Why Your Skirts and Sneakers are Smart Together

Style for Women over 50 that breaks the rules with sneakers and skirts

Why Your Skirts and Sneakers are Smart Together

Quote of the day: “Everybody thinks of changing humanity, and nobody thinks of changing himself.” Leo Tolstoy

Are there some styles that you see on the younger girls, but couldn’t imagine wearing yourself? I would bet many women over age 50 or 60 feel that way about sneakers and skirts! But I would rationalize, that even though athletic wear is taking over, we can still wear it with some dressier items!! In fact, to prove it, I have not only 1 or 2 blogettes to show other options, but in this post there are 3 other women!! Now you all need to send me your photos too!! It’ll be a party!! And here’s another blogger showing the same concept—say hello to Susan!

I admit, that this look isn’t what we were brought up to wear. A skirt was meant to be with heels, or at least dressy flats, right? But the truth is that styles change, and how does it hurt to see if we can roll with the changes? Besides sneakers are perfect for walking, and skirts give us women such variety in our clothing options! So that’s why they are smart together!

If this category of how to wear your athletic shoes, just gives you the heebie jeebies, then maybe you’ll like the previous ones better? There was sneakers and jeans, here, & the same shoes with leggings, here.

Jude: (Blogette): Of course, having floral sneakers is one way to make your athletic shoes seems less casual!

It’s almost like Jude and my mom were thinking along the same lines by having the print of the skirt coordinate with the print of the shoes!! Floral pieces are always fun in the spring and summer, so having a pair of sneakers with this print is brilliant.

If you don’t already have a pair (I don’t, but I think I need to get some), then let me introduce you to a couple of pairs. For the neutral lovers out there, check out these!! However, if you love color like I do, then this pair could be right up your alley! We’ve been seeing a ton of embroidery lately, and shoes are certainly something that can be embroidered, like these, these or these!

And just for a little variety, I had to include these! I’m not even sure if I like this pair or not—but they are certainly different!

Karen (blogette): Karen added a jean jacket with her sneakers and dress!

Are you noticing the jean jacket is quite popular right now? It’s the perfect way to add an air of casualness to an otherwise dressier item.

It’s almost like Karen knew that the 3 of us are putting together a series featuring the jean jacket!! If you’re a fan of this item, then you’ll be a happy camper. If you don’t already have one in your possession then let me point you to this one or this one so you’ll be ready to join us in a couple of weeks!!

Mireille (blogette): And welcome back, Mireille, who just informed me that she is 12 weeks pregnant and since this is her 4th child, she’s already showing!

But see how perfect this category can be for any aged woman. Whether you need the comfort of your athletic shoes because of pregnancy or a neuroma, you can wear them with a skirt and still look positively fabulous!

Jodie’s (50’s) Outfit: I’ve worn these sneakers with a midi skirt on the blog before, here! I’ve seen it on many other bloggers, and I always think it looks cute.

And it is funny, because I never really like how it looks in the mirror. And I’m sure that’s because I’ve heard over and over the need to elongate my legs. But let’s be real. I’m never going to trick you into thinking that I’m tall if we meet in person…ha ha!

But maybe you would like this look better if your sneakers were closer in color to your skin tone? Then these would work for me, these for some of you, and these for the rest??

 Style for Women over 50 that breaks the rules with sneakers and skirts

Now picking out the skirt may seem like the hard part of this exercise. But a denim skirt could be exactly the stepping stone to help get caught up in this trend! I figure that denim is casual anyways, right, so a denim skirt is the perfect casual skirt!

Denim has been making a comeback in these last 5 years or so. We’ve seen the denim on denim trend surface, and now we’re seeing all kinds of skirts, shoes & tops in denim.

Of course your denim skirt doesn’t have to be short. There are midi length ones like this one or this one. But if you already have one in your closet, and you think it’s a tidge too short, then I have the perfect solution! Rip out the hem and iron it down. That’s exactly what they did on my skirt, and that will add about 1.5-2 inches for you AND it’s a modern detail!!

Style for Women over 50 that breaks the rules

You may be wondering why I’d wear a turtleneck if I have naked legs? This shirt is really a lightweight sweater, and has 3/4 length sleeves. So it’s one of those pieces that is perfect for Colorado’s bipolar weather (you know, cold in the mornings, and warmer throughout the day)!

Does anyone else out there love the 3/4 length sleeves as much as I do? I used to love them when I was working because they the powder from the gloves would’t get all over them. But I know Nancy loves them too because then we don’t have to shorten them for her!! If you think they are advantageous, then this one is pretty, or here are those fun stripes!!

Style for Women over 50 that breaks the rules

And I just cracked myself up, because when I was talking about print purses 2 weeks ago, here, I totally forgot about this plaid one! So you could say that I’m print mixing slightly since the cuffs on my jacket are a print too!!

I do love my white pieces, and this jacket is no exception. Although I have to admit it doesn’t seem to go with everything the way an all white jacket would. I laughed when I was looking at my shopping site, because here’s a jacket for any of you worried about stains!! But if you want a pure white jean jacket, this would fit the bill!!

Style for Women over 50 that breaks the rules with sneakers and skirts

Skirt: Gap (similar here)~~Cardigan: Sparrow-thrifted (similar here with black trim)~~Top: Catherine Maladrino (similar here made for the summer)~~Shoes: Guess (here)~~Earrings: (similar here)~~Bracelet: (similar here)~~Purse: (similar here)

Nancy’s (60’s) Outfit: For Nancy’s skirt to style with her sneakers, she picked out this floral skirt that buttons up the front.

I feel like in the spring and summer, floral skirts could be the backbone of our outfits!! Maybe you don’t wear skirts much anymore, but there are so many pretty ones out there. However, now that we’ve shown  that it’s okay to wear sneakers with them, would you change your mind?

I mean, check out the colors in this one. And if that seems like the pleats are too big, then here’s the small pleated version! Or if you enjoy your flowers, but only with one color, then this one really caught my eye!

Style for Women over 50 that breaks the rules with sneakers and skirts

Since Nancy’s skirt has more volume to it, I suggested a workout t-shirt with it. Now if you’re anything like Nancy, you don’t wear a workout t-shirt by itself unless you are working out! So we put her pink cardigan over it.

Even though the cardigan is not tight, I think the fact that the t-shirt under it is, makes the outfit work better. We had tried on a pink blouse at first that was very boxy which seemed overwhelming. So this was our next try!

The open cardigans are an easy topper without worrying about buttoning them! If you really like your floral items, then this one is quite the stunner!! But these easy cardigans work in solid colors too like here or here!

Style for Women over 50 that breaks the rules

I felt like we needed some bling since the t-shirt and cardigan are both solid colored. This silver necklace is a souvenir from Taos many moons ago!

You can certainly find some interesting silver necklaces when you look around. I found quite a few but thought showing you two would be enough. This one is shorter, whereas this one has many strands and is longer!

Style for Women over 50 that breaks the rules

I know that these shoes weren’t Nancy’s idea when we first went shoe shopping for good walking shoes! But I think they’ve really proven their worth because they aren’t exactly tennis shoes, but they certainly are comfortable!

If you are against the thought of sneakers, yet want a casual and comfortable shoe, then the brogues might be something to consider! Lately they come in many colors like this pair or a neutral like these! And if you haven’t heard, the loafers might be making a comeback too, so there’s always shoes like these or these to consider!

Style for Women over 50 that breaks the rules with sneakers and skirts

Skirt: Sag Harbor (similar here)~~Cardigan: Claudia Richard (similar here)~~Top: 32 degrees (similar here)~~Shoes: Cole Haan (similar here)~~Necklace: (similar here)~~Earrings: (similar here)

Charlotte’s (70’s) Outfit: Now we all know by now that my mother loves her animal print everything, so it shouldn’t surprise you that she picked this skirt to pair with her sneakers.

I’ve been trying to let both my mom & Nancy choose much of their own outfits lately, but I always joke that I get veto power!! However, since I knew that mom would not like this category at all, I figured she could wear a skirt that matched her sneakers! So if you have a pair of leopard sneakers you might need this skirt!!

And, of course, my mom had to showcase an owl on her shirt. Owls have been her favorite collector’s item for at least 20 years or so. What that really means is she has a ton of them on her clothing, jewelry, and home decor!

It really is amazing how many owl pieces are out there right now. I remember when mom was first collecting owls, they were so hard to find. Now I turn around and they are everywhere. The jewelry is the most fun, I think. Because it’s not quite as in your face! Like this necklace—it so colorful, you might not realize there was an owl head on top? Or definitely this bracelet because there are many other beads and baubles to concentrate on!

Style for Women over 50 that breaks the rules

I tried to show a closeup of both the ring and the shirt in this photo. The ring is an owl (shocking, I know). And the shirt seemed too long, so we rubber banded it up on the side!

If you’ve been shopping lately, you might have noticed the hi-lo trend for shirts as well as dresses. I think this style can be so nice on many women. The shirts can be long enough in the back, yet not too long in the front, like this one or this one!

Style for Women over 50 that breaks the rules with sneakers & skirts

Now you may think that it’s way too warm for a turtleneck under this shirt, but this is no ordinary turtleneck. It’s a dickey!

Anyone else still have a dickey in their closet? I know my first knitting project was a dickey turtleneck, however, it’s been thrown out for years now! I was thinking that maybe this is how the sleeveless turtlenecks got so popular. It can be nice to have a little extra layer for you body & even neck, but not your arms?

If you agree then you might think that having one of these in a neutral, like this, would be beneficial! But if you wanted some fun for the underneath part, then this one could be it!

Style for Women over 50 that breaks the rules

Skirt: Harris Wallace-thrifted (similar here)~~Top: Mom made it (similar here with a much smaller emblem on it)~~Turtleneck Dickey: Dana Buchman (similar here you didn’t really think I could find a dickey, did you?)~~Shoes: Mossimo (similar here)~~Earrings: (similar here)~~Ring: (similar here)~~Bracelet: (similar here)

I like how all three of us have on different kind of skirts to show for this category. I wore a denim, short skirt, Nancy has one a floral, flowy skirt, and my mom wore her animal print pencil skirt. But no matter what kind of skirt you pick,  the truth is your feet will thank you!

Thanks to one and all of you for your support. It means more than you know!

The Facts

Even if you wouldn’t consider purchasing your clothing online, it can be helpful to look through my links to see what is available! It certainly doesn’t hurt my feelings, if you click on them but don’t like them. Just so you know, one of the ways I make money from this blog is through these linked items.

What this means is that when you click on a linked item, I receive a couple of cents. Those couple of cents can certainly add up! So I appreciate it if you keep clicking to help support Jodie’s Touch of Style!

Keeping in Touch

Are you registered for my email reminders to let you know when a post goes live? I’d certainly love it if you take the time to sign up and make sure all your friends sign up too!! There are other ways to follow my blog. Facebook readers can see my posts by liking my page. Or my Pinterest page has all of our outfits in a nutshell! 

And if you’re new to the party, you can always see our outfits organized by categories, here! Don’t forget to check out the deals & discounts too, on this page!

Since we are talking about pairing skirts with our sneakers, then of course I had to showcase more of these items! I looked high and low for ones that would seem to go well with the athletic shoes and be under $100. What do you think? (Notice that some of the photos are shown with sneakers, no less….just sayin’)

  • Thanks for linking up and I think that cardigan is great. Sometimes, i have things that don’t go with a lot but they are, like this cardigan, eye catchers so that is OK. I’m a big fan of 3/5 sleeves, mainly because i like to wear bracelets.

    • Jodie Filogomo

      You’re so right Terri….it’s not like everything in our closet can be a basic or worn all the time, right?

  • I am not a sneakers girl, but I definitely appreciate Jude’s tip of going floral to dress them up and make them more feminine.

    I feel like you and I are on the same wavelength because we try a lot of the same trends and formulas and a week or so later see the same thing on each other’s blog. I just shot a picnic look and struggled with the right shoes for a floral dress. I ultimately chose a sneaker with white lace fabric. It made the look sportier and more casual, but not so much that it wasn’t my style. It’s definitely a formula I’ll be trying again!


    • Jodie Filogomo

      You’re so right—we are on the same wavelength, Liz!! I know when I first saw this trend, I just couldn’t wrap my brain around it.
      But now that I’ve seen it more and tried it, I’ve even done it for “real” life!! And it’s so comfortable!! I think the funner sneakers make it easier for me. The normal athletic shoes just look so clunky, I guess!!

  • One Sage Mama

    I love love love your look Jodie. It’s so perfect for you! You look so trendy and fabulous. All the ladies looked lovely but your look is definitely is my favorite. Nancy’s necklace goes beautifully with her outfit and it’s such a good idea to take a casual shirt and step it up with a cardigan. The owl detail on Charlotte’s top is perfect. The animal print on the sneaker is so fun too. Thanks for linking up to #fridayfrivolity! Xx

    • Jodie Filogomo

      Thanks so much for your kind words, Amethyst!!

  • I have trouble with my feet, so I rarely wear dress shoes. I love sneakers! Thanks for highlighting how they can work with skirts, too.

    • Jodie Filogomo

      I’m so glad you could relate to this Shannon!! I worried it might look frumpy, but I see so many others wearing this trend!!

  • What cute looks! By the look at the number of comments, this post was a home run. We all want to look good AND comfortable these days, don’t we! Thanks for linking up on Mondays @ Soul Survival. Have a great week!

    • Jodie Filogomo

      Thanks Donna!!
      I do think scarves transcend age, and finding ways to wear them really is fun!!

  • Debbie Kitterman

    Jodie – loved the sneaker pairings – I have only ever paired skirts with a pair of white keds- way back in my 20’s – but you made brilliant points along the way in the post, and I may have to give it a try again and not with white keds either lol

    So sorry for the lateness in stopping by I was speaking at a retreat this past weekend and I am just now working on getting to my comments from last weeks #TuneInThursday Thank you so much for linking up each week.

    • Jodie Filogomo

      Thanks for chiming in, Debbie!! I don’t mind the late comment—I always love any comment at any time!! Besides, the later you join in, the more comments from other women you can read.
      I do think this can be a hard category for some of us…I worry about the frumpiness issue, yet it seems so functional! I’m sure I’ll be trying it again, because I do love my skirts & dresses!!
      I hope your retreat was wonderful, Debbie and thanks again!!

  • Debbie Stinedurf

    You already know my thoughts on this topic…lol! You all look fabulous! I do love your denim skirt with sneakers…that is truly such a classic casual look. I think you’re right though about getting yourself a tulle skirt/dress and giving it a whirl with sneakers; I think you’ll love it! 🙂

    • Jodie Filogomo

      I’m almost kicking myself because when we cleaned out Nancy’s closet (4 years ago) she had a ton of tulleish skirts from her square dancing days!! And do you know we gave them all away???? Of course that was before blogging, and I couldn’t imagine wearing them. I think it’s the only time I’ve regretted getting rid of some clothing—but that ‘s what the stores are for, right?

  • Liz

    These are so fun! I just read about how “in” floral sneakers are this spring… Might have to get me a pair!

    • Jodie Filogomo

      I think floral sneakers are truly the perfect way to have function & style all at the same time!! I’d love to see them, if you get them, Liz!!

  • I love wearing my sneakers with everything lately! You ladies all look lovely in your skirts/sneakers outfits


    • Jodie Filogomo

      It’s true—they work for almost everything now!!

  • It might be interesting to see Charlotte and Nancy style their own outfits and then show how you would restyle them. I wore grey slip-on Keds with a denim skirt past my aged knees and a Breton style shirt to the beauty shop this week, about as daring as I get.

    Re the too-long top: Some time back Imogene Lamport of Inside Out Blog showed how to ruche the sides of a tee shirt using two strips of sheer material — she suggested mesh spandex — to form two little adjacent tubes through which to run a soft cord at the hem of a shirt up to near the waist to pull gathers and shorten the top. I’m thinking half inch width strips about 6-8 inches long. She hand sewed.

    I expect Charlotte already knows this trick; you all were just in a hurry when you dog-eared the hem with a rubber band. Imogene’s made a smoothly ruched garment.

    • Jodie Filogomo

      I think that’s a fabulous idea for some future posts, Jean!! Because don’t we all get into ruts about how to style items??? I’ve got it in my ideas folder…although it may be awhile…I have so many ideas in the pot right now, it’s very exciting!! (and do you know when I first started the blog, my husband was concerned that I might not have enough ideas to last a year—ha ha!!
      I bet you looked very hip when you went to the beauty shop this week, Jean!! I love to hear that you wore a skirt & sneakers!!!
      My mom did ruche her own shirt (http://www.jtouchofstyle.com/knit-shirts-7-fabrizio-gianni/) awhile ago, but I’m going to email her this comment for her to figure this out!! She was asking me if I thought she should shorten this shirt, but we were already taking photos—so it was too late for these pictures!!!

  • Love the look of a skirt and sneakers! All of you styled these sporty looks perfectly!

    Doused In Pink

    • Jodie Filogomo

      Thanks so much Jill!!
      Have a great weekend!!

  • Versatilestylebytracey

    I always talk about loving the ying/yang of opposites in my outfits. The mix of femininity of skirts or dresses with Sporty sneakers is a perfect example. It makes wearing dresses more often possible and that is a great thing!

    • Jodie Filogomo

      I totally agree, Tracey!!
      I love trying the new ways to wear items—and even though this is against everything I was “taught”—it just seems so practical!!

  • This is such a perfect on trend athleisure look! Finally a look that is comfy and trendy at the same time!


    • Jodie Filogomo

      That’s what I thought!! So it amazes me that many women don’t like it??

  • Jill Clark

    Jodi, I have a few ideas for themes: summer is coming and it’s amusement park season! I need some ideas for looking cute and comfortable for a day at a park. Also on Fridays at work we have to wear our school t shirts. I dread it because the jeans and t shirt look is so blah. Ideas for dressing up a crummy printed t shirt? Finally, clogs! I love them and have probably ten pairs but need some fresh ideas for styling them. Love love love your blog!!!

    • Jodie Filogomo

      OMG, Jill!! Thanks so much for these ideas!!
      I’ll add them to my queue although I don’t think any of us have clogs—I might have to steal other’s ideas for that one!!!
      For your school t-shirts–they are a graphic t-shirt. With a collar? or crew neck??

      • Jill Clark

        Yes just the crew neck style with our school logos printed on them. Not cute or fancy!

  • Hi Jodie.. were you reading my mind? haha! I am posting on this next week as I have been wanting to share my new Zara sneaks and am wearing them with a dress. So I say, yes to the dress ( and sneakers) I think the sillouete is what matters too. No clunky big tennis shoes.. but more streamilined and these outfits are cute. Love your scalloped cardi too!
    Have a great weekend !
    jess xx

    • Jodie Filogomo

      You know what they say, Jess? Great minds think alike!!! Either that or birds of a feather!!
      Can’t wait to see your combo!!

  • I love skirts and sneaks together too! These three are all so cute!


    • Jodie Filogomo

      Thanks Annessa!!

  • I think my favorite way to wear skirts and dresses is with sneakers! Love all of your interpretations – I get the best ideas from you three! Thanks for linking up with Fabulous Friday!

    • Jodie Filogomo

      Thanks Lana!! That’s the nicest thing to hear—I really appreciate it!
      Have a fabulous weekend!!

  • Mireille

    Love the sneakers with the Jean skirt! That picture of you against the yellow wall is awesome!

    • Jodie Filogomo

      Thanks so much Mireille!!
      That wall was the side of an Olive Garden—hilarious, right?

  • Jocelyn (@ReadingRes)

    I do really like all of these looks, and as well as looking good it’s so practical and comfortable. Thanks for sharing with #WotW

    • Jodie Filogomo

      I figure I might as well get some use out of my skirts—even if I’m just running errands, and it’ll happen more if I wear comfy shoes!! 🙂

  • This is one of those “why didn’t I think of this” ideas!!! I definitely need to give it a go!

    • Jodie Filogomo

      I have so many skirts in my closet—and I don’t dress up as much lately, so I figure maybe I’ll wear them more if I try them with sneakers!!
      Thanks for chiming in Elle!!

  • Funmi Alabi

    Ah, I love that you love a good pair of sneakers. They are always a smart option with skirts.

    Funmi x

    • Jodie Filogomo

      Thanks Funmi!!
      I’ve seen so many younger bloggers wear this kind of outfit that I had to try it!!

  • Missy May

    Nothing beats the comfort of a good pair of sneakers and y’all ladies keep killin it every time. Love the concept, Jodie. Happy weekend 🙂


    • Jodie Filogomo

      Thanks Missy!
      I do love that the sneakers are fun and different lately—and since shoes are my weak point—I had to try them!!

  • Nicole Mölders

    Thanks for linking up to Top of the World Style. Sneakers and skirts are tricky, but you all three mastered it well.

    • Jodie Filogomo

      I did have someone suggest this could be considered frumpy?? It is a fine line—and I can see where frumpy would come in!!
      Thanks for the party and have a great weekend, Nicole!!

  • Terri Webster Schrandt

    Most of the looks are cute. I think it is about proportion. My first impression is Nancy’s and Charlotte’s looks border on the frumpy side…sorry 🙁 I do really like the maxi skirt with a light tennie! Maybe a denim skirt for Nancy.

    • Jodie Filogomo

      Terri—I am so, so glad you said this!!!!!!! Because I vacillated back and forth with this whole idea and now that I’m letting mom & Nancy choose their own outfits (mostly) I knew it wasn’t what I’d pick. But I hate being bossy all the time.
      So after you said this I googled skirts and sneakers to see all the images available. And it’s so interesting how there are some with the same proportions that mom & Nancy are wearing—but on younger girls it doesn’t seem as frumpy. My husband and I were trying to figure it out and I still can’t put my finger on it…..Could it really be the case that when you’re young, everything looks good? I totally don’t want that to be the case but I’m so perplexed!!!
      I may just have to do another post trying out different skirts and see what the consensus is!!
      Thank you so much for this comment—it really made me step back and think about it all!!!

  • I love this look! It is such a fun way to do dressy and casual without sacrificing comfort 🙂


    • Jodie Filogomo

      Thanks for saying that Heather!!
      I do want to wear my skirts more—so I’m hoping this is a great option!!

  • I love sneakers with skirts and dresses, in fact, it was my first outfit on my blog! You ladies all look fabulous. I love Charlotte’s look best, but that might be because of my fondness for owls. 😉


    • Jodie Filogomo

      Mary–I’m so glad to hear you say this!! So I have to ask because I had one reader suggest that it could be a frumpy look…..do you think there’s a proportion to keep in mind? When I google sneakers and skirts, I see some younger girls wearing basically the same skirts/sneakers as my moms—and it looks good. But I can see how it can look frumpy???
      Maybe I’ll pilfer some of my mom’s owl thing (because she has way too many) and send them your way….ha ha!

      • I think that proportion is a huge factor, but also the “playfulness” of the skirt. Because sneakers are active shoes I think the skirt needs to reflect that. For example, Nancy’s outfit is okay when posing, but when she walks the skirt flares and moves and the shoes work perfectly. I tend to lean more toward fuller shaped skirts with sneakers, but I bet fitted skirts could work too, though I haven’t seen it styled as well yet. A good way to style sneakers also might be to look at styling tips for ankle boots. They will hit about the same place on the ankle and there are certain lengths of bottoms and styling tips that correlate with that height of footwear. (Also having the right style of sneaker plays a huge part in the look, but you all have made exceptional sneaker choices so you have nothing to worry about there.) 🙂

        • Jodie Filogomo

          Thanks for your input, Mary—you’re totally right about sneakers and ankle boots!
          Now I want to play around with this category more and try it with a variety of skirts!!

  • Nancy

    While I like tenny runners (sneakers) with something like a short golf skirt, I just think that your outfits would have looked more attractive with flats, wedges, or heels. They are more flattering to legs. I really enjoy your posts – they certainly have opened my eyes and mind to different ways to wear my clothes – Thanks, Jodie

    • Jodie Filogomo

      I totally get that Nancy!! And of course, that was my initial reaction. But I have so many skirts and I rarely dress up to wear them lately….I was hoping this would give new life to them.
      But I had one reader suggest this could look frumpy?? And it’s so interesting, because when I google sneakers and skirts—there are many younger women wearing basically the same thing….. So I’ve been wondering how to make them less frumpy? Is it just the age? My husband thought it could be the silhouette—but I saw different silhouettes with the images I googled!
      It really makes me want to revisit this concept!!
      Thanks for your voice in this—-I do hope to change our perceptions at times and I find it’s me who learns so much from everyone’s comments!!
      Have a great weekend and thanks so much for reading!!

  • Oh, you ladies are giving me all kinds of inspiration! I just bought a pair of sneakers, but I had only pictured wearing them with jeans. I’m going to have to give them a try with a skirt too after seeing this post! 🙂


    • Jodie Filogomo

      I’d love to see what you come up with Lindsey!!
      Because I’ve had a couple of comments that suggest this can look frumpy? And that’s the last thing I want to portray….so I need to see other’s and what to do and not to do!!!

  • I love the look of sneakers with a skirt. I’d need some better looking sneakers before I try it though. All I have are my running shoes. 🙂 Great looks here!

    • Jodie Filogomo

      Although I can’t tell you how many images I saw when I googled sneakers and skirts where the women had on running shoes!!
      I kinda like it better with the funner sneakers though!!
      Thanks for chiming in, Lisa!!

  • Aww, y’all look so cute! I like sneakers with my casual dresses and skirts, so I enjoyed this post. So fun seeing your mom try out this trend. 🙂

    • Jodie Filogomo

      Thanks Jennie!!
      I doubt my moms will ever wear this on their own—but we’ll see!! I keep trying to get Nancy to buy a pair of Converses, but she’s not convinced!!

  • I don’t usually wear sneakers with a skirt, but you all look fabulous! I’ll have to give it a try some time soon! But now I think I may need some new sneakers… You get me into trouble!

    Andrea’s Wellness Notes

    • Jodie Filogomo

      Aren’t we terrible enablers, Andrea?? LOL
      I know when I first saw women wearing this, I thought it was a little silly. But then I started thinking that it was quite realistic for walking far distances!!
      I guess I just need to remember to be more open to change!!!

  • Karen Anderson

    All of these outfits really hit the mark! I absolutely love what you did to your skirt!! That is such a great idea and very modern! It adds such a perfect detail and looks “of the moment!” I think that Nancy and your mom found the perfect combinations for their sneakers too. Your mom’s skirt is pretty amazing with all the detail! Tying off the top like that is a genius idea and one I’m going to have to remember! Nancy’s skirt is well balanced by the top, like you said, and that gorgeous sweater just adds such a nice feminine touch, and is a perfect length with just enough flow to it. Well done everyone! I agree with you Jodie, I feel more comfortable if the pieces making up the outfit are very casual. To me, and at my age, it makes this wearable. Jude’s shoes…she must have quite the collection of sneakers! Those are so much fun!! And I LOVE that skirt Mireille is wearing! Strips are high on my list of favorites, and this outfit is great! This series really caused me to stretch a little, which is always good, and as we learned last week, good for our brains!

    • Jodie Filogomo

      I have to thank you every so much Karen for joining us this week!! I may have said it before, but then it’s only because I really mean it. I appreciate your involvement on this journey.
      To me, it is so much more fun to see how other women style the same “theme” and how different it can look. I guess it’s obvious that I love people watching, and I guess this is kinda like that!!
      And your positive feedback never gets tiring!! I know sometimes I’ll look at a trend or item and think “oh, that’s not for me”—-but then I realize I should try it before I say that!! And that’s exactly what this blogging has been all about!!
      And just remember—I love including you, so always feel free to let me know if you’re available!! 🙂

  • Hi Jodie, I tried to post to your blog early this morning and it didn’t go through. I think our systems don’t play well together. 🙂 Anyway, I love this post and wearing sneakers with skirts and dresses is one of my favorite things. So comfy and fun. I love everyone’s outfits but Charlotte’s is just amazing! The colors, details, mixed media, perfection! Have a great rest of the day! Cheryl

    • Jodie Filogomo

      I was having issues with Square Space blog earlier in the week—you know technology….it wouldn’t be fun if there weren’t some blips involved, right?
      Thanks for the love and the persistence to come back and comment—I truly appreciate it!!
      And mom will love your compliment—she’s gained so much confidence from being on the blog—I love seeing it change her!! 🙂

      • Cheryl Tucker

        You and your moms are truely inspiring and beautiful! I just always think how I would love to sit down and have a cup of coffee with you all! Then later kick it up a notch wine a glass of wine!

        • Jodie Filogomo

          Wow…Cheryl—that’s such a nice compliment to read!!
          I truly can’t wait to meet up with you—I know it’ll be sometime soon!!

    • Charlotte Miller

      Thanks Cheryl–I liked it too until I got to the legs–which seem to look very thick.

      • Jodie Filogomo

        Now mother!!! No dissing my fabulous mom!!!!!

        • Charlotte Miller

          I’m allowed to dish my own picture.

      • No way! I think you look beautiful head to toe! 🙂

  • Rebecca Phillips

    I love cool designer tennis shoes. I get so many compliments when I wear them and they are snazzy enough to wear in nice outfits…..just like what you show here. Great….

    • Jodie Filogomo

      I think it’s been perfect that they have fun and interesting ones!! They are almost as great as my heels!!

  • Amy D. Christensen

    I remember those dickies! Ha, ha. I used to wear them to school to keep a little warmer. Now I just go for the full turtleneck shirt! These are very cute outfits and perfect for wearing with your sneaks! Great job of putting things together, all you beautiful ladies! – Amy

    • Jodie Filogomo

      Well, I’m glad I’m not the only one that remembers them! But I can honestly say, I don’t have any in my closet anymore!! Leave it to mom to never throw anything out, LOL!

  • sneakers and skirts are definitely one of those things I always think look so cute on everyone else but never much like on myself. I do think I prefer the a-line skirt to the pencil – pencil skirts just seem to beg for heels!


    • Jodie Filogomo

      I totally get it Lydia!! I see the styles on others and think differently when I style it in the mirror. But I definitely learn by doing, and maybe I’ll try this with a variety of styles of skirts all the same length and see if there is a preference—-great suggestion!!

  • I love the idea of pairing sneakers with a more dressed up look. No matter what your age!!


    • Jodie Filogomo

      Thanks Lyndi!!
      I’m so glad you said this—it’s definitely a different variation!!

  • Carrie @ Curly Crafty Mom

    There are so many cute tennis shoes out there! I have a leopard slip on pair, but I love your mom’s pair with the laces! Nancy’s look like they’d go great with a lot of different looks and your pleated black leather pair is gorgeous, too!! I also have been wanting just a plain jane white pair (like Adidas) and a floral pair!


    • Jodie Filogomo

      Ooooh…a floral pair sounds like exactly what I need too!!
      It’s hard to stop at just one pair once you realize how comfortable they are, and how to wear them with more than just jeans!!
      Thanks for the love Carrie!

  • Judy Gramith

    WOW! I think this post does a great job of persuading women to seriously consider this look! Everyone who participated is really rockin this look!!!
    Given the fact that many of us begin to feel the negative ramifications of wearing heels and not taking care of our precious feet as we reach our 40’s, your post offers some darling and viable alternatives!!
    I do have to say that I think two skirt lengths work especially well with sneakers.
    You and Karen with your above the knee skirts are illustrating one and Mireille with her long skirt rocks the other. I think more elongating of the leg happens in both looks.
    I loved participating in this series Jodie.
    This was definitely one of my favorites!

    • Jodie Filogomo

      And let me just say that your involvement in this adventure has been my favorite part, Jude!
      Sure, it’s fun to post about clothes, and style my mom & Nancy, but it’s been especially heart warming to meet other women along the way! And to have such a cheerleader as you —I can’t tell you enough how special that is to me!

    • Mireille

      Thanks, Judy!

      • Judy Gramith

        I love your outfit. Here’s another area of women’s fashion where the growing baby look is embraced and enjoyed. Also, sneakers have got to be the most comfortable and supportive foot wear as baby weight adds pounds and puts stress on the back.
        You look just beautiful Mireille!

  • I love sneakers with skirts. They are so fun and unexpected! And I just ordered my first denim skirt of the season, so I’ll have to pair it with sneakers soon.

    • Jodie Filogomo

      I can’t wait to see your skirt!! I know I’ve had 2 others in the past, but one was too large, and one was too small ( I sound like goldilocks, huh?). Hopefully this one will be just right!!

  • Laura

    I don’t think all sneakers work well with skirts and dresses, but the ones you all picked do! I prefer the flat, sleeker type. Love the variety you’ve displayed with all of these! They work well for dressing down a piece, comfort, and if you are traveling!

    • Jodie Filogomo

      You are exactly right Laura—although I do feel like I’ve been seeing any kind of sneakers with dresses lately. I have a feeling the more we see them, the more we’ll start thinking they are great!!

  • I confess: since I started following you fashion goddess bloggers, I’ve really started paying attention to upping my footwear game. I like how nicer shoes elevate an outfit….

    HOWEVER, this series is definitely comfort zone for me. Spring and summer feature a lot of dress/sneaker/casualshoe combos. As an “expert” in this field, I can say that ya’ll nailed it 🙂 !

    • Jodie Filogomo

      This really made me chuckle Em!!
      Shoes really are my thing, so “resorting” to sneakers has been a bit difficult to me!! I think I like pairing them with skirts though because it’s a bit unexpected. You know…something my grandma would shake her head about and say “why”! LOL

  • Wow, I have to say this is a look I always say I cannot pull off, as I have this love/hate relationship with shoes… but you have nailed it ! and inspired me to try.

    • Jodie Filogomo

      I have to admit, that I’m right there with you Lorena!! I always seem to love it on other women, but it doesn’t look right to me in the mirror. It’s funny how our perception is so different. But I think I’m getting more used to it over time….

  • I really like the sneakers and skirt look I especially liked Karen’s look. The Nordstrom floral skirt with the tierd length is beautiful too. Thank you for linking up to #ablogginggoodtime 🎉

    • Jodie Filogomo

      I’m glad other women like it Catie!! I know sometimes it takes me awhile to warm up to certain combinations, and this is one of them! But realistically it’s so smart!!

  • Bernadette Laganella

    I just bought gray sneakers similar to Nancy’s. I really like how easily they replace white as a neutral accessory.

    • Jodie Filogomo

      I bet you’ll wear them tons, Bernadette!! I know Nancy wasn’t totally excited about these at first, but they look so much more interesting than the other sneakers she tried on!!

  • Love the trainers and skirts! I definitely need to try this out myself a lot more!

    Gemma x

    • Jodie Filogomo

      I think skirts are so fun—and the sneakers seem like the way to go lately!! Maybe we need to make this the new PB & J??