CEO Slut: Business Proposal

Author's Note:

In terms of timeline, this chapter is focused on Lily and Ted, and it takes place in parallel with Business Conference (focused on Kim) and Business Mixed with Pleasure (focused on Marcia and Nick). As always, if this chapter's topics are not of interest, skip this one and maybe pick it up again next time.

Lily Banner - 29 yo 5'2" 100 lbs. waifish Documentation department supervisor at Geneco being mentored by Kim Barnes. She is a shy emo lesbian bookworm who longs to follow in all of Kim's footsteps, including her submissive ones.

Ted Gaines - 42 yo 6'2" flame-haired VP of Operations at Geneco. He has had extramarital workplace affairs, and Lily is using evidence of his affairs to blackmail him.

Kim Barnes - 42 yo CEO of Geneco, 5'4", 120 lbs., curly blonde hair, B cup who is a mentor to Lily but a submissive slave to Nick.

Nick Donovan - 22 yo new hire in the Procurement department. He blackmailed Kim into becoming his submissive and also did the same to his own manager, Marcia.

*****

CEO Slut: Business Proposal

"I can't get the other night out of my head," Lily said into the phone. "As shocking as it was seeing you tied up and so helpless, I was turned on by it. I've never seen you so weak and vulnerable before. It's really got me thinking."

"We all have different sides to ourselves," Kim explained on the other end of the line. "Oftentimes, there's a public face we wear, but there's another side to us. A side that our pride., our egos, our fears, don't want to acknowledge. Yet, it's like a monster that needs to be fed. If you ignore it, you do so at your own peril."

It was Sunday morning, the day after Lily had visited Kim Barnes in her own home Kim was the CEO of Geneco where Lily worked, and was Lily was shocked to witness Kim in full submission to her Master. She struggled with the image of the powerful CEO tied up and naked, her body at the mercy of another. Lily had long admired Kim, and she aspired to be just like her. Whereas Lily was naturally shy and reserved, Kim was always strong and authoritative in the workplace. Lily was initially repulsed seeing Kim in such a weakened state, and her first instinct was to reconsider her high esteem for Kim, but Kim was able to convince her that understanding humility was necessary to understand strength. Given Kim's indisputable professional success, Lily was willing to give her the benefit of the doubt, even if she didn't fully understand the method behind the madness.

Before agreeing to continue following in Kim's footsteps, Lily made sure of one crucial detail ahead of time. Lily was much more attracted to women than men, and she had no interest in becoming another slave, even if by proxy, to Kim's Master, Nick Donovan. She agreed to follow Kim's teachings, but she made sure that Nick would not interfere in her relationship with Kim, and both Kim and Nick assured her that Nick would not interfere.

"So where does that leave me?" Lily replied. "What is my next lesson? What is the next skill I need to work on?"

"You are a curious case," Kim answered. "You are ambitious. You long to be a strong woman, and yet your nature is timid and weak. You aspire to be an alpha personality, yet in the process, you have subjugated yourself to me. Do you realize what a walking contradiction you are?"

"But that's why I came to you. Because I want to be strong like you."

"What is that one thing about you that you hide from the world? What are your deepest, darkest desires?" Kim asked over the phone line.

"Is that really necessary?" Lily protested.

"Of course. There can be no secrets between us. You have already seen mine. You know that I am really a submissive. I am trusting you with my secret. We have a special relationship, and if you want me to be able to help you, then you need to fully trust me, as well."

Lily closed her eyes and carefully considered her options before answering. "I like women," she finally revealed. "But you already knew that about me. The truth is, I enjoy sex, although I'm scared to admit it. Until recently, I've been more asexual than anything else, although I prefer women to men.

"In order to grow, you have to confront your fears," Kim explained. "You have to embrace your secret desires. You're a sexual woman. There's no shame in that. Why should you hide it?

"Because I can't act that way in the corporate world," Lily countered. "You, of all people, should know that."

"Of course, and that's why I have to hide my own true urges. Yet, I still indulge in my desires. And you need to indulge in yours."

"How do I go about doing that?" Lily asked.

"Let's start with a simple one," Kim proposed. "Any woman loves feeling sexy. You're always dressed in pant suits and long dresses, which there's nothing wrong with that. But you're a sexy and ambitious woman. You have youth and a nice body in your favor. You shouldn't be afraid to show yourself off just a little. You can draw a little attention to yourself while still clearly within the bounds of the office dress code. You don't need to sleep with any men, but it won't hurt to show a little leg. Maybe a little shoulder, now would it?"

"I suppose not," Lily admitted.

"Good, then I want you to wear something a little more sexy and daring to work tomorrow. It's almost like advertising. Ad agencies always say there's no such thing as bad publicity. The more of an impression you leave with people, then the more memorable you are. Right now, you're like a wallflower, but you can use your beauty to draw others in, and then once you have their attention, you use your mind and cunning to hold their attention and show them what you're really capable of."

"Oh, I see," Lily said. "It's like the ends justify the means."

"Exactly," Kim replied. "Now I'm not advocating for anything scandalous, but it wouldn't hurt you to wear a skirt to work. Something cut above the knee. Some heels and black stockings. Oh, and no underwear. No bra. No panties."

"I don't know if I could do that," Lily said, sheep-faced. "Besides, why would I forego underwear? No one would even know. How would that attract any attention?"

"It won't, but you wouldn't do it for them; you'd do it for you" Kim explained. "It's all about building you up to be a confident woman. Confidence can take you far in life. As you said, no one will ever know, so what's the harm? It'd be your little secret. I think you'll find it oddly titillating and thrilling. And that extra shot of stimulation will give you an added confidence boost throughout the day, because you know something that they don't know. I know that's what it does for me when I go to work commando."

Lily paused for a moment, drawing a deep breath before replying. "I suppose as long as no one else will even notice, as you suggested."

"There's just one more thing," Kim added. "It's not that I don't trust you, but it'd be easy to tell me you did it and then not really go through with it, so send me a picture of yourself at work. Take a selfie in the bathroom stall with your skirt pulled up and top pulled down to show me you complied."

"Is that really necessary?" Lily protested.

"Of course. How else will I know that you are following my lessons?"

Lily sighed, but she knew that she needed to change if she wanted to be a stronger and more assertive woman, and maybe this was the first step on that journey of change.

"Yes Teacher," she answered.

*****

The next day, Lily entered the women's rest room. She was relieved to find herself alone with no one else there to witness what she was about to do, although she realized that anyone could enter at any moment. She passed the sinks on her way to the stalls and stole a quick glance at herself in the mirror. Her charcoal pencil skirt was only an inch above her knees paired with black stockings and heels. Her black blouse matched her black hair, contrasting sharply to her pale white skin. Yet, her reflection still shocked her on so many levels. She usually wore more casual clothing to work, but her style of dress automatically made her appear more authoritative. She had always maintained that clothing was superficial, and that judging people based on their outfit was like judging a book by its cover, yet her own reflection in the mirror forced her to reconsider her assumptions. After all, she sought out Kim to help her learn how to become more assertive and overcome her natural reticence, and she already felt a boost in confidence just from one look at herself in the mirror.

She entered the bathroom stall and slid the lock in place. As she took a seat on the toilet, she recalled the half a dozen people throughout the morning who had noted her change in appearance and complimented her on how nice she looked. Just wearing heels already made her a few inches taller than her natural 5'2" height, and every compliment delivered further confidence boosts. As the morning wore on, she felt as if her back became straighter and her shoulders broader. Whereas her appearance previously rarely warranted more than a passing glance, she saw how more than a few men do double takes or give her longer more drawn out looks, as if they were admiring her body. Even some of the guys that reported to her in her own department seemed to be checking her out, which creeped her out a little. She reminded herself how Kim advised her to use her sex appeal to draw men's attention, but then she could use her professional acumen to impress them further. Namely, she could enjoy the benefits of dressing a little bit more sexily, but that didn't mean she had to act like a slut. She was surprised to see her own staff, both the women and the men, seemed to jump to attention more quickly and rushed off to complete her task requests with more urgency.

At first, she was alarmed by the unsolicited attention, although she found herself becoming more accustomed to it as the morning hours passed. She told herself it was all part of the process of coming out of her shell and growing her self-confidence. After a while, the men checking out her body didn't bother her as much. She found that while the men had wandering eyes, most of them were otherwise harmless. In fact, many of them almost seemed intimidated by her, as if her new look exuded a poise that gave them pause. They'd steal glances her way, but the men almost seemed to stutter and lose their trains of thought when talking to her. Lily couldn't help but be amused at how predictable men were, and how easy it seemed to manipulate them.

Lily wondered how all those men would've reacted if they'd known she wasn't wearing any underwear. It was her own naughty little secret, and she couldn't help but walk with a little extra sway in her hips as her heels clicked down the hallway.

Lily took a deep breath as she sat in the restroom stall. Kim had dictated her dress code for today, and she had requested a picture confirming that her instructions were followed. Lily was hesitant to take a nude selfie, although she remembered how Kim said there should be no secrets between them, and she trusted Kim with all her soul.

After all, Lily had initially been hesitant about changing how she dressed at work, but it'd only been a few hours, and Lily was already seeing the wisdom in Kim's instructions. Besides, Lily remembered a few weeks ago when she had entered Kim's office and stripped naked in front of her, offering her whole body to Kim. She trusted Kim, and today was only proving how right she was to place her faith in Kim. Although she initially harbored some doubts after seeing Kim naked and tied up in front of her Master, her trust in Kim's guidance was bolstered by the immediate results she saw today just by making a small change in how she dressed.

Lily held her phone at arm's length. She studied the image on the screen. Her skirt was pulled up and her legs were splayed. Her torso was pressed forward, and her blouse was unbuttoned halfway down. The image on the screen gave a clear shot down her top to her naked breasts. For the first time in her life, she felt sexy, and she smiled into the camera as she pushed the button to capture the image.

She pulled the camera back and looked at the picture, still in disbelief that the image was really of her. She never imagined herself looking that sexy and confident. After she hit send on the text, the photo was on its way to Kim, and she quickly fixed her clothing and returned to work.

*****

Lily returned to the restroom at work the next day again. She was dressed similarly to the day before in a pencil skirt paired with a silk blouse. She was becoming more accustomed to her new look, and the confidence that it instilled into her. She held her chin up high as she walked down the hallways of Geneco, and she confidently looked everyone in the eye as she passed by. She was amused how often people turned away nervously, as if they were avoiding any interaction, and Lily realized that's exactly how she would've reacted herself just a few days ago.

Self-doubt crept back in as she contemplated her current challenge from Kim, though. She pulled out her phone and read the message one last time to be sure.

Kim: Masturbate yourself to orgasm. At work.

The instructions were clear, and Lily set about to fulfill her teacher's command. She pulled her skirt up but froze as she heard someone else enter the rest room. Her breath grew rapid in fright as she feared being discovered in the act, although she quickly realized there was nothing to discover. She was sitting on a toilet with her skirt pulled up. How else was she supposed to use the toilet? Nevertheless, she held her breath as the other woman entered the stall to her left. Lily couldn't help but wonder who it was. She didn't recognize the shoes of the woman showing under the wall next to her, although the gaps between the walls of the stall made her nervous all over again. Anyone could peek right through them and see her in a vulnerable state if they were so inclined.

The other woman took a piss and quickly cleaned herself off before washing her hands and leaving Lily alone in the rest room again.

Feeling as if she had dodged a bullet, Lily resolved to masturbate as quickly as possible to orgasm before another woman came into the rest room. Images from the recent weeks flooded her mind of everything that led her to this moment. She thought about watching Kim on stage as she flashed her pussy during the company town hall for the entire corporation to see. She remembered stripping naked in Kim's office and offering herself, body and soul, to Kim.

She had long admired Kim for her combination of beauty and brains. As she grew closer to Kim, her admiration turned into lust at some point, and now her pussy moistened as images of Kim filled her mind. She knew that Kim didn't reciprocate her feelings, but she was content to exist in Kim's world and follow in her footsteps. She trusted her wholeheartedly, and she resolved to do everything she could to put herself in Kim's good graces.

She was hunched over, furiously rubbing her mound. Her arousal was quickly escalating, and she leaned back until her head rested against the wall. The plumbing from the wall to the toilet dug into her back, but she hardly even noticed it. She recalled the evening in the motel where Kim let her have her way with the VP of Operations, Ted Gaines. He was tied up and helpless on the bed as her juices flowed down and covered his face while she climaxed.

Lily spread her legs wider, her skirt rising up higher until her feet stretched under the walls and into the stalls on either side of her. One hand fingered her pussy while the other unbuttoned her blouse and began playing with her titties. By this point, her nipples were so sensitive to the touch, she couldn't help but let a soft moan escape from her lips. She heard drips, the juices of her arousal coming off her pussy and gently dropping into the toilet water below.

Just then she heard the door open and the click of heels coming across the tiled restroom floor. "Shit, someone else is here," she thought to herself. She pulled her legs back in and stopped rubbing herself for a moment as the woman entered the stall to her left.

Lily cursed under her breath. She was so close to a climax the interruption was unbearable. Her pussy was so sensitive, and her clit and labia were so swollen that the temptation proved too great. She threw caution to the wind. She didn't care if there was someone in the stall next to her. All she cared about was reaching her climax.

Lily threw her head back and exhaled slowly in relief as her fingers touched her pussy and sent electric sensations up and down her spine. Her pussy turned back on like a faucet, and she struggled to remain silent, to not give away her own actions, although the squishing sound of her finger probing in and out of the folds of her pussy were unmistakable.

She put her other hand into her mouth and bit down in a desperate attempt to keep from making noise, but she whimpered instead, unable to control her own reactions.

"Are you okay in there? Do you need any assistance?" a concerned voice asked from the stall next to her.

Lily recognized the voice. It was Joan, the HR Manager. She'd heard stories over the years about employees being terminated or severely disciplined for inappropriate behavior, and she could only imagine what might happen to her if she was caught masturbating at work. Lily was edging hard, and she no longer cared if Joan suspected anything. Lily was so close to orgasm that she pressed forth in the relentless pursuit of passion.

Lily was surprised by the fact that she seemed to be turned on even more by the fact that Joan was right next to her as she masturbated. Lily had always avoided sexualization of her body, and it shocked her to find she was turned on by acting so lewdly in a public setting. She raised her feet off the floor, desperate to push herself to climax. She spread out her legs in the air, resting her left foot on the toilet paper roll holder on her left while the heel on her right foot loudly clacked as it stabbed against the wall to her right.

"Oh my God," she muttered, no longer able to contain her emotions.

She heard the toilet flushing in the stall next to her.

"You sound as if you're in pain. Are you sure you don't need any assistance?" Joan asked, her voice filled with earnest concern.

Lily looked through the cracks between the door, fearful that Joan might attempt to peer through and catch sight of her as the climax took over her body. Lily's body tensed up, her muscles spasming as her arousal crested and shot off inside her like fireworks exploding on the 4^th of July. Shockwaves reverberated through her body as wave after wave of pleasure filled her with warmth and exhilaration.

"Oh God, it's happening," Lily said, her voice practically shrieking in pleasure.

"Well, um, okay, Lily, is that you? I guess maybe it sounds like maybe you're doing much better now," Joan said as she slowly backed away. "I'll leave you alone."

"Oh God, I'm feeling so much better now," Lily said with a satisfied sigh as she heard the sound of running water as Joan washed her hands in the sink.

Lily leaned back against the wall, her body sweaty and the intensity of her orgasm having sapped her of all strength. She dropped her feet back to the floor, her heels softly clicking as they struck the ground, and then she leaned forward again, her elbows resting on her knees as she hung her head, still reeling from her orgasm and trying to comprehend what just happened.

At that moment, she heard another woman enter the rest room again, and Lily resolved to collect herself and somehow return to work, although she couldn't help but wonder how she could ever face Joan in the workplace again.