Forget the rules you’ve been told about “dressing your age.” This is about your style, your comfort, and what makes you feel unstoppable. A no-nonsense style guide for women over 50.
Perfect style rarely exists, except in fashion magazines or for models on the catwalk, or celebrities at the Oscars. Everyday style is far more appropriate for anyone living a normal life, and this can encapsulate so many different looks.
Perhaps you need to look smart casual, or you have an occasion to wear a classic outfit, or you are just feeling a little bit Boho. You don’t have to get stuck in a style box because you can dress for the occasion and for the style that suits your life on any given day.
Just always keep the real questions top of mind: What works for your life right now? And how can you make fashion fun again?
Table of Contents
The No-Nonsense Style Guide for Women Over 50: Look Amazing, Feel Comfortable
Let’s get one thing straight: you don’t need a style makeover—you already know who you are.
If you’re asking the question : How do I find style in my 50s? Look first at your life, your lifestyle and the clothes you feel comfortable in.
The 100% linen Pablo dress gifted from Fella Hamilton perfectly suits my lifestyle in Australia.
This isn’t about playing by outdated rules like “don’t wear bold colors” or “avoid skinny jeans after 50.” Forget that. This is about stepping into your style sweet spot, where confidence meets comfort and you feel like the best version of yourself.
Take it from the experts. Naomi Smith, fashion director at Marie Claire, says; “I’m really happy to go to work in a great pair of jeans and a great jacket. It may look a little bit boring and repetitive to people but I don’t care because I like it, and it suits me and I feel dressed and confident.”
Let’s dive into some practical, no-fluff tips to make sure you dress to be the best version of yourself and also look at some smart casual outfits for 50 year old women (and over).
1. Start With What You Love
When was the last time you looked in your closet and thought, “I love this”? If it’s been a while, it’s time for a wardrobe audit. Pull out the pieces that make you feel amazing—whether it’s a perfectly tailored blazer, a flowy dress that’s as comfortable as pajamas, or that bold scarf you always get compliments on. Build from there.
Pro Tip: Don’t cling to something just because it was expensive or trendy. If it doesn’t fit your lifestyle or personality anymore, thank it and let it go.
In an article in Woman and Home, personal stylist Lisa Talbot talks about building a capsule wardrobe and says; “All the clothes in your capsule wardrobe should make you feel great, confident and put a smile on your face.”
2. Comfort Doesn’t Mean Sacrificing Style
Yes, you want to feel comfortable—but let’s not confuse that with settling for baggy or boring. The secret? Well-fitted basics. A great pair of dark jeans with a little stretch, perfect ponte pants, soft tops with interesting necklines, and layering pieces like cardigans or structured jackets can create endless looks that feel as good as they look.
Try This: Invest in a pair of stylish sneakers or ankle boots. They go with everything, and your feet will thank you.
These are my own personal favorite sneakers for all day comfort. I’m on my 4th pair!
3. Play With Patterns and Color (Yes, Really!)
Who says you can’t wear leopard print or hot pink after 50? The key is finding balance. Pair a bold patterned blouse with neutral trousers, or throw on a brightly colored scarf over a monochromatic outfit. Little touches of flair keep your wardrobe feeling fresh without going overboard.
4. Accessories Are Your Secret Weapon
Want an easy way to personalise your look? Accessories. Statement earrings, a chunky bracelet, or a colorful bag can make even the most basic outfit feel intentional. And don’t forget about glasses or sunglasses—they’re both practical and a style statement.
5. Shop Smarter, Not Harder
Shopping for clothes doesn’t have to be overwhelming (or frustrating). Stick to a few trusted brands or stores that cater to high-quality, timeless pieces. Many brands now offer extended sizes and focus on flattering fits for real women.
Bonus Tip: Don’t be afraid of the tailor! Sometimes a little tweak—a shorter hem, a nipped-in waist—turns an average piece into one that feels like it was made for you. I have a trusted dressmaker who I turn to for tweaks, especially hems – but she’s got a waiting list!
6. Don’t Be Afraid to Break the “Rules”
No miniskirts after 50? Ridiculous. No leather jackets? Please. The only fashion rule worth following is this: If it makes you feel good, it works.
So if you love a trend and think it’s not “for your age,” try it anyway. Style is about experimenting, not apologizing. But the trend has to suit the life you are living, right now.
7. Confidence Is the Best Accessory
You’ve got something a 20-year-old doesn’t: life experience. Use that as your fashion foundation. The right outfit can make you feel like you’re owning the room, but it’s your confidence that keeps all eyes on you. Walk out the door knowing you look good—not because someone else said so, but because you feel it.
Final Thought
Fashion over 50 and beyond isn’t about chasing youth or blending into the background. It’s about expressing yourself with no filters.
So the next time you get dressed, ask yourself: “Does this feel like me?” If the answer’s yes, you’re doing it right.
Now go out there and own it.
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