Comfortable shoes are not something that you have to wait till you get used to them. You should feel comfortable from the first time you where them and thereon. I have never found comfortable shoes that I didn't find comfortable from the first time I wore them. There was never a time when I gradually got comfortable wearing shoes that weren't 100 percent comfortable at first.
I might notice a 1 percent discomfort at a store and think it's a minor inconvenience, but then that 1 percent becomes amplified after wearing the shoes for a few hours.
There are high heels that are comfortable, but they can only be found through experimentation. Because every foot and body is unique, it is hard for manufacturers to produce a "one size fits all." Not all size 7 feet are the same, and not all people with size 7 feet have the same body.
Today I am wearing shoes Rockport shoes that look pretty comfortable and actually are comfortable in the sense that they are not really killing me, but I know that my Dansko clogs would drain less energy during the day.
Danskos have a 0 percent impact on how tired I am during the day.
Rockport have a 10 percent impact.
High heals have a 70 percent impact.
Because my energy is precious to me, I am not willing to give up any of it to look good; I will only chose to wear shoes that don't drain any energy.
To me, wearing uncomfortable shoes to look nice is self-abuse