Ask Kimmy: I Need Comfortable & Chic Evening Shoes!

I had such an incredible time last night at the EIF’s Women’s Cancer Research Fund where Sheryl Crow and Glamour Magazine editor Cindi Leive were honored and Rihanna performed an ah-mazing five song set. It really was an Unforgettable Night! But the one memory that sticks out most strongly was Rita Wilson‘s plea for comfortable evening shoes!

Upon meeting her, we, of course, talked fashion, and I complimented her on her gorgeous glitter Jimmy Choo’s. She graciously said thank you and continued “The only way to be comfortable in shoes is in flats. But it’s OK, I’ll take them off when I get to the table. They’ve gotta come up with a better system for shoes. Please somebody come up with a flat shoe for evening!” Her plea is one that I face with clients all too often.  My dad always told me that you won’t have any fun if you’re not in comfortable shoes, and you know what? He’s right. So so right. But that doesn’t mean they have to be ugly. And so, Rita, and all of you out there with that plea, here we go.


There are designers out there who are designing gorgeous evening shoes with orthotics in mind. The first name to come to mind? Pedro Garcia. The Spanish designer’s materials are soft and supple and never cut. Unfortch, not too many styles this season are evening approps, but has loads of the brand’s satin and Swarovski heels from Fall that are perfect for special occasions like the ones shown left.







Other brands that make pretty heels for spesh evenings: Dana Davis (shown left), Repetto, KORS Michael Kors and Michael Kors.








For a less pricey alternative, J. Renee can sometimes have some amazing comfort-driven heels. Far superior in design to other well-known comfort footwear lines like Easy Spirit or Naturalizer, J. Renee steals runway trends. Yay!  The heels shown left have a similar glitter effect as the Jimmy Choo’s Rita wore ($88). You may also want to check out Auri Footwear, too!







This is a little tricky, not gonna lie! Heels give your back that extra arch, and help pull your shoulders back so you have better (or appear to, at least) posture. But there are some flats that are effortlessly chic that could totally work. The first silhouette I love for formal occasions is a flat with ankle detail. Not too common, which is exactly why I’m in love. Take these Jil Sander Ankle wrap ballet flats ($550) as an example.






I’m also a long time fan of Ferragamo‘s flats and kitten heels. The key to enjoyig your Ferragamo’s is ordering the proper width for your foot. Most stores receive narrow, and you have to special order Medium or Wide, but they are available and way comfortable! The silver bow front flat shown left is a forever classic.

And, don’t forget to check out my blog post on how to make your flats comfier!