Yesterday was an exhilarating session with my sissy, whom I affectionately renamed “Bella” for the day. While she started out eager and obedient, a small misstep on her part led to a necessary—and pleasurable—reminder of her place.

Bella’s transformation began with swapping her ordinary attire for something far more exquisite: a black lace lingerie set paired with sheer thigh-high stockings. Her big, expressive brown eyes sparkled even brighter beneath a cascade of golden curls from her wig. Her makeup was flawless: a seductive sweep of red lipstick, soft blush, and smoky eyes that gave her an air of sultry sophistication. To complete the look, I slipped her feet into tall, glossy platform heels that added an irresistible sway to her step.

With her appearance perfected, Bella radiated pure femininity and submission. But during our play, she lost control and climaxed far too soon—a clear violation of the rules. I tutted softly, shaking my head. “Oh, Bella,” I said, “you know what happens when you forget your training.”

Her eyes widened with anticipation and a touch of apprehension as I secured her wrists to the bench. The soft click of the restraints sent a thrill through both of us. I caressed her trembling body, teasing her nipples and stroking the sensitive curve of her back. Her “pussy” and her other sensitive areas quivered under my fingertips, but this time, she knew better than to succumb without permission.

To reinforce the lesson, I brought out my strap-on, carefully lubricating it before positioning myself behind her. The slow, deliberate thrusts began—not too harsh, but firm enough to remind Bella of her need for discipline. Her moans were a symphony, a mix of pleasure and the acknowledgment of her submission.

To conclude, I indulged in a bit of post-orgasm torment, gently stroking her overstimulated body and savouring her gasps as she begged for mercy. By the end, Bella was flushed, humbled, and utterly devoted. She whispered her gratitude, promising to follow the rules more diligently in the future.

  • Sessions like these are more than just play—they’re about trust, exploration, and the beauty of guiding someone into their true self. Bella’s journey yesterday was as rewarding for me as it was transformative for her, and I can’t wait to see her continue to grow into the sissy she was meant to be.