How to Dress Like Old Money

Old money style is all about looking timeless and effortlessly classy, and it’s a look that I love to implement in my own wardrobe. Overall, this style focuses on classic silhouettes, clean lines, and pieces that will stay stylish year after year. While it’s often linked to high society and the rich and famous, it’s not just for them. Anyone can wear this elegant aesthetic. So today, I’m excited to share a guide on how to dress like old money without breaking the bank. By focusing on a few key pieces, sticking to neutral colors, and choosing quality over quantity, you can easily achieve this timeless, sophisticated look.

Also, don’t forget to check out my posts on old money outfits and old money summer outfits for more chic ideas on how to add this classy style to your wardrobe.

Choose Quality Over Quantity

The old money aesthetic is all about investing in high quality pieces. Instead of buying multiple trendy items that will be out of style next season, focus on purchasing timeless pieces made from durable materials. Think linen pants, cashmere sweaters, silk blouses, and well tailored blazers. These items will not only last longer but also look more refined and elegant, perfect for capturing the old money style.

Stick to Classic Silhouettes

Classic shapes and cuts are another really important piece of the old money aesthetic. Be sure to opt for well fitted blazers, tailored trousers, button down shirts, and more. These silhouettes are great for not only flattering your body but also standing the test of time. Meaning they will never go out of style. This also means you will always look polished and put together in whatever you choose to wear from your old money inspired wardrobe.

Embrace Neutral Colors

A neutral color palette is key to achieving the old money look. For example, shades like tan, navy, white, black, and grey are timeless and versatile. Making them easy to mix and match with any item in your wardrobe. These colors are also sophisticated and are less likely to appear dated, fitting perfectly into the old money lifestyle. Also, if you’re looking for more neutral colors to add to your wardrobe, be sure to check out my post here.

Pay Attention to Details

Details make all the difference in the old money style. Look for clothing with subtle, elegant details like fine stitching, chic buttons, or even chic woven textures to elevate your look. Even if the piece of clothing may appear simple, these details will easily elevate your look. Also, always be sure that your clothes are clean, pressed, and well maintained. Paying attention to these little details will ensure that you always look sophisticated, embodying the old money aesthetic.

Accessorize Wisely

Accessories are so important in making or breaking an outfit. Invest in a few high quality pieces like a classic leather handbag, a flattering pair of sunglasses, and understated jewelry. Simple gold and silver necklaces or rings are timeless choices that can add a touch of simple elegance to any outfit. Remember, less is more when it comes to accessorizing in the old money style.

Boost Your Confidence

Overall, confidence is the best accessory you can wear. Carry yourself with grace and poise, and your outfit will stand out even more. Stand tall, make eye contact, and smile. When you feel good in what you’re wearing, it shows, enhancing your overall old money look.

Invest in Good Tailoring

Fit is everything in the old money aesthetic. For example, even the most expensive piece can look cheap if it doesn’t fit well. So, consider having your clothes tailored to make sure that they fit you perfectly. A well fitted blazer or a tailored pair of trousers can make a huge difference in how your outfits look in your old money style.

Stick to Timeless Footwear

Shoes say a lot about your style, and they are an easy way to give off the old money aesthetic. So, be sure to opt for classic styles like loafers, ballet flats, or elegant heels. Also, invest in well made, comfortable shoes that complement your outfits and can be worn for years, embodying the old money style. Don’t forget to check out my must have summer shoes if you’re looking for chic old money shoes to wear.

Minimalist Makeup, Hair and Nails

The old money aesthetic often features an overall natural, polished look. Stick to minimal, classic makeup. For example, neutral eyeshadows, a touch of blush, and a subtle lip color. For hair, opt for simple and elegant styles like a neat bun, loose waves, or a classic bob. When it comes to nails, go for elegant nudes, a pop of red, or a classic white. Overall, when it comes to old money beauty, remember to go for classic understated styles.

Where To Shop For Old Money Style

Sharing a variety of my favorite brands to shop to achieve the chic old money style.

Totême

Totême is an old money brand that is one of my personal favorites because of its minimalist designs that give off elegance and sophistication. They focus on high quality fabrics and classic silhouettes, which I absolutely love. Plus, their T-Lock bag is a classic in my wardrobe that I can’t live without.

Khaite

Khaite captures the old money aesthetic with its luxurious, understated fashion. The brand is known for its modern interpretations of classic silhouettes, which makes it loved by many. Their sophisticated pieces like cashmere sweaters, structured denim, and the iconic Scarlet cardigan offer timeless styles that fit perfectly into the old money lifestyle.

Ralph Lauren

Ralph Lauren is truly the epitome of old money style, and it’s a favorite of mine for its classic, timeless outfits and high quality craftsmanship. The brand’s preppy, all American style comes to life in iconic pieces like Polo shirts, cable knit sweaters, and classic trench coats. I love how Ralph Lauren’s 1980s and 1990s print campaigns also serve as a source of inspiration for the old money lifestyle.

J.Crew

J.Crew is one of my go to places for embracing the old money look without breaking the bank. Founded in the 1940s, they have so many timeless pieces that give off that classic, old money vibe. I shop there a lot because they offer well made basics like satin trousers, striped knits, and button down shirts that balance affordability and quality.

Reformation

Reformation is also one of my favorite places to shop for chic, high quality pieces with a sustainable touch. They’re well known for mixing modern silhouettes with timeless old money looks, making it easy to find something stylish and elegant. Their best sellers include linen pants, chic dresses, and timeless shoes, all of which fit seamlessly into the old money style.

Dissh

Dissh is perfect for building a minimal wardrobe that’s both stylish and high quality. Their pieces are designed to last forever and still look chic. They offer many great neutral options that fit seamlessly into any wardrobe. Best sellers include linen dresses, tailored pants, and minimalist tops, making it easy to achieve the old money aesthetic.

Frank & Eileen

Frank & Eileen is a favorite of mine for their high quality, classic pieces. All their clothes are made in the USA with sustainable practices, which I really appreciate. They have classic silhouettes perfect for the old money look. Their perfectly tailored button ups, linen sets, and versatile shirt dresses are must haves in my wardrobe.

Posse

Posse is an Australian based brand that embraces slow fashion, encouraging its consumers to invest in higher quality garments that are better for our planet and will stand the test of time. They offer timeless, elegant pieces that fit perfectly into the old money style. Known for their beautiful dresses and sophisticated separates, Posse’s collections are all about quality and classic silhouettes.

Shop My Old Money Favorite Essentials

If you’re looking for chic, high quality old money essentials that will stand the test of time, look no further. Simply click on each image below to shop the item.

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Be sure to check out my most recent posts for more style inspiration!

Please feel free to email me at thegraydetails@gmail.com if you have any questions! I’m always happy to help with styling or picking out a specific outfit for an event! Have an amazing day!!

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How to Dress Like Old Money