As I took off my robe & got ready to get started, I spent a moment appreciating my handiwork.
Jimmy & Amanda were both on all fours on the concrete floor, their wrist cuffs & each ankle cuff locked to eyebolts in the floor. They were almost ass to ass, opposite ends of a double dildo shoved in each of their assholes linking them together. Every time one of them squirmed or shifted, the other followed suit, creating a vicious cycle.
I'd blindfolded & ring gagged Amanda. I didn't trust her in the least; with Victoria gone the possibility of her trying something stupid was only increased, & the hatred for me in her eyes as I prepped her was unmistakable - but I would make her regret her insolence, starting now.
Jimmy, on the other hand, was not only neither gagged nor blindfolded, I'd also let him out of his chastity device for the first time since it had been locked it on him over a month before. By the time I'd made him change into a pair of white thigh high stockings before locking him up on the floor, even chiding him that he looked like a slutty ladyboy bride had been unable to keep his cock from immediately becoming fully erect & throbbing.
"Today is the first day of your real training" I said as I traced my crop lightly along the length of Jimmy's erection, causing him to gasp, hang his head, & moan softly. "I will mold you into exactly what I want & bend you to my will". I swatted each of Amanda's ass cheeks hard, causing her to jump & shift the dildo, which made Jimmy do likewise.
"Today we're going to start with something simple, because both of you are practically worthless. I'm going to test both of your oral skills, & whomever pleases me more will be rewarded, the loser punished."
I cockwhipped Jimmy's forehead. "You, little sissy, will be allowed to cum if you win, & spend another month in chastity if you lose."
I walked over to Amanda & cropped her tit. "And you, cumslut, will get to peg Jimmy's ass & punish his balls if you win... but if you lose, I'm going to let the guards have you for the night".
I walked back to Jimmy, kept before him, & held my cock to his lips. "Let's see how bad you want this - beg, sissy".
I smacked his ass, then Amanda's, as he took me into his mouth.