Ankle Boots 5 (With Short Trousers)

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Fashion for women ages 50 and older.

Ankle Boots for the 50’s, 60’s, & 70’s: With Shorter Pants

Quote of the day: “When you were born, you cried and the world rejoiced.  Live your life so that when you die, the world cries and you rejoice.” – Indian proverb

Now even if the ankle boots are footwear you’ve had in your closet for many years, you might be a little hesitant to style them with short pants. But why? I know we have been told of many clothing rules in the past, but I think part of being contemporary is going with the flow.

And what do I mean by short pants? Well, I styled my ankle boots with culottes and had Nancy & Charlotte wear capris. I was actually going to have us all wear ankle pants for this post, but even the ankle pants covered up the booties more than I thought! Thus, I searched for even shorter trousers. Heck, if you think this is crazy, just wait until you see what I have in store for the last post in this series!!

Since Sheela & Eve are joining us in this venture, you can really see how this styling can look on many ages and with many different items. The 5 of us first showed these same ankle boots with our beloved jeans here. Want to join in on the fun for a future series—email me!!

Eve of The World According to Eve: Shorts & ankle boots—what a perfect way to interpret this category! Especially when you have legs for miles!!

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Sheela of Sheela Writes: Sheela is loving the culotte game too! The olive green & burgundy are the epitome of fall style!

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Culottes & Tee Shirt – Forever21~~Varsity Jacket & Sunnies – Poshmark~~Leather Cuff – Etsy~~Ankle Booties – GX by Gwen Stefani

Jodie’s (50’s) Outfit: These culottes have been worn more than I imagined! I know many women struggle with the thought of culottes, but I think it’s no different than any piece of clothing. You just have to find the right style & silhouette in the piece!

Fashion for women ages 50 and older.

Since I was wearing my blue print ankle booties, I found a blue print shirt too! See, I’m getting the hang of this print mixing thing!

Fashion for women ages 50 and older.

My bracelet is my much loved Boho Betty bracelet (you can get 20% off your order with the Jtouchofstyle code). And the earrings I bought from Stella & Dot because they can be worn 4 different ways. Talk about perfect for travelling!

Fashion for women ages 50 and older.

Fashion for women ages 50 and older.

Culottes: WHBM (similar here)~~Jacket: Maurices (similar here)~~Top: Elana Kattan (similar here with a bow tie)~~Boots: Sam Edelman (here)~~Earrings: Stella & Dot (here)~~Bracelet: Boho Betty-don’t forget the discount code! (similar here in a vibrant blue)

Nancy’s (60’s) Outfit: Even Nancy got into the print mixing with this outfit.

Fashion for women ages 50 and older.

If you have some kind of print footwear, it might be a easier to embrace mixing your prints since the prints don’t have to be next to each other.

Fashion for women ages 50 and older.

And considering Nancy’s scarf is a subdued plaid, you might not have even noticed that there were 2 prints in her outfit.

Fashion for women ages 50 and older.

Fashion for women ages 50 and older.

Pants: Petite Sophisticate (similar here)~~Top: Fabrizio-Gianni (similar here in grey)~~Boots: Impo (similar here)~~Scarf: (similar here)~~Earrings: (similar here)

Charlotte’s (70’s) Outfit: Heck, I even got mom styled with two prints in this outfit. Actually it’s 3 if you count the eyelet in her shirt!! I think this is one of my favorite looks for mom—doesn’t she look so hip?

Fashion for women ages 50 and older.

Mom’s capri pants hem length ends right at the top of her booties.

Fashion for women ages 50 and older.

I know that eyelet is usually reserved for the summer months, but since this shirt is long sleeved, I thought it’d work fine. Besides, it’s a heavier material for the cooler temperatures.

Fashion for women ages 50 and older.

I added the neck scarf to add some contrast near her face. Since the scarf was silk, and too small to tie after wrapping it twice, I used a small pin to hold the ends together.

Fashion for women ages 50 and older.

Fashion for women ages 50 and older.

Pants: Faded Glory (similar here)~~Top: Liz Wear (similar here)~~Boots: Hillard & Hanson (similar here in a suede)~~Belt: (similar here)~~Scarf: (similar here)~~Earrings: (similar here a little longer)~~Bracelet: (similar here)

It’s been so much fun styling different items!! Thanks for joining us on this journey!

There are affiliate links in this post. 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!
Here’s some neutral colored ankle boots if you like them more subdued!

  • Cathy Lawdanski

    Love all these looks. Your mom looks so cute! Love how you did the scarf.

    • Jodie Filogomo

      Thanks Cathy!!
      I do think mom’s outfit turned out to be my fave from this grouping. And she has so much stuff, that’s it’s somewhat easy to figure out a hack if an idea isn’t working—-meaning I though I’d tie her scarf around her neck, but when it wasn’t long enough, I was like hmmmm…..what can we use?? And, of course, she has a small pin to hold it together!!

  • Bernadette Laganella

    Loving Nancy’s outfit especially the boots.

  • PetiteOver40

    You all look so hip and chic, ready for your streetwear limelight! You’re so right about finding the right fit/cut for culottes — or anything, for that matter!

    (Sorry I’m not writing more today! I’m in catch-up mode. I love all the looks!!)

    Hugs, 💚
    Sherry
    http://www.petiteover40.com

    • Jodie Filogomo

      You crack me up Sherry!
      I really appreciate that you even check out my blog when you’re trying to catch up at all—-I don’t expect a LHC (long, hairy comment)!!
      Glad the weather was okay that you made it back safe!!!
      Thanks for the love!!

  • This combination totally intimidates me, and it’s not something I ever saw as approachable, but you’re changing my mind. I know you all originally planned to wear ankle pants, but I appreciate seeing you sport different cropped pant and bootie styles because it shows it doesn’t have to be a particular style of pant or bootie to work. I’m especially smitten with your booties. They’re reminiscent of some Gucci and Dolce & Gabbana designs that retailers are reinterpreting. They look so luxe and cool!

    <3 Liz
    http://www.withwonderandwhimsy.com

    • Jodie Filogomo

      I admit, I would have NEVER tried these combinations a couple years ago. And I’m still not sure they are my favorites. But I read once, that it takes our brain awhile to get used to seeing new silhouettes in order to like them. So who knows??
      Besides, what’s the fun of always playing it safe—that’s certainly not my personality, so it shouldn’t be in my clothing either, I figure!!
      You feel the same way I did about these booties—I just feel in love with them when I saw them in the magazine (i wish i could remember which one), and when I found out they were under $200—I figured I deserved a splurge!!
      As much as I absolutely love them (and I do)….they are not the most comfortable for walking. I’m usually good in a heel for long periods of time, but there’s something about the angle of this one, that isn’t as easy as some of my others! Not that that’ll stop me from wearing them!!

  • Tessy Onyia

    You all look awesome as always, I cant get over these looks, muah…Lovely outfit!

    http://www.tessyonyia.com

    • Jodie Filogomo

      Thanks so much Tessy!!
      Happy Thursday!

  • I love all the shorter length pants here with ankle boots! So stylish! I love Charlottes neck scarf! So trendy but classic looking!

    http://www.mylittlenest.org

    • Jodie Filogomo

      Thanks Ruth! It’s nice to hear others say they like this—because it’s probably not my favorite, but that could be because I don’t see it a lot?

  • Laura

    I just adore all these looks! Your mom looks fantastic and I NEED those earrings you are wearing! They are so fun and I love you can wear them different ways! I also have to comment on your fabulous moto jacket. I’ve been wanting a lighter color one exactly like that!

    • Jodie Filogomo

      I have to tell you Laura that I have absolutely loved this jacket—it was from Maurices and it’s faux leather. The only issue is sometimes the leather part on the sleeves get yellowish. It comes out when I wash it…and this time I thought to scotchguard it. It’ll be interesting to see if that helps. I’ve loved it so much that I even considered getting a real leather jacket in this light pink—but I doubt I will—-we’ll see!
      Thanks so much for you kind words and Happy thursday!

  • I very rarely wear pants and think that I donated most of my Gauchos and Pedal Pushers, but I’ve always loved the look with booties and you ladies are looking mah-va-lous!

    • Jodie Filogomo

      What a nice comment to read Antoinette!! Thanks for the nice words!!

  • I love culottes and you all look fabulous!

    • Jodie Filogomo

      Thanks so much!!

  • This can be a tricky style to pull off but all 3 of you do it flawlessly! I think it has to do with the spacing between your booties & pants. Just a hint of skin- Looks great

    http://www.michellespaige.com/

    • Jodie Filogomo

      Thanks so much Michelle!!

  • I have never tried booties with shorter pants. Of course, now that I am thinking of it, I don’t own any capris or culottes (although, I do want to find some of these that are right for me). I have certainly worn them with shorts and love it. All of you look great and are making me consider giving this a try should I ever have shorter length pants. Seriously loving your bright blouse! Nancy’s scarf is so pretty and unique. Your mom looks great and I like that she even agreed to a pattern mix. 🙂

    • Jodie Filogomo

      It definitely is a different look, eh, Jennie??
      But wearing the booties with shorts is perfect!!
      I really like Sheela’s version since her culottes are a little longer!
      But I am glad I tried this—and it makes me want to play around more to make it better!!
      Happy Thursday and thanks for reading!

  • Savvy Southern Chic

    Definitely a chic look for Mom. You are all so much fun to follow!

    • Jodie Filogomo

      Thanks so much Fonda!! Mom definitely wins this one!!

    • Charlotte Miller

      Thanks, and it’s fun doing them.

  • Ankle boots are my favourite. Love all the styles. Gemma x
    http://www.jacquardflower.uk

    • Jodie Filogomo

      Thanks Gemma!!

  • I love all the outfits! You’ve collected all these items, so the outfits make you visually younger!
    http://parisdressblog.blogspot.com
    https://parisdress.com

    • Jodie Filogomo

      Thanks so much!!

  • Love that you ladies are rocking printed ankle boots…I’ve been thinking about getting a pair of leopard ones myself!

    • Jodie Filogomo

      And as much as you wear your leopard shoes—you probably should Tara!!
      Might as well let your feet have fun in the colder months too!!!
      Thanks for stopping by and happy Thursday!

  • Shorter or cropped pants is so on trend now and you shown how well it work for women of all ages. It’s not just the youngins who get to have fun. And I love how you added in the mixing of prints as well. You all look fabulous.

    Rena
    http://www.finewhateverblog.com

    • Jodie Filogomo

      Thanks so much Rena!!

  • Great looks! I’ll admit that I too am hesitant about styling them with capris. You all make it look easy!

    Nina
    aworldofdresses.com

    • Jodie Filogomo

      Thanks for letting me know what you think Nina. I do think this isn’t my absolute favorite look (except my mom’s for some reason). It makes me wish I had tried at least one pair of ankle pants too—to see if that seemed in better proportion!!
      But no risk, no gain, right?

  • cute looks ladies! I am a huge fan of ankle boots! fun post!

    kelseybang.com

    • Jodie Filogomo

      Thanks Kelsey—they are such a functional yet stylish item!!
      Thanks for reading and happy Thursday!

  • Amy D. Christensen

    Love! Love! Love! Need I say anything more? Well, I don’t need to, but I will. I completely understand all those “messages” that we grew up with on what to wear with what and so on and sometimes I really struggle to embrace things that are outside my comfort zone and this would be one of them. I’ve never been much of a culotte person, so I am trying to imagine myself doing this. I wear booties with a skirt, so maybe that’s something. Ha, ha. All of your outfits are so perfect for the type of shoe that each of you are wearing. Great print mixing gals! You all look marvelous! – Amy
    http://stylingrannymama.com/

    • Jodie Filogomo

      Thanks so much Amy!!
      I think it’s so hard when we’ve heard the “rules ” so much and for so long!
      And even if it’s not our fave look…I think it’s good to try new things!!
      PS…and that’s exactly what we’re doing for Friday’s looks—wearing the ankle boots with dresses!! See, you’re way ahead of me!!

  • Judy Gramith

    Charlotte get my vote for rockin this look and her owl bracelet is REALLY cute!!!
    Over all I’m just not a fan of the capri pants with an ankle bootie. A culotte is a bit better, but has to have an obvious flare to the leg and even then I favor a tall , fitted shaft boot. For me there’s just a proportional problem. There are just too many “breaks” as the eye travels down the torso to the feet.
    I DO like you color combos, pattern mixes and enthusiastic smiles ALWAYS!

    • Jodie Filogomo

      It definitely wasn’t my favorite look—although Sheela’s culotte’s were longer and to me looked better!!
      I think I liked my mom’s so much since her ankle boots were basically nude and thus looked like part of her leg!!
      But you never know until you try it, right?
      Thanks for the honest voice!!

  • After seeing these these short pants on various women I decided I really wanted a pair. However once I bought them, I’m not sure that I love them or that they love me! I think you all look fab in them and I love the pair you’re wearing Jodie. Every time I try them on, I just feel the need to shorten them more. Watch this space for when I style them. You can tell me what you think. X
    http://www.vanityandmestyle.com

    • Jodie Filogomo

      I know exactly what you mean Laurie. When I first got these culottes, I was going to shorten them…they just seemed like a strange length on me. But then I decided to keep them as is for awhile. Maybe we get used to a certain length and it’s hard to like other ones? But I’m trying to have more variety in my closet, so for now, these will stay where they are!!
      Can’t wait to see yours!!

  • I love the ankle boots! Great styling! =)

    – Cielo
    Mermaid in Heels

    • Jodie Filogomo

      Thanks Cielo!!

  • Anna Parkes

    At last I’ve managed to swing by to see these ol’ boots of yours Jodie, and hey aren’t they cute! I love your pattern play too – clever girl. I’m about to pair my boots up with something a tad shorter…
    Have a great evening x
    Anna
    http://www.annasislandstyle.com

    • Jodie Filogomo

      A mini skirt???? I can’t wait to see Anna!!
      Thanks for stopping by!

  • I would never have thought of this pairing. It turned out cute!

    • Jodie Filogomo

      Thanks Darlene!! Different, but fun!

  • For someone who used to shy away from the patterned world, you’ve certainly come a long way, Jodie 🙂 such a pro!!! And your ladies too. I have to say, Charlotte is rocking every look in this series. What a wonder woman xoxo

    • Jodie Filogomo

      I think it’s like anything, right Sheela. The more you do it, the more comfortable you become. And of course there will be hits and misses, but that’s life!!
      I did good for mom this time, huh? I just love it when a plan comes together!!!
      Of course, the fact that both you & I wore culottes, shows that great minds are …..(well, they’re something—ha ha)

  • Carrie @ Curly Crafty Mom

    I can’t get over the great selection of ankle booties here! I just love your blue print ones and also the leopard print one (I have been wanting a pair of those)… also the neutral ones are lovely, too! These all work so well with these culottes/capri pants!

    Carrie
    curlycraftymom.com

    • Jodie Filogomo

      Thanks Carrie!
      It is amazing the variety out there now–after you have all the basics, I guess retailers figure you need fun!!

  • Great looks, I love the chunky heels!

    Annessa
    http://www.seekingsunshine.com

    • Jodie Filogomo

      Thanks so much Annessa!!

  • I was just thinking of trying this out yesterday but was afraid it would look stupid, but you ladies are showing me it looks great. Gosh, I love how there is so much variety in boots, pants, lengths, silhouettes, etc.. in fashion now and appreciate you three trying everything out for me!

    Julia
    http://www.whenthegirlsrule.com

    • Jodie Filogomo

      I’m so glad you said this Julia—-because when my husband was taking photos of my outfit, he kept telling me this wasn’t a good look! And I do think that maybe my outfit isn’t my fave. But I do love how Charlotte’s turned out!
      Besides it’s fun to try different ways & combinations! So what if it doesn’t work? It’s not like you’re hurting anyone or being unethical, right? I’m so glad I’ve learned to let go of being so serious all the time!!
      Thanks for stopping by!!

  • Versatilestylebytracey

    I am excited to wear my culottes with tights and boots for the season and have tried on a few looks that I loved. I am a little leary of tyring ankle pants or capris as it’s such a fine line with being a petite. I will however play around in the mirror instead of just assuming it won’t work. I love all of these looks and yes , Mom does look very hip and on trend!

    • Jodie Filogomo

      I’ve worn these culottes last winter with tall boots and they worked great.
      I’m not sure I absolutely love them with these ankle boots—but I do have a pair that are mid calf, that I’ll have to try out.
      It’s nice to hear you say that you’ll play around with a look before dissing it, Tracey. I think we should all do that because you just never know!!
      jodie
      http://www.jtouchofstyle.com

  • I LOVE ankle boots with a cropped pant. That is actually one of my favorite ways to wear them and one I think is most flattering.

    Amy Ann
    Straight A Style

    • Jodie Filogomo

      Wow Amy—I’m so glad you said that!!
      It wasn’t the best reception with my models (or even my husband)—:) so I wasn’t sure how it would go over!
      I’ve read a couple of article that say it takes our brain awhile to get used to a new look!! For my mom’s–that’s definitely true!!

  • Caliope Couture

    Fantastic inspiration for combining ankle boots! Especially love the leopard ones.
    Christina ♥ https://caliope-couture.com

    • Jodie Filogomo

      Thanks so much Caliope!! I wish I had bought this leopard pair too!!

  • Stevie Turner

    Your mum does look hip indeed!

    • Jodie Filogomo

      Indeed she does!!!
      Thanks so much Stevie—that’ll make her day!

    • Charlotte Miller

      Thanks–as Jodie said it does really make my day. Thanks again.

      • Stevie Turner

        You’re welcome!

  • Queen of Rods

    Your mom’s outfit looks really great on her. I don’t know if I have the nerve to wear my capris with ankle boots, but I guess I’ll give it a try at home and see if I can capture your mom’s look. Great job on all three outfits 🙂

    • Jodie Filogomo

      I do love mom’s look so much—I’m not even sure what it is exactly, but gotta love it when that happens!!
      Do let me know how your experiment goes!!! 🙂

      • Queen of Rods

        Well, what looks so great on you and your family did NOT look good on me at all. Perhaps it’s that extra two inches of height that your mother has, and that I am lacking. Or it could be my sturdy German build…hahaha. “Sturdy”

        • Jodie Filogomo

          Well kudos to you for trying Janet!
          I always find that when something doesn’t work…it makes me realize I should be happy with all the ways it does work! So I’ll keep cuffing my jeans for sure!!

    • Charlotte Miller

      Thanks very much–I’m afraid the combination was all Jodie’s ideas

      • Jodie Filogomo

        Maybe this time, but you help out for most of them (after a lot of arm twisting—ha ha!!!)

        • Charlotte Miller

          So true, Dear

  • So many great takes on booties! Now I really want to leopard print pair!

    Fizz and Frosting

    • Jodie Filogomo

      I know…I’m kinda kicking myself that I didn’t buy this pair too—they were such a great deal at the end of last season, but I talked myself out of them!!