Experience old money’s classic aesthetic and timeless style that bleeds sophistication, discretion, and understated elegance. There’s no shouting logos here, with old money outfits the style, fit and fabric will tell the story, not the logo.
Whether you’re in your twenties, thirties, or forties, you’ll find something new in these outfits.Old money has already stood the test of time and will be just as stylish 10 years from now as it is today.
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How to Look Old Money
- What is Old Money?
- How to Dress Old Money?
- Best Old Money Outfits for Men
- Best Old Money Outfits for Spring and Summer
- Best Old Money Outfits for Fall and Winter
- Conclusion
What is Old Money?
To answer it shortly, old money refers to inherited wealth that has been passed down through generations, often associated with established, socially prominent families.
Unlike new money, which is recently acquired, old money implies a longstanding legacy of financial stability and social status.
If this is your first time hearing about old money, I recommend reading our article on the topic: Old Money Aesthetics: What’s the Hype About?
How to Dress Old Money?
Dressing Old Money as a man involves timeless, classic, and understated styles.
Opt for high-quality, tailored clothing in neutral colors with brands known for heritage and craftsmanship. Brands like Ralph Lauren, Loro Piana, or Brioni offer timeless pieces that will last you a lifetime if you care for them.
Choose elegant accessories and avoid flashy logos, reflecting a sense of refined taste and sophistication.
Best Old Money Outfits for Men
Best Old Money Outfits for Spring and Summer
The Preppy Polo Look
This outfit presents an array of options, featuring a stylish polo shirt in either white, pastel colors, or classic navy, paired with khaki or gray chinos, or dress pants.
The outfit usually includes a brown leather belt, but for this particular instance, the belt was skipped. The outfit could be completed with a choice of boat shoes, loafers, or even white sneakers.
The Navy Blazer
The outfit consists of a navy blazer, a light-colored dress shirt, khaki or gray dress pants, brown leather loafers, and optionally, a patterned silk tie and pocket square.
If you want to dress it up, you can add a tie, but for a more casual look, you can unbutton the top two buttons and skip the tie.
The Classic Oxford Shirt
Pair a crisp white Oxford shirt with charcoal gray merino wool trousers, add a brown leather belt, and complete with classic wingtip brogues – or, skip the belt, go for side adjustable pants and a patterned necktie.
The Houndstooth Check
To achieve this look, pair a houndstooth sport coat or blazer with gray flannel trousers, and complement it with a light blue or plain white dress shirt, and a tasteful striped tie, and complete the outfit with polished leather dress shoes.
For a more relaxed appearance, skip the tie and add a stylish pocket square. This outfit will be perfect for casual and formal events during summer.
The Seersucker Suit
The outfit exudes a timeless charm with a seersucker suit jacket and matching seersucker suit pants, elegantly combined with a light-colored linen dress shirt.
Optionally, you can add a necktie for a touch of sophistication. For sunny summer days, you can choose to leave the necktie at home. The outfit is completed with a pair of brown leather loafers.
Best Old Money Outfits for Fall and Winter
The Tweed Suit
The outfit features a tweed suit jacket paired with tweed suit pants, complemented by a burgundy dress shirt, and completed with a pair of brogues or leather oxfords.
It’s a versatile outfit that can be worn on many formal occasions.
The Camel Hair Overcoat
The outfit features a camel hair overcoat elegantly matched with a beige turtleneck, light-washed denim jeans, and a pair of Chelsea boots.
It exudes timeless sophistication, capturing the essence of refined taste and ageless fashion. Prepare to make a bold and lasting impression with this look. This outfit is perfect for fall and early winter weather; it also perfectly matches the colors of nature.
The Traditional Tuxedo
The tuxedo is the king of the modern gentleman’s formal attire.
This look features a black tuxedo jacket with satin lapels paired with matching black tuxedo pants adorned with satin stripes, accompanied by a pleated white tuxedo shirt, a classic black bow tie, and polished off with sleek patent leather shoes.
The Cable Knit Sweater
For this outfit, combine a cable-knit cashmere sweater in either a v-neck or crewneck style, paired with light-colored chinos, and completed with a choice of penny loafers or suede driving shoes.
Additionally, you can throw on a pair of shades and your favorite wristwatch.
The Trench Coat
The perfect outfit for those gloomy autumn days.
The outfit features a black or khaki trench coat layered over a navy blue suit, elegantly paired with a white dress shirt. The look was completed with sleek black leather dress shoes, adding a touch of refinement and sophistication.
For more inspiration, read: The Only Old Money Style Guide You Need This Winter
Conclusion
Remember that these outfits draw inspiration from old-money aesthetics, which feature classic and refined styles. Feel free to mix and match them according to your personal preferences and the occasion you’re attending.
Striving for a classy and timeless look involves working towards achieving the old money aesthetic.
With a versatile wardrobe, you can mix pieces and the results will still look good, only look out for certain rules that we talked about in a previous article: How to Look Old Money on a Budget
Summary
Article Name
Old Money Outfits For Men: How to Look Timeless
Description
Discover the art of timeless elegance with Old Money outfits for men. Unveil the secrets of classic style and sophistication in our comprehensive guide.
Author
Editorial Team
Publisher Name
Midway Gentleman
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Insights, advice, suggestions, feedback and comments from experts
As an expert and enthusiast, I have access to a vast amount of information on various topics, including fashion and style. While I have personal experiences or opinions, I can provide you with factual information and insights based on the data I have been trained on.
In this article, "Old Money Outfits for Men: How to Look Timeless," the author discusses the concept of "old money" and provides outfit suggestions for achieving a classic and refined style. The article emphasizes the importance of timeless elegance and sophistication, focusing on high-quality, tailored clothing in neutral colors and brands known for their heritage and craftsmanship. The outfits mentioned in the article are categorized based on the seasons, with recommendations for both spring/summer and fall/winter.
What is Old Money?
Old money refers to inherited wealth that has been passed down through generations, often associated with established, socially prominent families. Unlike new money, which is recently acquired, old money implies a longstanding legacy of financial stability and social status.
How to Dress Old Money?
Dressing in an old money style involves timeless, classic, and understated styles. The article suggests opting for high-quality, tailored clothing in neutral colors and choosing brands known for their heritage and craftsmanship. Some brands mentioned in the article include Ralph Lauren, Loro Piana, and Brioni.
The article also emphasizes the importance of elegant accessories and avoiding flashy logos. This reflects a sense of refined taste and sophistication. By focusing on quality and craftsmanship rather than logos, old money outfits convey a story through style, fit, and fabric.
Best Old Money Outfits for Men
The article provides outfit suggestions for different seasons, highlighting classic and refined styles.
Best Old Money Outfits for Spring and Summer
- The Preppy Polo Look: This outfit features a stylish polo shirt in white, pastel colors, or classic navy, paired with khaki or gray chinos or dress pants. It can be completed with boat shoes, loafers, or white sneakers.
- The Navy Blazer: This outfit consists of a navy blazer, a light-colored dress shirt, khaki or gray dress pants, and brown leather loafers. It can be dressed up with a patterned silk tie and pocket square or worn more casually by unbuttoning the top two buttons and skipping the tie.
- The Classic Oxford Shirt: Pairing a crisp white Oxford shirt with charcoal gray merino wool trousers, a brown leather belt, and classic wingtip brogues creates a timeless look. Alternatively, side adjustable pants and a patterned necktie can be chosen.
- The Houndstooth Check: This outfit combines a houndstooth sport coat or blazer with gray flannel trousers, a light blue or plain white dress shirt, and a tasteful striped tie. It can be completed with polished leather dress shoes and a stylish pocket square for a more relaxed appearance.
- The Seersucker Suit: This outfit features a seersucker suit jacket and matching seersucker suit pants, combined with a light-colored linen dress shirt. It can be worn with or without a necktie, depending on the occasion.
Best Old Money Outfits for Fall and Winter
- The Tweed Suit: This outfit includes a tweed suit jacket paired with tweed suit pants, a burgundy dress shirt, and brogues or leather oxfords. It is suitable for many formal occasions.
- The Camel Hair Overcoat: This outfit features a camel hair overcoat paired with a beige turtleneck, light-washed denim jeans, and Chelsea boots. It exudes timeless sophistication and is perfect for fall and early winter weather.
- The Traditional Tuxedo: This formal outfit consists of a black tuxedo jacket with satin lapels, matching black tuxedo pants with satin stripes, a pleated white tuxedo shirt, a classic black bow tie, and sleek patent leather shoes.
- The Cable Knit Sweater: This outfit combines a cable-knit cashmere sweater (v-neck or crewneck style) with light-colored chinos and penny loafers or suede driving shoes. It can be accessorized with sunglasses and a wristwatch.
- The Trench Coat: This outfit features a black or khaki trench coat layered over a navy blue suit, paired with a white dress shirt and black leather dress shoes. It adds refinement and sophistication to gloomy autumn days.
Conclusion
The article concludes by reminding readers that these outfits draw inspiration from old-money aesthetics, which feature classic and refined styles. It encourages readers to mix and match the outfits according to personal preferences and the occasion they are attending. Striving for a classy and timeless look involves working towards achieving the old money aesthetic.
I hope this information helps you understand the concepts discussed in the article. If you have any further questions, feel free to ask!
