@charliechastity
She demands all our role play be dramatic and accurate. And so she keeps pushing me to devise worse and worse scenarios, which would be fine, except that when the heroine inevitably escapes her capture, she always punishes me in proportion to what I did to her. After the last round, I got locked in chastity for a month. So... I'm kinda worried that she's taken a break from struggling. I wish I hadn't tied those knots so well...
Some days there's nothing we can have you do to improve my life. The chores are done, I'm properly spoiled, and any more oral would just be... agony. The next best thing to pleasing me is making you suffer. I've decided to replace your release from chastity today with... pain. Just a LOT of pain.
Two months in chastity. I wonder how many times in a row I can ruin him. I’ll give him one month for each time he begs to be back in his cage!
Caption 377, found in the wild
I said we'd fuck. Not sure why you thought that meant you'd get out of the cage.
She took away my favorite toy to play with!
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