Chaste Assistant #1: A Small Beginning

Disclaimer: This story contains elements of heavy BDSM, sexual slavery and non-consensual themes. If these topics offend you, please do not read this story.

The story is heavily inspired by the movie Secretary (2002)

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Chapter 1: "A Small Beginning"

Matt had been working as Ava's assistant for just over a year now, and he couldn't help but feel a bit of a thrill whenever he heard her footsteps approaching his cubicle. He knew that no matter how minor the task might seem, it was always accompanied by a hint of domination and control that made Matt's heart race. And so, when Ava approached him one day with a small smile playing at the corners of her lips, he knew that something was up.

"Matt," she said, leaning forward slightly, "I have a little task for you today."

He nodded eagerly, already feeling a twinge of arousal from the way her voice was laced with hints of dominance.

"Good," she smiled, handing him a stack of papers. "I want you to distribute these around the office, but I want you to do it a little differently than usual."

She paused, a teasing smirk dancing across her face.

"Whenever someone takes a paper from you, I want you to say 'thank you, Ma'am.' Can you do that for me?"

Matt felt a flush of heat rise to his cheeks, but he couldn't deny the excitement that surged through his body at the thought of performing this small act of humiliation. And it didn't escape Ava's attention.

"Yes, Ava," he breathed, barely able to contain himself.

And with that, she turned on her heel and walked away, leaving Matt standing there with the stack of papers and the knowledge that his new assignment would test his limits and push him closer to the edge of submission than ever before.

As he began to make his way around the office, Matt couldn't help but feel a sense of excitement mixed with nervousness as he whispered those forbidden words to each colleague who took a paper from him. Each time he said the phrase, he felt just a bit more exposed and vulnerable, yet oddly exhilarated by the experience. By the end of the day, he was almost giddy with anticipation, wondering what other forms of humiliation Ava would inflict upon him in the future. Little did he know, he was only just beginning to scratch the surface.

Two days later, 5pm rolled around and Matt was sitting at his desk going through emails. He saw Ava coming towards him with an expression on her face that made him both excited and anxious. He could tell she had a plan and it wouldn't be pleasant for him. She came up to him, looking down at him and said:

"Matt, starting tomorrow, I want you to bring me a coffee every single day at 8 am sharp, got it?"

"Yes, Ava." Matt replied automatically.

Without saying another word, Ava turned and left the room, leaving Matt alone to contemplate the absurdity of getting her coffee every morning. But the thing he didn't know was that the coffee machine was broken. It was a trap set by Ava to embarrass him in front of everyone.

The next day, Matt arrived early at the office, ready to serve his mistress. When he entered the kitchen, he saw that the coffee-maker was still not fixed. His heart started racing as he realized that he was going to fail his first mission. He panicked and looked around the room trying to find a solution, but there wasn't any. In that moment of desperation, he heard a door open behind him and he turned around to see Ava entering the room with a smirk on her face.

"Matt, we have a problem." she announced coolly.

Matt couldn't reply, he was too ashamed and scared.

"You see, I wanted coffee, but it seems like you weren't able to fulfil a simple request."

"But the coffee machine-", Matt tried to defend himself but Ava interrupted him with a wave of her hand.

"I don't care about excuses, Matt. I wanted my coffee and you failed to deliver it. Now, I believe in punishment for failure."

Her tone was cold and severe, and Matt felt his body temperature drop several degrees. He expected nothing less from Ava; she had always been firm but fair in her disciplinary actions. But now she seemed angrier than usual.

"Bend over." she ordered and Matt complied instantly, lowering himself over a nearby chair. Without hesitation, Ava pulled down his pants, exposing his ass for a public punishment. The whole time, she never removed her piercing gaze from his eyes, making sure he understood exactly what was happening. Then, with a flick of her wrist, she brought the flat of her hand down hard onto his rear end. The sound echoed throughout the otherwise quiet kitchen as Matt yelled out in pain. This continued for ten swats, each one harder than the last until Matt was left standing, his eyes teary, and his ass blazing red hot. Everyone in the office could hear the punishment, including some clients. Despite the embarrassment he felt, he couldn't help the stirring within his loins.

Ava then instructed him to pull up his pants and fetch her coffee from the cafeteria while being extremely late. He walked with a heavy heart, feeling exposed and vulnerable as all eyes were on him. Once at the cafeteria, he waited on line for an eternity, unable to order anything because he was so mortified. Finally, he received the coffee, holding it tightly, afraid to spill it or drop it as if it were the most precious thing in the world. He returned to Ava's office with her coffee and knelt before her, waiting for whatever would come next.

He didn't have long to wait. With a dismissive wave of her hand, Ava indicated that Matt should rise and leave the room. As he turned to leave, however, she called out to him once again. "Oh, and Matt? I will not go easy on you next time."

And with that, he exited her office, head held low, feeling humbled and aroused, knowing full well that this is just the start of something big. And so, his training truly begun.

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FYI: The story introduces chastity in the third chapter, which I'm posting immediately after.