Chapter 3: Midnight Snack
He heard steps approaching his cell and saw a different guard, she saw his prolapse and her eyes grew wide. She entered his cell and placed a 12x12 box in the center of the floor. She left and he opened the box. In it was a pink jumpsuit, some lube, a chastity cage with a lock and no key, and a butt plug. The plug was huge, the ones that most people assume are novelties. Probably seven inches wide. Hank grabbed the pink plastic chastity cage and looked at it as he turned it over in his hands. He figured out how it worked and put it on. His cock wasn't enormous but he had a little trouble trying to squeeze it in the cage. Eventually he got it situated and locked it. He looked at his pink-caged cock and wondered what it would feel like if he began to get hard.
Next, he grabbed the lube and put some in his palm, reached behind him, lubed up his tail, and pushed it back in. He followed it in with his own fist. His fist was definitely larger than the guards, but it slid in easy enough. He wiggled it around then slowly removed it. He applied plenty of lube to the plug, positioned his gaping anus directly on the tip, and with a belly full of courage, dropped on it as hard as he could. He wanted it to hurt the way it did when the guard was dominating him. It did.
He reached behind him and felt nothing but the flared base between his cheeks. Satisfied, he stood up and decided to go to sleep with the plug snugly in his ass. It was a bit uncomfortable at first, but after about ten minutes he was already accustomed to the massive intrusion. He fell asleep fast, the plug unmoving.