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Evenings out are always tricky when it comes to clothes. Women ask, “How dressy is dressy enough?” Or “Can I just wear black pants and a fancy top?” and “What can I buy that looks chic not cheap for under $100?” Most of all: “Does this make me look fab or drab?” That’s in addition to the usual body dilemmas. How do I know? I’m a fashion editor and personal shopper for women over 50 with an insider view to dressing for everything after dark from first dates to cocktail parties, weddings to milestone birthday bashes. Not every woman has the same evening-wear situations, but all ask the same questions. Here are the best dusk-to-dawn solutions for life in 2024.
1. Let “date night” sweaters transform jeans or black pants.
Not every evening out requires major glamour. In fact, just like wearing too much makeup, head-to-toe bedazzling at 50 can look overdone for a low-key dinner for two, drinks with friends, game night or hearing a local band. And yet women still want to wear something “special.” Sweaters with subtly sexy necklines like the Madewell Women Cotton-Blend Off-Shoulder Sweater in True Black ($118, madewell.com) and the Venus Cutout Shoulder Turtleneck in White ($30, venus.com) are one option. Classic sweaters with metallic glints like the Zara Woman Foil Knit Sweater ($50, zara.com/us), the I.N.C. International Concepts Women’s Foiled Boatneck Sweater in Gold Foil ($50, macys.com) or Everlane Women’s The Lurex Turtleneck in Gold or Rose Gold ($118, everlane.com) are another. All pair well with jeans, flared leggings or leather pants for a cool, edgy look that goes well beyond daywear. No heels necessary, just plenty of attitude.
2. Keep the style, upgrade the fabric.
Dressing up doesn’t always mean starting from scratch. All you may need is an elevated version of your everyday favorite tops, pants or skirts in a richer looking “after 5” satin, velvet or a metallic fabric. It’s a risk-free way to add new evening pieces to an existing wardrobe. So if midi skirts and dresses have become your year-round go-to, boost their p.m. appeal with posh versions like the Croft & Barrow Velvet Midi Skirt in Vibrant Berry ($22, kohls.com), the Loft Foiled Satin Pleated Midi Skirt in Soft Silver ($100, loft.com) or the Boden Daphne Metallic Midi Dress in Black ($180, bodenusa.com).
Prefer pants? Relaxed styles like the velvet Gap Factory Women Recycled Easy Crinkle Velvet Trousers in Dark Indigo Blue or Noir Red ($36, gapfactory.com) would be another ideal swap.
Button-down shirts top your list? Try a satin style like the Gap Satin Relaxed Shirt in Black ($29, gap.com) to wear tucked, untucked or semi-tucked. So where exactly do you wear these new additions? A holiday party, comedy club, piano bar, art gallery show or any time you want to raise the style bar (even during the day!).
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