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Modern Old Money Style Outfit Ideas for Stylish Men

Old money style has its roots in the fashion choices of wealthy, upper-class families with a long history of affluence.

This aesthetic is often associated with the preppy, Ivy League look that originated in the 1950s and 60s.

The style is characterized by classic, high-quality pieces that stand the test of time, reflecting the wearer’s refined taste and social status.

While old money style is rooted in tradition, incorporating updated fits and silhouettes can keep your look current.

Modern Old Money Style Essentials

Shirts

Oxford button-down shirts are a staple in the old money wardrobe.

Opt for crisp white, light blue, or subtle striped patterns.

Polo shirts in solid colors or with a small, embroidered logo are also a classic choice.

Trousers

Tailored chinos or dress pants in neutral shades like khaki, navy, or gray are essential.

For a more casual look, wear slim-fit jeans in a dark wash.

Blazers and Jackets

A well-fitted navy or tweed blazer is necessary for any old money-inspired outfit.

Invest in a classic wool overcoat or a waxed cotton Barbour jacket for colder weather.

Shoes

Leather loafers, oxfords, or brogues in brown or black are the go-to footwear choices for the Old Money aesthetic.

Boat shoes or white sneakers can be worn for more casual occasions.

Watches

A classic, understated watch from a renowned brand like Rolex, Omega, or Cartier adds a touch of refined luxury to any old money-inspired outfit.

Ties and Pocket Squares

Silk ties in solid colors, stripes, or subtle patterns pair perfectly with a blazer.

A coordinating pocket square adds a touch of sophistication.

Belts and Suspenders

Leather belts in brown or black with a simple, classic buckle are a staple accessory.

For a more vintage-inspired look, opt for suspenders in a solid color or subtle pattern.

Modern Old Money Style Outfit Ideas

Casual

For a casual old-money look, pair a polo shirt with chinos and loafers.

For cooler weather, add a sweater or sports coat.

Business Casual

Combine a button-down shirt with dress pants, chinos, and a blazer for a business casual old money outfit.

Complete the look with leather loafers or brogues.

Formal

A well-tailored suit in a classic color like navy or charcoal is perfect for formal events.

Pair with a crisp white dress shirt, a silk tie, and leather oxford shoes.

Styling Tips

Focusing on fit, quality, and attention to detail is crucial to truly capturing the essence of old-money style.

Invest in well-made, tailored pieces that will stand the test of time.

Pay attention to the small details, like the stitching on a blazer or the polish on your shoes, as these elements contribute to the overall refined aesthetic.

Achieve the Modern Old Money Look

At The VOU, we understand the importance of looking your best and the confidence that comes with it.

Our expert stylists are dedicated to helping you achieve the modern old-money look, tailored to your individual style and preferences.

With our affordable styling packages, you’ll have access to a curated selection of timeless, high-quality pieces that will elevate your wardrobe and help you embody the refined, sophisticated aesthetic of old money style.

From classic blazers and tailored trousers to the perfect accessories, our stylists will guide you every step of the way.

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 expertize 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.

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