Over 40? Rethink wearing these 2025 Fashion Trends!

Personalized, compassionate, virtual care for perimenopause, menopause, and more, covered by insurance in all 50 states. Book your first visit here: bit.ly/MidiANNA

I've never heard that ballet flats have an age limit. They're a classic. Ballet flats with jeans and a Coco Chanel-inspired jacket is instant sophistication. I wear them in place of sneakers with everything.

The biggest thing to stop wearing is other people’s opinions. If you like a garment or it makes you feel good, wear it

I just turned 59 and will never give up my Birkenstocks or mary janes!

I cannot stress this enough, wear what you love, no matter what anyone says or thinks. If it makes you happy then that is all that matters.❤😊

We are forty and Not dead, I think each individual she wear what empowers them and makes them feel beautiful!

I have heard so many times that women over 40 should not wear long hair. I have never agreed with this statement. I think that if a woman has beautiful hair and can take care of it, wear it as long as you can and want regardless of age! Great video Anna! Thank you!

Bally flats are a must. I'm over 60 and I lived in them last year. I will definitely still be wearing them this year as they are my most comfortable footwear. Kitten heels for most dressy occasions but otherwise unless sandal weather it is ballet flats or sneakers all the way.

I’m 56. I grew up with only old hippies wearing Birkenstocks - so to have someone try to say that they are for young people- is so misinformed

I started wearing my mini skirts at 51 years old, also started running 20 miles a week. So I look great in them.

Windbreakers or parkas over an evening dress or “fancy” clothes is one of the stupidest “trends” they could try to push. A huge no!

73 and still rocking the mini's. Of course, not quite as mini as the ones I wore at 23!

45 and love ballet flats. You’re wilding.

Windbreaker over evening wear looks like walk of shame! 😮😂

I love ballet flats and will not stop wearing them. I am 55 yikes, not sure how that happened, but yeah, mostly will be sticking to the classics.

I’m turning 50 this week. I adore my Birkenstocks and I think I make them look effortlessly stylish. Also I have a bad toe with arthritis so they are also comfortable with that issue. :)

Thank you for bringing up Perimenopause 💜 Symptoms are horrific, bringing awareness, support options and getting women to talk and share their journey is empowering!

I’m 79 and wear ballet flats. Don’t even get why you wouldn’t.

Please do a video about pairing shoes with jeans!
(Btw ballerina flats are my go to shoes all summer, I wear them with jeans and shorts)

I’m going to say both Birkenstocks and ballet flats are just classics in American fashion now and perfectly acceptable at any age. Same for mini skirts. Agree on peep toes!

not doing Capris again! 😂😂😂

A windbreaker with formal wear looks like you don’t dress up very often and haven’t invested in a dress coat.

I love the bag charms. It’s fun. I think if it done in a way that doesn’t look obnoxious. I also love ballet flats, especially with wide leg jeans. Love the vlog

I absolutely adore my ToryBirch ballet flats at age 68

This lady is tripping. I know a 60 year old millionaire. She is the most fashionable lady I ever saw. Never a hair out of place. Understanted luxury type of girl. She wears ballet flats all the time, and she looks amazing.

I’m 71 and have worn Birkenstocks since they first came out in 1963. I don’t wear them everyday or with everything, but they do go with certain casual outfits. And since my neurologist has forbidden me to continue to wear high heels I have many pairs of ballet flats. Cute, comfortable, and safe.

If a woman's skin is still smooth/tight and she has toned legs - even if over the age of 50 - what a blessing! Wear that mini skirt. Christie Brinkley comes to mind here!! But otherwise, wear black tights with it or wear skirts at-knee or just an inch-above knee.

I can't believe I'm the first 😂❤ Poland here 🎉 it's my birthday today🎉 i'm 43 do i consider this film to be my birthday gift😂

What to drop after 40? Listening to people on the internet tell you what you can’t wear after an arbitrary age.

Bag charms are juvenile and are something a kid puts on their backpack…NEVER!

At OUR age! I think we owe nothing to anyone and guess what? LADIES WEAR WHAT MAKES YOU HAPPY! 😊

I think jeans with large holes is a legit thing women over 40/50 should not wear! I myself am over them!

I like my Birkenstocks. They provide some foot support. My ballet flats, on the other hand, zero support. I still wear them in my advanced years. I like what I like.

I have never been a Birkenstock girl but a couple of years ago I bought a pair, black patent leather with big gold buckle, and I love them! Get compliments every time I wear them. Also, I have a pair of red pointy toe Maryjane ballet flats that I have worn all over NYC and those seem to get compliments from young girls so I don’t know if I am too old? (I turn 60 next week but am often told I look much younger). My 21 year old daughter likes that I wear the Maryjane’s so I will continue to rock them.

Birkenstocks are timeless, quality classics!!! There is no age discrimination. They've been around for like 100 years....HELLO!!!

This is hilarious, I’m 39 5’8, have had 3 daughters, I work out 5-6 days a week, i have 50% muscle but still curvy.
I probably look the same I did in my 20s probably better as I didn’t workout then I was just slim, Im very toned now. I wear anything that’s flattering. I’m not giving up anything I like just because I turn 40 this year

Another thing older women are often told to not wear is long hair... which is ridiculous

I love Birkenstocks and Mary Jane’s too. It’s all about how you style them. I also go for shoe styles with a slight edge that make them look a little more sophisticated.

I think those large sequins are called “paillettes” (pie-ETTS), FWIW.

I just bought two new ballet flats! In bright yellow with a bow and pink studded ones and I cannot wait for spring! 41 here! 💖🌈💖

Fashion is fun!!it's a feeling!!! Of emotions!!!enjoy it!!!

Ballet flats, mini skirt with baggyish sweater, tights and a great bag! I'm definitely going to try. I'm 45 this year but I would love to try this look again

I'm 39 with very high arches and anything too flat cripples my feet and I struggle to keep them from falling off 😂 so ballet flats are a no go for me but something with a 1-2 inch heel and some nice laces or tasteful straps- friends for life

Birkenstocks have always been an orthotic shoe - so the thought that they might not be for women over 40 is kinda silly.

Great video - Thanks Annareid. I agree with almost everything you said here. However, NO to ballet shoes. Mini skirts and dresses - women of all ages should wear them if they feel good in them. Even if you have some imperfections on your legs (like veins) , you still can wear mini, if you desire to do so - just wear tights, and you are good to go.

Hi, Anna I am rewatching your video, I am so sorry that everyone responded to what I didn’t realize that you had already said in the beginning. I love your content and think you always have some good points to make on what fashion trends you are talking about. I do love to wear what I like, I DON’T subscribe to ALL trends, just the ones I LOVE. Thank you for all your perspectives. I appreciate you.😊

55 here and what I love about dressing me now is I enjoy more sophisticated looks that when I was younger I might think would age me. I also enjoy injecting personality with accessories.

Sequined tank under a structured blazer looks amazing…

I'm 62 & I still wear short skirts, about 4 inches max above the knee.
I prefer short skirts over shorts in the summer. Blue or white denim skirts are great.
In the winter, I still love the Meg Ryan look in "When Harry met Sally," an oversized sweater over short skirt with opaque tights & boots or a clunky heel.

Ballet flats are good but I say not without an orthotic. The feet change as we age. Doc told me that flats are fine but size up bc an orthotic should be put into the shoe.
Birkenstock’s I agree that it depends on how you style them. I find the older I get, I’m picky with which style I buy which includes the color. With the right outfit, a person can really look good. Ty for you content. I enjoy it and I’m 57 ❤️☺️

I can pull off a miniskirt if I wear boots so not so much leg shows, even though (thank God) my legs are still pretty cute. And tights make a difference. And I'm short, and most "mini" skirts hit me mid thigh or a bit lower. I do NOT look good in some of the other lengths of skirts, and I'm sure my fellow shorties will concur.

I'm 52 and love the look of ballet flats, but I've only found one pair that don't hurt my feet.
I found a beautiful, A line, Lands End windbreaker at Costco. It came with a vest too. I can style it nicely, but it is a bit more upscale than the typical windbreaker.

In my opinion:
Birkenstocks are also a regional thing. I think LOTS of different age groups wear them in the Northeast. They are very popular in the “coastal look.” But I don’t see them as much when I go to Florida.
I think the length of the mini skirt is important. I switch to skirts as I aged - but kept the length between my finger tips and the top of my knees.
I had a dog sweater about 10 years ago. I think it’s one of those things that’s memorable - you wear it once and people remember it. . .
Ballet flats are a classic for all ages - just like a white shirt! There are some styles that tend to look more frumpy than others.

Ballet flats look cute, but I can't wear them because completely flat shoes hurt my back. I have to have at least a 1 inch heel. Chunky heels are great, and they give good support and add just a tiny bit of height.

Oh dear lawd, just getting in my 40’s and now there’s styles that are now off limits for me? 😬

Yes, TY for saying it. I so agree with the jeans & bag charms💯

Hello Anna. I am really liking this video because I feel like you are presenting fashion in and out in a better more non judgmental presentation. I felt that the tone of this video gave insight without feeling shamed for not being able to wear the what’s in at the moment tend. Thank you.

I think it depends on what type of vibe/style you're going for or like. It seems like you go more towards rich suburbia. If you look at these suggestions through that lens then they make sense. I find a lot of that style very stuffy looking so whatever floats your boat. Fun vid 🙂

I’m unique I will wear wherever I want to I never cared what people think real talk ….

I really enjoyed this episode, especially about the dog sweaters! So interesting how we can go from stylish to silly quickly! Good job Anna :)

LOL, the bag charms. There's a certain influencer who has to be at least in her 30s who walks around with three different Labubu dolls hanging off her bags. No thank you. I'm 42, but look at least 10 years younger, and finding clothes that look professional and in line with my role as department head while also not looking stodgy has been incredibly difficult. But I do love the look of abject shock on peoples' faces when they realize that I'm the boss.

I’m sorry, but women should wear whatever they like, regardless of their age!! I will wear windbreakers, minis, flats and Birkenstocks until I die 😂

Question: I love wearing long-ish skirts and dresses to work. If not a ballet flat, what shoe should I wear? Loafers seem too heavy and sandals are not work appropriate. Thoughts?

I’m a Floridian so Birkenstocks are a staple, LOL…Bag charms should only be sold in and used by Claire’s Boutique patrons…And if you have a penchant for Cat sweaters or totes - you have far larger issues than fashion.
❤ your channel Anna!

My granddaughter is entering the workplace as a professional this summer. She is doing an internship as a mechanical engineering student for a good size company. Their dress style is business casual . She has gained her freshman fifteen pounds, so many of her pre college wardrobe doesn’t fit. A video on entry lever business casual wardrobe would be greatly appreciated. Keep in mind, her budget will be limited to no more than $1000. She will be in New Mexico, in the summer, so it will be hot except for possibly it being cooler at night in the desert. I hope to see your suggestions soon.

My husband is an investment banker but wears wild socks to work with his suit and tie.

SPOT ON WITH THE JEANS TRENDS. WEAR WHAT LOOKS GOOD ON YOUR GENES LOL. ALSO YES TO THE BAG CHARM🙄

I’m 51 and I love Birkenstocks and have at least 5 pairs? I also have Fred flintstone feet so they work perfect for me😂

I am 61 and refuse to where ballet flats! They look so frumpy.

Great information. You present it very well. I think I'll try out for the new capris and will let you know how I do. But this video made me remember that in my family, it was taboo for "old gals" to wear white shoes. Mind you, that "old" meant 40. 😂 I'm way past that, and loving my nice, crisp white tennis and not so tennis shoes.

As a mom of young children and older children, my whole day is pretty busy. Windbreaker works for me as long as it’s a nice one I have Patagonia Lululemon and our Tarr windbreakers they all look very nice. I don’t wear them with evening clothes I wear evening clothes in the evening when I go somewhere, so all that to say, I think windbreakers are fine for running around dropping kids off running errands having lunch that type of thing

I’ll be 45 this year and I’m so excited that skorts have returned! I loved a skort and high school and still love to wear them!

“No” BALLET FLATS?!?!? Nun uh, uh uh! I’m totally wearing them till I can no longer walk the earth…they’re classic, unpretentious, and go with just about anything (especially, but not exclusively, the Chanel variety)😊

Trendy does not equal stylish . There is not such thing or in or out. Wear whatever you what , enjoy the freedom of being you . Life is too short for not wearing something you want because you are over 40, 50, etc etc .

You look great. Could you share your daily diet and any tips on being lean? I’ve been on keto and I pretty much count my calories and eat a protein veggie diet. Low carb homemade almond flour bread.

Thanks for your awesome video!!!❤❤

My podiatrist says Birkenstocks are good for my foot problem. I'm still learning to style them - they can easily fall into the "frumpy" territory.

I love that first brown dog sweater, I'm 62 and I wear it out anywhere.

Dear Anna, so grateful for the last three tips :) ;). Fun and useful video as always ❤

I will keep wearing my Birkenstocks.
I am 57 and been wearing them for years! With and Without Socks, too!
I usually wear the sturdier, stiffer leather-strapped versions, vs the floppy suede straps).

Since I wore birken stocks in elementary, I can't bring myself to reware them again 😂😂 now ballet flats... those are timeless like a nice white button down. 👌😊 😊😊

I have not ever owned a windbreaker lol chucky necklaces is actually something I stopped wearing about 2 years ago..I put one on oneday and thought it looked like jewelry from Claire's and cheap..after this I switched to a simple diamond necklace and a pearl charm necklace( pearl is my birthstone)both on a thin chain..I invested more upfront but I literally wear them daily for 2 years and they go with everything and always make my outfit a little more classy.

I was laughing out loud when you were talking about the dog and cat stuff. 😂

I almost spit my coffee when you talked about peekaboo toes! You are so funny, and you always cheer ne up! PS I’m 69 and lap up every word on your “don’t wear these “videos

I’m with you with the peep toe shoes, I wont be wearing them In my life time again.

Things I’ve noticed since “sniffing 40” - many of my clothes are a bit juvenile. I’m so impressed with the elevated, casual, and not TOO mature style advice you give. I don’t want to look 30… but I also don’t want to look 60. 👏 ❤

I totally agree with you about capris. Unless you have long legs, they will make your legs look short. However, since I'm in the later stage of peri-menopause I've quit wearing any type of trousers, for comfort reasons. It's loose dresses all the way for me now. I've literally sat next to my wardrobe crying because I can't just throw on a pair of jeans anymore.

I love white sneakers. My outfits are created based on them.

The mini (not micro) with very opaque tights, boots and fun bulky knits in fall & winter is ok on almost any age range, imo, because it's about silhouette and textures. I personally wouldn't show too much skin. A pant length that's cropped just below the knee used to be called a clam digger or pedal pusher; (designer in a former incarnation). That length at mid-calf is not easy to wear; but I agree with you Anna, really fun on the beach.. I love the "capri" length (pant usually cropped a few inches above the ankle) ... most women look great in it. Very feminine, very Audrey Hepburn, imo.. 🥰 Thanks for the video Anna!

If your Birkenstocks are falling off your feet, try the narrow size. But the biggest reason that may be happening is if you have the 2 strap style (Arizona Big Buckle) but have tightened the straps across your foot too tight. When the straps are too tight, they stick to the bottom of your foot with each step and the toe end of the shoe will scrape the floor. You may trip! The Birks are meant to be loose enough that they move with you. Loosen the straps, don’t trip!

I love that Birkenstocks have been in style and in most stores. I've worn them forever and was having to buy them from a specialty shoe store. Growing up my mom didn't put me in Mary Janes but my cousins wore them a lot. They aren't my style now but I do like ballet flats. It seems the pointed toe ones are more in style right now, but like my rounded toe ones.

Love ballet flats...

I mostly wear ballet flats. They are classic and timeless. Birkenstocks remind me of 1960s hippies.

I imagine the judgement when this women steps outside. Please wear what brings you joy, there is so much more to worry about than pleasing society with your wardrobe! Be yourself!

This video is right on time. I just turned 39, and I've been slowly rebuilding my wardrobe over the last year or two.

I’m so glad to see you partnering with MIDI. They changed my life. I’ve been seeing them for just over a year and my experience with them has been fantastic. Great video!

Can we all agree Katie Holmes is killing it? She has aged so beautifully and seems to own it.

I appreciate your videos and am really relieved to hear your angle on mini skirts. I agreee with ya all the way. Thank you

Oh Birkenstocks are my jam rn! I'm almost 55 &
I wore UGGS, which honestly no one looks good in those clodhoppers, and my toes were killing me all the time so I decided to donate and go up a size. That worked until my feet started killing me, so I donated those 5 pairs and tried Birkenstocks for the 5th time, all the shoes prior, I gave to my daughter.
Now for whatever reason, I can wear them! 🎉

I LOVE my rose gold metallic Birkenstocks! I think they look fashionable with a variety of outfits. My tan suede ones (sandals and closed toe slides) stay at home. Those giant sequins and bag charms are giving Claire's ca. 2003. Bag charms look best on a grade-schooler's backpack.