When it comes to hairstyles, there’s no such thing as one-size-fits-all. Everyone’s hair is unique, and as we grow older, it’s important to embrace styles that reflect our personality, work with our features, and complement our glasses. For women over 40, finding the right hairstyle is not just about looking good—it’s about feeling confident and comfortable.
If you’re a woman who wears glasses, your hairstyle plays a big role in creating a cohesive and flattering look. Glasses frame your face, and your hairstyle can either enhance or overwhelm that effect. Let’s dive into 37 chic and modern hairstyles that will inspire your next look.
1. Collarbone Length Layers
Collarbone-length layers offer a versatile and flattering look for women over 40. This style frames your face beautifully and works well with glasses of all shapes.
The layers add movement and dimension, making this style ideal for medium to thick hair. You can wear it straight for a polished appearance or add loose waves for a casual vibe.
It’s a great low-maintenance option that can be easily dressed up or down depending on the occasion.
2. Classic Bob
The classic bob is timeless and sophisticated, making it a favorite among women of all ages. This chin-length cut draws attention to your jawline and pairs effortlessly with all kinds of glasses.
This hairstyle is incredibly versatile—you can wear it sleek and straight or add soft waves for a modern twist. It’s also a great option for women with fine hair, as it creates the illusion of volume.
Regular trims are key to keeping the bob looking fresh and sharp, ensuring that it always complements your frames.
3. Long Bob (Lob)
The long bob, or lob, is a longer version of the classic bob that offers more versatility. Falling just above the shoulders, it’s perfect for women who want a polished yet relaxed look.
This style works well with round or oval glasses, as the length balances the curves of your frames. You can wear it straight, wavy, or even add curls for extra dimension.
The lob is also a low-maintenance choice, requiring only occasional trims to keep the ends looking healthy.
4. Pixie Cut
The pixie cut is bold, chic, and easy to maintain. It’s a perfect choice for women over 40 who want a no-fuss hairstyle that highlights their facial features.
This short style pairs beautifully with bold or oversized glasses, as it keeps the focus on your eyes and frames. Adding textured layers or side-swept bangs can give it a playful edge.
Pixie cuts are ideal for women with busy lifestyles, as they require minimal styling while still looking polished and modern.
5. Shoulder-Length Waves
Shoulder-length waves strike the perfect balance between casual and elegant. The soft waves add movement and texture, making this style universally flattering.
This hairstyle works especially well with cat-eye or angular glasses, as the waves soften the sharpness of the frames. Use a curling wand or texturizing spray to achieve this effortless look.
Whether you’re heading to the office or out for a casual day, shoulder-length waves are versatile and easy to style.
6. Curly Bob
The curly bob is a fun and youthful choice for women with natural curls. It showcases your hair’s texture while keeping things neat and manageable.
This style works wonderfully with oversized or round glasses, as the curls create a playful, balanced look. To maintain your curls, use a curl-enhancing cream or leave-in conditioner.
The curly bob is perfect for women who want a bold, confident hairstyle that highlights their natural beauty.
7. Shaggy Bob
The shaggy bob is a modern and edgy take on the classic bob. Its choppy layers and textured finish create a youthful and trendy vibe.
This style pairs well with rectangular or narrow glasses, as the layers add depth and dimension to your look. It’s also a fantastic choice for women with thin hair, as it adds volume and movement.
The shaggy bob is easy to style with a bit of texturizing spray and can be worn messy or polished, depending on your preference.
8. Asymmetrical Bob
The asymmetrical bob is a bold and unique option for women who want to stand out. With one side longer than the other, this hairstyle creates an angular and modern look.
It pairs beautifully with frameless or thin glasses, as the asymmetry draws attention to your face. You can keep it sleek and straight or add soft waves for a more casual feel.
This cut is ideal for women who love experimenting with their style and aren’t afraid to try something different.
9. Textured Bob
The textured bob adds a playful and youthful element to your look. The choppy layers give the hairstyle movement and dimension, making it ideal for women with fine or medium hair.
This style pairs well with bold glasses, as the texture balances the frames’ strong lines. A bit of texturizing spray or mousse is all you need to style it effortlessly.
The textured bob is perfect for women who want a chic yet low-maintenance haircut that works for any occasion.
10. Soft Curls
Soft curls are a classic choice that exudes elegance and charm. This hairstyle works well with medium to long hair and pairs beautifully with delicate or minimalist glasses.
To achieve soft curls, use a curling iron with a medium barrel and finish with a lightweight hairspray. This style is perfect for both casual and formal settings.
Soft curls are a timeless option that adds a touch of femininity to your overall look.
11. Side-Swept Bangs
Side-swept bangs are a simple yet effective way to refresh your hairstyle. They frame your face beautifully and draw attention to your eyes and glasses.
This style works well with short, medium, or long hair, making it incredibly versatile. It’s also a great choice for women with round or square face shapes, as the side sweep softens angular features.
Side-swept bangs are easy to maintain and add a youthful touch to any haircut.
12. Blunt Cut Bob
The blunt cut bob is sleek, chic, and incredibly stylish. Its sharp edges create a polished and sophisticated look that pairs well with bold, statement glasses.
This hairstyle is ideal for women with straight hair, as it enhances the clean lines of the cut. To keep it looking sharp, regular trims are essential.
The blunt cut bob is perfect for women who want a professional, no-nonsense style that still feels modern and trendy.
13. Layered Bob with Highlights
The layered bob with highlights is a great way to add dimension and depth to your hair. The layers create movement, while the highlights enhance the overall look.
This style works well with both subtle and bold glasses, as it complements the frames without overwhelming them.
The combination of layers and highlights creates a fresh, youthful vibe that’s perfect for women over 40 looking to brighten their appearance.
14. Choppy Pixie
The choppy pixie is a playful and edgy take on the classic pixie cut. The choppy layers add texture and volume, making it a fun and youthful option.
This style works well with oversized or bold glasses, as the short length keeps the focus on your frames.
The choppy pixie is easy to style and maintain, making it a fantastic choice for women who want a fuss-free yet stylish look.
15. Wavy Lob
The wavy lob is a relaxed and stylish option for women who love effortless beauty. The soft waves add movement and texture, creating a chic yet casual look.
This hairstyle works well with cat-eye or rectangular glasses, as the waves balance the frames beautifully. It’s also a versatile style that can be dressed up or down.
To achieve this look, use a curling wand and finish with a texturizing spray for that tousled, beachy vibe.
16. Sleek Bob
The sleek bob is a polished, elegant hairstyle that exudes sophistication. Its smooth and straight finish makes it ideal for professional settings or formal occasions.
This cut works particularly well with bold, thick-framed glasses, as the simplicity of the sleek bob highlights your eyewear. It’s a fantastic choice for women who prefer a minimalist yet stylish look.
To maintain its sleekness, use a flat iron and a shine serum. Regular trims will also ensure the ends stay sharp and clean.
17. Feathered Bob
The feathered bob is a soft and feminine hairstyle that offers plenty of volume and texture. The feathered layers add movement, making it an ideal choice for women with fine or medium hair.
This style pairs beautifully with delicate or frameless glasses, as the soft layers create a harmonious, balanced look. Feathered bobs also flatter most face shapes, adding a youthful and fresh touch.
To style, blow-dry with a round brush to emphasize the feathered layers and finish with a light-hold hairspray.
18. Inverted Bob
The inverted bob is a modern and edgy hairstyle that’s shorter in the back and longer in the front. This angular cut creates a bold, structured look that’s perfect for women who want something unique.
This style works wonderfully with narrow or rectangular glasses, as the sharp lines of the cut complement angular frames. You can wear it sleek for a polished vibe or add waves for a more relaxed feel.
The inverted bob is a standout style that requires minimal daily maintenance while still making a big impression.
19. Long Layers with Side Bangs
Long layers with side bangs offer a timeless and flattering look that works for women of all ages. The layers add movement and volume, while the side bangs frame your face and highlight your glasses.
This hairstyle is perfect for women who prefer to keep their hair long but still want some shape and dimension. It’s versatile and pairs well with both bold and minimalistic glasses.
Style the layers with a blow-dryer and a round brush for a soft, voluminous finish that’s perfect for any occasion.
20. Short Shag
The short shag is a trendy and low-maintenance hairstyle that’s perfect for women who want a playful and modern look. The choppy layers and tousled texture create an effortlessly chic vibe.
This style pairs well with cat-eye or round glasses, as the texture balances the boldness of the frames. It’s also a great option for women with fine hair, as the layers add instant volume.
To style, use a texturizing spray or pomade for a messy, lived-in finish that looks stylish yet natural.
21. Tousled Bob
The tousled bob is a relaxed and casual hairstyle that’s ideal for everyday wear. The slightly messy texture gives it a youthful and carefree appearance, perfect for women who love a laid-back vibe.
This style works well with oversized or trendy glasses, as the tousled look complements bold frames. It’s also incredibly easy to style with a bit of sea salt spray or mousse.
The tousled bob is versatile and works for both professional settings and casual outings, making it a great all-rounder.
22. Graduated Bob
The graduated bob is a sophisticated and structured style that’s shorter in the back and gradually gets longer toward the front. This cut creates volume and adds definition to your look.
It pairs beautifully with rectangular or angular glasses, as the sharp lines of the cut complement the frames. It’s perfect for women who want a bold and polished hairstyle.
To keep the graduated bob looking sharp, regular trims are a must, as the structure relies on clean lines.
23. Stacked Bob
The stacked bob is similar to the graduated bob but with added layers in the back for extra volume. This style is ideal for women with fine hair who want a fuller look.
This cut works well with narrow or frameless glasses, as the stacked layers draw attention to your face and frames. It’s a chic and modern option for women who love a structured style.
The stacked bob is easy to style with a round brush and blow-dryer, making it a practical yet stylish choice.
24. Side-Parted Lob
The side-parted lob is a trendy and flattering option that offers a bit of asymmetry. The side part adds depth and interest, making it a great choice for women who want a fresh and modern look.
This style pairs well with oversized or bold glasses, as the side-swept effect balances the frames beautifully. You can wear it straight for a sleek appearance or add waves for a softer finish.
The side-parted lob is a versatile and stylish option that works for both casual and formal settings.
25. Wavy Shag
The wavy shag is a modern and edgy hairstyle that combines choppy layers with loose waves. This style is perfect for women who want a trendy yet low-maintenance look.
It works well with cat-eye or rectangular glasses, as the texture of the shag complements bold frames. The wavy shag adds movement and volume, making it ideal for women with fine or medium hair.
To style, use a curling wand or texturizing spray for a relaxed, tousled finish that’s effortlessly chic.
26. Short Layered Bob
The short layered bob is a youthful and playful hairstyle that adds volume and dimension. The layers create texture, making this style perfect for women with fine or thin hair.
This style pairs well with round or oval glasses, as the layers add a soft and balanced touch to your look. It’s also incredibly easy to style with a bit of mousse or texturizing spray.
The short layered bob is a versatile option that works for both professional and casual settings.
27. Volume Pixie
The volume pixie is a bold and statement-making hairstyle that’s perfect for women who want a short, chic look. The added volume creates a dramatic and stylish effect.
This cut works beautifully with oversized or trendy glasses, as the short length keeps the focus on your frames. It’s a fantastic option for women who want a fuss-free yet eye-catching style.
To achieve volume, use a round brush and blow-dryer or a lightweight styling mousse.
28. Messy Bob
The messy bob is a carefree and relaxed hairstyle that’s perfect for women who want an effortless look. The slightly undone texture creates a playful and youthful vibe.
This style pairs well with bold or statement glasses, as the messy look complements the frames’ strong lines. It’s also easy to style with a bit of sea salt spray or pomade.
The messy bob is versatile and works for a variety of occasions, from casual outings to professional events.
29. Bob with Fringe
The bob with fringe is a classic yet trendy option that adds a touch of sophistication. The fringe frames your face and draws attention to your eyes and glasses.
This style works well with cat-eye or rectangular glasses, as the fringe balances the sharpness of the frames. It’s also a great choice for women who want a polished and professional look.
To keep the fringe looking its best, regular trims are essential.
30. Curly Lob
The curly lob is a beautiful choice for women with natural curls or waves. This shoulder-length style celebrates texture and creates a soft, romantic look that complements all kinds of glasses.
This hairstyle works wonderfully with bold or oversized frames, as the curls balance their prominence. You can use a curl cream or leave-in conditioner to define your curls and keep them frizz-free.
The curly lob is versatile and perfect for both casual outings and formal events, making it a go-to style for any occasion.
31. Short and Spiky Pixie
The short and spiky pixie is a daring and modern style that’s perfect for women who love bold, edgy looks. Its textured layers and spiked finish give it a playful and youthful vibe.
This hairstyle pairs well with frameless or minimalistic glasses, as the focus remains on the edgy haircut. It’s a low-maintenance option that only requires a bit of styling wax or gel.
The short and spiky pixie is ideal for women who want a confident, statement-making look that’s easy to maintain.
32. Layered Pixie with Bangs
The layered pixie with bangs is a chic and feminine take on the classic pixie cut. The layers add texture and movement, while the bangs frame your face and highlight your glasses.
This style works particularly well with cat-eye or rectangular glasses, as the soft bangs complement the frames. It’s a great choice for women with fine hair, as the layers create the illusion of volume.
To style, use a light-hold wax to add definition to the layers and keep the bangs looking polished.
33. Blunt Lob
The blunt lob is a sleek and polished hairstyle that’s perfect for women who prefer clean, simple lines. The even cut creates a sophisticated and timeless look that works with a variety of glasses styles.
This hairstyle pairs beautifully with bold or statement frames, as the sleek lob balances their strong design. Straightening your hair with a flat iron and finishing with a shine serum will keep the cut looking flawless.
The blunt lob is ideal for professional settings and formal occasions, giving you a refined and elegant appearance.
34. Soft Waves with Bangs
Soft waves with bangs is a romantic and youthful style that’s perfect for women who want a feminine and elegant look. The waves add texture and movement, while the bangs frame your face beautifully.
This style works well with round or oval glasses, as the soft waves and bangs create a harmonious, balanced appearance. Use a curling wand to create gentle waves and a round brush to style the bangs.
Soft waves with bangs are versatile and suitable for a variety of occasions, from casual lunches to evening events.
35. Angled Bob
The angled bob is a bold and dynamic hairstyle that features longer lengths in the front and shorter layers in the back. This modern style creates a striking silhouette that works well with angular or rectangular glasses.
This cut is ideal for women who want a hairstyle that stands out while still being easy to maintain. You can wear it straight for a sleek look or add waves for a softer finish.
The angled bob is perfect for women who love experimenting with their style and want a unique, head-turning haircut.
36. Long Pixie with Layers
The long pixie with layers is a versatile and stylish option for women who want a short hairstyle with added length and texture. The layers create movement and volume, making this cut ideal for fine hair.
This style pairs well with bold or trendy glasses, as the short length keeps the focus on your eyewear. The long pixie can be styled sleek and polished or messy and textured, depending on your mood.
It’s a great choice for women who want the ease of a pixie cut but with a bit more versatility.
37. Chin-Length Bob
The chin-length bob is a classic and flattering choice that frames your face beautifully. Its length draws attention to your jawline and works well with a variety of glasses styles, from bold to delicate.
This hairstyle is particularly great for women with fine or medium hair, as it creates the illusion of thickness. You can wear it sleek and straight for a polished look or add soft waves for a more relaxed vibe.
The chin-length bob is timeless and elegant, making it a perfect choice for women over 40 who want a versatile and sophisticated hairstyle.
Conclusion: Embrace Your Style
Your hairstyle is an extension of your personality and a way to showcase your unique style. Whether you prefer short, edgy cuts or longer, more feminine styles, there’s a perfect option out there for you.
Finding the right hairstyle that complements your glasses can enhance your overall look and boost your confidence. The key is to choose a style that makes you feel comfortable, chic, and radiant.
Which of these 37 hairstyles are you most excited to try? Embrace the opportunity to experiment and celebrate your individuality—you deserve it!