laotk:

Control him

The main point of enforced chastity is to transfer control of the caged male’s sexual pleasure from him to his keyholder. It is a power exchange.

As keyholder you need to maintain his sexual desire throughout his waiting time. He has to be desperate for release in order for him to truly feel sexually controlled. To keep him that way, you will need to stimulate him on a regular basis without providing him the opportunity to orgasm or ejaculate.

An ultimate expression of your power is to replace his scheduled orgasm with a ruined one. This is very frustrating to the male and will imprint strongly that you, in fact, own his pleasure. Since ruined orgasms do reset his physical need for orgasm, if not his mental one, they should not be intentionally given before his scheduled release date.