Old Money Accessories Guide to Choose and Style By Occasion

There’s no argument that mastering the old money aesthetic is the way to showcase success, confidence, and a timeless, refined, understated elegance.

Old money accessories are critical to achieving the Old Money look. Their finishing touches are designed to elevate your outfit from ordinary to extraordinary.

A well-chosen watch, a pair of classic cufflinks, or an elegant pocket square speak volumes about a gentleman’s status without needing ostentatious displays of wealth.

Old Money Essential Accessories

Accessorising your old-money look is an art any gentleman must master, and here are some of the key accessories you need to create a sense of timeless elegance.

1. Wristwatches

Old Money style accessorizing watch

A classic timepiece is the cornerstone of any old money accessory collection.

Opt for a watch with a simple, understated design from an iconic brand known for its craftsmanship and heritage, such as Rolex, Patek Philippe, or Jaeger-LeCoultre.

Choose a leather strap for a more traditional look or a metal bracelet for versatility.

Old Money Style Accessorizing Cufflinks

Cufflinks add a touch of refinement to any dress shirt.

Look for cufflinks made from precious metals such as gold or silver, or choose a classic design featuring mother-of-pearl, onyx, or enamel.

Monogrammed cufflinks are a subtle way to add a personal touch to your outfit.

3. Pocket Squares

Old Money Style Accessorizing Pocket Squares

A pocket square is a small yet powerful accessory that can elevate a suit or sports coat.

Choose a pocket square made from silk or linen in a classic pattern such as paisley, polka dots, or a simple solid colour.

The key is choosing a pocket square that complements your tie without matching it.

4. Repp and Bow Ties

Old Money Style Accessorizing repp tie and bow tie

A well-chosen tie or bow tie can make a statement without being overly flashy.

Opt for ties made from high-quality silk in classic patterns such as stripes, dots, or a subtle print.

For a more formal occasion, a bow tie in a solid colour or a classic Preppy pattern such as houndstooth or gingham can add a touch of old-world charm.

Old Money Accessories Styling Tips

One of the hallmarks of the old money style is the ability to adapt one’s accessories to suit any occasion.

A gentleman should have a versatile collection that can be mixed and matched to create different looks.

Accessories for Formal Events

Old Money style accessorizing formal event

For formal events such as weddings, white tie, or black-tie affairs, wear a classic dress watch, a pair of gold or silver cufflinks, and a simple white pocket square that will complement a tuxedo or dark double-breasted suit.

Accessories for Business Meetings

Old Money style accessorizing business event

In a business setting, your accessories should convey professionalism and reliability.

A dress watch with a leather strap, a silk tie in a classic pattern like argyle, polka dots, or stripes, and simple cufflinks will project an image of competence and success.

Accessories for Casual Events

Old Money style accessorizing casual event

For a casual old-money look, you can afford to be a bit more relaxed with your accessories.

A vintage-style watch with a leather strap, a knit tie, and a patterned pocket square can add a touch of Old Money flair to a casual outfit.

Accessorising Tips

  • Prioritise quality over quantity, such as accessories made from expensive materials such as full-grain leather or 18k gold.
  • Choose handmade accessories or crafted using traditional techniques.
  • Pay attention to the details, such as the stitching on a leather watch strap or the engraving on a pair of cufflinks.

Accessorising on a Budget

While this classic style is often associated with luxury brands and high-end accessories, a savvy shopper can achieve the old-money look on a budget.

Look for accessories made from high-quality materials such as full-grain leather, silk, or sterling silver.

Pay attention to the craftsmanship and attention to detail in the piece.

A well-made accessory from a lesser-known brand can often rival the quality of a luxury brand at a fraction of the cost.

Slowly build your collection over time rather than acquiring a complete accessory collection.

Invest in a few key pieces each year, choosing versatile items that can be mixed and matched with your existing capsule wardrobe.

Take the First Step With The VOU’s Styling Quizzes

Start with our quizzes. First, take our Face Shape Quiz to see which face shape yours is closest to and get first styling suggestions.

Then, see which colours the seasonal colour approach suggests for you with our Seasonal Colour Analysis Quiz.

See which cuts are usually recommended for your build with our Body Shape Quiz, and explore the styles that suit your taste with our Fashion Style Quiz.

Transform Your Image with The VOU’s Professional Guidance

If you want help with choosing accessories, The VOU’s stylists offer paid styling services, from single analyses to a complete package.

Our Professional Face Shape Analysis package provides you with a stylist’s assessment of your face shape from the photos and measurements you send, personalised hairstyle recommendations, customised facial hair styling guide, expert eyewear selection guidance, and detailed grooming recommendations tailored to your unique features.

For the most comprehensive transformation, consider our Complete Image Transformation Package.

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Original price was: $5,395.00.Current price is: $2,695.00.

The Complete Image Transformation Package includes our Fashion Style, Seasonal Colour, Body Shape and Face Shape analyses, a brand-specific shopping guide and two weeks of support.

The package brings the analyses together into one plan for your clothes, colours and grooming.