markules Right now I am experimenting with dilators to stop me from pulling out of the cage. I was able to pull out of every one of the 10+ cages I bought. Unfortunately I have cut both dilators in half because the whole one caused blood in my urine. Now I am used to wearing a dilator so I need to reconnect them using the metal pieces taken from another cage's dilator. The trick of heating the silicone with a lighter works wonders; it shrinks and adapts to the size of the metal part connecting the tubes.
However, I have made a terrible mistake, trying to connect a metal dilator with a silicone one which caused it being too large (in diameter). So it got stuck in my urethra! I had to pull it out by force and now have a bleeding penis
But I guess that's just another failure on my chastity journey, I have learned from it.
I do believe several people of us have tried to warn you about putting stuff into your urethra, that stuff can be really unhealthy unless you really know what you are doing. As much as it is not really helpful to say it now, I cannot help but think along the lines of "told you so".
But honestly, I am quite happy for you that you can be so open with your father, that he does his best to understand your desires and help you improve yourself without pushing you more than you ask him to push you. From what you have outlined before, I am sure that he has no objections to the fact that you are keeping the keys to yourself for now. You obviously need to think things through, and to practice wearing a cage. It does not make sense to rush those things, and he will be there for you if and when you need his help. I do not think cold feet are burning any bridges, as nothing you said about him indicates that he expects a final decision at any time, it feels more like he has an idea of what you might ask of him one day and that he wants you to know he is willing to offer his help.
markules We agreed that IF (a large if, not when) we do it that there is nothing sexual involved.
Honestly, anything else would have been weird as hell. Even if it were just kink play with no actual intercourse involved, father-son incest would just be... no, just no. Probably still a good idea to make that clear when talking about genital restraints that are frequently sold as sex toys, but that something going on between a father and son is not a sex thing should really go without saying.