Welcome to August’s Signature Style post ! This month we are talking skirts. I think this is a timely post as they are the ultimate transition piece bridging the gap between seasons. We could all use some good skirts in our closets and I’ll show you a few ways to style the ones you might already have- and a few you might want to add to your closet!
I’ve been wanting to add a few longer midi or maxi skirts to my closet for a while, so this post was a great time to do it. The skirts I found I can wear for an upcoming anniversary getaway with the hubs, but also for fall and winter.
First up is a fun gingham tiered skirt. This can be dressy for a party or dinner paired it with a floaty tank, long pearls and and some skinny strapped flats.

This skirt is from TopShop and is no longer available, but I found similar gingham versions here at Bloomingdales, this cute version with pockets. The shell tank is from a past season, but a very close version in white or black here. Isn’t the gingham kind of fun?
The modern sandal was from Everlane years ago, but an nearly identical (maybe even better version) here at TKEES. I’m thinking of getting the tan too. I love that their sandals come in skin colors of all shades, so pretty.
When fall is here I’ll pair it with my camel color J Crew jacket, black sneakers and my Burberry bag.. If I’m out I’ll add my black fedora . I like the idea of keeping the outfit all tan, black and white. The idea is to take a ‘dressier’ type skirt like this and make it work for daytime with sportier accessories. Why not use it, if it’s a cute skirt instead of letting it gather dust in the off seasons?

The second skirt I bought is pleated black classic skirt. A black long black skirt is a hugely versatile piece for your wardrobe. Ive had a black skirt on my radar for a while and I found this Max Studio pleated version at The Nordstrom Rack. It’s a pull-on with a built in slip. Pleated skirts are very popular now and there’s a Tahari version too.

I will wear it on vacation with my favorite Cinq a Sept silky black tank, Tory Burch black sandals and a black bag. To make it more casual add some chunky sandals and a cotton t-shirt or even a sweatshirt.

When the weather turns chilly, I can pair this with a chunky sweater, a moto jacket, sneakers or some combat boots. I just bought the Zadig & Voltaire sweater for fall on pre-sale here at Bloomies. My sneakers are super comfy and on sale here.
My third skirt is a super soft pull floral skirt. I had to buy this because it felt so good on and I knew I would want to wear it a lot. These pull on bias cut types remind me of the skirts I wore so much as a working gal in the 90’s.. Bias skirts flatter most everyone and though look tight, don’t feel like it at all. This one falls around the calf and for that reason is more casual.
I paired it with a white tank and a white linen blazer (similar here), leather flip-flops and a cross-body (here in natural and in black.) This could work for a sightseeing day of travel in a city or a dinner out. I also love floral skirts with khaki and paired it with an older bomber jacket and the same sneakers. This is a great early fall look!

And just for fun, I added a graphic t-shirt. I love the look of a skirt paired with a fun t-shirt and sneakers. Just as easy as jeans and a t, but a lot more stylish and cute. Similar fun pull-on printed skirts here at Bloomies, and this one at Anthropologie, and this at J Crew.
Considering what to add to the closet and use throughout the year, you’ll get a lot of mileage out of a floral or cute print skirt and a classic black one. I really love the midi and longer lengths now and they look modern!
Here’s a few more standouts in the skirt category to consider..
I absolutely love this Madewell pull on daisy skirt made of upcycled polyester. I’d wear it with slides and a white button up and in fall just as they show with sneakers and a sweater..
I also think this pull on drawstring skirt would be easy and flattering for so many. It’s got one shirt side slit and because of the drawstring, it’s easy to adjust the fit. This is a very versatile and cute print! I love how they show it with the modern sandals.

Similar modern sandals as above- here ,here and with a stripe and with a contrasting sole.
For now, and into fall how sweet is this Madewell button-front tiered skirt? The color and pattern are so pretty.

This pull on leopard skirt from the J Crew factory is an easy go-to! Love it with the denim jacket.

Lastly, this wrap skirt from J. Crew is just adorable. I’d wear this with clogs and a sweater in autumn! I may have worn a similar outfit in third grade..

I hope you enjoyed my dive into skirts. I’d love to hear do you love them or not? Which skirts are your favorite? They are such an easy and feel-good piece to wear more often. Don’t forget about them! I’ll addd more skirts to this post when good ones pop up.
Our Signature Style is a collaborative event please visit Cindy Hattersley and Sarah London and see what fab skirt ideas they are sharing.
Thanks for being here!
Kim

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Love, love love the looks! Do you have a link for the great looking “modern sandals”???
Hi and thank you! The black modern sandals were a few years past from Everyone, but I have found nearly the identical sandal here.. https://rstyle.me/+ddf4c_l1Rp17wkqqqwPdBg I will also add it above top the post! xo
Oh, I just realized you mean the platforms shown with the black skirt- I updated some very close to that sandal below the photo. Hope that helps! x Kim
You look amazing in a bias cut skirt! If I were you, I’d wear these all the time! They make your legs look so long! I can’t unfortunately as they make my thighs stick out 😂 great selection of new products Kim!
Thanks Sarah, I don’t know why the bias cut skirts work, but they do. I know not everyone loves them. I do think the linen ones you showed are lovely and I think a super piece for people’s wardrobes! I loved your post- and how you shop now! xo
Kim you are so freaking stylish. I wish I had half your style. I am so glad the three of us are doing this together but maybe we need another old lady ha ha!
Cindy you inspire me so much. I love everything you do and how you pull the coolest looks together that are uniquely you! xo
Sooo darling, Kim!! A love to transition a look between seasons and you do this seamlessly!!! xo
Thanks Tracy! xo
I ADORE THE GINGHAM.
THE PLEATED SKIRT WITH THE SWEATSHIRT IS A YES!
ESPECIALLY WITH The SNEAKERS!!!
HAVE I TOLD YOU I WORE LONG SKIRTS WITH TENNIS SHOES WHEN THE BOYS WERE YOUNG AND A SWEATSHIRT!!!
IT WAS MY MOM LOOK!EASY TO FUNCTION IN AND PRACTICAL BUT THERE WAS STILL A BIT OF STYLE GOING ON!!!!!!
XOXO
Elizabeth, I don’t remember you saying that, but I can so see it. I think that’s going to be my look come fall! It’s so comfy too.. xo
Kim, I adore them all especially the floral bias cut and the pleated skirt. Back in the day I had some wonderful pleated skirts … for work. I could cry when I think of them … and why I didn’t hold onto them. Skirts are wonderful this time of year. My only hesitation is the waist band … I hate the feeling of anything tight around my waist, but so many have relaxed waists (my friends) and with the half-tuck and blousing technique … like you did when styling your gingham skirt … are great ways to style them. I think I’ll wear a skirt today! xo
Juliet, I can see you in the floral skirt too! I so know what you are talking about regarding old skirts of the past! Doesn’t it just kill you not keeping some of them? I had two that were tweed- a Dior and also a long Calvin Klein. I’m sure I couldn’t get then zipped anymore! Comfortable is everything to me and why all three of these skirts have elastic waists! You can make them look as tailored as zipped and hugely more comfortable. Yes we could all wear more skirts.. I’m sure they are gathering dust in most closets. xo
You look wonderful in all the different looks!!
Thats so much Robin! Was fun. xx
I’m scared of pleats. I think they make my butt look big. My MIL sent me a long pleated skirt a few years ago and I out it on for 5 minutes and then take it right off again. I like how you’ve styled all the skirts.
Lorna I hear you, and it really depends on the skirt. Something in a light material and smaller pleats may fall differently than thicker material and wider pleats.. But everyone knows their own selves and you have to find what enhances your own curves. xo
Sorry I’m soooo late here Kim. I just had to pop by and say I really love all your choices here and how you’ve styled them! You look gorgeous as always .
It’s made me realise that I haven’t worn a skirt for years! Since I put weight on, especially around my waist, I somehow never feel quite right in one. I have worn dresses more than usual this year. Guess I should look at skirts again. 😊
Thanks again, for another wonderfully inspiring post Kim.
Rosemary xxxx