How to Find Your Own Style as a Woman Over 50

Last Updated on February 6, 2024 by Candi Randolph

Have you ever stared at your wardrobe and thought, “I’m stuck in a style rut?” Well, guess what? You’re not alone. We’ve all been there, and it’s completely normal. But here’s the good news: finding your signature style is a great way to break free from that rut.

Think of it as going on a style journey, an exciting road trip through different styles and the latest trends. It’s all about discovering a new way to express yourself, creating your own look that screams ‘you’.

Personal style definition for women over 50; finding your personal style

Now, this doesn’t mean following every trend that pops up on your Instagram feed or Pinterest home page. Oh no, it’s about creating a balance between what’s current and what feels right for you. After all, who says we can’t be trendy and comfortable at the same time?

Defining your personal style as a woman over 50 may not be a question in your mind. For some of us, preferences and style statements became crystal clear as we moved through our 20’s, 30’s and 40’s. Others don’t see things quite so clearly, and the confidence of knowing who they are in a style sense still feels hazy and undefined. So, we’re going answer the question of how to find your own style!

We’ll be covering quite a bit of information as we discover how to define our own personal style. I have a free worksheet for you at the bottom of the post. It’s a wonderful reference tool!

I worked in the banking industry for about 25 years back in the day, and it was very common for women in middle management positions to wear a two-piece suit with a blouse, hose and pumps. Except me. Matching skirts and blazers were never appealing to me. Boring, actually, were my thoughts at the time.

My preferred attire was more along the lines of putting two or three separates together to create an outfit, with the occasional dress thrown into the mix. I didn’t realize it at the time, but I was demonstrating my personal style as a young woman in a conservative industry.

Now that I’m in my 60’s and the banking world is in the distant past, I still prefer to keep things on a casual note for just about any occasion. That’s who I am. It’s my personal sense of style and I understand how and why I make certain midlife fashion choices.

I like to keep my life simple and relatively uncluttered, literally. I know from past experience that I don’t need much to be happy, and all the ‘stuff’ we tend to accumulate over the years isn’t that important. That overall philosophy spills over into my personal style, too.

I believe that for many of us, our fashion style sense evolves over time as we gain life experience, learn more about who we are, what we feel comfortable in  and how we want to present ourselves to ‘the world’. We make these decisions without conscious thought, we just know it is what we want to wear.

For others, though, it is is not quite so clear or simple. The process of learning how to find your own style, consciously or not, hasn’t evolved. Or, self confidence is an overall issue, including style. As we age and our bodies as well as life activities change, our style sense can become even more muddled.

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How to Find Your Own Style

finding your personal style after 50

Are you ready to channel your inner Audrey Hepburn and find your own unique look? Well, buckle up, because we’re diving into the world of individual style, and trust me, it’s more fun than a weekend at the spa.

So, what’s the first thing you need to do? It’s simple- start with a mood board. Think of it as your style compass, guiding you towards your signature piece and personal preferences. Whether it’s elegant pearls like Audrey or a vibrant scarf that just screams your name, your signature piece will be the cornerstone of your style.

Now, you might be wondering, “What’s the best way to create a mood board?” Well, imagine you’re throwing the most fabulous party ever – only this time, the guests are your favorite colors, patterns, fabrics, and accessories. Invite them all and see who gets along best. More about that in Step #1 below.

Remember, your style is an extension of you. So don’t be afraid to make bold choices, mix things up, and most importantly, have fun. After all, isn’t that what fashion is all about?

Finding your personal style and midlife fashion preferences is not difficult. I have three simple steps for you here. You won’t find any technical, clever or dramatic terms for them, nor will you find this on any other site (not that I know of anyway, it came straight from my head and my heart). But, I know that it will help you be more confident in how you choose your clothes as a woman over 50, because you’ll be wearing what you love and feel good in.

The FIRST STEP in how to find your own style is to document what appeals to you.

I found this simple step very helpful in the past with interior decorating clients who didn’t know or understand their decorating preferences, and there are definitely some similarities with our own personal sense of style.

To do this, create a Pinterest board and start perusing womens’ fashion pins. When you find one that appeals to you, save it. Don’t be concerned with the ‘why’ yet, just save it to a board.

If you prefer more of a scrapbook type of method, use actual fashion and other women’s magazines and tear out photos of clothing and styles that appeal to you. It could be as simple as gathering these outfits and putting them in a folder.

Again, don’t be concerned with the ‘why’ yet, just add it to your folder, journal or scrapbook. You will see a pattern emerge. It might be:

  • consistency with color – you’ll see reds, blues, grays, or blacks in many of the images, for example
  • or pattern – stripes, polka dots, plaids…or not…maybe it’s solids
  • or fabric – organic fabrics, linens, denim, wool, for example
  • or the outfit itself – you might see similarities in the layering of the outfit, the accessories, the shoes, the jackets, etc.

But there will be a pattern, even if the pattern is that there is a great variety.

Once you have a good number of images, see if you can place them in order of what you like the most down to those that don’t evoke much of a response from you.

Then, verbalize (out loud, in your head or in writing) what it is that you like about your top choices. I prefer putting thoughts in writing, as I tend to forget those pearls of wisdom and insight if I don’t document them.

Again, you will most likely see a pattern emerge. You are defining your personal style and documenting your fashion sense!

SECOND, take everything out of your closet

how to find your own style  and self confidence in midlife

Yes…really. This is a very important piece of the style sense puzzle and it will become clear to you only if you do this literally. So set aside some time if you have a very full closet!

When I went through this exercise I placed each piece on my bed until the closet was empty, then considered each one individually. If you have an extensive wardrobe consider doing this in two or even three sections.

Put back only the clothes/accessories that make you feel good and confident and pretty when you wear them. Usually you will make this decision quickly as you look at each article of clothing (or accessory or shoe) because you will have an emotional connection to it. It’s a yes or a no. If you have to ponder and agonize over the decision, it is a no.

NOTE: If the actual removal of each article of clothing is more than you can attempt, that’s okay. You can also leave the pieces in the closet and examine them one by one. Just make sure you remove any of the articles of clothing or accessories that don’t make the cut.

finding your personal style and the confidence you will gain

Ponder the rejects…why did they not make the cut? You need to understand the no’s in order for the yes’s to make sense. Your reason could be related to size or fit…color or pattern…perhaps the style is now too dated for you.

I sometimes make spur of the moment decisions when shopping. I’m not even looking for any clothes, but spot something as I’m walking past and it ends up in my hand. Guess what? Most of those quick, thoughtless decisions are not ultimately a true representation of my personal style.

This is an important step so make sure you take the time to understand why you rejected a piece. You don’t want to go out and buy the same thing again on your next shopping excursion. Giving careful consideration to what you are going to purchase makes all the difference, my friend.

As women over 50, there are some clothes that might not make the cut because our bodies, our figures, have changed. I know that has happened to me. A pair of casual slacks or a top that I would wear quite often is now off the list. Why? I don’t feel good, or confident, or pretty in it anymore because I’ve changed, physically. It’s not a negative, it’s just reality.

You will most likely find some correlation between the photos in your ‘scrapbook’ that you rated as favorites, and the clothes/accessories that made the cut and returned to their home in your closet.

Even if you don’t realize it, you DO have a personal style as a woman over 50! You are learning how to find your own style!

THIRD, as you see what is now the wardrobe that represents your personal style, your midlife fashion, notice the one element that stands out.

defining your personal style as a woman in midlife

Some might call it your trademark or signature look. There is most likely something that is a bit more dramatic, or colorful, or puts the finishing touch on your style statement consistently. This is part of learning how to find your own style and it’s an important point.

Here are some examples:

  • a bold color or dramatic color, like red, black, bright blue or purple
  • a dramatic print such as an animal print, geometric shapes, bright Hawaiian prints
  • a particular type of jewelry, such as an oversized watch, statement earrings, chunky necklaces
  • shoes…it might be the sheer number of them or a particular style that is trendy and fun

If you’re staring into your closet and scratching your head thinking, “I have no drama, no trademark, nothing stands out. I must be really boring”, not to worry, my friend!

Sometimes our “one thing” when it comes to our personal style is that we are ultimately creating an understated look. That is who we are.

Or, our “one thing” is more of a type of clothing choice or how we wear our clothes, so it doesn’t stand out so much. I like to wear my blouses and tops tucked in. I’ll wear the extra long tops with leggings at home in the winter months, but my style is to tuck in the tops, at least as long as I can continue to do that and feel good, pretty and confident!

Yours might be that you wear a blazer with your outfits, all the time. Or your tops might be similarly styled. You might love to wear the comfy pants with drawstring ties and long flowing tops over them.

We all have something that is our personal style definition and makes us unique.

My Personal Style in Midlife: Understated, casual and relaxed, with denim, black, simple jewelry and sandals (or black boots in cold weather) as my go-to fashion choices

It’s time to create your personal style definition

Now that you’ve discovered what your Personal Style is, take that new knowledge and put it into one or two sentences, like I did for my own style, shown in the box quote above.

It always helps to put thoughts into words…tends to make them tangible and memorable.

Additional elements of learning how to find your own Style

midlife fashion - finding our self confidence through style

Once you go through this simple process of how to find your own style, there are a couple of other things to consider.

First, your ruthless dissection of the current wardrobe might result in a closet that looks rather sparse! If you’ve recently changed your lifestyle dramatically due to retirement or climate relocation, there might not be much left that is suited to you at present.

Ideally, you have the time and budget to plan out what you want to purchase to add to your wardrobe and accessories, now that your Midlife style and fashion sense has been discovered.

This might also be the perfect opportunity to consider a capsule wardrobe, and keep things really pared down and manageable. If that seems like a direction you’re not ready to take, consider a miniature capsule wardrobe for the holidays. It really takes the stress out of deciding what to wear to those special gatherings!

If not, you might need to pull back just a few things that aren’t ideal, but still workable for you. I have pieces in my closet (you know, those spur of the moment decisions) that don’t truly represent my personal style and are not my faves, but they’ll do until I can replace them with the clothing that makes me feel good, confident & pretty 🙂

Second, our current body shape and lifestyle are always factored into the mix. You might L-O-V-E the look of bold animal prints, but if your figure doesn’t love them as much, find a really cool scarf, or leopard print sandals, for example. You can wear what you love and still feel great about yourself.

We discuss body shape/type, style essence, style expression and other fashion related topics in detail in my Personal Development course for women over 50, Inspire Your Life.

Even if you’re not a fashionista, it is helpful to understand why you make the choices that you do in clothing, and how they relate to your personality as well as your body type and shape.

When you can mesh together styles that you love, wear those styles and feel good, confident and pretty in them, you’ve found your personal style and fashion sense as a woman over 50!

Conclusion: Rediscovering Your Own Sense of Style

Well, we’ve journeyed together through the world of fashion trends, explored new looks, and broken down easy steps to uncover your true style. And what a ride it’s been, right?

Now, you might be staring at your own closet, seeing those versatile pieces in a whole new light. Why, that scarf you’ve had for years could be your new signature piece! Who knew?  That’s one of the main reasons we embarked on this style adventure together.

Remember, there are different ways to express your style. Maybe you’re a classic, Audrey Hepburn type, or perhaps you lean more towards a boho chic vibe. Either way, it’s all about understanding what works for you and your lifestyle.

Through this journey, we hope you’ve gained a better understanding of your personal style. But remember, style is never static. It evolves, just like us. So don’t be afraid to revisit this guide whenever you feel like shaking things up a bit.

In the end, it’s not about following every trend that comes along. It’s about feeling fabulous, confident, and true to yourself. Because when it comes down to it, ladies, isn’t that the best style of all? So, go forth, experiment, and most importantly, have fun with your fashion!

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redefine your fashion sense after 50

28 thoughts on “How to Find Your Own Style as a Woman Over 50”

  1. You have some very good tips here. A lot of things have been lurking at the back of my wardrobe for years. I have kept skirts in case I buy a suitable top to go with them . Time to accept I never will.

    1. I had to do the same thing, Anne, and make some tough decisions. But it’s such a good feeling to look in the closet and know that you really enjoy everything that it in there, and you’ll wear everything!

  2. WOW! I absolutely loved this article. Easy for me – I am moving so can do the closet clean at the same time. This was very inspiring. Keep on blogging!

  3. This post is so timely for me. I look at my overstuffed closet and think, “I should be able to get rid of some of this stuff” and then I don’t. I think I will have to take each piece out individually, as you suggest, and evaluate and toss or keep. Thanks so much – sharing!


    1. Hi Ruth, I found that by taking everything out it gave me a more objective look at each piece. See what you think. In any event it’s progress toward defining your personal style. 🙂

  4. Back when I was working as a nurse, my style was easy…scrubs! But oh how I color coordinated with matching lab jackets and colorful socks!! My style now is easy too…first and above all other factors, it has to be comfy. My tops, pants, and even my shoes. Shared x 3 ♥

  5. Loved this article Candi and so many useful ideas such as pondering the rejects when looking in our wardrobe. I’m not sure of my style actually. I love colour but also find it difficult now to adjust to retirement living where I don’t need to dress in corporate wear. I’m usually in workout clothes but find it difficult to get a wardrobe that is smart casual with the odd ‘dressy’ outfit. Any tips? I’m loving your new look website and topics. xx

    1. Hi Sue, I would suggest that you give yourself a fresh start and take some time to decide the colors/look that you like the best by using Pinterest or magazines to set aside the photos that draw you in. Then, once you see the pattern in what you really like/love, work toward putting together a few outfits that express that look. It might be just a couple of smart casual outfits and one or two dressier outfits, but it is still your personal style. I agree that the home workout wear, although it’s comfy and serves a great purpose in our lives, doesn’t really express our style! Thanks as always for your continued support. xo

  6. First of all, thank you for stopping by my blog via Blogging Grandmother’s. I have been away from all things blogging while caring for my 92 year-old mom for a few weeks and just discovered your comment on my bucket list post. Thank you!

    I have pinned on 3 different boards this wonderful article on defining one’s personal style. Such a great plan of attack. I really, really don’t want to take everything out of my closet but did recently do a mini-purge and got rid of some less than favorite pieces. You are so right…our clothing, each item, elicit an emotion in us. Those things that are tight, or don’t fit just right, are too short or too long, make me feel antsy! They need to go! Or be tailored. But why tailor an inexpensive piece of clothing and spend more altering it than I did buying it!!

    Want to print off your worksheet and look over my fashion-related Pinterest boards to identify my preferences. I think I know what I like but might be surprised!

    Great post.
    If you are interested, we do a monthly wellness Wednesday post, a Stepping Outside My Comfort Zone series, and a bucket list series for each season. Would love to have you join us for any or all!! If you are interested, please email me ( or stop back by my blog.

    Thank you!

    1. Hi Leslie, thanks for taking the time to stop in, sounds like you’ve been very busy. My mom is also 92 and while she is living in an independent type community, I spend regular time with her so I know what you mean. Thanks for sharing your experience evaluating your wardrobe recently, it is an emotional thing but good for us to do! I’ll stop back by your blog and check out your suggestions.

  7. jodie filogomo

    This was so fabulous Candi!
    I feel like we need to realize it’s a constantly changing thing too. We evolve and so should our closet!! And that’s a good thing,

  8. Fantastic tips! I really enjoyed that. as a woman over 40, I’ve struggled with this. My personal style is, “wear black because it’s slimming” 🙂 Thank you for sharing this!

  9. I haven’t really thought much about my personal style. As a teacher, I like to dress professionally, yet comfortably. A lot of cardigans! Thanks for all of your helpful tips.

  10. Wow! Thank you so much for this wonderful post! It is amazing how we can forget that we still can be stylish and look good no matter how old we get! Love it!

  11. This post is timely for me as well. I’m in the middle of changing careers and really need to define my new personal style. Thanks for writing this it’s great information

  12. My “signature” or “go-to” looks are: 1. pencil skirt and strappy heels 2. jeans or black or navy pants. And with either, usually a 3/4- or long-sleeve top or sweater and maybe a blazer or cardigan. I’ve pared my closet nearly to the bone, and most of the things I got rid of had to go because of fit issues. Mail order items that were too big and I never sent them back! One dress I finally sent back after having never worn it in the more than two years it had hung in my closet. Ridiculous. I need inspiring posts like yours! (PS Good week to visit my blog, I’m doing a fab tea giveaway.)

  13. I did hat you suggested this past year. After a lot of research. Ansering many questions. I had to dig deep. I found I am a feminine ith classic tendencies ith glamour accessories. This is me! Thank you so much for all of your post! You are such a blessing to me!!

  14. You are so right that as we age our style preferences change as well as our bodies!! I’m also dealing with several major life-threatening illnesses as well as progression of more disability!! Haven’t driven in 12 years, on a walker etc. Days are good and awful with chronic pain!! BUT, I love fashion and everything about dressing well!! Thank you for all your wonderful articles!!!! You lift my spirit!!!

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