How do you approach humiliating and degrading the cuckquean? I've always shared my boyfriend with other women and love when he sexts women or watches porn while I blow him or touch him.

We've realized the humiliation aspect is something we both like. I'm a masochist and he's a sadist so the ability to explore the internal pain everything causes me is inherently exciting for both of us. We want to include a cuckcake who also likes the aspect of humiliation but it got me thinking- how do y'all go about approaching humiliation?

Do y'all get to know the wife first to find her pressure points? Or do you just start throwing stuff at the wall and seeing what sticks? Have you ever been in a situation where nothing seems to be working? Have you ever had a situation where insults hit too deep?