I have been into chastity play for about 20 years, mostly on the honor system but locked in a Jailbird for the last few years. We are not in a FLR or any D/s outside of chastity play. My wife is my keyholder.
I am also retired and my wife/Mistress still works, so I spend a lot of time alone. She has been feminizing me and I am caged and in lingerie when She is at work. She is retiring in the next 6 months and things will change and I am anxious to see how it will work. Is your wife also retired or at home with you? I'd like to better understand the dynamics of your relationship.