The pain of the small cage and a plug that was 2 sizes bigger than you were used to was almost too much, but the pure pleasure you were feeling from the rush of arousal was enough to keep you going forward with your training.
She dressed you up in her old uniform and took your photo. You looked different enough, but people who knew you would know it was you. She then used these photos as leverage to get you to do more and more humiliating things until finally she locked you i
You always thought you had problems with being insensitive down there, however, it would appear you just jerked off too much and lost sensitivity, 2 months in chastity fixed that.
The hard plastic cage covering your privates didn't let any sense of feeling through, but for some reason you tried to still tug on it even if you knew it was a hopeless endeavor.
You're mistress knew all she ever had to do was talk about touching you and you would get hard and feel the endless frustration of the cage, however, on certain days she would take down your panties and rub herself against you cage. It was almost enough