Let’s start with the stapler.
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“I’m not interested in trends at any age. Everyone should have timeless, chic, and sophisticated style. It’s good to have staple pieces that never go out of style, like a white blazer, a cream blouse, a black sweater.” — Ashley Pruitt
Opt for more delicate jewelry.
Buy Now Elsa Peretti Diamonds by the Yard Single Diamond Pendant, $1,125
“A lot of women tend to wear big statement necklaces, but I think they often look unpolished and cheap. They can accentuate your outfit in the wrong way. It’s much more chic to err on the side of minimalism.” —Andrew Gelwigs
Get a good bag.
Shop Now Tory Burch Lee Radziwill Double Bag, $1,298
“Accessories are fun! They’re functional, of course, but they can also transform your outfit. A lot of designers are playing around with bag sizes – oversized, extra small. A woman with a ‘power’ bag commands attention.” – Andrew Gelwicks
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Make sure you are wearing the correct bra size.
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“Above all, it’s so important that your bra fits properly. It’s a staple that every woman should have in her closet, and you should buy one that fits instead of going to the store and guessing your size.” — Paul Cavaco
Don’t be afraid of color.
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“Jane Fonda wore this amazing Brandon Maxwell dress to the 2017 Emmy Awards, and it was so colorful. Ever since I saw her wear it, I’ve been obsessed with this dress, especially on an older person. It’s sophisticated and youthful, but not childish or obnoxious.” —Andrew Gelwigs
Buy a white button-down.
Shop Now J.Crew Classic Fit Washed Cotton Poplin Shirt, $89.50
“A crisp white button-down is the perfect piece every woman should have. It looks sophisticated, yet can be worn for quick errands or day to night. It’s a hero piece.” — Negar Ali Klein
Read more: Best White Button-Down Shirts
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Find the perfect jeans.
Shop Now Re/Done 70s High Waist Straight Leg Jeans, $285
“Dark denim looks more sophisticated, while light denim looks more casual. Dark denim is a safe choice in a professional environment, but the fit is more important than the wash of the denim.” — Negar Ali Klein
Have a pair of trusty high heels.
Are you wearing a skirt? Watch your knees.
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“Once you reach a certain age, no matter how good your legs are, your skirts should be knee-length or lower. It’s more appropriate and doesn’t look like you’re trying to look younger.” —Paul Cavaco
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Show off your fresh manicure.
Buy Now Les Mains Hermes, $57
“Having nail polish on your nails goes a long way. It’s really all the little details that make it look good.” —Paul Cavaco
Let your watch show off your personality.
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Choose the place you want most attention.
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“Many of the women I dress are insecure about certain parts of their body. If you want to understate one part of your body, you need to accentuate other parts to compensate. If you don’t want to draw attention to your shoulders, accentuate your legs.” —Andrew Gelwigs
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Shapewear is key.
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Shop Now Spanx Shorts, $58
“The right shapewear can help smooth out your curves when worn underneath.” — Julia Perry
If someone tells you not to take risks, don’t believe them.
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“A 50-year-old woman knows who she is and is true to her style, but I don’t think there’s any reason she can’t be a little bolder and try something new. Whether it’s a print or a new color, I don’t think there should be any limitations.” — Negar Ali Klein
Don’t forget the accessories.
Shop Now Burberry Heritage Stripe Border Silk Twilly, $490
“Scarves are versatile. A silk scarf can be worn around the neck or draped over the shoulders at night.” —Negar Ali Klein
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Choose shoes that are versatile.
Mix together.
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“Carolina Herrera looks so chic in this white button-down shirt paired with a ball gown skirt. These two pieces are a little unexpected to combine, but they work so well together.” — Negar Ali Klein
Use texture to direct attention.
Shop Now Norma Kamali Diana One-Shoulder Ruched Stretch Jersey Dress, $205
“The areas that women typically feel most self-conscious about are their stomachs and arms. Wearing dresses with drapes or frills can help flatter the midsection.” —Ashley Pruitt
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Define your waist.
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“Oversized pieces are generally hard to pull off. Accentuating your waist usually makes you look more flattering.” —Negar Ali Klein
The default heels are black.
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Shop Now Manolo Blahnik BB 105 Suede Pumps, $725
“Every woman should have a pair of nice black high heels.” —Paul Cavaco
Kara Thompson is a Denver-based journalist who has been writing lifestyle articles for over five years. She has contributed to a variety of publications, including townandcountrymag.com, elledecor.com, and Parents, covering all things home, travel, food, health, and vacations. Some of her favorite things are her sister’s German Shepherds, tennis, and mystery novels.
Lauren Hubbard is a freelance writer and Town & Country contributor covering beauty, shopping, entertainment, travel, home decor, wine and cocktails.
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