Thursday, October 09, 2025

Old Money

In the spirt of fashion intelligence old money isn’t about inherited wealth, it’s a mindset of timeless elegance, whispered secrets, and effortless sophistication. Drawing from the golden eras of the 50s and 60s, channeled through music and personal bonds, this microtrend lets you blend vintage glamour with modern twists. Perfect for holiday gatherings or cozy winter knights here’s how to embrace it. Inspired by icons like Elizabeth Taylor and contemporary voices like Lana Del Rey, let’s explore this aesthetics wardrobe, evaluating classic pieces against fresh renditions all while keeping it fun.

Vintage Vibes: 50s – 60s icons

Think Elizabeths Taylors poised glamour, Barbra Streisand’s bold flair, and Judy Garlands whimsical charm. These women defined an era of rich, secretive style that enriched The Great Gatsby vibe. Taylors looks often featured clean lines and sophisticated tailoring, like fitted dresses in neutral tones with subtle embroidery. To incorporate and compare go with a tailored wool coat or a silk blouse, pieces that whisper luxury without screaming it. Pair with pearl earrings for that corporate gesture vibe. Pro tip: Thrift stores like Value Village in Toronto have a great selection for this era under 50$, versus splurging on new replicas. This approach keeps your look intelligent and investing in quality that lasts through Januarys chills.

Modern Muses

Fast-forward artists like Lana Del Rey and Holly Macve whose rustic, lonesome lyrics evoke old money flair and dysfunctional romance. Del Rey’s style mixes ethereal dresses with tweed elements, bending nostalgia with today’s flair.

Macve, with her country noir edge, inspires cozy knits and flowing skirts. To embrace this, evaluate your oversized weathers at home, a neutral or beige cashmere blend from Uniqlo for 80$ will do the trick, adding a pop of red lipstick for that secretive allure. For winter, layer with a fill-length coat. This fusion keeps the aesthetic fresh, ideal for holiday parties where you want to feel like a star without the spotlight.

August Richards

Old money shines brightest in shared moments, like my bond with friend August Richards. We channel it through rustic tunes from Tim Buckley’s folk melodies playing as we sip wine and dance in the living room with a wonderful full fur coat over a simple black dress as seen in the cover, but for me maybe I’d have a glass in hand and a bespoke suit tailored to perfection. To try out the August and Hugo festivities, host a small gathering indoors or outdoors, play your favourite 60s tunes, and rock on like you’re in The Great Gatsby.

Essentials

To balance old with new, focus on versatile staples. Start with a striped button down layered under a sweater vest. Add flowy trousers or a tennis shirt for movement and minimal gold jewelry with loafers. For holidays, incorporate velvet accents to make it elegant yet cozy. Shop locally at Queen West boutiques for Toronto designers, or online at Asos for mixes. This curated approach ensures your style exudes unspoken confidence, provided old money is about intelligent choices, not just deep pockets.

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