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.
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
You knew they were also locked when they asked to lock you up, but you had no idea they expected you to match the time they already had in their belt, and since she was Ace it wasn't difficult at all for her to last the 3 years she already had.
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 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