I had my own experience with the neighbor girl's go-go boots, but for some reason it never took hold. I was always drawn to girls in sandals. But it couldn't be just any old sandal--most girls were wearing rubber thongs during those days, which have always been awful. Dr. Scholl's wooden slides started to become popular, and I always liked those but couldn't wear them. I look at it philosophically--it just wasn't my time, and in fact, it probably wasn't the time. Looking back, I think it would have been almost impossible to live life as a normal guy wearing heels during that time. I think it would have been a constant barrage of insult and ridicule, and quite probably physical violence.
My own personal feeling of well being while wearing heels did not start happening until well into my public heeling period, about 12 years ago. I would say it took me about a year. The sense of satisfaction that I now get when I'm walking well, and four inch heels feel completely natural, wasn't always there. I felt compelled to go down this road, but I didn't feel physically comfortable for quite some time, even wearing lower heels. I guess all those thousands of miles walking in heels has done something for me.