If there’s one aesthetic that never goes out of style, it’s old money dressing. It’s the quiet luxury of crisp tailoring, timeless silhouettes, and pieces that look like they belong in the closets of those who summer in the Hamptons and casually vacation on the Amalfi Coast. The best part? You don’t actually need a trust fund to pull it off—just a few smart styling choices.

This spring, old money outfits are all about relaxed elegance. Think breezy wide-leg trousers, perfectly structured blazers, and classic striped knits that make you look effortlessly put together. Neutral tones are always a safe bet, but a pop of color here and there? Absolutely. Whether you’re going for a refined café look or a polished off-duty vibe, these outfits will have you stepping into spring with main-character energy.

Striped Cardigan & Wide-Leg Trousers

A striped cardigan thrown over a fitted white tank instantly elevates the effortless appeal of crisp wide-leg trousers. The structured fit of the blazer keeps things polished, while a leather belt and matching bag add that understated, old-money touch. Classic Converse sneakers make it feel fresh and unfussy—because quiet luxury is about ease as much as elegance.

Black Tee & White Tailored Trousers

Monochrome styling always reads refined, and this black-and-white pairing is no exception. A structured tee tucked into white tailored trousers feels both crisp and relaxed, while a draped sweater over the shoulders nods to that classic, ‘I summer in the Hamptons’ aesthetic. Silver ballet flats and a sleek black tote complete the look with minimal effort but maximum impact.

Navy Blouse & Toile Midi Skirt

A button-up blouse in deep navy brings just the right amount of contrast to a toile-print midi skirt, making this look feel timeless yet current. The soft drape of the blouse tucked into a full silhouette gives an effortless, vintage-inspired elegance. Pearl accessories and neutral kitten heels tie everything together for that ‘old money, but make it modern’ feel.

Striped Blouse & White Mini Skirt

A crisp striped blouse with voluminous sleeves adds a refined touch to a structured white mini skirt. The classic brown belt pulls everything together, while the strappy white sandals keep it effortless. A tan handbag in a timeless shape is the finishing touch, proving that old money style is all about subtle yet thoughtful details.

Silk Skirt & Black Button-Up

Nothing says quiet luxury like a flowy silk skirt paired with a relaxed black button-up. The sleeves are casually pushed up for that effortless undone feel, while gold accessories and a woven clutch add just the right amount of polish. Slicked-back hair and minimal makeup let the textures do all the talking.

Striped Shirt & Denim

A structured striped button-up tucked into relaxed straight-leg jeans is the epitome of low-key elegance. The navy sweater draped over the shoulders nods to the preppy aesthetic, while classic loafers and a structured black handbag keep the whole look feeling refined. This is the kind of outfit that works just as well in the city as it does at a countryside estate.

Navy Cardigan & Tailored Trousers

A navy cardigan with gold buttons brings a classic, structured touch to relaxed neutral trousers. The contrast feels both polished and effortless, while a brown leather handbag and pointed black flats add that refined, lived-in elegance. It’s the kind of outfit that works for morning coffee runs and spontaneous afternoon plans.

Sleeveless Knit & Wide-Leg Pants

This creamy sleeveless knit tucked into flowing wide-leg trousers is the definition of understated luxury. The brown leather accessories—structured bag, matching belt, and loafers—bring warmth to the neutral palette, while a draped leather jacket over the arm adds a hint of sophistication without trying too hard.

Striped Cardigan & Cream Trousers

A black-and-white striped cardigan instantly makes anything feel put-together, but when paired with fluid cream trousers, it reaches new levels of timeless chic. The structured handbag and sleek ballet flats keep the outfit sharp, proving that simple silhouettes always win when styled with intention.

Tweed Jacket & Denim

A soft yellow tweed jacket instantly adds a polished touch to relaxed denim. The structured silhouette and pearl buttons give it that classic, Parisian-inspired charm, while the cream Mary Jane heels keep the look playful yet refined. A shoulder bag in a neutral tone completes the effortless sophistication.

Blue Button-Up & White Denim

There’s something effortlessly elegant about a crisp blue button-up paired with white denim. The slightly oversized fit and undone cuffs make it feel relaxed yet polished, while a structured white handbag and brown leather sandals keep the color palette fresh and timeless.

Black Tee & Tailored White Trousers

A fitted black V-neck tee tucked into pleated white trousers is the definition of minimalist luxury. The sleek black belt ties everything together, while classic patent ballet flats and a structured handbag elevate the whole look. Simple, refined, and always in style.

White Shirt & Silk Scarf

A crisp white button-up paired with wide-leg trousers is a classic power move, but the silk scarf draped over the shoulders takes it to the next level. Add in gold jewelry, a structured black handbag, and sleek sunglasses, and suddenly, it’s giving ‘coffee in Paris’ with an effortlessly chic edge.

White Shirt & Dark Denim

Dark-wash denim brings a polished contrast to the crispness of a relaxed white button-up. Tied at the shoulders, the brown sweater adds a subtle depth to the outfit, while black loafers and mini sunglasses keep the whole look feeling timeless. Think ‘off-duty in the South of France’ with a modern touch.

All-Black with Striped Sweater

A black turtleneck tucked into tailored trousers is already a foolproof combination, but throw in a striped sweater over the shoulders, and it’s game over. The structured handbag and woven ballet flats add texture to the monochrome palette, proving that an all-black moment never goes out of style.

Pink Blazer & White Trousers

A tailored pink blazer brings a playful edge to classic white trousers, proving that old money style doesn’t have to be neutral. The cropped silhouette and sleek white heels keep it polished, while the effortless drape of the trousers balances the bold color.

Striped Cardigan & Satin Midi Skirt

A striped cardigan paired with a sleek satin midi skirt is the ultimate French-inspired look. The structured shoulders and delicate gold buttons add refinement, while black pointed-toe heels and a micro bag make it effortlessly chic. This is the kind of outfit that belongs in a Parisian café.

Cream Knit Dress & Loafers

A ribbed knit dress in an all-cream palette exudes quiet luxury. The pleated texture keeps it visually interesting, while structured accessories—like a quilted handbag and sleek loafers—bring a sense of refinement. Add oversized sunglasses, and it’s giving wealthy woman on her daily coffee run.

Oversized Knit & Tailored Trousers

An oversized cream sweater draped effortlessly over structured white trousers is the perfect balance of comfort and sophistication. The relaxed silhouette is elevated with black accessories, like a structured handbag and classic leather pumps, making this look effortlessly refined.

Striped Blouse & Pleated Trousers

A striped button-up with crisp white pleated trousers creates an effortless Parisian-inspired moment. The undone buttons and pushed-up sleeves add a relaxed charm, while a structured black handbag and delicate gold jewelry tie everything together in a way that feels polished yet unbothered.

Striped Sweater & Wide-Leg Pants

A striped sweater paired with flowing wide-leg pants makes a subtle yet bold statement. The structured silhouette of the sweater, contrasted with the relaxed fit of the trousers, creates an easygoing elegance. Black accessories keep the monochrome palette feeling modern and sleek.