Chapter 8: The Humiliation & The Handbook

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That morning Britney guided him to a new desk in amongst the secretaries and left some simple clerical work for Jack to do before she went off to some meetings. He was to perform some data entry tasks, the job was monotonous and boring, but certainly not difficult. Still, as Jack attempted to focus on his work, his heart raced in his chest. The restrictive corset squeezed around his waist and the uncomfortable high heels he wore made every movement a Herculean effort. All the while, he couldn't shake the looming anxiety of Britney's impending return to escort him to Jennifer's office. He knew it was an inevitability that he would have to face her, and yet this knowledge served him little comfort. His mind was clouded with worry and dread, knowing that whatever awaited him there would only add to the turmoil he already felt inside. How could he possibly handle this? He tried his best to ignore the feeling and focus on his work hoping it would serve to distract him at least a little bit.

Once he had finished his data entry, he began doing some filing when he noted his reflection in one of the office's glass panelled walls. Jack's hands trembled as he straightened his skirt, his reflection barely recognizable. His once confident demeanour had been reduced to a picture of femininity and subservience. The door to the office opened, and Britney sauntered in, her eyes gleaming with amusement.

"Time to see Jennifer, Bella," she said, her voice dripping with amused mockery. "It's probably in your best interest that we don't keep her waiting."

Jack's heart raced faster, and he felt a wave of nausea. He stood shakily, adjusting his skirt yet again, which seemed even shorter than usual, The journey down the hallway felt like a walk to the gallows, each step in his high heels echoed through the halls as a reminder of his humiliating new reality, Britney walked behind him admiring the vision of femininity he has so far become, things were going better than she ever dared to hope, her superiors would surely be pleased with the progress. She couldn't help but chime in:

"You know, Bella," Britney said, her voice a sinister whisper, "Jennifer's going to be so pleased to see you. You should be grateful for everything she's done for you."

Jack's stomach churned at her words. Britney's presence behind him was oppressive, her taunts echoing in his mind.

When they reached Jennifer's office, Britney knocked and then opened the door, pushing Jack inside. Jennifer sat behind her large oak desk, her expression blank and unreadable. The room was cold, both in temperature and in atmosphere, and Jack felt a shiver run down his spine.

"Good morning, Bella," Jennifer began, her voice cold and authoritative. "It's time for you to properly thank me for sending you away for your re-education."

Jack's throat felt dry, and he swallowed hard, trying to find his voice. "Th-thank you, Jennifer, for sending me away for re-education," he stammered, his voice barely above a whisper.

Jennifer's eyes narrowed. "Louder, Bella. Show some enthusiasm."

Jack's cheeks burned with humiliation as he raised his voice. "Thank you, Jennifer, for sending me away for re-education," he repeated, louder this time as his voice croaked, he hated hearing himself, the words felt foreign and unwanted but he knew he had no choice but to comply.

Britney, standing to the side with her arms crossed, smirked. "Look at you, Bella. Or should I say, failure? You're a complete joke of a man."

Jack felt tears prick at his eyes, but he fought to hold them back. "I... I'm trying my best," he stammered.

"Trying your best?" Britney scoffed. "You can't even get a simple task right without making a mess. How does it feel to be so useless?"

Jack felt his heart sink, the weight of their words crushing him. "I... I don't know," he mumbled.

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