Quality Brands

Investing in high-quality brands ensures your preppy wardrobe looks great and lasts for years to come. Here are some brands to consider when building your old-money preppy wardrobe:

  • Ralph Lauren: Renowned for their classic polo shirts, Ralph Lauren offers a range of quality preppy clothing for any occasion.
  • Brooks Brothers: A favorite among old-money fashion lovers, Brooks Brothers offers timeless classics with impeccable tailoring.
  • Chanel: This luxury brand is perfect for adding a touch of elegance to your preppy wardrobe with tailored pieces and loafers.
  • Barbour: Known for their iconic waxed jackets, Barbour is a staple brand in any preppy wardrobe, offering timeless, understated, and high-quality clothing.
  • J.Crew: Excellent for everyday classics, J.Crew provides chic and timeless preppy outfits that won’t break the bank.

Preppy Style for Men and Women

Men’s Preppy Wardrobe

  • Suits and Blazers: Invest in a few well-tailored suits and blazers, preferably in classic colors like navy, gray, and beige. Make sure they fit you perfectly for a truly polished look.
  • Oxford Shirts: Get yourself several oxford shirts in various colors. They are versatile and can be dressed up or down for any occasion.
  • Chinos and Slacks: You can’t go wrong with a good pair of chinos or slacks in neutral colors. They’re perfect for both casual and formal settings.
  • Sweaters: Opt for timeless sweaters like cable-knit or shaggy dog styles in classic colors. Layer them over your oxford shirts for a quintessential preppy look.
  • Shoes: Round off your wardrobe with a couple of high-quality leather shoes, such as loafers or brogues, and don’t forget a pair of boat shoes for those casual summer days.

Women’s Preppy Wardrobe

  • Blouses and Sweaters: Fill your wardrobe with timeless, high-quality blouses and sweaters in classic colors and patterns, like stripes and plaids.
  • Tailored Dresses and Skirts: Invest in a few tailored dresses and skirts that fit you impeccably. Opt for classic styles and materials, such as A-line skirts and woolen dresses.
  • Blazers and Cardigans: No old-money preppy wardrobe is complete without a few chic blazers and cozy cardigans. Stick to neutral, versatile colors like navy, gray, and beige.
  • Pants and Capris: Get your hands on some well-fitting pants and capris in classic colors, like khaki and black. These pieces will help you achieve a polished preppy ensemble.
  • Shoes and Accessories: Complete your look with refined accessories like pearl necklaces, silk scarves, and a classic leather handbag. Don’t forget to invest in some high-quality shoes, such as ballet flats, loafers, and kitten heels.

The Old Money Aesthetic on Social Media

Old Money Preppy

TikTok and Instagram Preppy Communities

Get excited about the resurgence of the old money aesthetic on social media platforms like TikTok and Instagram, where creators showcase their love for preppy, conservative fashion. You’ll find videos and photos of people embracing the style reminiscent of Princess Diana, Blair Waldorf from Gossip Girl, and the traditional New England prep look. Follow hashtags like #oldmoney and #preppy to discover curators showcasing this nostalgic trend.

Pinterest Inspiration

Looking for more ideas to incorporate the old money aesthetic into your wardrobe and lifestyle? Delve into the world of Pinterest, where images and boards filled with inspiration await you. Search for “old money aesthetic” or “neo-prep” to find visual content that highlights this style’s grace, elegance, and timeless sophistication. You’ll find outfit ideas, home décor inspiration, and even lifestyle tips to help you nail this ever-popular look.

Influence of Gossip Girl

The popular TV show Gossip Girl significantly popularized the preppy style, especially the character Blair Waldorf as a style icon. With a mix of contemporary fashion and traditional aesthetics, Gossip Girl inspired many viewers and paved the way for revived interest in the preppy old money look. More recently, the new adaptation of the series has brought back its influence on fashion trends and fueled the preppy resurgence.

Dark academia and Celine-inspired outfits also contribute to the rise of old money nostalgia, with their classic and refined aesthetics. So explore various online communities and draw on inspirations like Gossip Girl to perfect your old money preppy look.

Old Money vs. New Money

First, old money refers to generational wealth passed down through families in the form of cash, investments, and property source. Think Kennedy family – their wealth and influence span multiple generations, and they’re often regarded as the epitome of old money. With this kind of wealth, there’s typically a focus on traditions, etiquette, and a refined appearance.

Now, let’s talk about new money. In contrast to old money, new money is earned by individuals in their lifetime, often through entrepreneurship, investments or other modern economic ventures. As you can imagine, new money lifestyle can be a bit flashier, with the latest trends and styles source.

When looking at the old money preppy aesthetic, you’ll notice a certain level of sophistication and class. It’s all about timeless and elegant pieces – think tailored clothing, polo shirts, and tasteful accessories. Old money folks lean towards a more conservative style, opting for high-quality materials and well-established brands.

If striving to achieve the old money preppy look, focus on quality over quantity. Invest in classic pieces that stand the test of time and never go out of style. When attending events or gatherings, remember that manners and etiquette are as important as your clothes. Old money values tradition, so incorporating it into your style and actions can help distinguish you from the new money crowd.

Ivy League and Aristocratic Traditions

Ivy leagues like Harvard, Yale, and Princeton have long been associated with an elite, aristocratic lifestyle. These institutions infused a sense of tradition and respect for heritage into their students, which was further reflected in their clothing choices. Classic Ivy League style embodied a sense of effortless sophistication, with clean lines and high-quality materials that exuded an air of refined elegance.

Embrace the royal and aristocratic influences shaping old money preppy fashion by incorporating key elements into your wardrobe. From timeless pieces like oxford shirts and tailored blazers to the ever-iconic collegiate striped tie2, you’ll be looking the part at your next Ivy League soiree in no time.

The IRA (Intercollegiate Rowing Association) has also played a significant role in the preppy subculture. Rowing, a popular sport among the East Coast elite, has served as a breeding ground for the preppy aesthetic. The blazers, crewneck sweaters, and sporting attire associated with the rowing world are now synonymous with the old money preppy look.

Today, social media platforms are also helping to revive the old money preppy fashion. The Old Money Aesthetic is storming TikTok, exposing a new generation to its timeless appeal3. With Anne as your style icon and a newfound appreciation for East Coast traditions, you’ll be the epitome of old money preppy in no time.


  1. Grinnell College
  3. Mean Blvd

Classic Old Money Names

Old Money Baby Names for Girls

Your little girl’s name should be as graceful and regal as she is. Here’s a list of charming and timeless old money names for girls:

  • Agatha: A strong, classic name with an air of mystery.
  • Alexis: Elegant and sophisticated, Alexis has a royal touch.
  • Anna: Simple, timeless, and regal – perfect for your little princess.
  • Agnes: An old-fashioned favorite that’s making a comeback.
  • Blythe: A cheerful and lighthearted name that’s perfectly preppy.
  • Dorothy: A classic and enduring name with a touch of nobility.
  • Elizabeth: A perennial favorite that’s both elegant and regal.
  • Eloise: Posh and playful, this name is perfect for a spirited little girl.
  • Fiona: A gorgeous, feminine name with Celtic origins.
  • Grace: A timeless and elegant name that exudes refinement.
  • Helene: Sophisticated and stately, this name is the epitome of old-world class.
  • Josephine: A lovely and grand option for your regal baby girl.

Names like Margaret, Ophelia, Prudence, Sybil, Veronica, Victoria, and Violet are other wonderful choices for a classic, old money name for your little girl.

Vintage Boy Names

Choosing the perfect name for your little gentleman is essential. Here’s a list of handsome and dignified old money names for boys:

  • Albert: A refined and noble name with royal connections.
  • Alexander: A strong and classic name for a future leader.
  • Charles: Sophisticated and timeless, this name signifies royalty and charm.
  • Grant: Classy and distinguished, Grant is perfect for your little gentleman.
  • Lance: A dashing and gallant name that evokes chivalry of medieval knights.
  • Richard: A powerful and elegant name with a history of kings and leaders.
  • Avery: A refined and graceful option for your future aristocrat.

These names and the enchanting and aristocratic white, Martha, and posh baby names will give your little one the perfect moniker to fit their sophisticated, old-money persona.

Preppy Style and Lifestyle Today

In the world of old money preppy, what stands out is the value of tradition, often characterized by vintage-inspired clothing or even nods to the Y2K era. Dark academia and the old money aesthetic are now taking over social media platforms, with a mix of classic clothing pieces and vintage-inspired touches. The style evokes images of the likes of Blair Waldorf or characters from “The Talented Mr. Ripley,” exuding wealth, class, and sophistication.

A timeless yet trendy look, the preppy style features:

  • Tailored pieces: Blazers, button-down shirts, and knee-length skirts and dresses make the foundation of this style.
  • Classic patterns: Stripes, plaids, and houndstooth prints all contribute to the preppy aesthetic.
  • Vintage-inspired accessories: Leather bags, scarves, and brooches add an old-world touch to your outfit.

Remember, the old money preppy lifestyle isn’t just about fashion – it’s a mindset that embodies grace, poise, and a respect for tradition. This aesthetic often goes hand in hand with hobbies associated with the upper class, such as playing golf or polo, attending art galleries, and enjoying a summer retreat in an exclusive destination.


How to dress old money preppy?

To dress old money preppy, opt for classic, timeless pieces like blazers, midi skirts, and pullovers. Choose brands like Ralph Lauren, u003Ca class=u0022wpil_keyword_linku0022 href=u0022https://rstyle.me/+_6LYLdE07OfSKyYPAZOZAAu0022 title=u0022Lacosteu0022 data-wpil-keyword-link=u0022linkedu0022u003ELacosteu003C/au003E, and Aurèlien. Maintain healthy skin and body, and keep your style authentic. 

What is the old money aesthetic called?

The old money aesthetic is also known as u0022quiet luxury.u0022 It is characterized by preppy, monochromatic, and covertly luxurious clothing that lacks logos.

Disclosure: We only recommend products we would use ourselves and all opinions expressed here are our own. This post may contain affiliate links that we may earn a small commission at no additional cost to you.

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Elisa Steffes reviews designer fashion brands and elegant pieces for a living. She also loves Old Money Brands and is passionate about writing about topics related to this classic style.
She has close to 3 years of experience in SEO and has taken the Streetstylis Pinterest account to one of the most popular magazines on Pinterest and Instagram.
When she's not working, you'll find her doing Pilates, dancing or hanging out with her friends in Malta.

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