Popularized by real-life and fictional style queens such as Sofia Richie Grainge, Blair Waldorf, and Meredith Blake, dressing like old money is all about embodying the laissez-faire confidence of the infinitely deep-pocketed. The key is taking a “less is more” approach.

Opt for chic silhouettes and premium fabrics to capture the exclusive look. While the occasional pop of color is permitted, go for a neutral color palette. Designer is always an essential good, of course, but stick to subtle branding making an exception for heritage labels like Chanel, YSL, and Ralph Lauren. Accessories should arrive in the form of dainty and minimalistic jewelry, alongside classic handbags and shoes, like oxfords, penny loafers, or kitten heels. 

Ahead, discover all of the outfit inspiration you need to achieve the aesthetic no matter your real budget.

A Classic Trench Coat

A formidable trench coat always adds an air of importance to any outfit, making it easy to cosplay as a duchess or oil baron heiress. Take a cue from this blonde billionaire and pair your outerwear with a sophisticated matching bag and feminine ballet flats. 

A Relaxed Button Down and Slacks

An oversized button and relaxed trousers are the quintessential old money uniform, balancing refinement with an effortless elegance only the perpetually wealthy have mastered. Opt for a higher-end handbag to balance the more casual outfit.

A Tweed Skirt Set

Nothing says old money quite like a matching tweed skirt suit. The Chanel-inspired ensemble exudes class and sophistication. Add a pearl necklace and dark sunglasses to complete the look.

A Cashmere Sweater

Investing in high-quality fabrics that will stand the test of time is a hallmark of the old money aesthetic, making cashmere a staple. Pair an uber-soft sweater with minimalist jewelry like a gold watch or single-strand necklace to elevate the essential piece.

Layered Neutrals

Neutrals are also a mainstay. Layer a simple tank top with a crisp oxford shirt and a structured blazer for one of the easiest ways to blend in with the Succession cast. 

Stripes and Khaki

It could be all of the time they spend on yachts, but the infinitely wealthy love pairing stripes with khaki.

An Oversized Blazer and Satin Skirt

With any old money outfit, the details make or break it. Pearls, dark tortoiseshell sunnies, and strappy sandals push this oversized blazer and satin skirt into a higher tax bracket.

An Off-the-Shoulder Maxi Dress

Understated elegance is just another synonym for old money and a sleek and simple maxi dress is just that. An exposed décolletage keeps the silhouette from being basic while keeping it classy.

A White A-Line Dress

This Grace Monaco-coded dress is the perfect option for an evening rendezvous at The Century Club.

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