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.
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.
Always wondering what it would be like to be a woman, you didn't believe what the packaging on the dildo said, but you decided to try anyway, after all, what harm would it cause?
She said she had never cum from oral before. You thought you could prove her wrong so she bet you that you couldn't do it, and would be locked in chastity until you made it happen. Perhaps you were too confidant in your abilities. You thought you would
At first you just paid her to come over and tease you, then it turned to dressing you up, then to chastity, now she demands not to be paid but to get to peg you anytime you want her over. You never knew you'd like it, but after 5 weeks of being locked,
Tied down, caged, and teased for hours. This was the reality of your weekends from now on, however your mistress made it clear the cage won't be coming off on the weekdays.