Dressing Slimmer 2 (Shoes)

 Dressing Slimmer for the 50', 60', & 70 year old women.

Dressing Slimmer for the 50’s, 60’s, & 70’s: For the Shoes

Quote of the day: “Aging is out of your control. How you handle it though, is in your hands.” Diane von Fustenberg

Thanks to a wonderful reader’s suggestion (thanks Jeannine), I tried to prove or disprove some of the points we’ve been told about dressing slimmer. I started with the top portion of our body in the last post (here). Today’s feature is the shoe—I wanted to evaluate the pointed toe vs. the rounded toe! Everything else in our outfits are exactly the same and I tried very hard to compare the same poses in our pictures (easier said than done)! I was trying to show the theory with the identical color of shoes. However, what I noticed is that for Nancy & mom’s illustrations, both of their rounded toes are flats and their pointed toes are heels (it’s just what they had in their closet). So because of that, I used heels for both of mine which is why mine aren’t exactly the same color (and the rounded toe shoes are actually a higher heel for mine). So tell me, what do you think?

Dressing Slimmer for the 50', 60', & 70 year old women Dressing Slimmer for the 50', 60', & 70 year old women.

50’s Outfit: This is one of my favorite belts, but I had to put velcro under the wood pieces because the first time I wore it, it kept popping open and off!!

Dress: Charming Charlies (similar here)~~Pink Shoes: Styluxe (similar here)~~Floral Shoes: Dana Buchman (similar here)~~Belt: (similar here)~~Earrings: (similar here)

Dressing Slimmer for the 50', 60', & 70 year old women. Dressing Slimmer for the 50', 60', & 70 year old women.

60’s Outfit: Nancy’s nail polish matches her outfit—now that’s impressive!

Jeans: Liverpool (similar here)~~Cardigan: Chicos (similar here)~~Top: Chicos (similar here)~~Boots: Franco Sarto (similar here)~~Shoes: American Eagle (similar here)~~Necklace: (similar here)~~Earrings: (similar here)~~Bracelet: (similar here)

Dressing Slimmer for the 50', 60', & 70 year old women. Dressing Slimmer for the 50', 60', & 70 year old women.

70’s Outfit: I wouldn’t normally have mom wear her sweater twinset together, but I wanted the attention on the shoes for her look.

Pants: London Fog (similar here)~~Cardigan: Jessica Howard (similar here)~~Top: Jessica Howard (similar here)~~Flats with Buckle: Anne Klein (similar here)~~Shoes with Laces: Calico (similar here)~~Necklace: (similar here)~~Earrings: (similar here)

Do you think the shoes makes any difference in dressing slimmer? Link with Thursday Fashion Files, Fun Fashion FridayParty at my Place, Friday’s FashionsSpotlight Weekly, Top of the WorldWhat I Wore to Work, Powers the Flowers, Friday Frivolity, Fashion FridayFabulous Friday with a Polketful of Polka Dots, Weekend Wear, SheelaFriday’s Favorites, Fashion Friday! Shoe & Tell, & Throwback Thursday Fashion

Here’s some great deals on both varieties: (the 6pm.com pair has some other cuter colors too!!)

  • Laura

    I like pointed toe because I do feel that they elongate legs and make you look slimmer overall. I really like seeing the difference they make!

    • Jodie Filogomo

      Besides…for some strange reason I feel ever so much more powerful in them. Maybe they feel more adultish. Does a rounded toe seems more kid like?

  • I love being able to see the comparison shots! I never liked pointed toes at all when I was younger, and didn’t own a single pair. Now it’s all I own, I feel like they make my legs more shapely. (and disguise my weirdly small feet!)

    Thanks so much for sharing at #FridayFrivolity 🙂

    • Jodie Filogomo

      I know exactly what you mean Jess….besides ballet flats, these pink rounded toe heels are the only ones I own. The pointed ones make me feel more powerful (crazy, i know)!

  • Happinessatmidlife

    I tend to prefer to wear pointed heels which always feel like the elongate the legs. I love all these looks!

    Thank you for being a part of TBT Fashion link up and hope to see you soon!



    • Jodie Filogomo

      I’m with you on that one, Alice. I don’t think I owned any rounded toe shoes until the ballet flats got popular. As for heels—I think this pink pair is my only pair that aren’t somewhat pointy!!

  • I enjoyed seeing these comparisons with each of your looks. I prefer the pointed toes and feel they are more slimming. Your mom’s lace up flats are so fabulous!

    • Jodie Filogomo

      Thanks Jennie!! Mom does have the greatest shoes—it’s a good thing I can steal (um…I mean, borrow ) them from her!! Ha ha!!

  • I think in many circumstances a pointed toe does help lengthen the leg – especially if it’s on a flat, but a heel will always win regardless.

    Chic on the Cheap

    • Jodie Filogomo

      Which is why my motto is to stay in shape for the remainder of my life so I can go to the grave wearing heels….ha ha!!

  • Versatilestylebytracey

    Oh my I just ordered the ASOS nude and white ones , not that I needed another pair of shoes… I do have a pair of cheap nude ones but the toe is much pointer than I like and has actually been damaged because I stubbed it … that leaves me open to indulge right?

    • Jodie Filogomo

      I stubbed one of my pairs going up the stairs since they are longer than I’m used to—ha ha (at least I’m not the only one!)
      As for another pair of shoes, my friends and I were discussing the appropriate amount of new shoes a year—we decided about one a month is a good number (of course, that means getting rid of the same amount if you don’t have the room for extras…ugh)!
      And didn’t you just love Liz’s comment about why she needs more ???? To be empowered!! I’m totally using that excuse with my husband!!!
      Those nude ones are so cute—-and versatile, really!!

  • Rosemond

    I have to say that I do think the pointed toe shoes do look a little bit more slimming. What a great experiment. And I love the blue lace up shoes, they just look so chic!

    • Jodie Filogomo

      Thanks Rosemond!! I’ll tell mom she should wear these shoes more—everyone agrees that they are great!!!

  • Vicki O’Dell

    My feet are really wide so I feel more comfortable in a rounded toe. More wiggle room!

    • Jodie Filogomo

      I have wide feet too (with bunions no less)….I think some pointed toe shoes are just as comfy since the pointy part is just shoe (toes don’t go that far). The only thing I noticed with one pair was I kept tripping up the stairs—ha ha—since they are longer than normal!

  • I wear both rounded and pointed toe shoes, but I wear them for different reasons. Rounded toes seem more casual and retro to me. I think rounded toe flats are adorable with a short skater skirt. A pointed toe is instantly more chic. They’re my go-to when I’m wearing midi skirts to make myself look taller and longer. It’s amazing how playing with lines and shapes can totally change how people perceive our looks. Shoes are powerful! That’s obviously why I need so many. To be empowered… lol

    <3 Liz

    • Jodie Filogomo

      Oh…I’m so using that Liz!! “But honey, of course I need another pair of shoes so to help my empowerment!!!!!”
      And even if one style does make one look “whatever”….I think it’s absolutely essential to have variety. (Another reason I’d never want to be a guy—their shoe selection is so dismal!!)
      Thanks for your lovely thoughts!!

  • Shoes definitely can make a big difference! Jeans, a tee, (always a necklace) and fabulous heels (or fabulous pointy flats) look completely different than jeans, a tee, and sneakers or boring flats.

    I have a couple rounded toe flats that I like and work well in my opinion with some outfits, but most of my shoes are pointy. I love your mom’s lace-up shoes!

    Your dress & belt are beautiful!

    • Jodie Filogomo

      I’m such a shoe girl that sometimes I think I’m too biased! It’s nice to hear that others think the same way….
      But I can still go to the grocery store and see examples of terrible shoes—we need a shoe movement!!!
      Thanks for the love!!

  • Lorena Lorena

    That dress fits you beautifully J! and both of your moms look lovely.
    As said before, I “would be a Nancy”.

    • Jodie Filogomo

      Thanks Lorena!! That’s so nice you say that about Nancy—I’ll tell her!!

  • Yvonne

    I love the lace-ups on your mum! I think shoes can make or break an outfit! Thanks for sharing! have a great weekend
    xo Yvonne

    • Jodie Filogomo

      Thanks Yvonne! I’m in total agreement!!

  • Mona Cristo

    Love this so much!

    • Jodie Filogomo

      Thanks Mona!!

  • The pointy shoes totally make a difference. I’m in love with your mums lace ups. Gemma x

    • Jodie Filogomo

      I gravitate towards the pointed toes too!! For some reason, I consider them more powerful (weird, huh?)

  • Shoes totally make a difference! They can really amp an outfit up or tone it down. I love that purple lace up flats in the last outfit!


    • Jodie Filogomo

      What you say is so, so true. That’s why it amazes me when I see older women with not so great shoes (you’d think they would know better!!)

  • Shoes can either make or break an outfit in my book. I prefer the look of a pointed shoe, but for me personally, shoes have to be about comfort and the rounded toe says comfort. I think it all depends on the rest of the outfit. Both work, but when you get to be in your 50’s, as myself, you invest in a good pair of stylish shoes and hope you can wear it with just about anything. You ladies rock!

    • Jodie Filogomo

      I appreciate the comment Michelle and as a shoe girl, I agree that shoes can reform an outfit! I’m curious about why a round toe says comfort more than the pointed? Just because it seems like the toes fit in the box better?
      I would argue that my pointed heels shown in this post are better fitting than the round toe ones!!(but i realize that it’s people’s perception—we need to change that!!)
      I get the comfort thing (to a degree)—but I really, really wish there could be more fashionable options (here in Denver, I see way too many Tevas)
      Thanks again for the comment…and happy weekend!!

      • It is probably more my feet. I love the stylish pointed toes, yet when I put them on they are so uncomfortable for my feet. It doesn’t matter if it is a flat or a heel. I broke my foot two summers ago and since then, boy shoes don’t fit like they use to.

        • Jodie Filogomo


  • Judy Gramith

    A shoe that matches the color of the leg or the stocking on the leg will help elongate. Also a shoe (and sock) or boot that matches the pants does the same thing. Those tricks create the long unbroken line suggesting “slimmer”. Let’s face it it’s all about smoke and mirrors… (?)
    Using these tricks isn’t alway such fun though.
    Sometimes you just want to rock that orange Converse sneaker with you denim skirt!!!!

    • Jodie Filogomo

      Girl…you hit the nail on the head! Those sneakers add character and hipness!!!

  • Great idea to do this series. Personally, I’m with Rena, I think heel height, colour and style makes the difference. It is more noticeable on your Mum because the buckle gives the illusion of width but the laces and the openness of the ghillies create the illusion of length!
    And your belt Jodie is wonderful!


    • Jodie Filogomo

      You speak truth Jacqueline—there are probably many points about a shoe that could make one have the illusion of thin (or however you want to say it)!
      But to me, it’s kinda amazing that a little, ole shoe could really make a difference?
      I mean—I believe so, but I’m biased—I fixate on shoes incredibly too much!
      And in the entire real estate of your body, the shoes take up, what? 10%? Yet do they really have the ability to make one look taller/slimmer/anything?
      Such philosophical questions…ha ha!!
      Thanks for giving your two cents!!!

  • So many thoughts on this subject. First, you all look great. With shoes, I’m not sure that pointed vs rounded makes as much difference as heel height, color, and overall style. I love your mother’s lace-ups which highlights how even the more senior of us can still be in on current trends. Thank you for this perspective on shoes and for sharing it on my Powers the Flower link-up.


    • Jodie Filogomo

      You could certainly be correct Rena. Just like with the first post in the series, all “rules” have those exceptions and other points to consider!
      Thanks for your voice in the matter!!!

  • PetiteOver40

    Well first of all, your dress is awesome! And I love what you’re doing here–showing the round-toe shoes with the pointed-toe so we can do a compare and contrast. There really does seem to be a difference! I could really see it best in your outfit, maybe because I can see your legs better, but in each version there is a visual difference. You all look just a little more sleek with the pointed-toe shoes. That’s really kind of amazing! I would never have thought it would make so much difference, but you’ve proven that it does!

    That’s not to say I won’t ever wear round-toe shoes again, but I will definitely consider the value of the pointy toe when I’m out shopping! Also, heels seem to make a big difference as well!

    Great series, Jodie!! <3


    • Jodie Filogomo

      It’s funny how I have very few rounded toe shoes in my possession (besides my ballet flats). Of course, the nut doesn’t fall far from the tree–so maybe that’s why!
      My mom’s always been a big fan of heels, so I grew up in them! I went through a phase where all I wore was flats (but that was due to function—there’s a TON of walking in dental school). But since that time, I think it’s so fun to have a variety of heels—and for some reason those pointy toe ones call to me!
      You wouldn’t think that the shape of a shoe could really change your perspective, but I think it does!
      Of course I’m still sticking by the fact that I don’t think we always need to look “thinner”—-I just always want to look great!

  • Carrie @ Curly Crafty Mom

    Such a fun series! I love that your dress is from Charming Charlie, I LOVE that store and I have purchased a few clothing items from there. I really love the shoes laced blue shoes your mom is wearing! She is such a sweetie to do this series with you!


    • Jodie Filogomo

      Isn’t Charming Charlie’s the bomb? The first time I went in, I was so overwhelmed I didn’t actually buy anything (shocking)—but now it’s more than fun! I’m so glad they’ve included clothing now!
      Thanks for your input Carrie!!

  • The second set of photos of each of you make you look taller and thinner.

    • Jodie Filogomo

      Kinda amazing how just a shoe can help, right?

  • Amy D. Christensen

    Love all the outfits and yes, I think the pointed toes are dressier and more slimming. You all look so slim and trim anyway, but I have heard that the pointed toe is much better on women with larger calves. The comparison might have been easier if you all had dresses or skirts where the lower leg was showing. Just a thought. I love that you take on these fashion questions, Jodie. It gets us thinking and is very helpful. – Amy

    • Jodie Filogomo

      You’re right Amy—I should have done one of us with long pants, one with cropped & one with a skirt/dress. Funny how you think of these things afterwards, eh?

  • the pointy toes are definitely dressier and I think they probably win the prize for the most slimming too (love the blue ones in the last pic)

    • Jodie Filogomo

      I’ve always been drawn to the pointy toed shoes….but it amazes me how many comments I get about how my toes fit in them??? Hasn’t everyone tried a pair on?
      Thanks for the input!!