How to Rock the Old Money Style Aesthetic for Men in 2025

When it comes to men’s fashion, few styles exude as much class and sophistication as the old money aesthetic. I believe this style is more than just wearing clothes—it’s a statement of values and personality.

The old money style has become a symbol of timeless sophistication and understated luxury. Rooted in generational wealth and tradition, this fashion aesthetic emphasizes quality over quantity, classic over trendy, and subtle elegance over overt branding. For men, the old money style represents a wardrobe that combines comfort, functionality, and refinement. In this article, we’ll explore what defines the old money style for men and how to incorporate it into your wardrobe seamlessly.

What Is the Old Money Style for Men?

The old money style for men is a classic fashion approach that emphasizes timeless elegance, subtle luxury, and impeccable taste. It’s all about looking sophisticated without being flashy. This style focuses on well-tailored clothing, high-quality materials, and neutral colors. Instead of bold logos or trendy outfits, men who follow the old money aesthetic prefer understated yet refined clothing that quietly exudes class and affluence.

If you want to explore how different aesthetics like the Dark Academia Fashion also focus on sophisticated outfits with an intellectual vibe, you might find inspiration for how to layer pieces and add accessories that complement the old money look.

A typical old money fashion for men includes tailored suits, cashmere sweaters, polo shirts, loafers, and chinos. The emphasis is always on fit and quality rather than quantity. This style is also about investing in wardrobe staples that can last for years, like a classic navy blazer or leather oxford shoes. The overall look is clean, subtle, and effortlessly stylish, making it suitable for both formal occasions and casual settings.

If you appreciate clean, effortless styles that exude class, consider exploring Guide to Skater Boy Style, which shows how youth culture can embrace simplicity and elegance too.

Colors, Patterns, and Materials

The old money aesthetic often revolves around specific colors, patterns, and materials that exude sophistication:

Colors: Neutral palettes dominate, with shades like navy, beige, white, olive, and black being most popular. These tones are timeless and versatile, making them ideal for any occasion.
Patterns: Subtle patterns like stripes, checks, and houndstooth are favored over bold prints. These classic designs add texture and interest without overwhelming the outfit.
Materials: Natural fibers such as wool, cashmere, cotton, and linen are essential to the old money style for men. These materials ensure durability, comfort, and an unmistakable air of luxury.

Origins of Old Money Fashion for Men

The old money aesthetic finds its roots in the traditions of aristocratic families and generational wealth. In the past, wealthy families in Europe and America dressed in a way that reflected their refined upbringing and luxurious yet restrained lifestyle. These individuals avoided overly trendy or extravagant clothing, favoring timeless designs that aligned with their family’s legacy and values. Today, this tradition continues as the old money style for men, representing sophistication, tradition, and understated luxury.

How to Dress in Old Money Style for Men

Mastering the old money style for boys involves curating a wardrobe that reflects timeless elegance, high-quality craftsmanship, and subtle sophistication. Below, we’ll break down the key wardrobe essentials, from tops and bottoms to accessories, to help you achieve the perfect old money aesthetic.

Key Wardrobe Essentials for Old Money Style for Men

Old Money Style Men Tops

Tops in old money style for men prioritize quality and versatility. Here are expanded options:

Polo Shirts: Choose soft cotton, cashmere, or merino wool polo shirts in neutral colors like white, navy, olive, or beige. Long-sleeve polo shirts are a great option for cooler weather.
Button-Down Shirts: Include white Oxford shirts, pastel-colored shirts (light blue, pale pink), and striped or checkered patterns in your wardrobe. Ensure they are made from premium cotton or linen.
Sweaters: Add crewneck and V-neck sweaters in neutral tones like grey, cream, or camel. Aran knit sweaters and cable-knit designs add texture while maintaining the old money aesthetic.
Turtlenecks: Slim-fit turtlenecks in black, navy, or cream exude sophistication and pair beautifully with blazers or coats.
Henleys: A high-quality, neutral-toned Henley can add a relaxed yet refined touch to your casual old money style.

Old Money Style Men Bottoms

For bottoms, the focus is on tailored and versatile options.

Chinos: Add a range of colors like khaki, stone, or dark green for flexibility. Slim or straight-leg chinos are ideal for achieving that old money style men vibe.
Tailored Trousers: Wool trousers in grey, navy, or houndstooth patterns are a must for formal or semi-formal occasions. Pleated styles add a classic touch.
Linen Pants: Perfect for summer, beige or cream linen trousers pair well with blazers or polo shirts.
Casual Shorts: Choose knee-length tailored shorts in neutral shades like tan, white, or olive. Pair with loafers and a polo for an old money style men casual look.

Outerwear for Old Money Style Men

Outerwear defines the old money fashion for men. Here are more options to consider:

Blazers: Navy blazers are non-negotiable, but also include tweed and herringbone blazers for colder seasons.
Trench Coats: Opt for classic beige or dark khaki trench coats with a belt. Double-breasted styles add a traditional touch.
Wool Overcoats: Include camel, grey, or dark navy overcoats. Choose styles with clean lines and minimal embellishments for the ultimate old money aesthetic.
Quilted Jackets: Lightweight quilted jackets in olive or navy are great for casual outings while maintaining the old money style men vibe.
Peacoats: A navy or black peacoat is a timeless piece that pairs well with everything from trousers to chinos.

Old Money Style Men Shoes

Footwear is the foundation of any outfit in old money fashion for men. Add these styles to your collection:

Loafers: Choose penny loafers, tassel loafers, or Gucci loafers in leather or suede. Colors like dark brown, tan, or black work best.
Oxford Shoes: Include classic cap-toe and wingtip designs in polished leather for formal events.
Derby Shoes: Slightly more casual than Oxfords, Derby shoes in brown or burgundy are versatile and stylish.
Chelsea Boots: Leather Chelsea boots in black or brown can be paired with tailored trousers or chinos for a smart look.
Boat Shoes: Leather or suede boat shoes in navy, brown, or tan are ideal for achieving old money style men casual vibes.
Driving Shoes: Lightweight driving loafers in soft leather add a luxurious touch to casual ensembles.

Old Money Style Men Accessories

Accessories are the finishing touch to complete the old money aesthetic.

Watches: A simple, high-quality watch like a Rolex, Patek Philippe, or vintage Omega is a hallmark of old money style. Leather straps in black or brown are preferable.
Belts: Opt for understated leather belts with small buckles in neutral tones to maintain the old money vibe.
Scarves: Cashmere or wool scarves in classic patterns like houndstooth or plain neutral tones are perfect for colder months.
Ties and Pocket Squares: Silk ties in subtle patterns and pocket squares in complementary colors add sophistication to formal outfits.
Hats: Panama hats for summer and felt fedoras for colder months align with the old money style men aesthetic.
Eyewear: Minimalist sunglasses like aviators or wayfarers with high-quality frames complete the look.
Cufflinks: Simple silver or gold cufflinks are ideal for formal occasions.

By combining these expanded options for each wardrobe category, you can fully embrace old money style clothes for men and exude timeless sophistication. Whether it’s old money style men shoes, tailored pants, or iconic outerwear, remember that quality and elegance should always take precedence.

Old money Style Outfits Ideas ( For All Seasons)

The old money style for men emphasizes timeless elegance and practicality, tailored to suit every season. Below are curated Old money Style outfit ideas to inspire a polished and sophisticated wardrobe year-round.

Spring: Light and Breezy Elegance

Spring calls for lightweight fabrics and muted colors. Pair breathable clothing with subtle layering for a refined yet comfortable look.

Look 1: A white linen button-down shirt tucked into beige chinos offers a crisp and classic aesthetic. Add a navy blazer for semi-formal occasions and complete the look with brown suede loafers and a pastel pocket square.
Look 2: For a more casual vibe, opt for a light blue polo shirt paired with olive chinos. Tailored shorts work equally well on warmer days. Finish with loafers or clean white sneakers, and accessorize with a Panama hat and aviator sunglasses.

Summer: Cool and Comfortable

Summer outfits in old money fashion for men focus on breathable fabrics and light tones to keep you stylish and comfortable.

Look 1: A striped Breton shirt and white linen trousers exude effortless sophistication. Pair with tan boat shoes, a woven belt, and classic aviators for a nautical-inspired ensemble.
Look 2: A pastel short-sleeved shirt and tailored khaki shorts are perfect for a relaxed summer outing. Add suede driving loafers, a leather-strapped watch, and a canvas tote for a polished yet laid-back look.

Autumn: Layered and Refined

Autumn outfits revolve around layering rich textures and earthy tones to capture the old money style vibes.

Look 1: A navy cashmere sweater layered over a white button-down shirt paired with grey wool trousers is the epitome of understated luxury. Add a tweed blazer for texture, brown leather loafers, and a wool scarf in plaid or houndstooth.
Look 2: For weekends, a cream turtleneck sweater paired with dark olive chinos creates a cozy yet refined look. Layer with a quilted jacket in navy or olive green and finish with dark brown Chelsea boots.

Winter: Warm and Sophisticated

Winter in old money fashion for men focuses on high-quality outerwear and layering pieces for a distinguished cold-weather wardrobe.

Look 1: A white shirt paired with a grey cashmere vest and charcoal wool trousers makes for a timeless formal winter outfit. Top it with a camel overcoat and black leather Oxfords for a polished finish.
Look 2: A chunky knit sweater in cream or navy paired with dark jeans or tailored wool trousers is perfect for casual winter days. Add a double-breasted navy peacoat, leather gloves, and dark brown brogue boots to complete the look.

Old Money Style Men Hairstyles

Hairstyles play a vital role in completing the old money aesthetic for men. The emphasis is on clean, classic, and well-maintained looks that exude refinement and sophistication. These hairstyles often reflect timeless styles, free of excessive trends, ensuring they align seamlessly with the old money fashion ethos.

Popular Old Money Style Men Hairstyles

1. The Side Part

A quintessential old money hairstyle, the side part is neat and structured.
Works well with shorter hair on the sides and slightly longer on top.
Best achieved with a comb and a light pomade or styling cream for a subtle shine.
Pairs perfectly with formal and semi-formal outfits, enhancing the classic look.

2. Slick Back

A sleek, polished style where the hair is combed back smoothly.
Ideal for medium-length hair and suited to high-end occasions or professional settings.
Use a lightweight styling gel or pomade to maintain hold without appearing greasy.

3. The Ivy League Cut

A sophisticated variation of the crew cut with slightly longer hair on top.
Offers versatility: wear it brushed neatly forward, slightly tousled, or with a subtle part.
Complements old money style men outfits for casual and formal occasions alike.

4. Classic Taper

A timeless cut with short sides that gradually taper up to longer hair on top.
Can be styled in multiple ways: slicked back, side-parted, or left natural.
Minimal maintenance while retaining a polished appearance, perfect for everyday wear.

5. Textured Crop

A modern take on old money vibes, featuring short, textured layers.
Gives a relaxed yet groomed look, particularly suitable for casual old money outfits.
Use a matte styling product to enhance texture while maintaining a natural finish.

Where to Buy Old Money Clothes for Men

Here’s a guide to the best places where you can find old money style clothes for boys and men, both online and in physical stores.

Brand	Wardrobe Category	Price Range	Details
Ralph Lauren	Blazers, sweaters, Oxford shirts, chinos, outerwear	$100–$5,000+	Timeless preppy style, focusing on luxury and classic cuts. Perfect for old money fashion.
Brooks Brothers	Tailored suits, button-down shirts, chinos, ties	$100–$3,000+	Heritage brand with Ivy League roots, offering enduring menswear staples.
Burberry	Trench coats, scarves, blazers, knits	$300–$4,000+	Iconic British brand known for its sophisticated outerwear and premium craftsmanship.
Brunello Cucinelli	Linen shirts, wool trousers, cashmere coats	$500–$5,000+	Italian luxury focused on understated elegance and top-tier natural materials.
Barbour	Waxed jackets, quilted outerwear, casual shirts	$150–$500+	Best for casual old money style vibes, with a heritage feel and durable craftsmanship.
Loro Piana	Sweaters, scarves, tailored outerwear	$500–$5,000+	Specializes in high-quality wool and cashmere, ideal for a polished, old money aesthetic.
J. Press	Tweed blazers, tailored trousers, ties	$200–$1,500+	Ivy League-inspired menswear, emphasizing classic and preppy pieces.
Mr Porter	Shoes, pants, blazers, accessories	$200–$5,000+	Luxury e-commerce platform offering curated collections from top designers.
Todd Snyder	Slim-fit chinos, wool blazers, outerwear	$100–$1,500+	Modern tailoring with a focus on timeless essentials.
Drake’s London	Ties, pocket squares, casual tailoring	$150–$1,000+	Handcrafted accessories and casual suits that align with old money fashion for men.
Uniqlo	Basics like sweaters, chinos, and linen shirts	$20–$100	Affordable basics in neutral tones, offering excellent value for quality materials.
Massimo Dutti	Tailored trousers, knitwear, coats	$50–$500+	European-inspired designs with a minimalist aesthetic and refined cuts.
Everlane	Tailored pants, classic outerwear, sweaters	$50–$500	Focuses on sustainable, timeless staples at accessible price points.
The RealReal	Second-hand luxury: blazers, coats, loafers	$50–$5,000+	Online platform specializing in authenticated pre-owned designer clothing.
eBay	Pre-owned blazers, wool coats, leather belts	$10–$2,000+	Great for finding vintage old money style clothes for men, often at bargain prices.
Savile Row Tailors	Bespoke suits, custom blazers	$2,000–$10,000+	Renowned London tailors crafting perfect-fit garments with exceptional detailing.
Local Vintage Shops	Tweed jackets, wool coats, leather belts	$20–$1,000	Authentic old money style vibes with heritage-inspired clothing pieces.
Local Bespoke Tailors	Custom suits, blazers, trousers	$1,000–$5,000+	Tailor-made clothing for a perfect fit, ideal for elevating your old money wardrobe.

Most affordable brands to buy old money style clothes

The most affordable brands for buying old money style clothes for men would typically focus on quality basics and timeless pieces without the premium luxury price tags. Here are some of the more budget-friendly options:

1. Uniqlo

Price Range: $20–$100
Details: Known for offering affordable, minimalist clothing with high-quality fabrics like cotton and linen. Perfect for those looking for essential pieces such as chinos, sweaters, and basic shirts in neutral tones.

2. Massimo Dutti

Price Range: $50–$500+
Details: This brand offers refined European-inspired designs with an emphasis on quality at a relatively affordable price compared to luxury brands. Their collection includes tailored trousers, knitwear, and classic coats.

3. Everlane

Price Range: $50–$500
Details: Everlane is known for its sustainable, high-quality basics that are both stylish and affordable. Their classic outerwear, tailored pants, and sweaters align well with the old money aesthetic, and the prices are quite accessible.

4. J. Crew Factory

Price Range: $30–$200
Details: J. Crew Factory offers classic pieces such as chinos, blazers, and button-down shirts at a fraction of the price of their mainline offerings, making it ideal for affordable old money style.

5. Banana Republic

Price Range: $50–$400
Details: Known for timeless, well-tailored pieces like blazers, wool trousers, and shirts, Banana Republic often features collections inspired by classic menswear styles, perfect for achieving the old money aesthetic at an affordable price.

6. H&M

Price Range: $15–$150
Details: While not traditionally associated with luxury, H&M offers affordable basics that can fit into the old money style, especially their minimalist pieces like sweaters, chinos, and classic shirts.

How to Achieve Old Money Style on a Budget

You don’t need generational wealth to adopt this style. With careful planning, anyone can achieve the old money look.

Thrifting and Vintage Finds: Look for pre-owned blazers, watches, and loafers at thrift stores or online marketplaces.
Invest in Key Pieces: Prioritize essentials like a tailored blazer or quality shoes over trendy items.
Focus on Maintenance: Regularly dry-clean and polish your wardrobe to keep it pristine.

Male Celebrities with An Old Money Aesthetic Vibes

Several male celebrities are known for embodying the Old Money Aesthetic, showcasing timeless, understated fashion that exudes sophistication, elegance, and wealth. These celebrities are often seen wearing classic, tailored pieces, and their fashion choices align perfectly with the Old Money Style for Men. Here are a few examples:

1. Prince William

Style Vibes: Prince William often embraces the old money aesthetic with a wardrobe full of tailored suits, blazers, and heritage fabrics like tweed and cashmere. His style leans heavily into classic British aristocracy, with a preference for neutral colors and traditional cuts.
Signature Pieces: Tailored suits, dress shirts, wool sweaters, and subtle patterns like checks.

2. Ralph Lauren

Style Vibes: As both a designer and a celebrity, Ralph Lauren has become synonymous with the Old Money Aesthetic. His personal style reflects his brand’s classic Americana, with an emphasis on refined tailoring and luxurious materials. His style conveys both sophistication and timelessness, echoing the understated wealth of old money.
Signature Pieces: Polo shirts, blazers, chinos, and tweed jackets.

3. Benedict Cumberbatch

Style Vibes: Benedict Cumberbatch is often seen sporting a refined, understated wardrobe that reflects old money sophistication. He favors suits with clean lines and neutral tones, and his style is both polished and timeless, showing an understanding of classic tailoring.
Signature Pieces: Sharp suits, cashmere scarves, and well-fitted coats.

4. Brad Pitt

Style Vibes: Brad Pitt has been known to embrace the old money aesthetic, particularly in his casual looks. His off-duty style often includes tailored trousers, high-quality jackets, and simple, neutral tones. His looks often reflect understated elegance and a preference for luxury over flamboyance.
Signature Pieces: Linen shirts, leather jackets, tailored trousers, and simple blazers.

5. Leonardo DiCaprio

Style Vibes: Leonardo DiCaprio has perfected the art of understated luxury. Whether attending formal events or casual outings, his wardrobe often reflects classic, high-quality clothing choices, including well-tailored suits, simple button-downs, and high-end casual pieces.
Signature Pieces: Tailored suits, turtlenecks, and classic coats.

6. Tom Hiddleston

Style Vibes: Known for his impeccable taste, Tom Hiddleston often displays a refined, old money style, particularly at red carpet events. He favors sleek, well-fitted suits and traditional formalwear, which echo the charm of old European aristocracy.
Signature Pieces: Sharp tuxedos, tailored trousers, and double-breasted coats.

7. David Beckham

Style Vibes: While David Beckham’s style has evolved over the years, he has often embraced the old money aesthetic, especially in his more refined moments. He pairs timeless tailoring with minimalist pieces, focusing on quality fabrics and sophisticated cuts.
Signature Pieces: Leather jackets, tailored blazers, wool overcoats, and cashmere sweaters.

8. James Norton

Style Vibes: James Norton is known for his sharp, British tailoring and classic style choices. His wardrobe often includes wool coats, tweed blazers, and simple, well-tailored trousers, perfectly reflecting the old money aesthetic.
Signature Pieces: Tweed jackets, sharp suits, and simple dress shirts.

9. George Clooney

Style Vibes: George Clooney is the epitome of timeless sophistication. His style is often described as “classically suave,” with a preference for well-tailored suits, simple shirts, and quality accessories. Clooney’s fashion reflects old money elegance, focusing on quality over quantity.
Signature Pieces: Suits, dress shirts, and sleek outerwear.

10. Steve McQueen (Posthumously)

Style Vibes: While no longer alive, Steve McQueen’s influence on old money style remains significant. Known as the “King of Cool,” McQueen’s wardrobe featured classic, timeless items such as leather jackets, tailored suits, and simple knitwear. His laid-back yet sophisticated style continues to inspire the old money aesthetic today.
Signature Pieces: Leather jackets, chinos, crewneck sweaters, and simple, sharp suits.

Incorporating Old Money Style into Daily Life

1. Invest in Versatile Pieces

Building an old money wardrobe doesn’t happen overnight. Start with versatile staples:

A navy blazer
White and light blue button-down shirts
Beige chinos and gray trousers
Black and brown leather shoes

2. Avoid Flashy Logos

Subtlety is key. Avoid garments with visible branding or logos, opting for understated elegance instead.

3. Embrace Traditional Hobbies

The old money aesthetic often aligns with lifestyle choices. Consider:

Learning traditional sports like tennis or golf.
Attending cultural events, such as opera or art exhibitions.
Traveling to heritage-rich destinations.

4. Prioritize Quality Over Quantity

Focus on acquiring fewer items of higher quality. A tailored suit or hand-stitched leather shoes are worth the investment.

5. Maintain a Polished Demeanor

Old money style is as much about behavior as it is about appearance. Confidence, good manners, and cultural awareness complement the aesthetic.

Old Money Style Aesthetic Looks and Outfits Ideas Gallery

Explore our curated gallery for old money style outfits inspiration for men.

Conclusion

In conclusion, the old money style for men represents more than just fashion; it embodies a way of life that values quality, subtlety, and timeless elegance. By focusing on classic pieces, well-tailored fits, and luxurious materials, this aesthetic allows men to express sophistication without the need for bold or flashy elements. Whether dressing for a formal occasion or a casual outing, the key to mastering this style is investing in high-quality, versatile wardrobe staples that exude understated refinement. With the right pieces, anyone can incorporate the old money look into their wardrobe and embrace a refined, luxurious lifestyle.

FAQs about Old Money Aesthetic

What is Old Money Aesthetic?
The “old money aesthetic” refers to a style that reflects wealth passed down through generations. It’s a subtle, classic, and refined look that avoids flashy logos or extravagant displays. Instead, it focuses on timeless, high-quality items that exude sophistication and understated elegance. This aesthetic values restraint, tradition, and a focus on fine craftsmanship over contemporary trends or status symbols.

Does Old Money Wear Black?
Old money style typically avoids wearing all-black outfits, especially for daytime. Black is often reserved for more formal or somber occasions. However, it can appear in certain situations like evening events or black-tie affairs. In old money fashion, black is usually paired with more muted tones to maintain a sense of elegance without drawing attention.

Why is it Called Old Money Style?
“Old money style” refers to the way wealthy families who have accumulated their wealth over generations dress and live. Unlike “new money,” which often flaunts its wealth through flashy displays and modern trends, old money focuses on heritage, refinement, and discretion. The term “old money” signifies the long-standing wealth of a family, often linked to aristocracy, upper-class traditions, or generational inheritance.

What is New Money Style?
New money style contrasts with old money by being more overt, fashionable, and trend-driven. Individuals with new money often embrace bold logos, flashy clothing, and expensive accessories as a way to showcase their newly acquired wealth. This style tends to prioritize contemporary fashion over timeless or understated clothing choices, emphasizing conspicuous consumption and personal branding.

How to Style Old Money Male?
To style an old money male look, focus on timeless, high-quality pieces such as tailored suits, cashmere sweaters, and leather shoes. Choose neutral, earthy tones such as navy, gray, camel, and forest green. Accessories should be minimal—think silk ties, simple watches, and leather belts. Avoid ostentatious logos and opt for traditional patterns like houndstooth, plaid, or stripes.

How Do You Dress Up Like Old Money?
To dress like old money, choose garments that are classic, well-tailored, and timeless. Focus on investing in high-quality fabrics such as wool, linen, and silk. Opt for a muted color palette—navy, black, gray, beige, and deep greens or blues are staples. Avoid excessive embellishments, and instead, focus on fit, quality, and understated elegance. Accessories should be subtle, such as a vintage watch, a simple scarf, or leather handbags.

What is the Old Money Dressing Sense?
The old money dressing sense revolves around traditional, understated elegance. Clothes are timeless, made of superior fabrics, and tailored for a perfect fit. The key is simplicity without sacrificing quality. Old money style embraces neutral and earthy tones, conservative cuts, and classic patterns. It’s about looking polished and sophisticated without ever trying too hard or being flashy.

What is the Old Money Lifestyle?
The old money lifestyle is rooted in tradition, discretion, and a sense of inherited privilege. It emphasizes a cultured, refined way of living, with an emphasis on education, leisure activities like golf or sailing, and a focus on family values. People who embody this lifestyle tend to avoid excessive displays of wealth, preferring to live with understated elegance and to invest in long-term assets rather than indulging in fleeting trends. Social circles are often centered around private clubs, elite gatherings, and maintaining one’s reputation in high society.

How to Rock the Old Money Style Aesthetic for Men in 2025: Detailed Guide