Saddle Shoes?

Saddle Shoes, similar here

Cynthia is spring cleaning her closet. 

From its depths she pulls out a pair of saddle shoes. 

She digs even deeper and pulls out… another pair of saddle shoes. These ones have high heels.

Cynthia holds each pair of saddle shoes and looks confused and concerned.

Marcy:  You never wear those.

Cynthia:  I know.

Marcy:  So I guess they go into the donation pile.

Cynthia (horrified):  But… they’re saddle shoes.

Marcy:  So?

Cynthia:  And these ones are high heeled saddle shoes.


Bass Women’s Glenbrook

Marcy:  How long have you had them?

Cynthia: The regular ones: fifteen years. The high heeled ones: six years.

Marcy:  That’s stupid. That first pair is older than me. You never wear them. Chuck ’em.

Cynthia:  But Marcy… they’re saddle shoes! They’re adorable.

Marcy and Cynthia stare at each other in utter bewilderment.

Marcy:  Then why don’t you wear them? Ever?

Cynthia:  I don’t know. Because… I don’t know. I guess I just haven’t figured out how to make them look cool and not like a costume.

Marcy marches off in disgust.

Cynthia carefully puts both pair of saddle shoes back in the closet.

*Tune in for a saddle shoe update on March 19, 2020.*

Awesome Readers! Help. How do I wear these things?


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  • Reply Anonymous March 20, 2015 at 6:15 pm

    Yikes! That's a tough one Cindy. I have to say I'm with Marcy on the high heeled ones–chuck 'em. I think you could make the flats look cute. Maybe with skinny jeans and a cute shirt? It just reminds me of our cheer-leading days 🙂 But they match Marcy! Maybe wear them with a certified fake fur.

    • Reply MarcyVeryMuch March 20, 2015 at 7:25 pm

      Hmmm… but then I would have to buy skinny jeans. I am not a fan -too restricting plus they are going out of style.
      Hahhaha – I like that they remind me of our cheerleading days!
      Thank you for your ideas!!! 🙂

  • Reply Anonymous March 20, 2015 at 9:46 pm

    Where did you ever find high-heeled saddle shoes? And what did you wear with them when you first got them? They're cute.
    Marcy, it looks as if you were styled after a saddle shoe.

    • Reply MarcyVeryMuch March 20, 2015 at 9:54 pm

      You can still buy high heeled saddle shoes! Check out the link in highlighted red. I wore them a few times with jeans but it just looked like I was wearing white shoes. They probably need to be worn with shorter jeans or a skirt. But, I can never get them to look right so I gave up and that is why they are living in the back of my closet.

      you mean the saddle shoes are styled after me.

  • Reply Vik March 20, 2015 at 11:12 pm

    I totally would have kept them, too. Um, maybe you could embrace the whole costume thing. Like when you go to your cat events and wear the black and white t-shirt and the ears? Going out on a big limb, for that could you also stick cat features on the white part of the shoes? Or…maybe use the shoes in some of your plays?

    • Reply MarcyVeryMuch March 20, 2015 at 11:55 pm

      Ah Ha. I could stick the Marcy Very Much logo on the shoes! Excellent idea, Vik! Thank you!

      Vik, please don't encourage her.
      meow, marcy

  • Reply Rosie March 21, 2015 at 10:08 am

    I had to wear my sister's hand-me-down black & white saddle shoes in grade school. I hated them because I was the only boy in my class that wore saddle shoes to school. I kept them for years and then finally tossed them out. I wish I had those saddle shoes today as there are times I think I would wear them.

    • Reply MarcyVeryMuch March 22, 2015 at 1:36 am

      Aren't memories a tricky thing?
      Usually I don't regret throwing anything out but I am afraid I may regret getting rid of those saddle shoes.
      They are selling saddle all over the place lately. Check out Bass at Amazon. Maybe it will be empowering to buy your very own brand new pair!
      Thank you so much for stopping by and commenting!

    • Reply Rosie March 22, 2015 at 8:58 am

      After reading your comments I decided to to purchase my own brand new pair of black & white saddle shoes like the ones I wore as a teenager. There are ton's of men's saddle shoes out there but not the classic black & white that I hated when growing up. I bought these on line in a size 11 wide because they're shown in women's sizes and I am a 9-1/2 men's. The great thing about saddle shoe they are unisex and the ladies 11 I'm told will fit me perfect.

      I can't wait to wear these, I am sure they will bring back some great old memories. What ever you do, don't throw out your saddle shoes you'll surely regret later.
      Thanks for the trip down memory lane.

      xo, James

    • Reply MarcyVeryMuch March 22, 2015 at 7:31 pm

      I can't wait to hear how you end up liking them! The good thing about Zappos is that the returns are so easy if you decide they are not for you.

      Send me a picture of you in your saddle shoes! I wanna seeeeee!!


    • Reply Rosie March 23, 2015 at 8:58 am

      Thanks, I will let you know when they arrive. I will send you a picture if I keep them and if I can figure out how to send pictures.

      Thanks again,


  • Reply withwonderandwhimsy March 23, 2015 at 5:23 pm

    lol. Please don't wait until 2020! I think you have to balance the costume-y quality of the shoes with a more contemporary outfit. For the flat ones – just jeans and a black cardigan would be cute. Wear them like you'd wear ballet flats. Maybe with a flared trouser and a fitted blouse?

    As for the heels? I would do a classic a-line. A full skirt might look too retro, and a pencil might look awkward. What about your tan and white chevron skirt? With a white tee and black cardigan or blazer? I'd definitely add pops of tan because the neutral brown will balance the bold black and white without adding even more "look at me!" like a color might.

    I'd also wear the heeled ones with a fit-and-flare dress with a full skirt, but make it a printed one in a contemporary print.

    You know what I think you should do? Submit the saddle shoes for "Style SOS" and Gwen and I can put together outfit inspiration boards for you with ways to style them! You just can't leave them unworn in your closet!

    <3 Liz

    • Reply MarcyVeryMuch March 24, 2015 at 7:49 pm

      You are amazing, Liz! I need to do a post on styling my shoes using exactly what you said above. I will of course give you full styling credit!
      I forgot about your Style SOS series with Gwen! I love that series!
      I am determined. My saddle shoes will not sit in my closet unworn until 2020.

  • Reply Whimsical Preppy March 24, 2015 at 12:57 am

    I hear you! I don't know how to make saddle shoes cool even though they are so darn cute.
    Don't get rid of them because the flat ones may come in handy for Halloween or a 50's party or a Grease sing a long at a movie theater.
    The high heel ones I think I can handle. For our age, a pencil skirt would add a sophisticated look. A full skirt could work too.
    I just scrolled up and noticed that they are Bass. All the more reason to keep them!
    Let me know what you decide to do.
    This was a fun topic by the way,

    • Reply MarcyVeryMuch March 24, 2015 at 7:52 pm

      Thank you, Stacey! Awesome suggestions! Right now, I am finding that jeans look the best with the saddles shoes. They cut off at such a strange point on my foot that skirts look strange with them. I can't explain it. But, I am going to take Liz's suggestion above and try them with my beige chevron skirt. I think she's right and it will look good with that one.
      I'll definitely keep 'em!

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