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Old Money Style: Men's and Women's Guide to Dressing the Part

Updated: Jan 28

Welcome to our comprehensive guide on Old Money Style: Men's and Women's Guide to Dressing the Part.

Feature image for the blog post 'Old Money Style: Men's and Women's Guide to Dressing the Part', showing a young, wealthy-looking couple deeply gazing at each other, capturing the essence of old money style.

To help you navigate the elegance, sophistication, and timeless charm of old money fashion, here's an overview of what we'll be exploring in this article:

  • Delve into the timeless old money style with an exploration of the essential elements for both men and women.

  • Learn about the key components of an old money wardrobe, from high-quality, classic fabrics to impeccable cuts.

  • Discover how old money men use tailored suits, blazers, and dress shirts to portray a timeless, elegant style.

  • Gain insights into the fashion choices of old money women, such as elegant dresses, tailored trousers, and timeless accessories.

  • Get a guide to creating day-to-day old money vibes outfits for both men and women.

  • Understand how old money style comes into play when dressing for special occasions, including formal events and upscale gatherings.

  • Learn where to shop and which brands to look out for when curating your old money wardrobe.

  • Grasp the importance of the old money mindset, including cultural appreciation, personal growth, financial stability, and social responsibility.

When it comes to exuding elegance, sophistication, and a timeless sense of fashion, few styles can compare to the classic old money style. Steeped in tradition and refinement, old money fashion seamlessly blends the past and the present to create a look that's undeniably opulent, yet understated. In this article, we'll explore the essential elements of old money style for both men and women, drawing inspiration from our previous articles on old money fashion aesthetic, old money style guide, and old money season guide. Let's dive into the world of old money men and old money women to learn how you, too, can start dressing the part!


Woman on a boat wearing a headscarf in old money style knit jumper.

Timeless Fabrics and Elegant Cuts: The Foundations of Old Money Style


The foundation of any old money wardrobe lies in the selection of high-quality, classic fabrics and impeccable cuts. As discussed in our blog on old money fashion brands, investing in durable materials such as cashmere, linen, silk, and fine wool will not only provide long-lasting value but also bestow a sense of luxury onto your outfits.

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For old money men, traditional tailored suits, blazers, and dress shirts in neutral or darker hues are essential. Old money women, on the other hand, can opt for elegant dresses, blouses, and tailored trousers in equally classic colours. Both old money men and old money women can complement their outfits with timeless accessories, such as leather belts, silk scarves, and minimalistic jewellery.


"In old money style, less is often more. Choose quality over quantity, and let the subtle luxury of your wardrobe speak for itself."

Old money couple, woman leaning against car, looking at man.

Day-to-Day Old Money Outfits: The Ultimate Guide for Effortless Elegance


In our previous article on old money outfits for every season, we explored the timeless elegance of this fashion aesthetic. Here are a few key takeaway points to help you craft your daily old money wardrobe:


For Old Money Men:

  1. Focus on tailored suits and blazers in classic colours.

  2. Incorporate crisp dress shirts, preferably in white or pale blue.

  3. Invest in stylish shoes, such as loafers, oxfords, or brogues.

  4. Accessorise with understated accents like leather belts and elegant watches.

Ralph Lauren 1980s photoshoot: Close-up of a man wearing old money winter style blazer, scarf, and trousers.
Vintage Ralph Lauren: 1980s

For Old Money Women:

  1. Look for feminine dresses in modest cuts and subdued patterns.

  2. Add tailored trousers or skirts to your wardrobe, paired with well-fitting blouses.

  3. Invest in versatile shoes that blend style and comfort – think pumps, ballet flats, or simple sandals.

  4. Imitate icons of old money style, as outlined in our article on iconic old money styles, to evoke timeless elegance.

Putting together a day-to-day old money outfit can be as simple as combining classic pieces with a few strategic accessories.


Old money winter style: Women dressed in long sleeve top and trousers.

Unravelling Old Money Hairstyles: The Epitome of Ageless Elegance


An integral facet that supplements the charm of the old money aesthetic, often undervalued, is the finesse of hairstyles. Hairstyles which grace the tiers of the old money personalities mirror simplicity, refinement, and a timeless allure.


For Gentlemen Embracing Old Money:

  • Veering towards classics, opt for refined styles such as a clean-cut side parting or sharply slicked-back hair.

  • Channel your charisma through a well-presented appearance, ensuring any facial hair is trimmed to precision.

For Ladies Donning Old Money:

  • Elegance is key. Embody it through classic updos, free-flowing waves, or the ever-so-timeless chignon.

  • When it comes to hair accessories, exude sophistication with minimalistic yet chic pieces like pearl-encrusted pins or refined hairbands.

Hair, akin to fashion, reverberates personal style. The old money mantra here is a display of understated elegance and portraying sophistication in simplicity.


Event Dressing: Old Money Attire for Special Occasions


Old money men and women are known for their refined dressing when it comes to attending special events, such as weddings, galas, or sporting events. Taking cues from our old money style guide, here are some essential tips to help you dress the part at any upscale occasion:

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For Old Money Men:

  1. Choose a well-fitted tuxedo or dark suit for formal events, ensuring that the tailoring is impeccable.

  2. Opt for white dress shirts with French cuffs, paired with tasteful cufflinks.

  3. Add finishing touches with a silk bow tie or necktie, pocket square, and sleek leather shoes.

Man in a black tuxedo representing old money event dressing, standing in an old money mansion.

For Old Money Women:

  1. Look for elegant evening gowns or cocktail dresses in rich fabrics such as silk, velvet, or lace.

  2. Stick to classic colour palettes, opting for neutral shades, jewel tones, or subdued metallics.

  3. Accessorize with a statement piece of jewellery or an elegant clutch, and complete the look with tasteful heels.

Woman wearing a silk dress, sitting on a boat, holding a glass of wine.

To delve deeper into the nuances of event dressing with Old Money flair, explore our complete guide, From Casual to Gala: Mastering Old Money Event Dressing.


Old Money Aesthetic: Navigating the Shopping Landscape and Brand Choices


To achieve the old money look, it's crucial to know where to find the right pieces and brands for your wardrobe. Focus on quality, not trends, when selecting your garments. Here are some helpful tips:

  1. Shop at brands renowned for timeless style and exceptional quality, as we've discussed in our blog on quality old money fashion brands.

  2. Don't shy away from vintage shops or second hand stores – finding a unique, heirloom-quality piece can elevate your wardrobe and add an air of authenticity.

  3. Strike a balance between designer labels and lesser-known luxury brands, showcasing your taste without being overly showy.

In summary, the old money aesthetic is all about investing in timeless, high-quality pieces that exude understated elegance. By focusing on the essential elements of old money style for both men and women, you can dress the part for any occasion – whether it's a casual weekend brunch or a luxurious evening event. Remember: true sophistication and class are not just about what you wear but how you wear it. Embrace the old money aesthetic with confidence and poise, and let your style speak for itself.


Old money couple embracing each other, woman wearing all white shirt and trousers, man wearing white trousers and blue shirt.

The Old Money Mindset: Beyond the Wardrobe


Although the old money fashion aesthetic is a significant aspect of the lifestyle, it's also crucial to embrace the mindset behind it. Cultivating a graceful demeanour, showcasing humility, and treating others with respect and kindness are essential components of the old money lifestyle.

Adopting the following values and practices can help you embody the aura of old money:

  1. Develop an appreciation for the arts and culture. Attend galleries, museums, and theatre productions where you can immerse yourself in diverse perspectives and gain a broader understanding of the world.

  2. Prioritise your personal growth; seek out continuing education opportunities and always strive to expand your knowledge.

  3. When it comes to career and financial planning, adopt a long-term perspective. Invest wisely, live within your means, and focus on values like financial stability and independence.

  4. Practice proper etiquette – whether it's at a formal dinner party or in your daily interactions. Show respect to everyone around you, regardless of their social status.

  5. Make social responsibility and community involvement a priority. Show compassion and give back to causes that matter to you.

Old money couple elegantly walking through a coastal town on a sunny day.

Conclusion

In conclusion, adopting the old money style goes beyond merely dressing the part. Embracing the values and mindset that accompany this elegant and refined lifestyle can lead you on a path towards personal growth, financial stability, and timeless sophistication.


So, take inspiration from this comprehensive guide on old money style for both men and women, and embark on your journey towards exuding the grace and allure of the classic old money aesthetic. For a deeper exploration into curating a classic wardrobe, check out our guide on Old Money Aesthetic Wardrobe Essentials. Remember to stay true to yourself, invest in quality over quantity, and nurture the values and mindset that define the old money way of life. In doing so, you’ll not only look the part but authentically embody the old money charm that transcends time and trends.

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