Hi everyone! Sorry about the long post, my boyfriend has always expressed to me his desire for me to be dominant and has made it clear he would like to be cuckolded while in chastity. I've traditionally been somewhat insecure and have really been working on coming out of my shell (posting on reddit is part of that work). As part of my ongoing work to be more dominant (we started with pegging) I've just recently decided to lock him in chastity and try to be more dominant in general not restricted to just the bedroom. I know I'm going to take it slow as I'm comfortable, and I initially dismissed the cuckolding part without much thought, but the more I've been thinking about it the more the idea gets me turned on. I know after I get him caged he'll almost certainly drop more hints and probably straight up ask me to cuck him again (he asked a while ago in college, but I was definitely not ready for it then), and I'm now not sure what to say, the answer is no longer never, but I'm not sure if the answer should be: no, not right now, maybe soon, or sure but let's take it slow.

We have had fantasy discussions before where we've talked through our fantasies and the rules we agreed on for this would be:

1. Safety first which means he's always present in case things get out of control, and always using condoms even though I'm on birth control.

2. No means no, as soon as anyone got uncomfortable we would end things completely right away.

3. We are committed to each other. Meaning we didn't want anyone either of us knew ahead of time, and no repeat encounters unless he was the one that set them up/was the match maker.

Are there any of these we should reconsider or anything we should add?

On one hand I've pretty much only been with him for most of my adult life and I think part of me would like to experience different "styles" of partners, but on the other hand I've been with him most of my adult life and I'd never want to do anything that would jeopardize our relationship, and I think maybe my insecurity meaning I could never be a cuckueen is preventing me from considering something that would be really good/enjoyable for both of us. I'm getting comfortable thinking of myself as a "keyholder", and I feel like maybe I could get comfortable and/or it would actually be good for me to think of myself as a 'hotwife'. But I need some advice: how do I determine if it would be a good fit for us?