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.
You never expected your house maid would find your key and then blackmail you to stay her little toy when she caught you wearing your cage and took some photos. If you fired her, she would just release the embarrassing photos.
You never thought you would find a girlfriend, so when the first girl took an interest in you came along you agreed to do anything for her. Now you are seeing what she really meant by anything.
It had only been 3 weeks since you were locked up by the strange person at the bar, however, you were told if you wanted to cum, you had to record it in your sissy clothes and do it anally. Apparently 3 weeks was enough time to make this sound very reaso
Signing up for a medical kink weekend was on your dream list. The chastity belt was a nice touch, but the full denial was starting to really get to you, you cant remember the last time you went longer than 12 hours without orgasming.
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.
It's been 25 days of being locked up, at the start you swore you'd never suck dick, but a strap on doesn't count, right? Now that its the only way to earn release, you hope it still works.