11+ Notable Old Money Outfits to Inspire Your Style

There’s something about old money style that exudes timeless elegance and effortless charm. Imagine stepping into a world where each outfit tells a story of heritage and grace. Here are some inspirations that might just make you feel like royalty in your everyday life.

1. The Classic Trench Coat

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The trench coat is like a hug from history, wrapping you in warmth and style. Its neutral colors make it versatile, pairing well with almost anything. A trench can elevate jeans and a tee to new heights.

For a unique touch, choose a trench with a vintage buckle or lining. It’s a subtle way to stand out while maintaining that classic vibe. Keep an eye out for sales or thrift stores to find a treasure without spending a fortune.

2. Tailored Blazer

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Nothing says sophistication like a perfectly tailored blazer. It hugs the shoulders and nips in at the waist, giving you a polished look. A navy or black blazer can be the cornerstone of your wardrobe.

Consider adding a pop of color with a pocket square or brooch for a personal touch. Tailored doesn’t have to mean expensive; many fast-fashion brands offer affordable options that look just as chic.

3. Crisp White Shirt

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A crisp white shirt is like a blank canvas, ready for your personal style to shine. Tuck it into high-waisted trousers for a classic look or tie it at the waist for a more casual vibe. The possibilities are endless!

Look for shirts with interesting details, like pleats or pearl buttons, to add a hint of luxury. Quality fabrics like cotton or linen will ensure it stays a staple in your closet for years.

4. Cashmere Sweater

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Soft and luxurious, a cashmere sweater feels like a warm embrace. It’s perfect for layering over shirts or under coats, adapting to any season. Neutral tones or soft pastels work best for that old-money feel.

Investing in cashmere might be pricier, but it’s worth it for the comfort and durability. Look for sales or second-hand options to find high-quality pieces at better prices.

5. Silk Scarf

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A silk scarf is the epitome of elegance, adding flair to any outfit. Drape it around your neck, tie it to your handbag, or use it as a headband. Its versatility knows no bounds.

Choose designs that speak to you, whether it’s bold patterns or soft florals. Even a small collection of scarves can transform your wardrobe, offering endless styling opportunities.

6. Brogues or Loafers

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Brogues or loafers offer that old-school charm with modern comfort. They’re perfect for almost any occasion, from a casual day out to a formal meeting. Leather options provide durability and a touch of luxury.

Keep them polished for a sharp look, or let them develop character with wear. Affordable options are available, but investing in a good pair will ensure comfort and style for years.

7. Tweed Jacket

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A tweed jacket whispers stories of country estates and intellectual gatherings. It pairs effortlessly with jeans or dress pants, offering a sophisticated yet relaxed look. Earthy tones like brown or green are timeless choices.

Look for vintage or second-hand jackets for an authentic feel. Tweed is known for its durability, so even older pieces can still look and feel fantastic.

8. Pearl Necklace

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Pearls are the little black dress of jewelry, classic and elegant. A simple string of pearls can elevate any outfit, making it look polished and refined. Wear them with everything from a cocktail dress to a simple sweater.

Opt for real pearls if budget allows, as they have a unique luster and feel. However, high-quality faux pearls can also provide that timeless look without the hefty price tag.

9. High-Waisted Trousers

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High-waisted trousers offer a flattering silhouette that harkens back to a bygone era. They elongate the legs and can be paired with blouses, shirts, or even casual tees for a chic look.

Choose fabrics like wool or cotton for a structured fit, and consider classic colors like navy or gray. Thrift stores often carry vintage finds that capture that old-money aesthetic.

10. Structured Handbag

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A structured handbag adds a touch of elegance and organization to your ensemble. It’s both functional and stylish, capable of holding all your essentials while looking refined.

Look for bags with clean lines and minimal embellishments. Leather or high-quality faux leather options offer durability and a classic appeal that transcends trends.

11. Leather Belt

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A leather belt can pull an outfit together, adding definition and style. Whether worn over a dress or with trousers, it offers a polished look that’s both practical and chic.

Opt for a classic buckle for versatility, and choose neutral colors like black or brown for timeless appeal. A quality belt can last for years, making it a worthwhile investment.

12. Vintage Watch

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A vintage watch is not just a timepiece; it’s a statement of style and history. It adds a touch of sophistication to any outfit, whether casual or formal. Look for designs that resonate with your personal aesthetic.

Authentic vintage watches can be pricey, but there are many affordable replicas that capture the charm of the originals. A well-chosen watch can be a conversation starter and a treasured accessory.