13 Flattering Hairstyles for Women Over 50 With Glasses

As we age and our bodies change, it may feel like a constant struggle to find flattering hairstyles for women with glasses. Embracing a whole head of gray takes a lot of guts and courage, so we’re emotionally worn out by the time we have to worry about what cut, color, and style will work well with our frames. And of course, no matter how many pictures of short hairstyles with glasses we save to show our stylist, the end result never feels right. (Honestly, having nice hair can be exhausting, especially if you’re suffering from hair loss.) Fortunately, there are dozens of hairstyles that look good with glasses to choose from.

The key to finding the best hairstyles for glasses wearers is to look at the whole picture before going in for your haircut. Not only should your hairstyle match your glasses, it should also mesh well with your face shape, makeup preferences, and lifestyle habits. You can save all the photos in the world of cute hairstyles with glasses, but if the cut won’t complement your face shape or involves blunt bangs that will be in the way of your oversized glasses frames, you should opt for another style entirely. 

Short Hairstyles for Women Over 50 With Glasses

Hair length is another factor that should be considered when deciding on haircuts that look good with glasses. When it comes to short hairstyles for women over 50 with glasses, remember that your face — and your frames — will be on full display. If you have a feisty fashion sense and want to show off your spunky specs, opting for a short ‘do is the way to go. This way, the focus will be on your chic eyewear. Jamie Lee Curtis is the standard when it comes to flattering short hairstyles for women over 50, and her cropped cut allows for her brilliant bifocals to take centerstage. 

Medium-Length Hairstyles for Women Over 50 With Glasses

Medium-length hair is ideal for ladies with a wide face shape who want to instantly slim their features. Adding face-framing layers can create a stylish and sexy look for women over 50 without the added effort of caring for very long hair. You can’t go wrong opting for a shoulder-skimming cut — no matter your age, face shape, or hair texture. It’s no wonder so many celebrities who wear glasses also opt for medium-length hair. Actresses Allison Janney, Barbra Streisand, and Sally Field are all fans of this style of hair. 

Because it’s popular to have bangs with longer hairstyles, you need to take them into account when choosing your style. If you have blunt bangs that fall just a few centimeters above your glasses, be prepared to visit your salon every two weeks or so for a bang trim. If you’d rather skip the expense of bi-weekly hair cuts but still want bangs, opt for piece-y bangs that can be swept to the side and behind your ears when they get a little too long between trims. Side-swept bangs with glasses can look simply stunning too, even if they aren’t what you first imagined yourself with.

Long Hairstyles for Women Over 50 With Glasses

Women over 50 can absolutely rock long hair — even with glasses. (Just ask Demi Moore!) But some thought will need to go into the decision-making process. There’s nothing wrong with preferring hairstyles with glasses and bangs (some of us were blessed with face shapes that flatter bangs), but it can make choosing the right cut a bit difficult. All the same rules apply for long hair with bangs and glasses as they did for medium-length and short haircuts with glasses. Be aware of your beauty budget and know how often you’d feel comfortable sitting in a salon chair so you can factor those costs into the price of your new look.

Of course, the best way to discover haircuts that look good with glasses is to look around you. Chances are you have some spectacled friends, and if you love their hairstyle, ask them who cut it. Hairstylists are most familiar with their own work, so if you can show them one of their own clients whose hair you adore, they’ll be able to give you exactly the same cut or at least tweak it so it works for your hair texture, face shape, and glasses. 

Whether you’re seaching for the best red hair and glasses combo or are seeking hairstyles for round faces with glasses, we’ve got all the inspiration you need. Keep scrolling to see your favorite glasses-wearing celebs and their stylish hairdos. 

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