16 Crazy Good Hairstyles for Older Women With Glasses to Try Today

Hey Gorgeous! Ready to rock your glasses with fab hairdos that scream ‘You’? We’ve rustled up an eclectic list of sensational hairstyles that will complement your stylish specs, no matter the hair type, trend, or occasion. Let’s get into these 16 crazy good hairstyles for older women with glasses that you’ve got to try today!

1. Soft Curly Bob

Imagine a stylish woman radiating elegance with her soft curly bob and chic glasses, her hair a blend of effortless curls framing her face beautifully. The cozy, light-filled living room adds warmth, enhancing her sophisticated yet approachable look.

Creating Perfect Curls with Minimal Fuss

• Use a wide-barrel curling iron to add gentle waves, starting from mid-length to keep the overall look soft and natural.
• Apply a lightweight mousse before blow-drying to ensure volume and hold, giving your curls a bouncy lift that lasts all day.
• For an extra touch of sophistication, twist small sections around your finger and pin them for a few minutes after curling.

Quick and Easy Styling Hacks for Busy Mornings

• For a quick fix, use a texturizing spray on dry hair; scrunch with your hands for that effortless, tousled look.
• A silk scarf wrapped overnight can enhance your curls naturally, eliminating morning frizz and imparting a beautiful sheen.
• Customize your bob with fun accessories like jeweled pins or a stylish headband to add flair in seconds.

Experimenting with your hairstyle can be exhilarating. Embrace these soft curly bob tips and let your hair shine with chic, timeless charm!

2. Elegant Pixie Cut

Ever wondered how a simple pixie cut can transform your entire look? For women over 50 who wear glasses, this hairstyle isn’t just a chic statement—it’s a functional, fashionable choice that enhances your features and demands minimal maintenance.

Enhance Your Cheekbones with Precision

• Opt for a side-swept fringe that grazes your glasses and adds soft elegance to your pixie cut.
• Incorporate subtle layers to create volume and movement, making your hair appear fuller and textured.
• Highlight with a touch of color around your face to accentuate your cheekbones and make your glasses pop.

Simple Yet Stunning Styles

• Use a lightweight styling cream to tame any flyaways and achieve a sleek, polished look within minutes.
• Experiment with tousled textures for a relaxed and youthful appearance, perfect for everyday wear.
• Accessorize subtly with a headband or tiny hair clips to add a playful element without overwhelming the simplicity of the cut.

Embrace the elegance and ease of a pixie cut, and feel confident in knowing that your style is both sophisticated and straightforward. Try these ideas and let your hair reflect your radiant personality!

3. Layered Lob

Ready to embrace a sophisticated new look? The layered lob is ideal for older women with glasses, combining elegance and modern flair effortlessly. The layers add movement to any hair texture, giving your style a refreshing, youthful vibe.

Elevate Your Everyday Style

• Ask your stylist for soft, face-framing layers to accentuate your features, enhancing the silhouette of your glasses.
• Use a round brush while blow-drying to add body at the roots and maintain the lob’s voluminous shape.
• Add a touch of texturizing spray to separate and define layers, creating a relaxed, airy finish.

Quick & Chic Styling Secrets

• Sleek a straight lob with a flat iron for a polished look that’s chic and easy to manage.
• Play with semi-loose waves using a medium-barrel curling iron for a trendy, lived-in texture.
• Incorporate a side-swept fringe to soften the look and add a touch of sophistication.

Ready to make your hair work for you? Experiment with these tips to find the perfect balance between stunning and practical, letting your layered lob complement your unique style beautifully.

4. Sleek Straight Bob

Finding the perfect hairstyle that exudes sophistication and suits your lifestyle is a game-changer. A sleek straight bob paired with your stylish frames can boost your confidence and elevate your professional image effortlessly. This simple yet polished look is perfect for older women looking for a touch of elegance without the fuss.

Sculpting the Perfect Straight Bob

• Start by blow-drying your hair with a flat paddle brush for that ultra-sleek finish.
• Use a flat iron to smooth out any remaining waves or curls, ensuring every strand is perfectly straight.
• Add a lightweight serum for a glossy sheen that lasts all day.

Quick Maintenance & Styling

• Refresh your bob between washes with a quick spray of dry shampoo at the roots.
• Create a side part for a sleek yet versatile look that can be tucked behind your ears.
• For a bit more flair, tuck the front sections behind your ears and secure them with chic hairpins.

Nurture your look with a sleek straight bob and redefine elegance daily. Don your favorite glasses and feel the magic of a well-styled haircut that complements your sophisticated style.

5. Beachy Waves

Envision yourself on a tranquil summer day with soft, beachy waves framing your face and chic glasses completing your look. This carefree hairstyle not only emanates a youthful, boho vibe but is also perfect for fine or wavy hair types, adding a touch of elegance to your everyday style.

Chic Waves in No Time

• Use a salt spray on damp hair, scrunching it gently to enhance natural waves.
• Twist small sections of your hair into loose buns while still damp for overnight waves.
• For a polished look, use a 1-inch curling iron to define random sections, creating a natural wave pattern that’s not overly styled.

Effortless Everyday Hairstyles

• Braid damp hair before bed for easy waves by morning—just spritz and go!
• Use a wide-tooth comb for a natural, tousled finish that takes no time but looks effortlessly chic.
• Add a headband or stylish scarf to elevate your look on busy days, drawing attention to your waves and glasses.

There’s no need to spend hours on your hair—these tips help you achieve gorgeous, beachy waves effortlessly. Embrace your unique style and let your hair speak volumes about your vibrant personality!

6. Textured Shag

Can a textured shag elevate your entire look? Absolutely! Especially for older women with glasses, this edgy yet effortless hairstyle perfectly blends volume and character. Imagine cozying up in a cream knit sweater in your tastefully decorated living room, with minimal accessories accentuating your new, polished appearance.

Volume That Wows

• Opt for soft, face-framing layers to add dimension and volume around your glasses without overwhelming your features.
• Use a texture spray on damp hair before blow-drying with a diffuser to enhance natural waves and create a fuller look.
• Consider side-swept bangs to gently showcase your frames while maintaining a balanced yet modern silhouette.

Quick and Easy Everyday Hacks

• A light mousse can effortlessly define texture—scrunch small amounts into towel-dried hair for a casual, lived-in look.
• Soft waves can be easily achieved overnight with loose braids—simply unravel and finger comb for an effortlessly chic morning routine.
• Embrace natural greys with a shine-enhancing serum to showcase your textured shag’s layers and keep your hair looking vibrant and healthy.

Ready to make a statement? Give these stylish yet practical tips a try, and rock a textured shag that highlights both your personality and your glasses. Confidence in your style starts with a fresh, fabulous haircut!

7. Classic Updo

Step into an aura of timeless elegance with a classic updo that perfectly complements your glasses. Picture a serene bedroom with soft white curtains and an older woman whose updo beautifully showcases her frames, exuding sophistication without the fuss. This hairstyle is your go-to for special occasions, offering both style and practicality.

Elegantly Tamed Updo

• Begin with softly curling your hair to add texture, then gather it into a low bun at the nape of your neck.
• Secure the bun with discreet hairpins, ensuring it’s tightly in place while still appearing relaxed.
• Gently pull a few soft strands loose to frame your face, enhancing the natural elegance highlighted by your glasses.

Sleek and Simple Hair Hacks

• Use a smoothing serum to tame any flyaways, giving your updo a sleek, polished finish.
• Incorporate stylish, yet subtle, hair accessories like pearl pins for a touch of glamour.
• Customize your look by adding a small braid along the side before gathering the bun, adding an easy, creative twist.

Embrace the beauty of a classic updo and feel the confidence it brings. Experiment with these easy styles to find the perfect look that accentuates your personality and enhances your elegance.

8. Wispy Bangs

Ever wondered how a simple hairstyle can turn back the clock? Wispy bangs shine as your secret weapon, creating a soft yet stylish frame for your face. Even with glasses, these flirty bangs perfectly complement your look, enhancing your natural beauty effortlessly.

Soft and Chic: Nailing the Wispy Bangs

• Use a lightweight mousse to keep those wispy strands bouncy without weighing them down.
• Trim bangs at a slight angle to give a naturally layered effect that flatters all face shapes.
• Incorporate subtle highlights to add depth and dimension, making your bangs stand out.

Quick Wins for Busy Mornings

• A spritz of dry shampoo not only refreshes but also adds volume to your bangs.
• For a polished look, simply run a straightener through your bangs, curling slightly at the ends.
• On lazy days, a headband can push your bangs back stylishly while offering a chic twist.

Rediscover your youthful glow with these effortless styles. Embrace the playful, refreshing look that makes your morning routine a breeze!

9. Voluminous Curls

There’s something undeniably charming about voluminous curls paired with chic glasses. This look not only showcases your playful side but also adds a touch of elegance to your overall style. Picture yourself in an airy living space, soft pastel hues complementing your bouncy curls—a perfect setting to explore the bold statement these curls can make.

Creating Lush Volume

• Start with a volumizing mousse on damp hair, focusing on the roots. Use a round brush to lift at the crown while blow-drying for extra lift.
• Curl sections of your hair with a large-barrel curling iron, ensuring to curl away from the face for an open and bright appearance under glasses.
• Tease your roots gently with a fine-tooth comb and lightly spritz with a flexible-hold hairspray to keep the volume intact without stiffness.

Effortless Glam in No Time

• Opt for overnight heatless curls by braiding your hair before bed. Wake up, unbraid, and enjoy natural-looking curls without the heat damage.
• Use a texturizing spray to add body and separation, creating a fuller effect that frames your glasses beautifully.
• Personalize your curls with decorative hairpins or a silk headscarf, adding an extra flair that suits your unique style.

Embrace the beauty of voluminous curls and glasses—they empower you to make a distinct statement. Experiment with these tips and feel confident in your effortlessly stylish look.

10. Shoulder-Length Layers

Embrace a chic, sophisticated look with shoulder-length layers that frame your face beautifully, perfectly complemented by your signature glasses. This versatile hairstyle adds much-needed volume and shape to thinning hair, making it a flattering choice for older women seeking a stylish, effortless everyday look.

Elegant Volume and Shape

• Opt for subtle, graduated layers that enhance the natural movement of your hair, creating a fuller, more dynamic look.
• Blow-dry your hair with a round brush, focusing on lifting the roots to add volume and bounce.
• Use a lightweight, volumizing mousse to give your layers extra body without weighing them down.

Effortless and Quick Styling

• To achieve a polished look quickly, curl the ends of your layers with a 1.5-inch curling iron for soft, elegant waves.
• For a low-maintenance style, apply a texturizing spray to damp hair, scrunch, and let it air dry for natural, beachy waves.
• Experiment with parting your hair differently—try a deep side part or zigzag part to add interest and variety to your look.

Feel empowered to experiment with these styles, knowing that your shoulder-length layers can effortlessly adapt to any occasion. Let your hair reflect your vibrant personality and embrace the elegance that every strand showcases.

11. Side-Swept Fringe

Sunlight streams through the window as she curls up with her favorite book, her side-swept fringe framing her face perfectly. There’s something undeniably stylish about combining a modern haircut with a hint of wisdom, and her chic glasses add that extra touch of intrigue.

Framing Your Face with Confidence

• Blow-dry your fringe with a round brush, pulling it to the side to create volume and a natural sweep.
• Pair the side-swept look with a pixie cut for an edgy, yet sophisticated vibe.
• Experiment with texture: a bit of mousse will add body and movement, enhancing the modern feel.

Quick & Chic Everyday Styles

• Use a lightweight hairspray to keep your fringe in place without sacrificing its flow.
• For an effortless touch, tousle your hair slightly after styling to avoid it looking too polished.
• Switch up partings occasionally to keep the look fresh and prevent flatness.

Embrace your glasses and your fringe—they’re a dynamic duo! Dive into these styling tips and let your hair speak volumes about your unique style and confidence.

12. Tousled Pixie

Who says older women can’t have fun and flirty hair? If you’ve got glasses, the tousled pixie cut is your new best friend. It’s chic, easy to manage, and brings out your youthful charm with every strand.

Effortless Elegance for Every Day

• Use a texture cream to add volume and definition to your pixie cut.
• Let your hair air dry for a natural, tousled look that complements your frames.
• Embrace the bedhead look by lightly teasing your roots for that extra lift.

Quick and Chic Pixie Strategies

• Spritz a bit of sea salt spray for that beachy, windswept style.
• Accessorize with cute, minimal hair clips to keep your pixie in place and add flair.
• Experiment with parting your pixie differently each day to switch up your look without extra effort.

Take a leap and make every day a great hair day. Your pixie cut can be just as dynamic and spirited as you are—embrace it!

13. Modern Pageboy

Timeless elegance meets modern edge with the chic pageboy hairstyle, perfect for bringing out the sophistication in every older woman. This look, combined with thoughtfully chosen glasses, creates a striking statement that feels effortless yet refined.

Master the Modern Pageboy

• Use a straightening iron to achieve smooth, sleek lines that define the pageboy cut.
• Opt for subtle highlights to add depth and dimension, enhancing the sharpness of the style.
• Ensure regular trims to maintain its polished and professional finish.

Effortless Elegance, Every Day

• Use a lightweight serum to keep your hair glossy and frizz-free throughout the day.
• Experiment with different glasses frames to complement your hairstyle, from bold to minimalist.
• Embrace a quick blow-dry technique for volume at the roots, adding a sophisticated bounce.

Embrace the simplicity and sleekness of the modern pageboy, and let your hairstyle reflect the confident, stylish woman you are. Play around with these tips to make the look uniquely yours.

14. Curly Q’s

Curly Q’s aren’t just for the young—they’re a timeless look for any woman! Pair your playful curls with chic glasses, and you’ve got a style that’s both youthful and sophisticated. Imagine lounging in your favorite reading nook, turning heads with every glance you make.

Embrace Your Natural Texture

• Use a diffuser to dry your curls, adding volume without frizz.
• Apply a leave-in conditioner to keep curls soft and manageable.
• Scrunch your hair gently to encourage natural curl formation.

Quick and Easy Curl Refresh

• Spray a water and conditioner mix to revive day-old curls.
• Use a curling wand on a few strands for instant touch-ups.
• Pin smaller curls around your face for a bouncy, framed look.

Every woman deserves to feel fabulous regardless of age. Try these curly styles, embrace your natural beauty, and flaunt your confidence!

15. Classic Bob with Bangs

There’s something effortlessly charming about a classic bob with bangs, especially for older women rocking chic glasses. This timeless look enhances facial features and exudes sophistication, making it perfect for any occasion. Let’s delve into how you can achieve this flattering and stylish hairstyle.

Graceful Layers for Added Movement

• Start with a blunt cut bob and ask your stylist for soft, graceful layers around the edges to create an elegant frame for your face.
• Ensure your bangs are slightly tapered at the ends for a softened, feminine touch.
• For daily styling, use a round brush while blow-drying to add volume and a sleek finish.

Quick and Chic Styling Hacks

• To maintain your bob’s shape, invest in a lightweight mousse for volume without the crunch—perfect for on-the-go touch-ups.
• Consider a side-swept variation of bangs for a fresh, seasonal update without a drastic change.
• Accessorize minimally with delicate hair clips to add a touch of personality and polish to your look.

This classic bob with bangs is more than a hairstyle; it’s a statement of elegance and confidence. Try these tips to embrace your natural beauty and showcase your unique style every day.

16. Romantic Curls

Think romantic curls are just for the young? Think again. The right curls can add a touch of enchanting grace to your look, especially when paired with chic glasses. Let’s transform your everyday style into something truly special for those memorable moments.

Voluminous Curls in Minutes

• Use a large-barrel curling iron for soft, romantic waves. Wrap large sections of hair to create loose curls, emphasizing a natural look.
• Apply a lightweight mousse to dry hair before curling. This adds volume without weighing your hair down and ensures curls stay intact.
• Brush out the curls gently with a wide-tooth comb to achieve an airy, effortless finish perfect for any occasion.

Effortless & Time-Saving Hair Hacks

• Twist your hair into a loose bun overnight and wake up to beautiful, heatless waves. This trick saves time and keeps hair healthy.
• Accentuate your look with a soft-hold hairspray. It maintains the curls without feeling sticky and keeps the style looking fresh.
• Add a decorative hairpin or simple headband that complements your glasses and personal style for that final touch of elegance.

Why wait? Experiment with these tips and let your curls become the highlight of your next date night or social gathering. Embrace the romance, and let your hair—and confidence—shine.

Gorgeous, you’ve got 16 fabulous hairstyles that celebrate your glasses and your unique style! Dive into these looks, share that newfound confidence, and let the world see your incredible flair. Head over to Shadsy for more stunning hairstyle inspiration and beauty tips. Save this pin for later, and don’t forget to share it with friends who adore rocking new styles. Follow Shadsy on social media for the latest tips, trends, and inspiration.