How to find comfortable shoes without sacrificing style

I’ve never been a fan of extremely high heels or uncomfortable shoes. During undergrad, I even went a long time without wearing heels at all – and I wouldn’t recommend that anyone do that. I think forgoing heels for extended periods of time made it so much harder to wear them again. I had to re-introduce myself to heels and get used to the feeling of not standing flat on the ground.

With that said, I’ve finally gotten myself back into wearing heels and I still choose comfort over style – if I have to – but who want’s to do that? Luckily, I’ve spent considerable time shopping online and in stores looking for the perfect heels – so you don’t have to.


What to consider when shopping online for comfortable shoes:

  1. measure the heel height of your most comfortable shoe to use as a guide
  2. look for shoes with ankle straps because they keep your feet from sliding forward when you walk
  3. choose a wedge or block heel – they feel much more supportive which helps you walk with ease
  4. you get what you pay for – spend a little more for classic shoes that you know you’ll wear more than once per week
  5. look for “safe brands” : I have a few brands I stick to because I know their shoes fit more comfortably and last longer; my safe brands are BCBGeneration, Stuart Weitzman and Cole Haan
  6. don’t be affraid to try a new brand from a retailer like Zappos or Nordstrom. Because they have great return policies, you can return something that doesn’t work for you
  7. try on and wear your shoes indoors on multiple surfaces for a couple of hours-wearing a new pair of shoes can feel great on carpet – but totally painful on tile or cement, so walking around is key for determining whether they’re going to be worth keeping


So here they are, the perfect heels:


Ok, to start. Let’s talk about the peep toe wedges. They’re perfect for me because they are:

  1. peep toe [I struggle with closed toe shoes because the tips of my toes are very sensitive]
  2. not too high [this is key for me – I wouldn’t go any higher than these 3 inch heels]
  3. durable [I have a black pair of lower heel peep toe wedges from Cole Haan that I purchased over a year ago and wear frequently – they’re still in excellent condition]



These ankle strap heels are comfortable for 3 reasons:

  1. the insole is padded
  2. the heel is thick and substantial [2.5 inches]
  3. the strap around the ankle keeps your foot from sliding forward


  1. IMG_6593IMG_6589IMG_6586IMG_6584

Get the peep toe wedges here & the ankle strap heels here

I purchased size 9.5 in both pairs – they fit pretty true to size – I’m not sure if they come in wide but I know Cole Haan makes tons of styles that do come in wide widths.

ftc: not sponsored. As always, all opinions are my own.

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s