20.12.2024

A frank talk about ankle-baring pants and "sockless" style

True style after 40 means embracing sophistication, not chasing trends. Learn why ankle-bearing pants and going sockless aren't doing you any favors, and how to dress with dignity and timeless class.

Words: Style Editor

Chris Pine

Photo credit: Getty.

Let's have an honest conversation, fellow distinguished gentlemen. You've earned your salt-and-pepper hair, achieved career milestones, and perhaps raised a family. So why are you still dressing like a 25-year-old influencer trying to rack up Instagram likes?

The Ankle Epidemic

The "ankle-baring pants" trend – those deliberately shortened trousers that leave a generous gap between your shoes and pants – might look fresh on Timothy Chalamet, but on a man over 40, it screams "midlife crisis" louder than a cherry-red Porsche in your driveway. Let's be brutally honest: nobody wants to see your ankles during a board meeting, ball, or at soiree.

Chris Pine attends the match between Como 1907 and Fiorentina at Giuseppe Sinigaglia Stadium on November 24, 2024 in Como, Italy.

Photo credit: Getty

Take a cue from Chris Pine, who at 43 consistently demonstrates how to keep it contemporary while maintaining dignity. Notice how his trousers break perfectly at the shoe, creating a clean, uninterrupted line that elongates the leg. There's a reason the classics endure – they are timeless, prim and proper.

The Sockless Syndrome

And speaking of exposed ankles, let's address the elephant in the room: going sockless in dress shoes. Unless you're literally on a yacht in the Mediterranean (and even then, we have questions), there's no excuse for bare feet in leather shoes. Not only does it look jarringly juvenile, but it's also a recipe for disaster in terms of foot health and shoe longevity.

During his time in South Africa to celebrate the EarthShot Prize 2024 (inspired by JFK's moonshot vision), Prince William debuted his most laidback look yet, rocking a vintage blazer in a black and white Prince of Wales check, sourced from a vintage shop in London, with £130 sustainable trainers by Purified Shoes, made from biodegradable materials and zero plastic.

Photo: Getty

Prince William, at 41, exemplifies this principle perfectly. You'll never catch him playing footsie with fashion fads. His sock game is impeccable – thin, high-quality dress socks that complement both shoe and trouser. It's a subtle detail that speaks volumes about understanding proper gentlemanly attire.

The Hard Truth

Here's the reality check we all need: trying to emulate Gen Z fashion trends isn't making you look younger – it's highlighting the age gap. It's like using "lit" in a business email; it doesn't make you cool, it makes you look like you're trying too hard.

Instead, focus on what actually matters at your age:

- Impeccable fit

- Quality materials

- Classic proportions

- Appropriate context

The Power of Proper Length

A properly tailored trouser should kiss the top of your shoe with a slight break. This creates a sophisticated silhouette that works whether you're in the boardroom or at a black-tie event. The goal isn't to show off your ankles or your latest sock purchase – it's to present yourself as the accomplished gentleman you are.

Moving Forward

Does this mean you can't be well-dressed after 40? Absolutely not. It means you have the wisdom to understand that true style is about knowing what works for your age and station in life. You've earned the right to dress like a grown man who knows his worth.

Remember: You're not giving up style; you're embracing sophistication. Leave the ankle-baring to the TikTok generation. You've got more important things to showcase – like your experience, wisdom, and good taste.

Keep your ankles covered, your socks on, and your dignity intact. Your peers, partners, and progeny will thank you.

Danial Deen Isa Kalebic and Prince Mateen - always on point, polished manners.

Photo: Instagram

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A frank talk about ankle-baring pants and "sockless" style

True style after 40 means embracing sophistication, not chasing trends. Learn why ankle-bearing pants and going sockless aren't doing you any favors, and how to dress with dignity and timeless class.

Words: Style Editor

Chris Pine

Photo credit: Getty.

Let's have an honest conversation, fellow distinguished gentlemen. You've earned your salt-and-pepper hair, achieved career milestones, and perhaps raised a family. So why are you still dressing like a 25-year-old influencer trying to rack up Instagram likes?

The Ankle Epidemic

Chris Pine attends the match between Como 1907 and Fiorentina at Giuseppe Sinigaglia Stadium on November 24, 2024 in Como, Italy.

Photo credit: Getty

The Sockless Syndrome

Photo: Getty

The Hard Truth

Here's the reality check we all need: trying to emulate Gen Z fashion trends isn't making you look younger – it's highlighting the age gap. It's like using "lit" in a business email; it doesn't make you cool, it makes you look like you're trying too hard.

Instead, focus on what actually matters at your age:

- Impeccable fit

- Quality materials

- Classic proportions

- Appropriate context

The Power of Proper Length

Moving Forward

Does this mean you can't be well-dressed after 40? Absolutely not. It means you have the wisdom to understand that true style is about knowing what works for your age and station in life. You've earned the right to dress like a grown man who knows his worth.

Remember: You're not giving up style; you're embracing sophistication. Leave the ankle-baring to the TikTok generation. You've got more important things to showcase – like your experience, wisdom, and good taste.

Keep your ankles covered, your socks on, and your dignity intact. Your peers, partners, and progeny will thank you.

Danial Deen Isa Kalebic and Prince Mateen - always on point, polished manners.

Photo: Instagram

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