My new sissy boy was eager to please, and I, his mistress, was ready to mold him into the perfect little slut. But first, he needed some thorough training.
I had him meet me in the seediest part of town, an alley known for its seedy reputation. Perfect for some kinky, public play.As he entered, nervous and unsure, I pushed him up against the wall and asserted my dominance. “You’re mine now, sissy,” I purred, grinding my crotch against his face.I made him strip, enjoying his shy attempts at undressing. Once he stood before me naked, I examining his body, noting his softness.
“Kneel,” I commanded, and he obeyed, his knees hitting the ground with a thud. Good.I began with some oral training. “Lick my cunt, sissy,” I ordered, spreading my legs. He obliged, his tongue trembling as it circled my moist lips. I moaned in delight, guiding his head with my hands.Then, I wanted to test his limits, so I grabbed a dildo from my bag of tricks. Sissy boys should know how to take it like a man—or better.I pressed the toy against his virgin ass, and he squirmed, letting out a high-pitched whine. “Take it, my pretty little sissy,” I encouraged, slowly thrusting the dildo in and out, stretching him.
I revealed my strap-on, a monster of a cock that would test his limits. And oh, did he struggle as I mounted him, but I rode him hard, showing him the ways of true submission.Sissy soon learned to take my whole length, and I rewarded him with a lesson in sensitivity—a slap across his face for his efforts.”You’re doing well, my little whore,” I praised, as he sobbed and moaned, his makeup running down his cheeks.
This sissy had potential. And so, I continued his training, whipping out my collection of toys and fantasies—his limits would be pushed, and his soul would be mine.
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