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The Timeless Shoe, Jewelry, and Bag Trends I’ve Worn for 20 Years

June 16, 2023 Melissa Meyers

Bag: Prada Cleo (discounted HERE), Slingbacks: Prada (discounted HERE), Skirt: Monse (sold out, shop other color HERE), Tank: Zara, Blazer: Dolce & Gabbana (similar HERE)

Photo: @wildnyc

As I’ve witnessed the evolution of fashion over the years, there are certain shoe, jewelry, and bag trends that I’ve held onto and will continue to wear for years to come. Keep scrolling to see many of the styles that have stood the test of time, and part of my regular rotation today.  

xxMelissa

Click on bold items and links to shop!


SHOES

Pumps and Slingbacks

Basic pumps are a wardrobe staple that I’ve worn consistently over the years with everything from jeans to dresses. Their sleek and classic design makes them perfect for many occasions to elevate any outfit. They are always a timeless classic and their versatility makes them a great investment if you want to splurge on a designer pair.  

Slingbacks are a fashion staple that have been around for decades too. They are the perfect blend of elegance and style making them a versatile choice for any outfit to add a touch of sophistication.

Photo: @wildnyc

Click on the images below to shop

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Loafers

Loafers can be styled in a variety of ways, from jeans and a t-shirt for a casual look, to dressing them up with a blazer and dress pants for a more refined style. They are a timeless shoe style that should be a staple in every wardrobe. 

Photo: @stafaniemphoto

Click on the images below to shop

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Chunky Sneakers

Sneakers are the perfect combination of comfort and style and these by New Balance have been around for decades. I’ve been wearing them since my teens for sports and now they’ve become a fashion staple with trendy designs that include a wide range of styles. The chunky version of this sneaker looks chic when worn with everything from dresses to jeans and trousers. 

Photo: @KellyGullett

Click on the images below to shop

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JEWELRY - Chunky, Layered, Stacked

Stacked

Bracelets

Stacked bracelets are a fashion trend that has been popular for years and is still going strong. Layering multiple bracelets of different sizes, colors, and textures on the same wrist adds personality to an outfit. Whether you prefer dainty, delicate bracelets or bold and chunky ones, stacked bracelets are a fun and versatile. 

Click on the images below to shop

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Layered Necklaces

I love wearing big statement pieces or doubling up longer necklaces. I also still layer my favorite delicate jewelry too--I’ve been sporting this look for years!

Photo: @stafaniemphoto

Click on the images below to shop

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Hoops

Hoop earrings are a classic jewelry piece that have stood the test of time. Whether you prefer delicate or oversized statement hoops, they are versatile enough to be dressed up or down, making them a must-have to any jewelry collection. I have hoops in a variety of sizes and shapes and they seem to always be my go-to ear candy of choice. 

Jewelry is Alexis Bittar.

Photo: @stafaniemphoto

Click on the images below to shop

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Cocktail Rings 

From bold and colorful, to simple and elegant, large cocktail rings feel so old-money and make great statement pieces to showcase your style. They are a timeless fashion accessory that adds a touch of luxury and personality to any jewelry collection. 

Photo: @wildnyc

Click on the images below to shop

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BAGS

Chain Style

I love a quilted bag with a chain strap detail and have enjoyed wearing this style for years. This vintage Chanel bag is an iconic fashion accessory that has maintained its luxury status over the years, with its sleek, structured design, quilted leather, and signature double-C hardware. Chanel is a classic investment piece that will never go out of style and has shown to be a great investment.  

Blouse and Jeans: Zara, Bag: Vintage Chanel

Photo: @KellyGullett

Click on the images below to shop

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TOTE

Tote bags have been a classic accessory for decades and continue to be a popular choice for carrying all of your essentials. Originally designed as a utilitarian bag for carrying groceries and other items, tote bags have evolved into a fashion statement and are now available in a wide variety of styles, materials, and designs. I love a good tote bag and use them often! My favorite one that has stood the test of time is this classic Chanel. 

Tote: Chanel

Photo: @stafaniemphoto

Click on the images below to shop

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Structured

With its clean lines and defined shape, a structured handbag has always been perfect to wear for a nice occasion or even a day around the city. A structured silhouette always looks stylish without trying too hard. I’ve been wearing them as far back as I can remember, especially to business lunches and events.  

Bag: Proenza Schouler

photo: @stafaniemphoto

Click on the images below to shop

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Classic Crossbody

I love a good crossbody bag because it is not only stylish but also allows for hands-free convenience, making it a great choice for busy days. One of my favorite timeless styles that I have been wearing for years is the Hermes Evelyn crossbody bag—it's a chic accessory where fashion meets function. In fact, I just bought a new one in cream!

Click on the images below to shop

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You can read the original version of the blog at Who What Wear HERE. 

Tags timeless, trends, shoes, jewelry, bags, Who What Wear, whowhatwear
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