Men’s Blazer Styling Guide for a Perfect 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 wardrobe essential, pairing effortlessly with everything from jeans to dress trousers.

Look for one in medium-weight wool with a half-canvas construction—it’ll mould 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 checked pattern is a hallmark of traditional British tailoring, exuding a refined, aristocratic air.

Pair it with grey flannels and button-down shirt and tie for a classic Ivy look, or 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.

From Steve McQueen to Ralph Lauren, Old Money style icons 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 favourite 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 double-breasted suit jacket for a velvet or brocade blazer in a rich jewel tone (this can also be applied to a white tie).

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 prioritise 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.

Style with The VOU

Knowing the differences between single and double-breasted blazers, and purchasing some expensive brands is one thing.

But knowing how to match them according to your seasonal colour and body shape…well, that’s a different thing.

True fashion mastery lies in knowing and matching your body shape/type with your seasonal colour – skin, eye, and hair colours.

It requires understanding how to shop and pair the most ideal garments, footwear, and accessories from the most relevant, heritage brands.

This is paramount to being able to dress correctly by body shape, occasion, location, time of the day, and lifestyle.

Take the First Step With The VOU’s Styling Quizzes

Start your style journey with our free resources. First, take our Face Shape Quiz to confirm your face shape and receive initial styling guidance.

Then, discover your most flattering colours with our Seasonal Colour Analysis Quiz.

Learn which garment styles suit you best through our Body Shape Quiz, and find your ideal personal style with our Fashion Style Quiz.

Transform Your Image with The VOU’s Professional Guidance

For comprehensive image development that goes beyond hat selection, The VOU offers expert styling services to ensure your complete look projects success and sophistication.

Our Professional Face Shape Analysis package provides you with a scientific analysis of your exact face shape, personalised hairstyle recommendations, customised facial hair styling guide, expert eyewear selection guidance, and detailed grooming recommendations tailored to your unique features.

For the most comprehensive transformation, consider our Complete Image Transformation Package.

This premium service includes our Professional Face Shape Analysis, Seasonal Colour Analysis, Body Shape Analysis, Fashion Style Analysis, Wardrobe Curation Guide, and Personal Brand Development.

Through this complete package, you’ll develop a cohesive style that communicates success and sophistication across all aspects of your appearance.