The next morning Amanda was sitting at the table with her parents enjoying her breakfast. “How was movie night at Jenny’s?” asked her mother.
“It was a lot of fun.” Amanda smiled recalling really what she was doing last night.
“And how was your team-building guys night at Mr. Reynolds’ house?” her mother asked her father.
Amanda's fork clattered onto her plate.
"Are you alright, sweetie?" her mother asked, noticing Amanda's pale face.
"Y-yeah, I'm fine," Amanda stammered. "Just- just dropped my fork,” she said with a weak smile. “May I be excused?”
"You've barely touched your breakfast," her mother replied, sounding concerned.
Amanda looked down at her plate, "Oh, um, yeah. Just not very hungry, I guess."
Her parents exchanged a look but didn't press further. Amanda got up from the table and placed her dishes in the sink before retreating to her room.
Her mind reeled as she sat on her bed, the implications of what she'd just learned hitting her like a truck. Her father had been at Mr. Reynolds' house last night. That meant... oh god, had she...?
She felt sick to her stomach as memories from the previous night flooded back. The parade of anonymous cocks she'd sucked through the glory hole. One of them must have belonged to her father. The thought made her dizzy with horror and shame.
Amanda recalled that one of the voices early in the evening kind of sounded familiar, but in the excitement of the moment, she hadn't been paying close attention. The thought that she may have sucked the cum out of her father’s cock made her want to crawl into a hole and die.
As she sat there spiraling, her phone buzzed with a text. It was from Mr. Reynolds: "I hope you don’t mind, but I put your number in my phone while you were in the shower. I just wanted to let you know that your father couldn’t stop talking all night about how great the blowjob was and that he wished his wife would suck cock like that. See you Monday, and don’t forget to pick out something to wear that will make me happy."
Amanda stared at the message, her stomach churning. Mr. Reynolds knew. He'd orchestrated the whole thing, putting her in a position to unknowingly suck off her own father. The depths of his depravity shocked her. Yet even as disgust and self-loathing washed over her, Amanda couldn't deny the tiny thrill that ran through her knowing that her father thought she sucked cock better than her mother.
Amanda's hands were shaking as she typed a response: "Please don't make me do this anymore. I can't handle it."
She stared at her phone, waiting anxiously for a reply. After what felt like an eternity, it buzzed with Mr. Reynolds' response: "Oh Amanda, we both know that's not true. You loved every minute of sucking all those cocks last night. And I think deep down, you were turned on when you found out that one of the cocks that came in your mouth was your father’s. Remember, I still have evidence of your crimes. See you Monday :)."
Amanda felt tears welling up in her eyes as she read his message. He was right - as much as she wanted to deny it, she had enjoyed last night's depraved activity. Even sucking her own father’s dick. The shame of that realization mixed with fear of what Mr. Reynolds might have planned next. What was wrong with her? How could any part of her be looking forward to returning to his house?
She spent the rest of Sunday in a daze, barely leaving her room. Every time she saw her father, she felt sick with mixture of disgust and arousal. When Monday arrived, Amanda found herself standing in front of her closet once again, agonizing over what to wear. She knew Mr. Reynolds expected something that would please him, but she also dreaded what might happen if she showed up in the wrong type of outfit.
Finally, she settled on a short plaid skirt and a tight white tank top. She decided to forgo a bra, knowing Mr. Reynolds would appreciate the view of her nipples poking through the thin fabric. As she biked to his house, her stomach churned with a mixture of anticipation and dread knowing the Wheel of Desire awaited.
Amanda pressed the doorbell and put her hands behind her back, bouncing nervously on the balls of her feet. Mr. Reynolds opened the door with a broad smile.
"Welcome, Amanda," he said smoothly, his eyes roaming appreciatively over her outfit. "I'm so glad you decided to come back."
Amanda's cheeks burned at the thought that there was really was an option. "I... I didn't really have a choice, did I?" she said softly.
Mr. Reynolds chuckled. "Oh, we always have choices, my dear. You could have chosen not to come. But you're here, which tells me that deep down, you want to be here."
Before Amanda could respond, Mr. Reynolds slipped his hand up the back of her short skirt, cupping her ass as he guided her to the living room. The Wheel of Desire was already set up on the coffee table. Amanda noted, as previously, that the items already completed had been covered with additional white and black sections. There were four options remaining along with the question mark and three white and two black sections.
"I like your outfit," Mr. Reynolds murmured, his fingers tracing the line of her breast through the thin fabric making Amanda’s nipples pucker and harden. "Very sexy. You've done well in pleasing me."
Amanda felt a confusing mix of pride and shame at his words. She stood awkwardly in the middle of the room. “Do you want me to get undressed?” she asked shyly.
Mr. Reynolds smiled at her as he sat in the leather chair, “Do whatever makes you feel comfortable, my dear.”
Amanda shifted her weight from one leg to the other, deciding what to do. After a moment of contemplation, she decided to keep her clothes on and made her way over to the sofa. She sat in her usual spot and sank into the soft cushions, feeling them mold to her body.
"Why don't you give the wheel a spin?" Mr. Reynolds suggested, pointing to the board. "Let's see what fun awaits us today."
With a small sign of resignation, Amanda reached out and spun the wheel. She held her breath as she watched the pointer spin and slow, eventually coming to rest on “Fuck Ass."
Amanda's eyes widened in shock and fear. She had never done anything like that before, never even thought about anything like that before. The idea of having his penis in her bottom made her squirm uncomfortably.
Mr. Reynolds smiled broadly. "Ah, what an exciting choice! Have you ever explored anal play before, Amanda?"
She shook her head, her cheeks burning with embarrassment at the question. "N-no, never," she stammered.
"Well then, this will be quite the new experience for you," Mr. Reynolds said, standing up. "Why don't you remove your panties and bend over the arm of the couch, spreading your legs for me?"
Amanda hesitated for a moment before slowly standing and sliding her underwear down her legs. She stepped out of them and moved to the arm of the couch, bending over it as instructed. The position left her feeling incredibly exposed.
Mr. Reynolds went over to the cherry cabinet and removed a bottle that Amanda recognized as the lube. He moved behind her and flipped her skirt up onto her back exposing her ass, his hand caressing her bare bottom. "Such a lovely butt," he murmured appreciatively. Amanda heard him snap open the lid of the bottle.
"I'm going to start by massaging your cute little asshole with some lube," Mr. Reynolds explained.
Amanda gasped, her butt cheeks instinctively tightening, as she felt his slick finger circling her puckered hole. “Relax, sweetheart. I really think you will enjoy this,” he said as he continued to probe. Amanda released the tension in her muscles and tried, in vain, to think about something other than what was happening to her. The sensation of his touch was foreign and slightly uncomfortable, but not entirely unpleasant. She actually let out a small sigh when he slipped his finger inside her.
Mr. Reynolds worked his finger in and out of Amanda's tight hole, gradually adding more lube. "That's it," he cooed encouragingly. "You're doing so well."
Despite her initial reservations, Amanda found herself responding to his intrusion. The strange sensation of having her ass played with was starting to feel... good. She let out a soft moan as Mr. Reynolds added a second finger, stretching her further.
"See? I knew you'd enjoy this," Mr. Reynolds said smugly. He continued to work her ass with his fingers, occasionally slipping his other hand between her legs to fondle her pussy, sending jolts of pleasure through her body.
After a few minutes, he withdrew his fingers. Amanda heard the sound of him removing his pants. "I think you're ready for me to fuck your ass. What do you say, Amanda?" Mr. Reynolds asked, his voice husky with arousal.
Amanda just whimpered in response, fear and anticipation warring within her. She tensed slightly as she felt the head of his penis pressing against her well-lubed asshole. "Take a deep breath," Mr. Reynolds instructed. As Amanda inhaled, he began to push forward, the thick head of his cock slowly stretching her open.
Amanda cried out at the intense pressure and burning sensation as he entered her virgin ass. Tears pricked at her eyes from the discomfort. "Oh god," she squeaked.
"Shh, it's okay, baby," Mr. Reynolds soothed, rubbing her lower back. "The initial discomfort will pass. Just breathe through it."
Slowly, inch by inch, he worked his cock into her ass. Amanda tightly gripped the cushion of the couch as he penetrated her.
Once his cock was inside, he held still, allowing her body to adjust to the intrusion. Gradually, the burning subsided, replaced by a feeling of fullness unlike anything Amanda had experienced before.
Mr. Reynolds grasped her hips and began to move, slowly thrusting in and out. With each stroke, the discomfort lessened and pleasure began to build. Amanda was surprised to find herself pushing back against him, wanting more.
"That's it, sweetheart," Mr. Reynolds groaned. "Your tight asshole feels amazing."
His pace increased, his hips slapping against her buttocks as he fucked her ass harder. Amanda moaned, overwhelmed by the intense sensations. She couldn't believe how good it felt to have her butt filled with cock.
Mr. Reynolds slapped her bottom, turning her cheeks a shade of pale pink, as he continued pounding her ass. The spanking and the fucking was too much for Amanda. She cried out, “Oh fuck, oh fuck,” as an intense orgasm washed over her, her body shaking with pleasure.
"I’m going to cum in your pretty little ass," Mr. Reynolds grunted as he felt her ass clench around him.
“Yes, yes, cum in my ass. Fill me up,” Amanda wailed.
With a few more hard thrusts, he buried himself deep inside and Amanda felt his cock pulsing as he flooded her colon with semen.
They stayed like that for a moment, both panting heavily. Finally, Mr. Reynolds slowly withdrew his softening cock from her. She winced slightly at the empty feeling and the trickle of cum leaking from her sodomized butthole. Her legs felt shaky as she straightened up, her short skirt falling back into place. Her mind was reeling from the intensity of what had just happened.
"You did wonderfully, my dear," Mr. Reynolds praised, giving her bottom a gentle pat. "I think you really enjoyed that."
Amanda's cheeks burned with a confusing mix of indignity and pride at his words. Part of her was disgusted by what she'd just done and how much she'd enjoyed it. But another part thrilled at his praise and the new sensations she'd experienced.
"Why don't you go get cleaned up," Mr. Reynolds suggested. "There are some wet wipes in the bathroom cabinet you can use."
On unsteady legs, Amanda made her way to the bathroom and wiped herself clean. When she returned to the living room, Mr. Reynolds was fully dressed and sitting on the couch. He patted the spot next to him, inviting her to sit. Amanda gingerly lowered herself onto the cushion, wincing slightly as her tender bottom made contact.
"So tell me, Amanda," Mr. Reynolds said, his tone conversational, "how did you enjoy your first anal experience?"
Amanda's cheeks flushed red as she struggled to find the words. "It was... different," she finally managed. "It hurt at first, but then..." she trailed off, embarrassed to admit how much pleasure she had felt.
Mr. Reynolds smiled knowingly. "But then it started to feel good, didn't it?" he prompted. "There's no shame in enjoying new sensations, Amanda. Your body is meant to experience pleasure."
Amanda nodded slightly, still not meeting his eyes. "I didn't expect to... to cum like that," she said softly as she shifted uncomfortably on the couch, acutely aware of the lingering soreness in her bottom.
"Anal orgasms can be incredibly powerful," Mr. Reynolds explained. "I'm glad you were able to experience that."
Amanda looked up at him and smiled weakly. “So am I,” she said, speaking softly.
"I have another question for you, and I want your honest answer," he said, pausing for a moment before she nodded in response. "Are you enjoying your time here with me, exploring new realms of sexuality?" His voice was soft yet commanding, causing her heart to race as she thought about the answer.
Amanda hesitated, her eyes taking in the familiar surroundings of the room. Memories flooded her mind, memories of the time she had spent here with Mr. Reynolds. At first, she had hated it, feeling nothing but degradation and shame. But as she sat there now, the undeniable sensations of pleasure that she had experienced because of him came rushing back to her.
"Yes," she finally answered, her head bowed and voice barely above a whisper.
Mr. Reynolds leaned closer to her, his hand reaching out to gently stroke her cheek. "That makes me very happy.”
Amanda looked up at him and smiled, her heart filled with pride that she pleased him.
He patted her on the knee and asked, “How about another spin of the wheel before you head home for the evening?”
Amanda hesitated, her body still tingling from the extraordinary experience she had just had. Part of her wanted to leave, to go home and process everything that had happened. But another part, a growing part, was curious to see what else the wheel might have in store for her.
"Okay," she said softly, reaching out to give the wheel a spin.