Old Money Style for Men: Classic Looks That Never Fail
The Old Money style for men is all about timelessness, discretion, and quiet luxury. It’s not about flashing designer logos or chasing fast fashion trends—it's about investing in enduring wardrobe staples that speak of refinement and heritage. In this guide, we break down the key looks, essential pieces, and grooming principles that define the classic Old Money aesthetic for men.
What Is the Old Money Style for Men?
Old Money style refers to the traditional fashion worn by men from wealthy families, often passed down through generations. This style is influenced by British aristocracy, Ivy League preppiness, and European nobility. It’s clean, neutral, and intentionally understated.
Key Principles:
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Quality over quantity
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Tailoring over trends
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Subtlety over statement
1. The Tailored Blazer: A Cornerstone of Old Money Menswear
A tailored blazer is the most versatile item in an Old Money man’s wardrobe. Choose single-breasted in navy, camel, or herringbone. Avoid bold patterns or modern cuts.
Styling Tip: Pair with chinos and loafers for a casual day look or wear it with pleated trousers and a tie for formal events.
Keyword: tailored blazer
2. Oxford Shirts: The Quintessential Basic
You can never have too many Oxford shirts. Stick to muted tones like white, pale blue, and soft pink. Button-down collars add a touch of preppy elegance.
Pro Tip: Ironed and neatly tucked in—wrinkled shirts are not part of the legacy.
Keyword: Oxford shirts
3. Chinos & Wool Trousers: Dress Down with Class
Swap jeans for high-quality chinos or wool trousers in beige, olive, navy, or grey. Tailored but relaxed, these offer comfort without sacrificing polish.
Look Pairing: A navy blazer, white Oxford shirt, and khaki chinos scream effortless wealth.
Keyword: chinos
4. The Knit Sweater: Preppy and Practical
From cashmere crewnecks to cable-knit cardigans, sweaters add warmth and texture to your wardrobe. Layer over shirts or under jackets for year-round use.
Color Choices: Cream, forest green, burgundy, or navy.
Keyword: knit sweater
5. Polo Shirts: Casual but Polished
When the occasion is relaxed, polo shirts replace formal button-ups. Opt for pique cotton in solid, neutral tones.
Fit Matters: Avoid tight, athletic cuts. Old Money men wear their clothes with ease, not cling.
Keyword: polo shirts
6. Shoes: The Foundation of Elegance
The Old Money shoe collection is simple, functional, and impeccably maintained. Must-have styles include:
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Loafers (leather or suede)
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Oxfords (for formal wear)
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Brogues (for countryside or estate settings)
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Driving shoes (for leisure)
Maintenance Tip: Polished leather is a mark of discipline.
Keyword: loafers
7. Outerwear: Understated and Purposeful
Instead of trendy puffers or flashy parkas, choose classic coats like:
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Wool topcoats
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Quilted Barbour jackets
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Trench coats
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Tweed sports jackets
Colors: Camel, navy, olive, or charcoal grey.
Keyword: outerwear
8. Accessories: Functional Over Flash
Men’s accessories in Old Money style are practical, not decorative. Consider:
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Leather belts (brown or black)
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Classic watches (e.g. Rolex Oyster, Cartier Tank)
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Silk ties in stripes or muted paisleys
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Pocket squares in subtle prints
Avoid: Chunky rings, oversized logos, or bright colors.
Keyword: classic watches
9. Grooming & Presentation: Clean and Controlled
The Old Money man maintains a polished appearance:
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Hair: Short, clean cuts. Side parts or brushed-back styles.
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Facial Hair: Usually clean-shaven or neatly groomed beards.
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Cologne: Light, masculine, and discreet (e.g., Creed Aventus, Acqua di Parma).
Keyword: grooming
10. The Signature Look: How to Dress Like Old Money Every Day
Here’s a daily go-to formula:
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Navy blazer
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Pale blue Oxford shirt
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Beige chinos
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Brown loafers
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Classic leather watch
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Discreet cologne
You’ll look refined, wealthy, and quietly powerful—without saying a word.
Keyword: signature look
Final Thoughts: It’s Not Just Style, It’s a Statement
Old Money fashion is about more than clothing-it's a reflection of upbringing, manners, and restraint. The best part? You don’t need to be born into wealth to dress with timeless elegance. All it takes is intentional curation, quality investments, and respect for tradition.
