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Men’s Blazers Styling Guide for a Classic Old Money Look

Imagine entering any room and instantly commanding respect without saying a word; that’s the power of dressing like generational wealth and the aura of success.

So, how do you build quiet confidence, class, and an old-money look?

Well, it starts with understanding how to choose and style your blazer.

Single-Breasted Navy Blazer

If you only invest in one blazer, make it a navy single-breasted style.

It’s the most versatile player in your wardrobe, pairing effortlessly with everything from jeans to dress trousers.

Look for one in a medium-weight wool with a half-canvas construction—it’ll mold to your body over time and last for years.

Dress it up with a tie and pocket square, or dress it down with an open-collar shirt and chinos.

Double-Breasted Camel Blazer

For a slightly more daring take on the classic blazer, opt for a camel-hued double-breasted style.

The warm neutral tone pairs beautifully with earth tones and jewel shades, while the double-breasted silhouette adds a touch of old-world charm.

Remember to keep the fit impeccable—a boxy double-breasted blazer can quickly veer into dated territory.

Houndstooth Sports Coat

Ready to graduate to advanced-level Old Money style? Enter the houndstooth sports coat.

This black-and-white checked pattern is a hallmark of traditional British tailoring, exuding a refined, aristocratic air.

Pair it with charcoal flannels and a cashmere turtleneck for a look that’s equal parts dashing and debonair.

Just keep the pattern scale subtle—you want to look like Old Money, not old-fashioned.

So there you have it, gents—the ultimate guide to styling blazers like true old-money royalty.

Countless style icons, from Steve McQueen to Ralph Lauren, have built their signature looks around this versatile wardrobe staple.

The key is to invest in quality, prioritize fit, and always err on the side of understated elegance.

Old Money Style Blazer Outfit Ideas

Smart Casual

One of the blazer’s superpowers is its ability to elevate any ensemble.

For a smart casual vibe that oozes old money charm, pair your favorite blazer with a crisp Oxford shirt, tailored chinos, and leather loafers.

Bonus points for adding a silk pocket square in a complementary hue. It’s a look that seamlessly transitions from the boardroom to the country club.

Black Tie

When the occasion calls for something dressier, a well-cut blazer is your secret weapon.

For black-tie optional events, swap your suit jacket for a velvet or brocade blazer in a rich jewel tone.

Pair it with tuxedo trousers, a bow tie, and patent leather oxfords for a look that’s equal parts dapper and debonair.

It’s all about mixing traditional pieces with a touch of personal flair.

Styling Tips

When it comes to nailing the old money aesthetic, material is king.

Bypass trend-driven synthetics and prioritize natural fabrics that whisper rather than shout.

Think sumptuous wool, buttery cashmere, crisp linen—the materials that only get better with age. Trust me, once you go premium, you’ll never go back.

Next up, let’s talk silhouettes.

Old money is all about understated elegance, so bypass boxy cuts and overly trendy details.

Instead, opt for a tailored fit that skims your frame without suffocating it.

Single-breasted styles with notched lapels are foolproof, while a peak lapel can add a dash of debonair flair.

When in doubt, channel icons like JFK or Gianni Agnelli—masters of effortless refinement.

Faux Pas to Avoid

  • Avoid blazers with overly trendy details like contrast piping, excessive buttons, or logos. Old money is about quality, not flash.
  • Opt for understated embellishments like horn buttons or a subtle ticket pocket.
  • Remember, the goal is to look effortlessly polished, not like you’re trying too hard.
  • Avoid drowning in excess fabric or squeezing into a too-snug silhouette.
  • The shoulder seams should graze your natural shoulders, the sleeves should hit just above your wrist bone, and the bottom hem should cover your rear.
  • When in doubt, take it to a trusted tailor—a nipped waist and adjusted sleeves can make all the difference.

Get Professional Styling Help

Of course, mastering the art of old money style takes practice and a discerning eye.

That’s where The VOU’s team of expert stylists, myself included, have spent decades helping men like you cultivate a look that exudes refinement and success.

With our bespoke styling packages, you’ll gain access to insider knowledge, personalized recommendations, and ongoing support as you elevate your sartorial game.

Imagine entering any room instantly, commanding respect, admiration, and envy.

Picture yourself at the helm of your dream career, rubbing elbows with industry titans and cultural tastemakers.

Envision a life where opportunities come to you effortlessly, all because you’ve mastered the art of presenting your best self to the world.

That’s the power of old money, and it’s within your reach, so welcome to the world of old money—we’ve been expecting you.

With over twenty years of front-row fashion and styling events, collabs with haute-couture houses, and a PhD in Luxury Fashion, Laurenti is an expert in crafting personalized looks that depict old-money sophistication.

With years of expertise in high-end fashion collabs and a PhD in Sustainable Fashion, Ru specializes in curating eco-luxe wardrobes for the modern gentleman seeking understated refinement.

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