Old Money Style: A Masterclass in Timeless Elegance
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The Essence of Old Money fashion
Fashion trends come and go, but true style is eternal. That’s the secret of the Old Money aesthetic—it’s not about being trendy, it’s about being timeless. This isn’t fashion that shouts; it’s fashion that speaks in a quiet, assured tone. It’s the art of looking effortlessly refined, as if you’ve always belonged in the most exclusive rooms.
Gaining popularity as a symbol of understated elegance and luxury on social media platforms like TikTok, this style embodies the quiet confidence of classic cuts, high-quality fabrics, and effortless sophistication. Often referred to as "quiet luxury," the look is less about status symbols and more about a refined approach to dressing that transcends trends. Let your Taelor stylist know if you’d like to adopt Old Money Style.
What is Old Money style?
Old Money style is about impeccable fit, rich yet sober fabrics, and a wardrobe that exudes quiet confidence. Forget flashy logos and over-the-top designer pieces. It’s about refinement. Whether you’re stepping into a private club, a boardroom, or a casual weekend brunch, this look ensures you always appear polished, put-together, and undeniably sophisticated.
Mastering this aesthetic isn’t about excess. In fact, less is more in old money style, when done right. Your Taelor stylist can help you master this.
The Rules of Old Money Style
Old Money style is rooted in tradition, exuding an air of heritage and refinement. It champions the idea that true style is never ostentatious but rather a reflection of confidence, good taste, and an appreciation for quality. Those who embrace this Old Money fashion focus on classic, timeless pieces. Garments that are well-made, and built to last. This hallmark of this style lies in its subtlety; it speaks volumes without saying a word.
It is a rejection of the disposable and an embrace of the timeless.In a world obsessed with novelty, the Old Money aesthetic is a testament to the power of tradition, proving that true style is, and always will be, eternal.
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The Foundation of Timeless Dressing
A well-cut suit is the cornerstone of the Old Money fashion. Unlike the overly slim fits of fleeting fashion trends, these suits favor classic proportions—structured but never stiff, fitted but never tight. Fabrics matter: wool, cashmere blends, and fine flannels reign supreme, ensuring a luxurious drape that moves with the wearer.
Navy and charcoal remain the undisputed champions of timeless suiting, their versatility unmatched. A double-breasted jacket, when tailored to perfection, exudes power and refinement, while a single-breasted option offers an effortless, everyday sophistication. The key is in the details and subtle nods to sartorial excellence.
A blazer is the quintessential choice for moments that demand polish without the formality of a full suit. The Old Money aesthetic leans toward rich textures—think navy hopsack, soft tweeds, or linen blends for warmer climates. A well-constructed blazer, paired with the right accessories, seamlessly transitions from casual afternoons to elegant evenings.
Gold buttons on a navy blazer hint at heritage, while a soft-shouldered Italian cut adds an air of continental ease. The fit should be impeccable but never restrictive; Old Money fashion is about comfort as much as it is about style.
Dress Shirts: The Hallmark of Refinement
No wardrobe is complete without a collection of crisp, well-fitted dress shirts. White remains the gold standard, exuding a pristine elegance that pairs effortlessly with any ensemble. Soft blue and subtle stripes offer a tasteful variety, ensuring a touch of interest without compromising sophistication. Think Brooks Brothers, with its timeless, understated style.
Collars matter. A spread collar accommodates a tie beautifully, while a button-down exudes a relaxed refinement when worn without one. Fabric is equally important—Egyptian cotton, poplin, and Oxford cloth provide both durability and a touch of quiet luxury.
Polos: Casual, Yet Cultivated
When the occasion calls for something less formal yet equally refined, the polo shirt is an Old Money essential. Unlike its mass-market counterparts, the perfect polo is crafted from fine cotton piqué, offering both comfort and an unmistakable air of exclusivity. Ralph Lauren has long been associated with old money aesthetic and known for its timeless designs.
A properly structured collar ensures it remains crisp throughout the day, while a classic fit—neither too loose nor too tight—elevates its sophistication. Paired with well-cut trousers or neatly pressed chinos, the polo transitions effortlessly from the golf course to an afternoon yacht excursion.
Knitwear: Understated Luxury
Cashmere sweaters, fine merino wool pullovers, and silk-cotton blends embody the refined sensibility of the Old Money aesthetic. These pieces are never flashy, but their quality is undeniable. A crewneck sweater layered over a dress shirt offers casual refinement, while a turtleneck, when paired with a structured blazer, exudes intellectual elegance.
Cable-knit sweaters, particularly in cream or navy, evoke a sense of heritage, reminiscent of autumn weekends spent in the countryside. The key to knitwear is texture—subtle ribbing, fine-gauge knits, and soft, breathable fibers create depth without excess.
Expert stylists assisted by AI to pick items that match your preferences and occasions.
Rent up to 10 items per month to get ready for the week and achieve your goals.
Easy return to get your next shipment or buy to keep your favorite items.
Trousers: The Perfect Silhouette
Well-styled trousers form the backbone of a sophisticated wardrobe. Pleated styles, once considered old-fashioned, have returned with a vengeance, offering both comfort and an elegant drape. Flat-front trousers remain a timeless staple, exuding a clean, modern silhouette.
Fabric choices distinguish the refined from the ordinary. Wool flannel provides warmth and richness, while lightweight linen ensures breathability in warmer months. Chinos, in shades of khaki, stone, or olive, offer a relaxed alternative without sacrificing sophistication.
Footwear: What’s Old Money Shoe Style?
Shoes may be the final detail, but they are by no means an afterthought. Old Money footwear is defined by craftsmanship and subtlety—polished, never flashy. Leather loafers, with their effortless charm, are indispensable. The penny loafer, in rich brown or oxblood, transitions seamlessly from day to night, while tassel loafers hint at European refinement.
Oxford shoes, particularly in black or deep brown, remain the ultimate choice for formal settings, while monk straps offer a distinguished alternative. Even casual footwear—such as a suede driving moccasin or an espadrille in summer—adheres to the principles of quiet luxury.
Accessories: What kind of accessories are considered Old Money style?
Accessories in old money fashion are never ostentatious but always considered. A leather belt, a silk pocket square, and a well-crafted watch complete the look with quiet confidence. Burberry scarves for instance, with their signature plaid, and understated yet classic appeal, exemplify old money fashion.
Timepieces, in particular, are chosen for their heritage rather than their flashiness. A classic dress watch with a leather strap speaks volumes about the wearer’s appreciation for craftsmanship. Monogrammed cufflinks, tortoiseshell sunglasses, and a fine leather briefcase add the final, imperceptible touches that distinguish true elegance from mere imitation.
Beyond Fashion: A Mindset of Timelessness
Old Money style is not simply about what one wears; it is about an attitude, a lifestyle, and an unwavering commitment to quality. It values discretion over display, craftsmanship over trendiness, and heritage over hype.
To embrace this aesthetic is to invest in pieces that will stand the test of time—both in their physical durability and their enduring appeal.
Reach out to a Taelor stylist to help you acquire an old money elegance, with personalized style and the right outfit rentals curated from our vast high-quality collection.
Want some help finding clothes that will make you the best possible version this season? Let Taelor help. Taelor is a menswear rental subscription service dedicated to helping men look their best when it matters most. Our styling service, powered by a human stylist and assisted by artificial intelligence, finds the clothes that help you win – at work, on a date, at a party, or wherever you spend your time.
