I recall the words of a mistress named Rika; I’m not certain if she’s still around, but we’ve chatted on these forums several times and found her quite helpful.
A memory that stands out is being told that she can tell when a man has become truly submissive: instead of asking to release with “please may I cum,” he says “please don’t make me cum.” Strangely enough, the longer my time in chastity goes on, the more this distinction resonates with me. That said, I rarely ask for permission unless I occasionally say, “would you like me to cum now?” This is simply because there are times when I can delay quite a while.
So here’s a question for the mistresses… When my mistress tells me: “You can cum if you want to” should I go ahead and do it? …I usually do…But perhaps I shouldn’t. However, if she truly desired that I did and I don’t, she might become annoyed.
“You may cum now”—should one comply (does the word ‘may’ imply it remains my choice)? This differs from “I want you to cum now,” where clearly there is no option left open. What phrasing do you use when expecting your man to release, and how clear are you about what you wish?