25 Fall Outfits for Women Over 40

Happy October, friends!!! Time just keeps marching on, doesn’t it? Today I’m recapping my 25 Days of Fall Fashion, a style series featuring 25 fall outfits for women over 40 including casual looks, date night ideas, and work wear for your style inspiration!

Jo-Lynne Shane styles 25 fall outfits for women over 40 including casual looks, date night ideas, and work wear for your style inspiration!

I really tried to show more variety in this series than what I wear on a typical basis — I tried some new silhouettes and showed some dresses, but I always get to the end of one of these series and wish I’d done better. There is a serious lack of skirts and casual pants in this set, but I literally never wear either so… I guess I did alright, considering.

My favorite looks are still the skinny jeans with sweaters (shocker!!!) but I’m warming up to the straight cropped jeans, and I always love a good bootcut outfit every once in a while.

Let’s break it down…

25 Days of Fall Outfits for Women Over 40

DAYS 1 — 5

We kicked off the series with dark wash bootcut jeans, a gorgeous purple shirttail hem sweater, and grey peep-toe booties. I’ve worn a few variations of this outfit since, and each piece has become a fall wardrobe staple this season.

I showed an athleisure look with ponte moto leggings and a striped pullover for day 2, and then I styled straight leg jeans on day 3. There was a lot of good feedback on that post with ideas on tweaking the outfit to make it better.

The next outfit was work wear and not my favorite, but the comments were really fun to read, and I think we all learned something. I came back strong on day 5 with the floral blouse with my black skinnies and a pair of fabulous mules — definitely one of my favorite outfits of the series.

one // two // three // four // five

DAYS 6 — 10

For day 6, I styled a lace trim cami at a reader’s request, and I paired it with this really fun paystub jacket. I wore bootcut jeans for variety’s sake, but I prefer the outfit with skinnies and wore it that way to have lunch in Philly a few days later. My day 7 outfit with the sleeveless cowl neck top and red mocs is one of my favorites of the series, and I’ve already worn it a lot in one variation or another.

I like the work wear look on day 8, but it could use some accessories and maybe a different shoe. I about melted in 90-degree heat to get photos of the cashmere sweater on day 9, but it was worth it. That outfit will definitely come in handy once the weather cools down. Then there are the infamous yellow pants on day 10. #winsomelosesome

six // seven // eight // nine // ten

DAYS 11 — 15

I styled a really pretty floral blouse on day 11, wearing it with my trusty 7FAM high waisted skinnies and peep toe booties — two of my favorite wardrobe staples this season. Then I partnered with Kohl’s on day 12 to talk about completer pieces, and this camo jacket was a reader favorite.

The sweatshirt trim sweater outfit on day 13 is another one of my favorites from the series, and one of the most true to my personal style. Also, that sweater is by far the most popular item of clothing I featured during this style series, according to my analytics.

I brought you a tweed shift dress on day 14, and then on day 15 I’m back in my comfort zone with a pullover sweater, skinny jeans, and leopard slides. I always say I don’t buy duplicates, but that rollneck sweater is worth making an exception for — I’m seriously crushing on the dark papaya.

eleven // twelve // thirteen // fourteen // fifteen

DAYS 16 — 20

Next I styled a really pretty lavender cardigan with grey jeans that a lot of you loved, and on day 17 I partnered with Nordstrom to style an outfit with straight cropped jeans and leopard booties. I think that might be my favorite outfit of the whole series, and FYI, those booties have been restocked!!!

I featured an open front poncho on day 18, and then I brought back the yellow pants on day 19. I think we all agree this look is much better than the one on day 10, but there’s still room for improvement.

Opinions were mixed on my camo pants, but I like the look for a change, and I really like that denim jacket I wore with them. It was a new purchase this fall, and it’s going to be a great year-round wardrobe staple.

sixteen // seventeen // eighteen // nineteen // twenty

DAYS 21 — 25

The stripe v-neck sweater I featured on day 21 is nice because it can be dressed up or down, but I went for a more casual look since I had some requests for more athleisure. I’m not a fan of wearing yoga pants or leggings when I’m out and about, but I like to wear black jeans and black leather slip-on sneakers with casual tops for a dressed-down but put together look.

I styled red booties on day 22, and while I love them with the bootcut jeans, I will definitely be sharing other ways to wear them this fall and winter. The twist-front sweatshirt on day 23 was the 2nd most clicked-on pieces of my entire outfit series (after the sweatshirt trim sweater) and with good reason. It’s such a great casual piece and comes in a bunch of fun colors — another top I’m tempted to buy two of.

The floral blouse on day 24 isn’t my favorite, but I tried to turn the post into an opportunity to explain the rule of thirds as it applies to outfits. Finally, I wrapped up the series with a pretty mosaic shirtdress and knee-high boots.

twenty one // twenty two // twenty three // twenty four // twenty five

photo credit: Alison Cornell

So that was fun! I hope you enjoyed these fall outfits for women over 40. I always enjoy hearing which looks were your favorites, so feel free to chime in, and be sure to visit Cyndi to see the her 25 Days of Fall Fashion recap today!

I’m also up for suggestions for future posts. It always takes me a few days to get my sea legs under me after a series like this. I get so used to posting outfits that I suddenly feel at a loss for other topics. I need to spend today planning my editorial calendar for October and prepping some posts because right now I have nothing in the queue except for a couple new fall outfits, but at least I have that!

Facebook Lives Resume Tuesdays at 1PM EST!

Yes, that’s right. I’m planning to bring back my Facebook Lives! We’re going to try for Tuesdays at 1PM and see how it goes. I might have to change the time, but for now I think 1PM is a good one to try for.

These Lives are just basically a time for us to chat — topics vary from open Q&A sessions to unboxings to seasonal style topics, but I don’t usually have much of a script. I like to leave it open ended so I can answer your questions, but I try to have a few things to talk about in case it’s slow.

It’s nice when I get some of your questions beforehand so I can prepare, and also to have some things to discuss while people are joining. I’ll try to remember to ask for those ahead of time, but you can always email me your questions throughout the week and put “Facebook Live” in the subject line. You can ask me anything — it doesn’t eve have to be fashion related, but that’s usually wear the conversation ends up.

Anyway, be sure to mark your calendars for Tuesdays at 1PM if you’d like to participate!

All you do is go to my Facebook Page (make sure it’s my blog page, not my personal profile) and it should show up once I go live. I try to be on time, but sometimes I get on a few minutes late, so refresh your screen if you don’t see it right at 1PM.

If you can’t attend at that time, I always save the Lives to my Facebook Page, and I try to remember to link them in my email newsletter each week. Even if you’re not on Facebook, I believe you can watch them on your computer from my link.

Speaking of my newsletter, the winner of the September giveaway did not claim her prize, so if you’re a newsletter subscriber, be sure to check Saturday’s newsletter and see if it’s YOU!!! The winner has until midnight tonight to email me back, or I will choose another name.

If you don’t subscribe, you can SIGN UP HERE and be eligible to win a $50 gift card each month! Plus you’ll receive a notification of my latest blog post AND exclusive newsletter content like special sales, my newest favorite finds, and a peek behind the scenes — all delivered right to your inbox. You can choose a daily or weekly option, and the weekly newsletter comes out on Saturdays. (I always announce the giveaway winner in the newsletter on the last Saturday of the month.)

So that’s about it! The sun is shining here in Philly today and the temperatures are moderate… it’s basically the perfect October day. Plus my calendar is blank, which is such a great feeling. I’m looking forward to spending the day puttering around the house and working on future content for the blog. I hope you all have an absolutely marvelous Monday!!!

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