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How to Dress Over 50 (and 10 things you should never wear!)

You’re here because you’re either nearing 50, you are 50 or you’re over 50 and you have no clue what you should be wearing anymore. Like, is there a catalogue for age appropriate clothes for 50 year olds? Who knows. Anyway, in this article I’m going to tell you how to dress over 50 and share a list of things you should never wear.

Never ever. Never.

(this article contains affiliate links so if you make a purchase I may make a small commission-affiliate disclosure here)


How should a 50 year old woman dress?

A lot of us have this question. I know I did. How should a 50 year old woman dress? Where is that catalogue to order clothes from? We all remember the Sear’s and Eaton’s catalogues that used to come out every season.

Remember that section for the older women or ‘old ladies’ as some would call us (like those 20 year old brats)? As 20 year olds we passed that section and went right to the trendy clothes.

But we’re not 20 year olds anymore (insert crying emoji here).

Now before you get your high cut briefs in a bunch, please know that when I use the term ‘old ladies’ I don’t really mean it. We’re not old dammit. We are F.I.N.E.

Anyway, I have a small confession to make.

Every now and then I sit and wonder if I’m one of those 50 year old women who are desperately still trying to look 25. If you were to take a peek at my wardrobe you would think that a 25 year old lived in my house.

Did I become one of those women? Uggggh!!! I used to point and laugh at them 25 years ago. Is there a 25 year old somewhere out there pointing and laughing at me? (insert another crying emoji here).

But I feel I some got me some personal style. Know what I’m saying? I guess the best way to describe my style is ‘sassy flirty Iva style’. If that’s even a thing.

What women over 50 should wear

I often wondered who the person was who decided that once you hit 50 there is a selection of age appropriate clothes. “Oh I’m sorry, you just hit 50? Ok you can no longer shop in this section you must choose your wardrobe from that section waaaaaaaaay over there in the back corner. The section for mature women”.

That guy. Who’s that guy? Was it a guy? I’m sad if it was a woman who came up with this unwritten rule.

If you were to Google “clothes for women over 50”, wait, let me do that for you and show you what comes up.

women over 50 fashion-how to dress over 50Pin
Photo credit:

Ummmm…ah …..classic pieces, yes?…hard pass…

When I Googled, the images were all blazers, blouses, long pants, long skirts, huge purses, I cringed. Hard core. Now in Google’s defence, there were a few images that I actually liked.

I mean, minus the bag big enough to hide a small child in, I kinda like this look though I would never wear those shoes (ouch), but I could work this outfit.

I think this is a classic style (though I think I’d top it with a leather jacket and a tank top) and I love the straight-leg jeans with the small tear.

And then I found this cute little dress and high heels at Inspired Beauty I think this patterned dress would look smoking hot with some stylish boots (in neutral colors)!

Can you tell I’m not a long sleeves, white shirt, pencil skirt kinda gal? haha!!


Image courtesy of

And then this kinda hot little stylish outfit too! Those shoes look kinda comfy too.


Image courtesy of

But the question here is all about what women over 50 should wear. I want to know why women over 50 should have to select their clothes from the geriatric line. Can someone help me with that please?? (insert an angry emoji here)

And then there’s me! The little fashion rebel


“THEY” say, don’t wear your hair long, it ages you. Don’t wear short skirts, it makes you look like you’re trying to be 25 again. Stop trying to act and dress like younger women.

Don’t wear high heels, you look like a tired old hooker. Don’t wear eyeliner. Don’t wear pastel eye shadow, your fine lines are accentuated.

Don’t wear this, don’t wear that. They said!!! Don’t Don’t Don’t.

Who’s they anyway?

You might also really like this fun article I wrote on painful sex after 50.

Painful Sex After 50-A Humorous Look at Menopause

How women over 50 should dress, act and look

Apparently, we’re supposed to look, dress and act our age. I don’t get it though. Why do we have to do that? And why are we frowned upon if we don’t do that?

Remember the 25 year olds pointing and laughing? Ya that. Suddenly we’re made fun of because we don’t know how to dress, act or look our age.

And it’s kinda uncomfortable.

So I found this chick on YouTube awhile back while I was doing some competitor market research ( I need to keep an eye on these peeps) and she completely dispells any myths about how to look and how to dress over 50. I encourage you to check her out.

Yes she’s my competition BUT she also truly is a sweet wonderful woman with tons of amazing videos that I’m happy to share with other women over 50. While I’m not a huge fan of all her fashion tips, she does have some pretty decent tips too though.

She shows you how to do make up over 50, how to look 10 years younger, how to exercise over 50 and so much more! She also discusses things like:

  • what to wear at a special event
  • different ways to put together timeless pieces
  • things to wear to bring out your best features
  • some new looks for mature women
  • and so much more

Seriously, go check her out.

What not to wear after 50

I could write a full blog post on what not to wear after 50 but it sounds exhausting and pathetic if I’m honest. Why are there dressing rules? Why is there a special department just for us? But most importantly, what I want to know is, why are so many women shopping in this department and following society’s rules?

You want to know really how to dress over 50? You want to know what you really should not wear after 50? You want to know what this ‘age group’ should be wearing?

Buckle up babe. Here it comes. Oh and by the way, throw your body type and body shape right out the window. None of that applies here 🙂 You’re gonna love these style tips.

Trust me on that!

Let’s face it, midlife is hard, exhausting and frustrating and it didn’t come with an instruction manual (except for blogs like this one!!). I’ve created this powerful and transformational course to help you get unstuck and live the life you desire and deserve. Click here to grab your spot in this transformational course so you can make the rest of your life the best of your life.

How to dress over 50 – 10 things you should never wear

Before I dive into this you should check out this other article I wrote about being a woman over 50.

15 Things Women Over 50 Don’t Gaf About

And you might also like these next two, especially if you are a woman who is just starting over alone in life.

How to Start Over at 50

Starting a New Life Alone-10 Things You Need to Do

So you need to know I’m a bit of a rebel but not in a bad way. I dance to the beat of my own drum. I throw caution to the wind. I don’t follow rules (often) especially NOT fashion rules and I firmly believe that your life is what you make it and people will treat you according to how you present yourself to them.

Why am I telling you all this?

Because being a woman is hard. We’re already up against so many challenges and for years we are supposed to act and behave a certain way. And we have for the most part. Not all of us. But many of us.

When I hit 50 I tossed out all the rules, stopped listening to and following the masses and stepped into my own personal power. It was exhilarating, liberating and effin beautiful.

I found my vibe, dumped my old tribe and my old life, found my voice (and used it ALOT) and started really loving and embracing life. When they say life begins at 50 they mean it. And I get it. I totally get it.

Without further ado, here are some helpful tips and 10 things you should never wear over 50

1 The opinion of others

Can you live your life for you please? Does it matter what others think of you? Most of them don’t even think highly of themselves. Let them point, stare and whisper, I say. Give them something to talk about, I say!

2 Baggage from the past

Drop all the big ugly heavy bags. They don’t look good on you. They are weighing you down and, if I might add, aging you quickly. Do yourself a favour, get rid of all your emotional baggage. We’re moving forward in life, not backward. None of the stuff from yesterday matters today or tomorrow.

3 Jealousy

So Margaret looks good for her age and “you’d never know she was a day over 50!” they say. Who cares? Good for Margaret. She’s beautiful and you know what, so are you! There’s no need to be jealous of other women. We’re all beautiful and amazing in our own unique ways.

4 Fear of getting old

Yes we’re getting older. Life goes on. We’re not 25 anymore. But life is what you make it. You’re not dead yet and you have no idea when you will die. Live it up now babe. Time’s flying by! Do things you always wanted to do, try new things, travel, live out loud.


5 The doormat

Seriously, stop wearing (or being) the doormat. You’ve worn it for far too long. You are no one’s b****. Find your voice, start using and start saying NO to all these people who have been taking advantage of you all this time. Tell more people to f off!!

6 Cattiness

Time to grow up. We’re not in high school anymore and besides, that catty look looks horrible on you. Disgusting if you will. Life isn’t a competition. We’re all in this together. Put your pointy finger down and stand tall with your sisters! Lift a sister up, don’t put her down. The world is already a heavy place to be in.

7 Judgement

If you’re still judging others, stop it. You are no better than anyone else and no one is better than you. Judging others makes you ugly no matter how beautiful you are on the outside. In case you missed the memo, your poop stinks just as much as the next guy.

8 Regret

Like baggage, regret also ages you. So you didn’t do this or that, so you never told so and so something, so you never went to that place. So what? Regret does nothing to enhance your life and only makes you sad and miserable. Dump it.

9 Crocs

Burn them. Have a croc destroying party. Donate them if you want but get rid of them!!

Haha I’m kidding. Girl we need comfy shoes. I feel ya. For me, the perfect shoe is a pair of flip flops. I own way too many and I love each pair.

But listen, you can wear crocs all you want. (insert cute emoji here)

10 Worry

It’s time to turn that worry frown upside down and make it a smile. Life is short and we’re over halfway through our lives. There’s no time to worry or hold back or not live the life you deserve and desire. Smile at strangers, eat the cake, go to foreign lands, say hi to the cute boy….go do things and stop worrying if it’s right or wrong or if people will talk.

If it makes you happy, it’s right.

Forget age appropriate clothing

So here’s the good news.

How about you just forget your age. Wear what you want, do what you want, say and be what you want. Girl, you wanna wear skinny jeans, tank tops and leather jackets, please do!!

You wanna wear that little black dress and ankle boots, do that too! Love bright colors? Good. Wear those too!

You wanna look like you’re ready for the red carpet wearing some hot Ralph Lauren number? You do you babe!!

And then take pictures of your hot signature style and be proud of the skin you’re in and the style you have!!!

I think the best thing about being a mature woman is that at this point, we just don’t care. We’ll wear crop tops and animal print, we’ll wear short shorts and our daughter’s jeans.

We just don’t care.

You must always remember, this is your life and no one on the planet can tell you how to live it or what you should wear while you’re living it.

Be the best version of you that you can be! Get the heck out of your comfort zone.

So forget age appropriate clothing, forget all the rules for women over 50 about how we should act, look and talk. Just do you babe.

ox iva xo

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    1. Haha thanx so much for reading and your awesome comment. I hit the big 6-0 in September 😐 Happy Early Birthday to you!!!

    2. OMG -you are awesome and beautiful, I just turned 55 and have been in a deep depression, such great advice ! You go girl!

      1. Awe sorry to hear you are depressed 🙁 I hope you find your way out and if you need help just reach out. I’m always an email away oxox [email protected] Thanx so much for reading and your kind words 🙂

    3. I love your post! It’s so true wear what your comfortable in! If you look hot in a tube top … keep rocking it😎

  1. I turned 65 in March, do I feel 65? Hell no!!!! I an more confident, I feel strong, knowledgeable, and I certainly don’t worry about what others think of me.
    Thanks for your articles.

  2. I always have thought we live our lives backwards. The older we get, the smarter we are and the less we care about what others think.
    I wish I had known this stuff when I was younger and physically fabulous in ways I can never be again ( can’t un -stretch those stretch marks from carrying my 4 children, two of which are twins). Can’t un-sag what gravity does to a body starting to deplete itself of collagen, etc. But, I can stop caring about pleasing everyone but me. I did that the entire time my kids were little and ít sucked. I love being a mom, but I don’t love what the world expects of us as mothers, wives, and women. No man would ever put up with what women put themselves through. Why should we?
    We shouldn’t. Now the time when we need to love ourselves and stand together as sisters, as women.
    Thank you for the great article.

    1. Best comment ever!! Thank you so much for sharing your thoughts and for reading xoxo

  3. I’m so glad I read this ! I needed each and every bit of the advice . I turn 64 tomorrow and have been a bit down . But now I’ll look at it all different. Thank you!

    1. Hope you had a Happy Birthday!!! Thanx for reading and sharing your thoughts xoxo

  4. Best advice , I’ve been following those myself makes me feel free. I’ve also always been one one to beat to my own drum!

  5. The other day my mom looked at me and chuckled out the words “the way you dress sometimes…” And I thought “what’s wrong with the way I dress?” Lol. My mom’s 84 and I’ve been living with her for ten years since my dad got sick. I thank you so much for the read. Because after my mom said the comment, I got a little insecure and started looking at the internet on “age appropriate” clothing. The most BIRING articles and clothes popped up that all I could say was “no” “oh, no” and “definitely not” . All I saw was button up shirts and blazers…wtf? Is there a button up/blazer rule somewhere? Then I came across your article and I swear I could breathe again. Thank you for being you and thank you for writing.😁

    1. Awe thanx so much and I’m so glad you found my article. I honestly think it has helped so many women around the world xoxo You keep on being you!!

  6. You totally made my Monday morning! The whole getting older thing sometimes makes me sad, but with it, many blessings enjoys such as grandchildren! And I have told my family that I will be that crazy grandma, and they better be ready for it. I will be 61 at the end of the year. I love to sport a youthful BoHo style and I’m not afraid to throw on a darling wig, to disguise my thinning hair with a colic that has become as wide as the parting of the Red Sea. I’m sure 95% of people who know me do not know that this is not my hair! So three cheers for taking off 30 minutes in my morning routine. You made me smile, you made me laugh, and you are a true blessing to all who have taken the time to read you.

  7. My God today! This touched on and in many levels that I could ever imagine. The voice inside my head. I’m turning 60 in January and just living the best life now without others opinion of me, regrets, setbacks, set-ups, and all of that. I enjoy following you and so glad for you being the rebel that you are-all I can say is; “you go girl!” My new motto – “Do You, Be You, and Enjoy You!”

    1. You go girl!! Thanx so much for reading, glad you liked it and thanx for sharing your thoughts too!! xoxox

  8. Okay, l am way over 50, but l love, love this article. Wish it had been around when l was 50. I was 85 on my last birthday. I feel 50 sometimes, 95 others. However after becoming a widow, a grandmother to 3 beautiful girls, l have decided that it’s my time to forget rules about age, size, looks (hey, l am who l am) and especially what “SusieQ” thinks of me. I am happier than l have ever been. I bought my first embroidered skinny jeans last week. I love them, l have a tummy, so what, l wore a longer top. I went out to dinner with my 2 daughters, and a son-in-law. Wore my new jeans, I actually felt attractive. It felt great! I had a good time, my children acted like they really liked the new me. Wish l had started living for me a long time ago You are so right, time is flying by, remember ladies if we don’t love ourself, no one else will love us. Thank you so much for writing this article, not age appropriate for me, read and loved it anyway. God bless you, He certainly has blessed me.

    1. Awe thanx so much for your comment. You sound like you are truly enjoying life!! Atta girl 🙂

  9. Thank you for the comments about dressing like you want & having a good life doing it. I don’t care if others like my choices, I do and that is what matters. I turned 71 in Aug. and my husband thinks I look 50; we have been happily married for over 50 years.

    1. Awe I love your comment. Thank you so much for reading and sharing your thoughts xoxo

  10. Thank you very much for sharing. I hit 70, Wahoo! I’m in jeans , boots, & some type of longer top. I’m no beauty to look at, but feel good & don’t feel 70 ( most of the time LOL).

  11. Really, it’s none of my business what others think of me! Big ol’ smiley emoji here…

  12. Love love love every single word thank you I really needed this, I’m just gonna do me, love all us over 50 babes God bless

    1. Thanx so much for reading and for your lovely comment too!! Cheers to us beauties over 50 xoxoxo