The Ultimate Guide to Classic Style at Any Age

From childhood, I’ve been captivated by classic fashion. Growing up watching old movies with my mom and grandma, I found myself mesmerized by the timeless outfits and iconic fashion figures of the past. The elegance of stars like Audrey Hepburn, Grace Kelly, and Elizabeth Taylor left a lasting impression, sparking my love for classic style that has only deepened over the years.

Today, I’m excited to share a guide to building a classic wardrobe that remains relevant, chic, and effortlessly stylish at any age. Whether you’re just starting to embrace classic fashion or want to refine your wardrobe, these tips will help you curate a timeless collection of clothing that you can wear for years to come.

What Defines Classic Style?

Classic style isn’t bound by fleeting trends. Instead, it’s about creating a wardrobe of timeless silhouettes, simple yet elegant pieces, and enduring appeal. Classic fashion transcends age, meaning a 25-year-old and a 45-year-old can both rock the same timeless look and look just as fabulous. For me, a well-cut black shift dress or a classic trench coat will always be stylish, no matter how many years pass.

In essence, classic style is a foolproof way to always look put together without effort. It’s a collection of pieces that stay stylish season after season, making them reliable wardrobe staples.

Timeless Icons of Style

Throughout history, certain fashion icons have defined what it means to be effortlessly stylish. For me, these icons include legendary women such as Grace Kelly, Katherine Hepburn, Audrey Hepburn, and Elizabeth Taylor. I recall watching To Catch a Thief with Grace Kelly at a young age and being drawn to her impeccable wardrobe, or admiring Audrey Hepburn in Sabrina. These films sparked a lifelong love for classic fashion.

In more recent years, style icons like Princess Diana, Carolyn Bessette-Kennedy, and Sofia Richie have added their mark on classic fashion. The women of San Sebastián, Spain, also inspire me with their chic, perfectly polished looks and the effortless elegance they embody. Their style is about investing in timeless pieces that last for years, something I find incredibly inspiring.

How to Embrace Classic Fashion

Building a timeless wardrobe takes time and introspection. Reflecting on your fashion icons is a great place to start. What elements of their style resonate with you? For example, I’ve always been drawn to structured blazers and feminine silhouettes, influenced by both my mom’s style and my own preferences.

Once you understand what you love about these looks, the next step is to translate those elements into your own wardrobe. This process allows you to put a modern spin on classic pieces, making them your own. For me, this means mixing timeless basics with subtle trends that feel fresh without overwhelming the look.

Classic Style Tips & Tricks

Over the years, I’ve picked up a few tips that have helped me create timeless outfits that never fail to impress. These style tricks ensure I look polished while still staying true to my own fashion sensibility.

1. Know Your Body: Understanding what flatters your body is key to building a wardrobe that suits you. Whether it’s a higher neckline that works best for you or a specific fit, make sure the pieces you choose enhance your natural shape and make you feel comfortable.
2. Tailored Fit: The fit of an outfit can make or break the look. If a piece is slightly off, consider getting it tailored. A well-fitted outfit, even if it’s basic, always looks more sophisticated.
3. Opt for Quality Fabrics: Look for timeless fabrics like linen, cashmere, and silk. While these may require a bit more care, they elevate any outfit and stand the test of time.
4. Invest Wisely: While you don’t need to splurge on every item, investing in high-quality staple pieces is well worth it. These pieces will form the backbone of your wardrobe and serve you well for years.
5. Keep It Simple: Classic doesn’t mean boring. A simple white tee or a little black dress can be the foundation of countless outfits. Add accessories like jewelry, bags, or shoes to inject your personal style into the mix.

Classic Style Staples

When building a classic wardrobe, there are a few essential pieces every closet should have. You don’t need to buy everything all at once, but these timeless staples will serve as the foundation of your classic style.

Timeless Tops

• Linen Button-Down: A linen shirt is a classic piece that goes with almost anything. Whether paired with jeans, shorts, or trousers, it’s a versatile and breathable option.
• Classic Cardigan: A well-made cardigan is perfect for layering and adds structure to any outfit. Choose neutral shades or go for something with texture, like a tweed cardigan.
• White Tee: A well-fitted white tee is the epitome of casual chic. You can wear it with jeans, skirts, or under a blazer.
• Bodysuit: A flattering bodysuit can work wonders with skirts or pants, offering a sleek, tucked-in look.

Classic Bottoms

• Elegant Trousers: Wide-leg trousers in neutral colors are essential for a polished look. Tailor them to fit your body perfectly, and they’ll work with almost every top.
• Linen Pants: For a relaxed yet chic look, linen pants are a must. They are especially perfect for warmer weather but are versatile enough to pair with sweaters as the season transitions.
• Feel-Good Denim: A great pair of denim jeans, like the AGOLDE 90’s pinch-waist jean, is the foundation of many outfits. They are flattering, comfortable, and easy to style.

Chic Dresses

• A-Line Dress: This silhouette flatters every body type and can be dressed up or down. An A-line dress, like the Tuckernuck Chloe dress or the Staud Wells dress, is timeless.
• Everyday Romper: A chic romper offers the ease of a dress with the practicality of pants. Opt for neutral or navy shades for a classic look.
• Linen Dress: A versatile linen dress is perfect for both day trips and evening outings. It’s an effortless piece that exudes casual elegance.

Essential Shoes

• Ballet Flats: Comfortable and stylish, a pair of neutral ballet flats pairs well with almost any outfit.
• Loafers: Loafers are another classic choice that adds sophistication to your look. Look for high-quality materials that will last.
• Easy Sandals: A well-made pair of sandals is essential for summer wardrobes. Look for a pair with both style and comfort.
• Pumps: A classic pump with a low heel is a timeless option that can elevate any outfit, making it perfect for both casual and dressier occasions.

Simple Accessories

• Belts: A classic belt pulls an outfit together. I love the ones from J. McLaughlin, which offer modern takes on classic designs.
• Handbags: A leather handbag, like a mini bag or a timeless Longchamp tote, is an essential piece for any wardrobe.
• Sunglasses: A pair of tortoiseshell sunglasses is a classic accessory that works with almost everything, adding a touch of glamour to any look.

Final Thoughts

Classic style is about more than just wearing timeless pieces; it’s about making those pieces your own. By carefully selecting versatile, high-quality items and mixing in personal touches, you can create a wardrobe that’s as chic as it is enduring. Whether you’re looking to build your wardrobe from scratch or refine what you already have, these classic style staples will ensure you always look polished, regardless of the season or occasion.