Hey Gorgeous! If you’re a fabulous woman over 50 sporting stylish eyewear, we’ve curated the ultimate list of elegant hairstyles that promise to enhance your look. Whether it’s for a casual day out or a special event, these trends are versatile and perfect for various hair types. Let’s dive into some chic inspiration!

1. Bob with Side-Swept Bangs

There’s something undeniably chic about a bob with side-swept bangs, especially for women over 50 who wear glasses. This stylish combination frames the face beautifully, while the sleek texture of the bob adds a polished touch that’s both modern and timeless.

Mastering the Chic Bob
  • Start by using a volumizing mousse on damp hair to add body and bounce.
  • Blow-dry your hair using a round brush, directing sections inward to create a soft curvature.
  • Use a straightener to smooth out any frizz and keep those side-swept bangs perfectly in place.
No-Fuss Styling Hacks
  • For a quick touch-up, run a smoothing serum through dry hair to maintain shine and manageability.
  • Consider adding a few strategically placed highlights to give extra dimension to your bob.
  • If you’re pressed for time, a light-texture hair spray helps keep the style intact throughout the day.

You deserve to look and feel your best every day. Embrace the elegance of a bob with side-swept bangs and your favorite glasses for a sophisticated look that’s easy to maintain and utterly timeless.

2. Wavy Lob

How about a hairstyle that exudes both elegance and simplicity, making you feel effortlessly youthful? The wavy lob is perfect for women over 50, delivering a fabulous balance of chic and natural while beautifully framing your glasses.

Effortlessly Chic Waves
  • Start by lightly misting your hair with a sea salt spray to enhance natural texture.
  • Use a curling wand to create loose waves, alternating the direction for a fresh, tousled look.
  • Finish with a light-hold hairspray to keep the waves in place without stiffness.
Quick and Easy Styling Tips
  • For a fast refresh, simply scrunch your hair with a bit of mousse on damp strands.
  • Add a touch of elegance with a side-parted style, perfect for highlighting your glasses.
  • Don’t have time to style the entire head? Curl just the top layer for a polished yet time-saving touch.

Be bold and playful with your wavy lob. Let your hairstyle reflect your vibrant personality and embrace the compliments that come your way!

3. Pixie Cut

Ready to make a bold statement? The pixie cut isn’t just for the young—it’s the perfect, chic style for women over 50, especially those rocking glasses. Embrace the confidence and sophistication that comes with this effortless yet edgy look.

Effortlessly Chic Pixie Cut Styling
  • Start with a lightweight mousse to add volume and texture, ensuring your pixie cut never falls flat.
  • For a polished look, use a small round brush to lift the roots while blow-drying.
  • Add a touch of shine serum to highlight your hair’s natural luster and keep it looking fresh all day.
Quick and Easy Maintenance Tips
  • Keep your pixie cut looking sharp with regular trims every six weeks.
  • Embrace accessories like delicate headbands or hairpins when you want a different look.
  • Use a dry shampoo to extend the time between washes and maintain that voluminous texture effortlessly.

Experiment with your bold pixie cut—you’ll find it’s incredibly versatile. From chic and sleek to fun and textured, this style is all about expressing your vibrant personality while embracing the ease and elegance of short hair.

4. Shoulder-Length Layers

Imagine stepping into a sunlit room, with a soft breeze playing with your chic shoulder-length hair. For women over 50 with glasses, sophisticated layers not only enhance natural texture but also add a stylish edge to your look. This section dives into how you can effortlessly achieve this classy hairstyle.

Modern Layering Techniques
  • Opt for point-cut layers to add movement and volume, giving your hair a fresh, airy vibe.
  • Incorporate face-framing layers to highlight your glasses, balancing your overall appearance beautifully.
  • Blend shorter layers around the crown for extra lift, perfect for maintaining a youthful and vibrant touch.
Quick and Chic Daily Styles
  • Use a round brush and hairdryer to softly curl the ends, achieving a polished yet easy-going look.
  • Experiment with a lightweight mousse to enhance your natural waves, keeping things breezy and effortless.
  • Tie half of your hair up in a loose, elegant twist to add variety without the fuss.

Embrace the elegance of shoulder-length layers and let your hair reflect your vibrant personality. These styles are not just easy to manage but perfectly align with your stylish eyewear, ensuring you look effortlessly chic every day.

5. Sleek and Straight

There’s a timeless elegance to sleek, straight hair that beautifully complements sophisticated glasses. Envision yourself in a cozy living room with soft lighting reflecting the smooth texture of your hair—effortless style meets professionalism, making you feel incredibly put together.

Mastering The Sleek Look
  • Invest in a high-quality flat iron to achieve that polished, straight appearance without damaging your hair.
  • Apply a heat protectant spray before straightening to maintain your hair’s health and shine.
  • Finish with a lightweight serum to add a touch of gloss and tame any flyaways for a truly sleek look.
Quick and Chic Styling Hacks
  • Use a straightening brush for a quicker, more efficient option, especially on busy mornings.
  • Try the sleek, tucked-behind-the-ear style for a refined, modern look that showcases your glasses.
  • Experiment with parting your hair in different ways—middle part for a classic vibe, or side part for added volume and dimension.

Embrace the elegance of sleek, straight hair and let your confidence shine. These simple yet effective tips will help you achieve a sophisticated style that feels as good as it looks.

6. Curly Bob

With its playful bounce and youthful charm, the curly bob is a fabulous choice for women over 50 who wear glasses. Imagine yourself in a cozy reading nook, donning a stylish cream-colored top, as the soft, natural light catches the lively curls framing your face and stylish specs. This effortless, modern hairstyle brings a fresh and dynamic energy to your look, perfect for any occasion.

Chic Curls with Definition
  • Opt for a curl-enhancing mousse to give your bob a light, bouncy texture without weighing it down.
  • Utilize a diffuser while blow-drying to maintain the integrity of your curls and increase volume.
  • Twist small sections of hair around your finger while damp to create well-defined ringlets for added flair.
Quick and Easy Styling Tips
  • Embrace your natural curl pattern by air-drying your hair and scrunching in some light styling cream.
  • For a fun, on-the-go look, use a decorative hairpin to pull back one side, showcasing both your curls and glasses.
  • Experiment with a side part to add an instant lift and freshness to your bob, proving that little changes can make a big difference.

Don’t hesitate to play around with your curly bob and embrace different styles. Your hair is an extension of your vibrant personality—let it shine with confidence and creativity!

7. Shaggy Cut

Feeling fabulous over 50 with a chic, shaggy cut isn’t just possible—it’s effortless. Picture yourself in soft layers that add volume to your hair and complement those stylish glasses. Let’s help you embrace this modern, vibrant look.

Master the Volume with Layers
  • Ask your stylist to create choppy layers to lift fine hair, enhancing its natural texture and body.
  • Use a volumizing mousse at the roots after towel-drying to give your layers a boost without weighing them down.
  • For a stylish finish, blow-dry with a round brush, focusing on lifting the roots for a fuller look.
Easy Maintenance, Fabulous Results
  • A simple add-on: spritz a light texturizing spray before heading out to keep those layers looking lively all day.
  • Embrace the lived-in look by allowing your hair to air dry occasionally, adding a casual, trendy charm to your shaggy cut.
  • Accessorize your look with chic headbands or stylish clips, perfect for those quick, on-the-go touch-ups.

Whether you’re running errands or meeting friends for lunch, this shaggy cut is your go-to style for effortless elegance. Embrace the change and let your hair do the talking.

8. Soft Curls

There’s a unique beauty in elegant soft curls that frame the face and transform a simple look into something stunning. For women over 50 who wear glasses, these curls can add a touch of sophistication and femininity, effortlessly complementing stylish eyewear and a cozy pastel sweater in a warmly lit dining area.

Timeless Curl Styling Tips
  • Start with a lightweight mousse to add volume and texture to your hair.
  • Use a large-barrel curling iron to create loose, soft curls that cascade gracefully.
  • Finish with a light-hold hairspray to ensure your curls maintain their bounce without feeling stiff.
Effortless & Time-Saving Hair Hacks
  • Twist small sections of damp hair before bed and wake up to natural, soft waves.
  • Accessorize with a headband to smoothly complement your glasses and add a chic touch.
  • Opt for a smoothing serum to tame any flyaways, enhancing the shine and fluidity of your curls.

Experiment with these elegant styles and embrace the confidence that comes with beautifully styled hair. Your glasses can be a fabulous accessory that complements, not competes with, your stunning soft curls. Embrace a look that is as unique and graceful as you are!

9. Chin-Length Bob

Ready to rock a look that’s both chic and timeless? If you’re over 50 and wear glasses, a chin-length bob might just be your new go-to hairstyle. Imagine sleek lines, a flattering shape, and a look that’s effortlessly stylish—it’s all about embracing sophistication with ease and confidence.

Classically Chic Styling
  • Pair your bob with subtle layers to add texture and movement, perfect for a dynamic appearance.
  • Enhance your natural look with a side part and let a few strands gently frame your face for a soft, feminine touch.
  • Consider a touch of highlights or lowlights to add depth and dimension, making your haircut pop without overwhelming your natural hue.
Everyday Effortless Elegance
  • Use a lightweight styling cream to keep your bob smooth and frizz-free with minimal effort.
  • Spice up your look by tucking hair behind your ears, showcasing your beautiful glasses and chic neckline.
  • Opt for gentle waves with a quick run-through of a curling iron for a trendy, lived-in style that’s easy to achieve.

Bold enough to try something new? Embrace the elegance of a chin-length bob and enjoy a hairstyle that lets you be effortlessly stylish, every day. Your hair is your canvas—create your art with confidence!

10. Voluminous Blowout

Who says you can’t be both glamorous and practical? A voluminous blowout is the perfect way to add a touch of elegance to your look. With the right technique, women over 50, especially those who wear glasses, can achieve a stunning style that turns heads.

The Basics of a Gorgeous Blowout
  • Start with a volumizing shampoo and conditioner to create a solid base.
  • Apply a heat protectant and use a round brush while blow-drying to add body and bounce.
  • Finish with a lightweight hairspray to hold the volume without weighing down your hair.
Effortless Styling for Everyday Glam
  • Use velcro rollers to set your hair while you do your makeup for extra lift.
  • Consider a deep side part to give the appearance of fuller hair.
  • Add a bit of texturizing spray to the roots for a casual yet chic finish.

Transform your look with these easy tips and enjoy the confidence that comes with great hair! A voluminous blowout can be your go-to style for any occasion, turning everyday moments into something special.

11. Textured Pixie

Embracing a modern textured pixie cut can redefine your look, adding an edgy twist that perfectly frames your statement glasses. Picture yourself in a soft gray top against a serene, sunlit living room backdrop—the dynamic layers of your hairstyle catching the light and enhancing your vibrant personality.

Effortlessly Chic: Texture and Volume
  • Create volume by applying a light mousse to damp hair and using your fingers to tousle while blow-drying.
  • Twist small sections of hair with a styling cream to define the texture, creating an effortless, lived-in look.
  • For an extra playful touch, use a texturizing spray and gently scrunch your hair for added dimension.
Low-Maintenance Style with Flair
  • Opt for a quick tousle with dry shampoo on busy mornings to keep your pixie cut fresh and voluminous.
  • Incorporate seasonal hair accessories like minimalistic barrettes to elevate your look instantly.
  • Tailor your pixie to your unique style by experimenting with parting your hair differently for a fresh perspective.

Embrace the creativity and confidence that comes with your modern textured pixie. With these easy techniques, you can effortlessly showcase your style and let your personality shine through every strand.

12. Natural Gray

Stepping into the golden years with style and grace has never been easier. For women over 50, embracing your natural gray hair can be a sophisticated and stunning choice, especially if you pair it with chic glasses and cozy, fashionable attire. Let’s dive into some effortless and classy ways to enhance your natural beauty.

Chic, Natural Waves
  • Scrunch damp hair gently with a light mousse and let it air dry to create natural, bouncy waves.
  • Use a wide-tooth comb to smooth out any tangles without breaking the natural texture of your hair.
  • Add a light styling spray to maintain the definition of your waves, without weighing your hair down.
Quick and Elegant Styling Tricks
  • Opt for a low bun or chignon at the nape of your neck for an elegant look that’s quick and easy to achieve.
  • Pull back the front sections of your hair into discreet twists and pin them at the back for a soft, chic style that compliments your glasses.
  • Use a silk scarf or headband to add a touch of color and sophistication to your look effortlessly.

Embrace the beauty and freedom that comes with age. Experiment with these simple and stylish hair ideas to find the look that makes you feel confident and radiant every day.

13. Feathered Layers

Have you ever noticed how the right hairstyle can beautifully complement glasses, adding more elegance to your look? Feathered layers are fantastic for women over 50, creating a light and airy feel that softens facial features and adds a touch of sophistication. Let’s dive into some easy and gorgeous feathered layer styles perfect for showcasing your fashionable eyewear.

Effortless Elegance with Feathered Layers
  • Start by asking your stylist for feathered layers that frame your face, enhancing your natural beauty.
  • Blow-dry your hair using a round brush to add volume and then gently flip out the ends for a soft, airy effect.
  • For a creative twist, add a subtle highlight to the front layers, which will catch the light and beautifully complement your glasses.
Quick and Stylish Layer Hacks
  • Use a texturizing spray to enhance the feathered layers and create a natural, voluminous look without weighing your hair down.
  • Embrace a low-maintenance routine by air-drying your hair for a more relaxed, effortless vibe.
  • Consider a side part to give your layers a fresh and chic appearance with minimal effort.

Embrace the versatility of feathered layers and let them enhance your unique style. With these simple tips, your hairstyle can be as dynamic and gorgeous as you are—because every day is a perfect day for a beautiful hair transformation!

14. Classic Chignon

Notice the elegance of a woman gracefully carrying a timeless classic chignon. Her outfit is complete with stylish glasses and a soft pastel sweater, exuding sophistication. The minimalistic dining area’s soft lighting captures the essence of her polished look, making her a picture of timeless beauty.

Perfectly Polished Chignon
  • Start by smoothing your hair back with a light-hold gel for a sleek finish.
  • Twist your hair into a low bun and secure it with discreet pins to maintain a neat look.
  • Add a touch of sparkle with an elegant hairpin that complements your glasses and outfit.
Quick and Modern Touches
  • Use a volumizing spray to add body to the crown before styling for a modern lift.
  • If time is short, a hair donut can help shape your chignon effortlessly.
  • Personalize your look with subtle, face-framing wisps or a few delicate curls.

Feel confident to experiment with this elegant chignon. It’s perfect for showcasing your style, enhancing your look, and fitting seamlessly into your sophisticated lifestyle.

15. Short Tapered Cut

Effortlessly chic and undeniably stylish, the sleek short tapered cut is gaining popularity among women over 50, especially those who love to rock their natural curls. Paired with a pair of glasses, this look is both modern and sophisticated, highlighting the beauty of maturity in a fresh, new light. Picture yourself in a cozy living space with large windows, where natural light catches every stylish detail of your hair.

Perfectly Polished Curls
  • To achieve a sleek tapered cut, ask your stylist to keep the sides short while adding volume on top. This adds dimension and frames your face beautifully.
  • Enhance your natural curls by applying a curl-defining cream while your hair is damp. This makes your curls pop effortlessly.
  • For a creative twist, add a slight side part—it transforms the look from classic to trendy in seconds.
Quick and Stylish Hacks
  • Use a leave-in conditioner to keep your hair moisturized and frizz-free throughout the day.
  • Try a fun headband or a pair of chic hair clips to add a touch of personality to your cut.
  • For a quick and polished look, tame any flyaways with a light mist of hairspray and run your fingers through your hair for a natural finish.

Discover the confidence that comes with a sophisticated hairstyle that’s as effortless as it is stunning. Embrace your individuality and let your hair reflect the vibrant, stylish woman you are!

16. Long Layers

Picture this: a refined woman in her fifties, her long, layered hair moving gracefully as she peruses her favorite novel. Fashionable glasses frame her intelligent gaze, while soft, pastel hues highlight her timeless elegance. This scene is not just a daydream—it can be your new reality.

Achieving Elegant Waves
  • Start with a volumizing mousse at the roots to lift and add texture.
  • Use a large-barrel curling iron to create soft, loose curls that cascade effortlessly.
  • Set with a lightweight hairspray for a touchable finish that lasts all day.
Quick and Chic Layered Looks
  • For an everyday look, twist sections of your hair while blow-drying for volume without the fuss.
  • A simple half-up, half-down style can keep your hair out of your face while showcasing your beautiful layers.
  • Add a delicate hair accessory to personalize and elevate your style instantly.

Embrace the versatility of long layers to feel confident and stylish at any age. Your hair is a testament to your personality—let it shine with effortless elegance.

There you have it – 16 fabulous hairstyles that can make any woman over 50 with glasses look simply stunning. Each style offers its own unique flair, guaranteeing there’s something here for everyone. Dare to try something new and share your fabulous results with us! Explore our treasure trove of beauty tips and more hairstyle inspiration on Shadsy. Save this pin for later and share it with friends who love exploring new looks! Follow Shadsy on social media for more tips, trends, and inspiration.

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Last Update: April 10, 2025