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When it comes to timeless elegance, nothing embodies sophistication like “old money” style. Rooted in traditional, high-quality pieces and classic silhouettes, the old money aesthetic has gained popularity for its understated luxury and refined taste. Think tailored blazers, cashmere sweaters, and structured bags—these are the wardrobe essentials that create a polished, sophisticated look. This guide will show you how to style old money outfits and give you inspiration with 21 chic ensembles that perfectly capture this refined aesthetic.
1. Classic Tailored Blazer and Trousers
One of the pillars of old money fashion is a well-tailored blazer. Pair it with high-waisted trousers and a silk blouse for a look that’s polished and professional. Opt for neutral colors like navy, black, or beige for a timeless look.
2. Cashmere Sweater and Midi Skirt
Cashmere sweaters are a staple for their luxurious feel and classic look. Pair a camel or cream-colored cashmere sweater with a midi skirt for an effortlessly chic ensemble that feels polished yet comfortable.
3. Silk Blouse and High-Waisted Jeans
For a sophisticated but casual look, try a silk blouse with high-waisted, dark-wash jeans. The combination of the luxe fabric with a tailored denim silhouette strikes the perfect balance of relaxed elegance.
4. Trench Coat with Slacks
A beige trench coat is essential for creating that old money vibe. Layer it over tailored slacks and a fitted turtleneck for a look that’s both functional and stylish, ideal for cooler days.
5. Monochromatic Suit
Nothing says “elegance” like a monochromatic suit in a neutral shade. Choose high-quality fabrics like wool or linen, and pair the suit with leather loafers or heels for an outfit that radiates confidence.
6. Structured White Button-Down and Pencil Skirt
A crisp, structured white button-down tucked into a pencil skirt is a simple yet sophisticated choice. Opt for skirts in timeless colors like black, navy, or grey, and add a classic belt for added polish.
7. Pleated Trousers with a Cardigan
Pleated trousers are a signature element of old money style. Pair them with a fitted cardigan, worn buttoned up for a neat look, or layer over a blouse for added elegance.
8. Cable-Knit Sweater and Plaid Trousers
Cable-knit sweaters, especially in cream or beige, exude a cozy, old-world charm. Pair one with plaid trousers for a touch of pattern that’s subtle but refined.
9. Silk Scarf and Tailored Coat
An elegant silk scarf can instantly elevate any outfit. Pair it with a tailored coat and fitted pants for a look that’s timeless and sophisticated. Wrap the scarf around your neck or tie it loosely for a laid-back feel.
10. Midi Dress with a Belted Waist
Choose a simple, elegant midi dress with a belted waist to accentuate your figure while maintaining a classic look. Opt for solid colors like navy, cream, or black to keep it understated and chic.
11. Double-Breasted Blazer with Jeans
For a modern twist on old money style, pair a double-breasted blazer with straight-leg jeans. This look combines casual and refined elements, perfect for a lunch date or a casual work setting.
12. Tweed Skirt Suit
Tweed suits are synonymous with timeless elegance. Choose a tweed skirt suit in neutral shades like beige, grey, or navy, and pair it with classic pumps for a sophisticated, old money look.
13. Oxford Shirt and Cashmere Vest
Layer a classic Oxford shirt under a cashmere vest for a preppy, old money vibe. Pair it with tailored trousers or a skirt for a polished outfit that’s perfect for the office or casual gatherings.
14. Silk Slip Dress with a Long Coat
A silk slip dress worn under a long coat brings a touch of elegance with a modern edge. Opt for neutral tones and pair the dress with simple, low-heeled sandals or ballet flats.
15. Fitted Blazer with Plaid Skirt
A fitted blazer paired with a plaid skirt creates a timelessly chic outfit with a touch of traditional charm. Add tights and loafers for a polished, classic look.
16. High-Waisted Trousers with a Mock Neck Top
For a refined look with a contemporary twist, pair high-waisted trousers with a fitted mock neck top. This ensemble elongates the silhouette and looks stunning with loafers or heels.
17. Striped Button-Down and Khakis
Channel an old money nautical vibe with a striped button-down shirt and well-fitted khakis. This look is perfect for casual outings and achieves a sophisticated yet effortless style.
18. Camel Coat and Turtleneck Sweater
A camel coat is an essential piece in an old money wardrobe. Layer it over a turtleneck sweater and tailored pants for a chic, classic look that works beautifully for cold weather.
19. Silk Cami and High-Waisted Midi Skirt
For an elegant evening look, wear a silk camisole with a high-waisted midi skirt. This combination is refined and feminine, ideal for special occasions.
20. Peacoat with Wool Trousers
A tailored peacoat paired with wool trousers creates a cozy yet polished winter look. Choose classic colors like navy, black, or grey for an old money feel that never goes out of style.
21. Boatneck Sweater with Pleated Skirt
A boatneck sweater has an inherently sophisticated silhouette. Pair it with a pleated skirt in a complementary color for a polished, refined ensemble that looks timelessly elegant.
Tips for Perfecting the Old Money Look
Creating a wardrobe inspired by old money fashion doesn’t have to mean spending a fortune. Focus on investing in high-quality, versatile pieces that will last for years. Here are a few tips to perfect the look:
- Stick to Neutral Colors
Neutral colors like beige, black, navy, and cream are the hallmark of old money style. They’re versatile, timeless, and look effortlessly elegant. - Invest in Quality Fabrics
Fabrics like cashmere, silk, wool, and linen not only look luxurious but also have a long-lasting quality. Choose materials that age well and retain their shape for an elevated look. - Opt for Simple, Classic Silhouettes
The old money aesthetic is all about understated elegance, so avoid trendy cuts. Instead, choose timeless silhouettes like tailored blazers, straight-leg trousers, and pencil skirts. - Accessorize Sparingly but Thoughtfully
Opt for simple accessories like a classic leather handbag, a silk scarf, or understated jewelry. Quality over quantity is key. - Prioritize Tailoring
Properly fitted clothes make a world of difference. Tailoring your pieces will help you achieve a polished and put-together look that’s central to old money style.
Embrace the Elegance of Old Money Fashion
With these 21 chic ensembles, you can create an elegant wardrobe that embodies the sophistication of old money fashion. From cashmere sweaters and trench coats to silk blouses and tailored trousers, each piece is a building block for timeless, sophisticated style. By focusing on quality, versatility, and a neutral color palette, you can effortlessly achieve the classic, refined look that’s synonymous with old money fashion.
This guide provides the perfect balance of inspiration and practicality for anyone looking to embrace a high-quality, chic, and timeless wardrobe. Whether dressing for the office, an event, or a casual outing, these old money outfit ideas will ensure you always look your best with classic sophistication.
