I have these exact same shoes!! And they are comfortable, and they do work with orthotics. Dresses and skirts... I have to agree with Shana. But you NEED to worry about your health issues right now and work around that. Fashion takes a backseat to your health.
Wearing orthotics needn't be a life-long sentence, as I found. After spending most of my 20s and 30s in high heels, I can't tell you how upset I was when I was told I needed orthotics. But, I wore them for about a year, and then was able to get rid of them. And haven't needed them since (going on 3 years now?)
Okay I know I may have had different issues and <insert full disclaimer here - I am not a doctor or podiatrist!>. I am just saying that you don't really know yet that this is permanent. I got rid of the orthotics by 1) wearing them diligently for a year, as directed while 2) doing lots of yoga and other PT stuff that was recommended and 3) changing lifestyle habits that were a factor in why I needed the orthotics to begin with (including learning to gradually wear flats more frequently - and also amping up my time walking barefoot, which I have come to believe is essential to good health).
In my case, what they thought was a congenital defect (born with one leg longer than the other) turned out to ultimately be an acquired one (running on uneven surfaces, crossing my legs, wearing high heels all the time, and other bad habits... led to one hip higher than the other, which led to horrible bunions and hip and back problems, including fractures), which I rectified (but it took a year of following the doctor's orders!!!!!).
I'm getting off track.... back to my point:
Now is not the time to worry about fashionable shoes. You are in horrible pain. You have to wear an orthotic. The reality is, that limits you to shoes that ... well... aren't fashionable. End of story.
Work with it. Skip the dresses and the skirts, and wear clams or pants if fashion is still a priority - i.e., work around. Tell yourself... it's like wearing a cast. You do what you have to do. Pain means you are doing something wrong.
Listen to your doctor and your pain, and address it and confront it... if you want any chance of being able to wear the cute fashionable shoes again!! It can happen, I am proof!
Those skechers will look adorable with clamdiggers and jeans.