Old Money Men Style Guide: The Ultimate Guide to Dressing Like a True Gentleman

TheGentsClub
4 min readFeb 23, 2023

If you are looking for style inspiration that is timeless, elegant, and exudes sophistication, then look no further than the old money men. Old money is the term used to describe families who have had significant wealth and social status for generations. These men are known for their impeccable taste, understated elegance, and attention to detail. In this article, we will take a closer look at the old money men style guide and provide you with everything you need to know to dress like a true gentleman.

1. The Importance of Fit

The first and foremost rule of dressing like an old money man is the importance of fit. Clothes that fit well can make a world of difference in how you look and feel. Old money men always wear well-fitted clothes that complement their body type. They avoid baggy or tight-fitting clothes that do not flatter their silhouette. A properly fitting suit or jacket can instantly transform your appearance and make you look sharp and refined.

2. Classic Colors and Patterns

Old money men prefer classic colors and patterns that have stood the test of time. Navy blue, gray, and beige are staple colors that are always in fashion. They also opt for subtle patterns such as pinstripes, houndstooth, and windowpane checks. These classic patterns add visual interest to an outfit without being too bold or flashy.

3. The Power of Accessories

Accessories are an essential part of the old money men style guide. They believe that the right accessories can elevate any outfit and add a touch of sophistication. A quality leather belt, a pair of well-made shoes, and a classic timepiece are must-have accessories for any old money man. They also use pocket squares, cufflinks, and tie clips to add personality and flair to their outfit.

4. Quality Over Quantity

Old money men believe in investing in quality over quantity. They prefer to own a few well-made, timeless pieces that they can wear for years to come rather than buying lots of trendy clothes that will go out of style quickly. They understand that quality clothes are an investment and are willing to pay a premium for them.\

5. The Importance of Grooming

Grooming is a crucial aspect of the old money men style guide. They believe that personal hygiene and grooming are essential to looking and feeling your best. Regular haircuts, shaving, and manicures are a routine part of their grooming regimen. They also pay attention to their skin care and use high-quality grooming products.

6. Dressing for the Occasion

Old money men understand the importance of dressing appropriately for the occasion. They believe that dressing well is a sign of respect for the people around you. Whether it is a black-tie event, a business meeting, or a casual gathering, they always dress appropriately. They follow the dress code and dress to impress.

7. Tailoring

Tailoring is another essential aspect of the old money men style guide. They understand that not all clothes are made to fit perfectly off the rack. They take their clothes to a tailor to ensure a perfect fit. Tailoring can make even an inexpensive piece of clothing look like a custom-made garment.

8. Confidence

Lastly, old money men understand the importance of confidence. They know that dressing well is not just about the clothes you wear but also how you carry yourself. They exude confidence and charm that comes from years of practice. They know that a confident man is an attractive man.

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