Enjoy peeking into my naughty mind to discover some inspirational ideas for exciting, humiliating, and erotic methods & fantasies of enforcing strict female authority

Chastity Removal/Compliance Insurance

Lock something on him (Ankle weight, butt plug, collar, etc) every time he's let out of Chastity, in order to ensure he puts the Chastity device back on afterwards. 

This is so important, because once you release him and after he orgasms, he will not have the sexual drive for obeying you and putting the chastity device back on himself.  He will need the added motivation of not being fully released ever, and only finding comfort again once he re-installs his chastity device.