What to Wear With a Wedge Mary Jane?

Hi Deborah,

What can I wear with a wedge Mary Jane? Thanks, Helen

Hi Helen,

I’m not a big fan of Mary Jane Wedges of any kind because they look too “school girl” for a 40+ gal.  However, I’m not the fashion police. You have to wear what makes you happy and I understand that comfort is often a priority.

What I would recommend is that if you wear a shoe like this is that  you choose a good quality one like this one by Ecco, from Zappos, and that you only wear it with certain outfits.

For example, You can wear it with pants, but I wouldn’t recommend you wear it with a dress, capris or skinny jeans. It screams junior school and the wide strap across your ankle cuts of your leg and makes you look short and heavy, especially if you carry weight in your lower half.

Other options besides Mary Janes that I like? …you can’t go wrong with a ballet flat or a classy wedge with no strap. They work with everything.



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  1. I am not a fan of Mary Jane style shoes. However, I have seen much worse. The GG’s said not to wear them with a skirt. In the winter, I noticed a very fashionable woman wearing them while shopping. She wore them with dark tights and a slightly above the knee cord skirt. A fitted cardigan topped the look off. I thought she looked great and comfortable.

  2. Katherine says:

    In response to Julie’s comment that chic shoes are not “Available in the specific, specialty size I need (for example, I wear a size 8 AA width shoe. Hardly anyone but the “frumpy specialists” and athletic shoe makers make those.)”, I have to disagree!! Just do a web search for sites which carry narrow width shoes: http://shoes.about.com/od/womens/a/narrow_shoes.htm has links to several. The Zappos site alone has 25 pages of AA width shoes in women’s sizes in every kind of style.

    My shoe size is 8AA with an AAA width heel (good luck finding much in that size combo, although they do exist!) and I’m currently wearing a pair of Charles David pumps in size 7.5B which fit like a glove: I find that European shoe brands or styles generally fit much narrower than North American ones.

    While I can’t offer any insight on individual foot pain or comfort, since those are so subjective, I have to agree with the Glam Gals – the Mary Jane wedge looks unflatteringly like something a schoolgirl would wear and there are more flattering, comfortable, supportive options.

  3. While they “scream high school” good quality Mary Janes are among those few styles of shoes that those of us with foot pain problems can often turn to as a shoe that is comfortable and that offers proper foot support. And it’s also one of the few styles we can wear with dresses.

    The reason some of us wear things that seem unfashionable or “woefully clueless” is because they address or prevent a problem that the “chic stuff” doesn’t or can’t. I’d love to wear “chic shoes” at all times, but the reality is that few of them are a) Comfortable b) Good for my feet or c) Available in the specific, specialty size I need (for example, I wear a size 8 AA width shoe. Hardly anyone but the “frumpy specialists” and athletic shoe makers make those.)

  4. Thank you Deborah! I forgot to say that my Mary Jane wedges are backless- I guess you could call them mules. Any way I really appreciate your advice & will wear them with pants!