The Importance of Humiliation in Scenes

I did a scene this past weekend that was a demo for a class I was teaching on gender fuckery. My demo bottom is a cisgender man who likes dressing in more feminine clothing. He doesn't fall into stereotypical cis man ideas of what it looks like or how I behave. For him, it was deeply uncomfortable in some ways and also very much building him up. In terms of like, mid level, like more humiliation type things, the way that I think about this level is it's going into things that are a little tender for you that have a little bit of that edge. Not that they are dangerous, but they feel that little bit.