Boardroom Bill Goes to an Interview

Rock Bottom

Lilith leaned back in her chair, watching Bill toil below her. After a bit, she asked, "Bill, are you enjoying yourself?"

Bill continued scrubbing, not sure of the safe way to answer the question. After a brief pause Bill stopped scrubbing and rested his hands on the floor. "Well, yes..", he answered.

"You don't sound very convincing, Bill. Please elaborate", Lilith said and gave Bill's rump a light smack with the crop.

Bill cleared his throat and went on. "It's just.. I'm confused. I thought that I would like being treated like I am nothing but a slave, my only value coming from how I can make a Mistress's life better. Pleasing her with my suffering and humiliation should be pleasurable to me." Bill took a deep breath. "And it is. But.. I feel like something is missing."

"Such as?", Lilith inquired as she toyed with Bill's caged member with the toe of her boot.

"I don't know rightly how to explain it, Ms. You see, I've always adored strong women. I've wanted to put them on a pedestal and worship them for as long as I can remember. I relish suffering humiliation and pain for a strong woman's pleasure. But that's not enough. I also crave her approval, even if it's just a simple stroke of my cheek and a few kind words." Bill became silent, reflecting on what he just said and struggling to find the words to clearly express himself. Finally, he said, "I don't know if what I want is even attainable."

Lilith stood up from the chair and then sat down on Bill's back. As she lightly ran her fingers down Bill's spine, she said, "I think what you want is a strong woman who appreciates your submission to her, but still sees you as a human. One that can push you deep into your subspace but is there to hug you when you return from it. Does that sound right?"

Bill scrutinized her words briefly and decided she had come closer to describing his feelings than he possibly could have. "Yes. Yes," he said, "or something very close to that."

Lilith stood up and walked to Bill's head. She placed her hand under his chin and lifted his face to meet her eyes. "What you're looking for is attainable. Your chances of finding it with a professional domme, however, are slim to none. This is a business. Some dommes get as much enjoyment out of their sessions as their subs do. Some just see it as an easy way to make money, although they soon find out it's not as easy as it seems. Those don't last long. Some are truly sadistic, and take great pleasure in being paid to make people suffer. However, the commonality between them all is it's just business."

Crestfallen, Bill let his gaze fall from her face. It had felt wonderful for a few brief moments to look into the eyes of a dominant woman and have an actual conversation of sorts. But her blunt words had struck him deeply, and he wondered again why he was even here.

"I have to go", Lilith announced. "I see that you are disappointed by what I've told you, and I'm sorry to have to be the one to banish your naive dreams. Regardless, you have a task to complete. Before I leave, would you like to thank me for my time and conversation?"

Bill was grateful for Lilith's frank conversation. More so, he was grateful for talking to him like a person, even if she had used him as furniture. Strangely, that made him even more grateful. "Yes, thank you Miss Lilith", he said and looked up to her, hoping she would see the sincerity in his eyes.

Lilith simply pointed at her boots, and Bill happily groveled before her, kissing every bit of their exposed leather.

After watching him for a short while, Lilith bent down and stroked Bill's hair. "Good boy", she said. "Now finish up your task", and then left him alone again in the silent room.

By the time Bill finished scrubbing the floor and rinsing out the bucket and brushes, the allotted time for his session had long since expired. Ms. Sanguine had not returned, and it was growing late.