Chapter 124

Book:The Billionaire's Club Published:2025-3-10

She glanced down at the floor and summoned the courage to look him in the face before replying. “I got it, Master.” Submitting to him wasn’t easy when at any other time, in any other situation they’d be equals. But this wasn’t any ordinary situation. It was an elaborate play staged for her sexual well-being and she was determined to participate.
“Good girl. Now, I’m going to introduce you to something you’re probably going to balk over. Just remember, I would never ask you to do anything that could cause you harm, okay?”
An arrow of fear shot through her. What was it he was going to want her to do? The question before her was how much did she trust him? He turned and opened the same drawer she’d discovered earlier and removed a small, flesh-colored plug from inside. “Turn around and bend over the side of the tub.”
Weighing her options, she seriously considered calling it quits. Having something shoved up her ass wasn’t what she’d had in mind when she’d agreed to explore her sexual boundaries. Still, she had to ask herself what exactly she had agreed to. So far, the experience hadn’t been anything she expected, yet it hadn’t been horrible either. Even the nipple rings, though they stung, did carry with them a scandalous feeling that excited her. Did she want to leave without knowing what could have been? How bad could it be?
A hand landed on her back, causing her to jump. She turned her attention to Adam, who stood behind her, still holding the plug. “Are you planning to quit?” The concern etched into his features told Sara he feared she was about to do just that.
What was that saying about nothing good coming easy? Or was it anything worth having worth working for? She couldn’t remember. Either way, it didn’t matter. No matter what Adam threw at her this weekend, including the damned evil plug, she was going to see it through. It was time to overcome her demons. She squared her shoulders and shook her head. “No, Master.”
For a brief moment, his lips tipped up at the corners, then the smile flittered away and he returned to the stern persona he’d adorned earlier. “Then turn around and do as I say.”
She expected his words to be gruff and authoritative. Instead, although said as a statement, they carried with them a hint of pleading. For the first time since she’d arrived, she realized this situation hadn’t been what Adam had envisioned either, yet he was still doing his best to make it work.
Sara blinked once, then turned to comply. She gripped the side of the tub and closed her eyes. The cold porcelain brushed against her already taut nipples, sending a shiver down her spine. She could do this!
“Relax and do exactly as I say.”
She tried not to jump when he touched her. The heat of embarrassment poured through her as he began spreading her ample cheeks and she struggled to hold still. Mortified of what he must be thinking of what he saw, she blinked back tears, took a deep breath, and tried to focus on something more pleasant. A cold dollop of lubricant landed over her puckered center right before the head of the small plug penetrated the outer edge. “Now bear down and push against it,” he ordered.
Trying hard to remember to breathe, she did as he said. The lubricated rubber slid into her with relative ease. The full sensation was a bit disconcerting, but there wasn’t any pain. He attached two straps to the back of her garter. “Straighten up and turn around.”
She did and he cinched the straps to the front of the garter. They pushed against the plug, holding it in place and caressing her lips on either side.
“To properly prepare yourself to receive me, we need to stretch the muscles and allow you to become accustomed to the feeling. Therefore, you are only to remove the plug for personal needs. If you need help reinserting it, let me know.”
He wanted her to leave it in? Had he completely lost his mind? Before she could ask him that particular question, he took her by the hand and let her into the bedroom, where he positioned her in front of the full-length mirror. “Look at yourself, Sara Beth. You can be the beautiful, sensual creature you yearn for and fear to become. Can you feel the sexuality flow through you?”
Her gaze fell upon the woman staring back at her. Long blond hair lay softly over her shoulders, draping lazily over bronze skin. The body she typically loathed looked glorious in the mirror, accenting the white bra and garter. Much to her surprise, the denuded lips of her sex didn’t make her look like a little girl or feel like a whore. She found it a little
arousing. For the first time in her life, she was able to look past the extra padding to see the sensual, sexy woman within. Surprised, she looked and felt sexy. “Yes, I can,” she whispered as she leaned back against his chest.
He smiled and dropped a soft kiss against the back of her head. “I know this wasn’t what you were expecting and I want you to know I’m already proud of you for going this far. I have some things I need to attend to, which will give you some time alone to adjust to what you’ve just been through. When I come back we’ll start your first lesson.”
She looked up at his reflection in the mirror. “You’re leaving?” she asked, not bothering to hide her disappointment.
He squeezed her shoulders. “Don’t worry. I’ll be back in about an hour. Besides, I think it will be good for you to take some time to process everything. We’ll talk when I get back.”
* * * *
Adam leaned against the thick wooden door and let out a long breath. His entire body shook from the adrenaline coursing through his veins. Seeing her standing in front of Marissa, nearly naked and vulnerable, spurred his protective instincts. Sara was a modest creature by nature and forcing her too far out of her comfort zone so soon could have been a disaster. Even though he, himself had pushed her farther than he thought she would go, he’d quickly realized how much she wanted this weekend. She trusted him and he wasn’t going to let her down. It was a trust he wouldn’t take lightly
He pushed off the door and strode down the hall toward the main house. Never in his wildest dreams would he have imagined Sara allowing him to do things he’d just done. He still couldn’t believe she’d permitted him to insert the anal plug. Watching her lush, sexy ass swallow the pink rubber plug had to be the biggest turn-on he’d seen in months and he could easily imagine it being his dick instead. That picture had caused his already hard shaft to swell and lengthen to the point where he almost couldn’t walk.
He sucked in a deep breath and yanked on the steel door separating the session rooms from the rest of the house. With his dick currently as hard as a railroad spike, he needed a little relief before he returned for her first session. How would it look if her ‘master’ came like a virginal schoolboy before the session had even begun? So much for credibility!
Halfway across the parlor, he came face to face with Ms. Black. “So? How did it go?” she asked.
Adam stopped and ran a hand through his hair. “Good, I think. She’s extremely uncomfortable, though. I almost felt sorry for her.”
Ms. Black frowned and motioned to a small seating area across the room. “Let’s have a quick chat.”
Adam followed her to the large wingback chair and eased down onto the cushion, careful to adjust his erection in the process. His nerves danced while she slipped into the seat opposite him. “Is something wrong?” “Adam, I know you love Sara very much. If you didn’t, you
wouldn’t have used your vacation time to come here. However, the love you feel could very well be the downfall of the weekend if you can’t keep to the plan.”
He leaned forward and rested his elbows on his knees. “I don’t want to hurt her.”
She placed a soft hand on his knee, just as he’d seen her do earlier with Sara. “There are different kinds of pain and different ways to inflict it. She asked you to participate in this because she loves and trusts you. To not give her the experiences she seeks because you feel bad for her will only cause her more pain in the end.”
“But how do I know this is the experience she seeks? Honestly, I don’t think she would have agreed to this weekend if she’d known everything involved.”
Ms. Black smiled. “None of them do, Adam. While the brochure does explain there will be actual sex during the weekend, I don’t go into details on purpose. Most women like Sara have deep-seated desires to be what they’re not but are too frightened to explore them on their own. If they knew ahead of time what was involved here, most wouldn’t come. However, I will tell you, only two in ten women leave here after their first encounter, and one in ten bails once the actual sessions begin.”
Adam tented his fingers and stared down at the floor as he considered her words. It seemed a bit unfair to throw all this at Sara without her knowledge, but she did hold the power to say no at any time. Based on what Ms. Black just said, if Sara was going to leave, now would be the time.
Ms. Black leaned forward and took Adam’s hands in hers. “She wants to make this change and she wants to do it with you. That’s not only a big responsibility on your part, but also a huge honor. She trusts you enough to let you share in her most intimate and personal struggles.”
“I know and I love her too, but I’m wondering if I shouldn’t start slow with her and work up to the kinkier things. Give her a chance to adjust.”
Ms. Black squeezed his hand and shook her head. “No!” she said loudly. “That is exactly what she expects of you. To find out if a change in sexual experiences is what she wants, you must start strong and shock her. If she truly wants to change, she’ll stay the course and complete the weekend, despite what you throw at her. If she doesn’t, and some don’t, she’ll leave before the end of the day.”
“But I don’t want her to leave. We’ve come this close. I don’t want her giving up on us and walking out.”
“I know you don’t, but if you two have a relationship worth pursuing, then shouldn’t you find out now? If she feels the same way she’ll stay, but to make this weekend work you must play your part and stay in character.”
He considered her words, then nodded his head and stood. “You’re right. We both deserve to know where our relationship truly stands. I will do as you taught me. Thank you, Ms. Black.”
She reached out and shook his hand. “You’re very welcome, Adam, and I wish you the best of luck in your endeavors this weekend. By the way, when are you planning on beginning her transformation?”
He glanced at his watch. “In a little less than an hour from now.” And he couldn’t wait to get started.
She smiled. “Good. Then I will let you get things together for your first session. You know where to find me if you need anything.”
He nodded. “Yes, ma’am, and thank you again.” He waited until she left the room before he scurried off to his own. With about forty-five minutes until their first encounter, he had enough time to grab a quick shower, pump one-off, and prepare for what was to come.