Heels and wedges

I want to start wearing heels and wedges on the daily or most days, just with a casual day to day look.

I want to do this but I feel like people will look at me funny and I’m scared incase I end up twisting my ankle (I can walk in them but the weather changes and it makes me worry)

Any ways on how to build my confidence up to wear these and without having the anxiety of falling?

Thanks