My first heels were acquisition from my first wife in about 1977-78. It had (I think) 2 inch heels. Had them till the mid 1990's when they wore out. In 2011, I determine that my numerous ankle injuries was due to men's shoes not fitting my foot shape, so I switched to only women's shoe. No ankle issues since. I Started with mild 1.5 to 2 inch heels. It took a lot of nerve wracking to get over the clicking sound, but now I enjoy it.
In February 2015 I had a (medical) need to raise a heel 4 inch, but I couldn't raise just one foot, so I went to DSW and found a pair of 4 inch heels in the clearance area. Put them on and within a minute found my balance and have been high heels since.