Old money style isn’t just about dressing well — it’s about investing in timelessness. The kind of pieces that look better with age, and quietly say a lot without shouting.
Without beating around the bush, here is a list of 11 brands that offer premium quality products and a timeless fashion statement.
Let’s have a look.
Some brands just feel personal. Luca Faloni is one of them. The designer wanted timeless clothes that felt like his grandfather’s worn-in leather jacket, so he created the go-to old money brand – Luca Faloni. Just Italian artisans stitching linen shirts so breathable, they’re basically air conditioning for your torso.
Luca specializes in creating premium quality staples that outrun flashy trends and fast fashion. Their products are made to last a lifetime.
Timeless Picks: The linen shirt in faded sea green. Wear it unbuttoned over swim trunks in capri, or tucked into trousers for a dinner where you’ll casually mention it’s “from a little shop in Italy.”
The classic suede leather jacket is perfect for every casual event.
Cashmere, but make it thoughtful. Cucinelli built his name on quiet luxury — knits you want to live in, and jackets that feel like upgraded hoodies. The brand is focused on luxury knits and a sustainable and ethical approach to creating premium pieces.
It’s more than clothing. It’s a philosophy: comfort, softness, and a calm kind of confidence. You won’t find anything loud here — just really, really good sweaters.
Timeless Picks: The water-resistant parka in cream white. It’s what you throw on for rainy dog walks or board meetings when you need to flex. The basic white linen shirt is the ultimate luxury staple every man should have. Worn with a quality watch, it uplifts your look.
Loro Piana is known for sourcing the world’s rarest baby cashmere (obtained from the underfleece of Hircus goat kids). It’s what tech billionaires wear when they want to look casual but rich. It’s all ultra-soft cashmere and trousers that move like air.
Imagine petting a cloud (of course, the sweater) that costs more than your rent. This is how tech billionaires dress when they don’t want you to know they’re billionaires.
Timeless Picks: The baby cashmere crewneck in faded peanut color. Layer it over a tee for an effortless chic look, or under a blazer when you need to close a deal before dessert. Pairing it up with cashmere and wool trousers will instantly make you look like a hundred bucks.
A guy started making scarves so nice, men finally learned how to accessorize. Drake’s carries out almost 18 quality checks for each of its ties. It is the most popular choice now for silk handkerchiefs and men’s quality scarves too.
All the ties are handmade and cut with precision from big blocks of premium silk. The highest quality of fabric, produced with care and precision, makes it an old money brand for men.
Timeless Picks: The silk-tipped tie with check print and an all rounder cotton twill trousers. Pair it with a wrinkled Oxford shirt for an inherited rich vibe.
There’s “nice shoes,” and then there’s John Lobb. These are heirloom-level loafers, built by hand in Northampton. The brand became the first royal warrant holder as bootmaker to Prince Edward.
The ready-to-wear designs are made after a complex 19-step process (for each year you’re gonna wear them). These aren’t shoes; they’re foot heirlooms.
Timeless Picks: The Delano loafer in espresso leather. Wear them sockless with linen pants for weddings, or with jeans when you need to remind your brunch date you’re classic. For actual sass and class, go for Marldon. Wear it in every formal event to make your mark.
Zegna is a global luxury giant that is all about high-quality softest wool sourced from Mongolia, Australia, South Africa, and other parts of the world. The fabric and quality of wool are so soft that it feels like a second skin.
Timeless Picks: Picture yourself at a vineyard in Piedmont, sipping something red, sleeves rolled up, lino overshirt tossed over a linen tee, and sneakers. You will look cool, old money rich, and stylish.
Another top choice is the leather vest. Layer it over a crisp white shirt for a boardroom lunch — polished, understated, and the kind of look that speaks for itself.
James Eden resurrected his grandfather’s WWI-era factory to prove British manufacturing isn’t dead—it just quietly waited to be restored. Private White V.C. specializes in outerwear, including the iconic “Cromford” raincoat and flight jackets with nickel hardware.
Their knitwear and trousers are cut for movement, avoiding the fast-fashion trend. It is for men who appreciate durability and style.
Timeless Picks: The fashionable flight jacket is best for rainy walks or pretending you’re in a British spy movie, and the rugby shirt, when paired with jeans, becomes a perfect combo for Sunday walks in style.
The tailoring is just… on another level. Worn by James Bond and other men who don’t need to say much to own a room. It is known for its hand-stitched precision.
Created from Super 150s wool and silk-cashmere blends, the products are premium quality. Imagine wearing something loved by Hollywood elites. It’s possible.
Timeless Picks: Dress up the beige overshirt with slacks for dates, and dress down with jeans for brunch.
You will wear the must-have cashmere and wool overcoat for 20 winters and still get compliments. Gives the “looks expensive without even trying” fit.
Morris Stockholm is best known for Scandinavian minimalism and the production of slow fashion, producing small-batch collections from organic cotton, linen, and recycled wool.
It is for guys who care about the planet but still want to look sharp. Their clothes are made to last, not clutter landfills. If you are into clean aesthetics, relaxed, and gender-neutral products in muted tones, Morris Stockholm is for you.
Timeless Picks: The prestige blazer works with jeans for not-so-casual Fridays and dress pants for formal events. The sports polo is going to be the shirt you’ll live in all summer. Wash it, hang it, and repeat to look sharp and trendsetting.
Luca Casell named his brand after the word for “sword” because his clothes are sharp enough to cut through fast fashion clutter.
It is a brand that mixes workwear toughness with Italian tailoring. Making clothes for men who fix cars but also know wine. You get that, right? The result is a rugged yet refined aesthetic that is going to get people staring.
Timeless Picks: Wear the cotton ribbed sweaters at backyard BBQs or late-night grocery runs (while looking like a CEO). Or, choose the linen blend chinos with a collar shirt as workwear. Roll the cuffs, add leather boots, and pretend you’re here to fix the deal.
Church’s is one of the world’s oldest and most respected shoemakers, who’ve been nailing it since the Victorian era. Their shoes outlast jobs, breakups, and bad haircuts – all while looking vogue.
Made from oak-bark-tanned soles and calf leather from elite tanneries, the designs balance tradition and contemporary updates. (These are the shoes your grandkids are gonna fight over).
Timeless Picks: For weddings, funerals, and days when you need to feel unstoppable, pick Chetwynd. For coffee runs when you want to look rich but relaxed, slip on a suede Pembrey.
