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Stepping Into Old Money Style: A Guide to Timeless Clothing and Footwear for Men

There’s something undeniably alluring about the timeless style of Old Money. It’s a look that speaks confidence, elegance, and refinement. But what exactly is Old Money style, and how can you incorporate it into your wardrobe? In this guide, we’ll explore the key elements of Old Money style, from classic clothing to refined footwear.

Whether you’re dressing for a formal occasion or simply want to elevate your everyday look, the tips and tricks in this guide will help you step into Old Money style with ease. Let’s dive into the world of timeless fashion.

1. Choosing the Right Fabrics and Colors

Old Money style is all about understated elegance, and this extends to the fabrics and colors that you choose. The fabrics should be high-quality and durable, and they should have a classic look and feel. Some of the best fabrics for Old Money style include wool, cashmere, and silk.

For colors – stick to classic shades like navy, gray, and black. These colors are timeless and versatile, and they can be worn for a variety of occasions. For a more casual look, you can also add in some lighter shades like white and beige.

Old Money style is not about being flashy or showing off.  The fabrics and colors should be understated and classy, rather than loud and attention-grabbing.

2. Essential Clothing Pieces for Old Money Style

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Certain pieces of clothing are essential for all those Old Money looks. These include:

The Suit

A well-tailored suit is the foundation of Old Money style. You should choose a suit that fits your body perfectly and is made with high-quality materials. Classic colors like navy or gray would be perfect. Avoid trendy patterns or designs. A classic suit will never go out of style, and you can wear it for years and various formal occasions.

Dress Shirts

Dress shirts are another essential piece of clothing for Old Money style. Stick to classic colors like white, blue, and gray, and choose high-quality shirts that are made with materials like cotton or silk. You want to choose shirts that fit your body well and are comfortable to wear.

Trousers

Trousers are an important part of any Old Money style wardrobe. Chinos and well-fitted slacks in earthy tones offer a versatile bottom option. Classic colors like navy, beige, or gray should be the priority.  Choose trousers that fit well and are made with high-quality materials like wool or cotton.

Polo Shirts and Sweaters:

Achieving an Old Money look often involves a blend of casual and refined. Polo shirts and well-fitted sweaters in neutral shades can be layered under blazers or worn on their own for a relaxed yet polished appearance.

Outerwear:

Choose a well-constructed trench coat, tailored overcoat, or a classic peacoat. These outerwear options not only keep you warm during the cold months but also add a bit of sophistication to your look.

3. Footwear for Old Money Style

Here are some essential footwear pieces for achieving Old Money style:

Oxfords

Oxfords are a classic shoe style perfect for Old Money looks. Choose a leather pair in black or brown, and make sure they are well-made and comfortable.

Loafers

Loafers are another essential shoes for Old Money style. These versatile shoes can effortlessly transition from formal events to more relaxed gatherings, adding a touch of refinement to any outfit. A well-made pair in brown or black could be bought first.

Boots

Boots are a great choice for the winter months. Choose a pair in brown or black leather. Well-maintained, high-quality boots will not only upgrade your overall look but also stand the test of time. Make sure the boots are on the dressier side and not very casual.

4. The Role of Accessories in Old Money Style

In Old Money style, less is often more but some accessories can add a touch of elegance to your look. Here are some essential accessories you can include in your Old Money outfits:

Watches

A classic watch is a must-have accessory for any Old Money style wardrobe. Look for classic styles like leather straps and metal bands. Choose a watch that is simple and understated, rather than flashy.

Ties

Ties are another accessory you can add to your Old Money outfits once in a while. Get the solid ties first, and next the classic patterns like stripes or polka dots, and choose colors that complement your suit/outfit. You can also add a tie bar to further upgrade your look.

Pocket Squares

A pocket square is a great way to add a pop of color to your outfit. Choose classic patterns like paisley or polka dots. You can also match your pocket square to your tie for a cohesive look.

5. Dressing for Different Occasions

Old Money style is versatile, which means you can wear it for a variety of occasions. Whether you’re dressing for a formal event or a casual night out, there are various ways you can create your outfits.

Formal Occasions

For formal occasions, stick to classic suits in navy or gray. Choose dress shirts in white or blue, and add a tie for an extra touch of elegance. You can also add a pocket square for a pop of color. For footwear, choose classic leather shoes in black or brown.

Business Casual

For business casual events, you can dress down your suit by wearing a dress shirt without a tie. You can also switch out your suit trousers for chinos or dress pants. When it comes to footwear, you can wear loafers or dress shoes in brown or black.

Casual Occasions

For casual occasions, you can dress down your look even further. Wear a sweater or a casual shirt with chinos or jeans. You can also add a blazer for a touch of sophistication. Minimal sneakers or loafers could be the appropriate footwear for casual occasions.

6. Investing in Quality Clothing and Footwear

Investing in quality clothing and footwear is always better for your wardrobe. While these pieces may cost more upfront, they are worth the investment. They are made with high-quality materials and superior craftsmanship, which means they can last for years to come.

When investing in quality clothing and footwear, it’s important to choose pieces that are timeless and versatile. Stick to classic colors and designs, and avoid trendy pieces that will go out of style quickly. You want to invest in pieces that you can wear for years to come without ever getting bored of them.

7. Incorporating Old Money Style into Modern Fashion

While Old Money style is timeless, that doesn’t mean you can’t incorporate it into modern fashion. Here are some tips for incorporating Old Money style into your modern wardrobe:

Mix and Match

Mix and match Old Money style pieces with modern pieces for a unique look. For example, you can wear a classic suit with a solid t-shirt or sneakers.

Add a Pop of Color

While Old Money style is all about understated elegance, that doesn’t mean you can’t add a pop of color to your outfit. For example, you can add a colorful tie or pocket square to your classic suit.

Experiment with Patterns

Old Money style is all about classic designs, but for your personal style, you can experiment with patterns. For example, you can wear a classic suit with a patterned shirt or tie.

Conclusion

By investing in timeless clothing and footwear, choosing the right fabrics and colors, and incorporating the right accessories into your wardrobe, you can achieve Old Money style with ease. Whether you’re dressing for a formal occasion or a casual night out, Old Money style is versatile and timeless.

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