Conversations in Chastity: Getting Serious

cagedmonkey: We’ve found out so much about this lifestyle in such a short time. It really is amazing!!

Lady: It’s been a whirlwind that’s for sure… but I’ve realized some things since our last go at your orgasm denial.

cm: What things, exactly?

Lady: Well, after this last time having you completely locked and even denying myself I kinda feel like I’ve tested out all that I need in this. I really just want to get on with it. I don’t want to set dates of when you will be locked or unlocked trying to reach some imaginary goal. I’m not going to worry about “oh I shouldn’t unlock him because I said 10 days in!” I’m going to do what I want, when I want, how I want but you will not orgasm… you will please me and I will use you to please myself but you will wait until you have permission to cum. I will see my cock hard & play with it when I want though. All other times you will be locked in your device.

cm: I was actually thinking the exact same thing! We’ve proven that I can safely wear the cage pretty much indefinitely without problems – indefinitely meaning however long you want, not forever (I hope!!!). We have also seen that I’m able to be trusted not to cum when I’m out of the cage, even when giving you the penetration that you crave. The only thing that I’m concerned about is the strength of your resolve. Will you be able to deny me even when I’m seriously trying my hardest to convince you to let me cum?

Lady: I’m pretty sure the denial part will be a piece of cake! The hardest part for me was feeling like I had to keep you locked up to enforce the denial. That’s not true so it should be easy enough, when I’m getting what I need and want, to keep you all crazy. You know I absolutely love when you’ve been reduced to a heaping, begging, desperate mess! Oh boy, it turns me on so much! Are you here with me in my desire to take more control over how I want to use the cage? This starting out thing has been not only about me but lots of worrying about you and what you feel or think and some caving to what I think you want. I’m ready for that to be over.

cm: I’m ready, too. I want it all to be you decision. If you want to tease me until I’m crying out for you to stop every night for a week, then so be it. If you want to keep me locked up constantly for three or even four weeks straight (or more!!!), then please do it. There will be times where I want it to end, where I just want out, or I just want to FUCKING CUM GOD DAMMIT. But what I truly want is to cum only when I’m allowed by you, my Keyholder.

Lady: Awww now that’s the perfect answer from my perfect boy! ā¤

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2 responses to “Conversations in Chastity: Getting Serious

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