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.
Finding a friend who was also into chastity was amazing, her ability to be super cruel and leave you locked for days or weeks on end without anything except being teased the entire time, however, was slightly less awesome. You were almost regretting tell
Hypnotism never worked for you, but listening to it and fantasizing while doing it was hot, that is until you listened to the chastity swimsuit stories. Next thing you remember is being locked in a chastity cage and having new bikinis, you didn't rememb
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.