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Usually it's all to do with the shoe... so long as you are wearing something really sturdy (no stilletto heels) and well made, not too heavy and not too light and of course in the correct size for you then you shouldn't have any issues.
I'd recommend giving chunky cork wedge soles a go, get used to the gravitational pull and then maybe borrow friends shoes until you find a style/type of shoe that you like.
The current seasonal style is for quite a blocky heel anyway which is a goodsend as it eliminates 'bambi leg syndrome'
This is gonna sound silly I warn you now. I used to be very bloke-ish and didn't 'do' heels. To learn to walk in heels I really had to get into my feminine side and feel attractive, only then did it become natural and now only rarely leave the house in heels under three inches.