9 Tips to Look Stylish on a First Date at 50 (2024)

So, you're ready to dive into the dating pool again at 50-plus. That first date might be a dating-site pick, a family fix up or a “let's grab a coffee” from a high school ex you friended on Facebook. Whatever the source, it's an audition. At the very least you'll get some practice and rediscover feelings and parts of yourself that may have been hidden (or lost) for years. At most you gain a new dinner companion or a blazing romance. And as Ariana Grande sings, if the first date doesn’t work, you can always bow out with a “thank you, next!” Here are nine empowering beauty and style tips to get you going.

1. Loosen up your hair

Hair is still a big part of physical attraction, but don't let thinning hair get in the way of sex appeal. Sensual hair moves. A swingy, glossy bob can be alluring — so can a cropped pixie with a just-ran-my-hands-through-it look. Count on any of the following for the right effect: beachy waves, springy curls, shaggy layers, a side part or flirty full bangs. This is not the time to pull your hair back in a tight ponytail or wear a hat. Trust three-times-married, beauty-editor me on this one.

2. Be high visibility from the waist up

You'll hopefully be meeting up in a public place like a coffee shop or cafe. Wear a scarf top or jacket that stands out in a crowd. A color that's energetic like a red is easy to spot and sends a friendly, approachable message. And text it ahead: “I'm by the bar wearing a big orange scarf."

3. Show off your best, keep the rest to yourself

Let's be honest, a waist adds appealing body definition. And if you have one, wear a belt to make that point. But if your torso isn't cooperating with crunches or your postmenopausal diet, focus on revealing your long elegant neck, your toned arms, spicy shoulders or long dashing legs. The extremities are always good eye-catching spots. Dig out those cold shoulder sweaters you bought last year, stack your bracelets, stick to V necks, or unbutton your shirt to just above the cleavage and wear leggings — leather ones are great even with a tunic sweater.

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9 Tips to Look Stylish on a First Date at 50 (2024)

FAQs

9 Tips to Look Stylish on a First Date at 50? ›

If you are going to a fancy restaurant, wear a nice dress or a nice pair of pants and some respectable shoes. If you are just going for a walk in the park, wear something nice but casual, such as a top, pants and a belt. Since this is the ultimate non-gendered look, it's a perfect solution for all events really.

How do you look classy on a first date? ›

If you are going to a fancy restaurant, wear a nice dress or a nice pair of pants and some respectable shoes. If you are just going for a walk in the park, wear something nice but casual, such as a top, pants and a belt. Since this is the ultimate non-gendered look, it's a perfect solution for all events really.

What to expect on a first date in your 50s? ›

Meeting in a familiar and cozy spot can help you feel more relaxed and confident. This can be a coffee shop, a park, or a restaurant that you've been to before. Avoid choosing a place that's too loud or too crowded, as this can make it hard to have a conversation and get to know each other.

What jeans should a 50 year old woman wear? ›

“Most women, once they hit 50, gain extra weight around the middle during menopause so there are several things to think about their newer bodies,” says stylist Michelle Barrett. “Look for a medium waist with a straight leg. A medium waist will cover that lower tummy area many women are not comfortable with.”

How to dress at 50 without looking frumpy? ›

It's okay to wear fashionably loose bottoms, as long as you have a fitted top or even a smartly-fit blazer. Or you'll look great with a slouchy sweater, as long as you're wearing fitted bottoms, like skinny jeans. What you want to avoid is baggy clothing covering every inch of your body.

What do guys like to see a girl wear on a first date? ›

For women, go with a little black dress or a casual blouse and jeans finished with feminine accessories and a natural makeup look. Stick to solid colors or small-scale prints and avoid anything with loud patterns and obnoxious colors that may distract your date.

How often do people in their 50s make love? ›

How often do people in middle age and older have sex? Older adults still have plenty of sex. Thirty percent told AARP researchers that they have sex weekly, 27 percent said monthly or less, and 40 percent reported having no sex in the last six months.

How do you look cool on a first date? ›

Eye-catching pieces make a great impression, too, be it a uniquely cut top, printed pants, or sculptural earrings. Depending on the date, you can opt for elevated casual looks, like white sneakers with a dress, or a T-shirt and jeans with a pair of pastel kitten heels.

How to look 10 years younger at 50 female? ›

Skin brightening treatments, like Microdermabrasion, Light Peels, Micro Laser Peels, or the Clear & Brilliant Laser treatment all help patients to look 10 years younger or more, with just a few treatments. These treatments can be used in order to combat the signs of aging in the face, such as: Wrinkles. Age spots.

What should a 50 year old woman wear? ›

I believe the focus should be on fabrics that will keep you cool,” fashion stylist Sharonda Grandberry says. Great fabric options include cotton, chambray, denim and cashmere. Don't be afraid of color: “Our bodies may change during this time, but that doesn't mean you have to wear all black.

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