Sorry, but I will never wear heels while having sex.
Seriously though, depends on my mood. If I’m wanting sensual then off because I want all bare skin and I have a thing for feet. If I’m wanting sexy, high heels on during sex is a big turn on for me. Same with boots. And sometimes, when I’m feeling extra naughty, I want the heels on because it turns me on if she is kind of umm, a threat to me if you know what I mean. Sometimes a little pain here and there is fun.