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He could have the chastity device removed at any time. Yet, he wasn’t sure if he could go through with the transaction required for that to happen. And so an entire week had passed with his shriveled cock locked in a cage.

He finally crawled to Cassandra’s feet after contemplating his options. Another week seemed simply unbearable to him.

“Oh, what’s this?” she asked with a grin.

“I...I’ll do it,” he said, his head hanging in shame.

“You’ll do what now?  Come on, let me hear you say it.”

“I...I’ll wear a diaper.”

“That’s certainly a good start, but was that all?  I seem to think that there was more to it.”

“Well...”

“Go on. Say it.”

“I’ll let your new boyfriend James piss into my diaper.”

“I think there’s one more little detail you’re leaving out...”

“I...I’ll hump my diaper until I cum in it. In...front of you two.”

“Ah, that’s right.  Humping your pissy diaper, filled with another man’s piss.  You’re willing to do all that just to have your chastity removed?  You must be quite desperate.”

He couldn’t even respond.  She smiled, revealed the key from her pocket, and then called out to James in another room.

“He’s ready, James.  I told you that he’d come around.”


This story has been re-edited and partially re-written since its original publishing on Tumblr. This version exists exclusively for my Patrons. 

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