Personal Shopper: Comfy all-day heels for Ashley

Ashley S. wrote, "Hi! I have a really hard time finding adorable heeled shoes that don't end up killing by halfway through the day. I love color, am a size 8.5/9 and am looking for really cute, comfortable lower-heeled shoes that aren't old-fashioned looking. Help! ~ Ashley"

Speaking from experience, Ashley, no pair of high heels is going to be truly comfortable all day. Period. BUT. We highly recommend high heel comfort insoles (i.e. Dr. Scholl's For Her, available at most drugstores), and the following brands: Naturalizer & Cole Haan for Nike Air.

If any readers have suggestions for comfy, but cute, heels, let us - and Ashley! - know in the comments!

1. Cole Haan Air Miranda Pumps ($198, 9 colors)
2. Banana Republic Trysha Suede Mid-Heel Pumps ($98)
3. Naturalizer Naya Bakula Pumps ($140, 3 colors)
4. Cole Haan Air Talia Mid Pumps ($198, 7 colors)
5. Naturalizer Annabelle Mary Janes ($70 on sale, 3 colors)
6. Jessica Simpson Women's Kally Pumps ($75, 5 colors)
7. Naturalizer Boost Slingbacks ($40 on sale, 3 colors)
8. Sofft Estepa Pumps ($70, 2 colors)
9. Cole Haan Air Stephanie Pumps ($298, 5 colors)

Frustrated in your search for that perfect leather handbag, red stiletto pump, or whatever makes your heart go thump in the night? Send us a request and we might do the shopping work for you in a future Personal Shopper feature!


Rachel H., Outblush Operative

Posted on 11.16.10 at 11:19 AM

You can't go wrong with Sudini or Aerosoles. I used to teach all day in those.


Posted on 11.16.10 at 1:54 PM

The only heels that I have that have given me zero problems all day are Frye's Kelsey pump. I have two pairs, they are amazing-- the little platform inside the shoe makes them very easy to walk and stand in.


Posted on 11.16.10 at 7:55 PM

I got some low heels from H&M recently in black for $24 and they are SO comfortable! Suede, almost identical to the Banana Republic ones the Outblush gals found. I am a high school teacher and NEVER sit down and I can last all day in those puppies!

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