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Certainly the mental anxiety has something to do with it, but perhaps an equally challenging factor, one that is completely beyond our control, is the fact that the real world is a much more difficult place in which to wear heels than is the home. I must have said it at least a hundred times, but it bears mentioning again: I don't how many hours you've spent in heels at home, how many floors you've mopped, how many meals you've cooked, or how many dishes you have washed, the minute you step out of the car, take your first half dozen steps, look up and realize that you're going to have to cross the entire Walmart parking lot, and you will have to do so all in one go, while trying to act naturally, it will feel as though you've never worn heels in your life. Three inch chunky heels are definitely a good idea for those early days in public.

I have a couple pairs wear them all the time very comfy!!!!!!!!!!!!!!!!!!!

Fabulous boots and you wear them well....FB boots are my favourite

Interesting boots for sure. Nice heels that look rugged enough for most terrain. And yes, I to was quick to ignore/dismiss the pain of getting started in tall heeled boots many years ago. To me, there is nothing more frustrating than have a great pair of boots that are near impossible to walk in for anything more than carpeted hotel rooms. As for your wife, she may not have liked your heel/style, but still gets my praise for "allowing/accepting" it to whatever degree she did. I have only recently "just left" a pair of my nice ankle boots laying on the back floor of the car clearly visible. The "boss" was quick to point them out wondering when I wore them. I admitted I wore them while out doing chores/shopping on my own. I purposely leave the boots right where they are now, instead of trying the hide them away in the trunk.

Got my first pair of Fernando Berlin boots

Start with something low key and ambiguous like chunky heeled ankle boots

Salute .. you've done it. Apparently it gets easier the more you do it. but I am still summoning up the balls to do it