I have never had any problems at all wearing heels. I can walk, dance & party in them all night. My sister can barely last 5 minutes before she has slipped hers off, so it can't simply be a gender thing.
The difference may be the dressing up experience. When I wear high heels, it's not done casually.
My toe nails are painted, my legs are shaved, I slip on new stockings with lace tops and secure them to my figure-hugging 6 strap suspender belt. Then on go my heels and my bra, and I start my makeup. By the time I have made up and put my frock and jewellery on, I have been balancing on my heels for an hour or more.
I have been so concerned about my bust and lips, that I take my shoes for granted. Don't forget that I have suffered discomfort all afternoon from my hair depilator and breast pumps, so pinching shoes are nothing. Fashion is pain!