Pearl welcomed a new assistant named Jamie into her house for the weekend. Unbeknownst to Jamie, Pearl had a dark agenda in store for the innocent young man. As they greeted each other, Pearl’s eyes gleamed with wicked intent. “Let’s have some fun, shall we?” she purred, stroking his hair.
Over the next two days, Pearl worked her twisted magic on Jamie. She started by giving him frilly dresses to wear, prancing him around the house as her little sissy slut.
Next, she turned her attention to Jamie’s most sensitive parts. “Let’s play a game,” Pearl cooed, pushing Jamie down on the bed. “Clamp these on your nipples. We’ll call it CBT phone sex!” She laughed as he whimpered in pain and humiliation. Pearl could hardly contain her glee at having her helpless assistant at her mercy.
Over the weekend, Pearl subjected Jamie’s genitals to unimaginable torment and abuse. She squeezed and twisted his testicles until he sobbed. “Not so big and tough now, are you?” she taunted cruelly, giving his balls a vicious yank.
Pearl forced Jamie’s tiny penis into tight cock cages and clamps. “You’re my sissy now!” she declared, enjoying the sight of him squirming pathetically. “I’m going to break you and make you mine,” she gloated, inflicting more agonizing CBT phone sex games on the hapless young man.
By the end of the weekend, Jamie was a shell of his former self—a broken, submissive sissy enslaved utterly to his employer’s depraved whims. But he had to admit to himself that he would give anything to serve her again. The pain was intense, but so was the pleasure. He knew that he was forever hers now; no one else would ever compare.
Pearl had succeeded in remaking the boy into her personal plaything. As she sent him home in a humiliating frilly dress and a cage locked tight around his sore and battered genitals, Pearl smiled, knowing this was just the beginning of Jamie’s descent into total sissy submission.