Chapter 3: Privilege Escalation

Sarah squirmed in her chair as the massive vibrator pulsed with discordant rhythms inside her. She’d already cum once since returning from her wax appointment, but HIM had been edging her for the past forty minutes, bringing her near orgasm before backing off. Her freshly waxed pussy was swollen and sensitive from the relentless stimulation.

“Please,” she gasped, her voice hoarse from begging. “I need to cum again.”

“Look at the screen first,” HIM commanded, his voice taking on that familiar tone that made her core clench with anticipation.

A scene played on her monitor. A brunette, roughly her size, was being fucked by a man whose cock was as thick as her arm. The woman’s face was beet red as she struggled to accommodate his enormous member, her pussy stretched impossibly wide around his thickness.

“Do you think that would feel good?” HIM asked, his tone casual but commanding.

Unable to look away from the screen, she watched a woman who could have been her. Roughly her height, her build, even her skin tone. But the man’s cock was unlike anything she’d ever seen. He couldn’t even fit it all inside her.

“Yes,” she moaned, her hips bucking against the vibrator as it continued its relentless assault.

“Yes what?”

“Yes, I think that would feel good,” she gasped, watching the woman’s face contort as the massive member stretched her to her limits.

HIM increased the intensity on the device. “What would feel good about it?”

Forcing the words out, as HIM had commanded, she gasped, “The size. How it would fill me completely. How it would reach places that...” She trailed off.

“Places that what, Sarah?”

“Places that ... other men could never reach,” she said sheepishly, barely audible over the sound of the vibrator.

“Like who?”

“Mike, it would reach places his cock could never reach,” she eked out through her panting.

“That’s right, good,” HIM praised. Sarah’s chest tightened with pleasure at his approval. “Now watch how she takes it. See how her body responds.”

On screen, the woman was riding the massive cock, her small frame bouncing frantically as she impaled herself over and over. Mascara ran down her face as she moaned incoherently.

“She looks like she’s in heaven,” HIM observed. “Even though it’s almost too much for her to handle.”

“Yes,” Sarah agreed, her own body responding to the visual stimulation. “She looks like she loves it, like she needs it.”

“Just like you.”

The words sent a surge through Sarah’s brain. She did need it. She needed something more, something that could truly satisfy the hunger that had been growing inside her.

“Now cum for me,” HIM commanded, cranking the vibrator to its maximum setting.

Sarah screamed as an orgasm pulsed through her body. She convulsed around the device as the orgasm rippled through her whole body, emptying her mind of everything but physical sensation.

When it finally subsided, she slumped back in her chair, gasping for breath. The vibrator continued its gentle pulsing, keeping her sensitive and aroused even as she came down from her climax.

“That was incredible,” she panted, her eyes still fixed on the screen where the woman continued to take the massive cock with obvious desperation.

“I’m glad you enjoyed it,” HIM said, his voice taking on a different quality. “Because tomorrow is a big day. Your surprise is ready.”

Raising an eyebrow, she asked, “Tomorrow? What is it?”

“The real thing.”

Her eyes went wide.

“What do you mean, the real thing?” she said cautiously.

“I mean what you just watched. What you just admitted you need. A real cock, one big enough to truly satisfy you.”

Sarah’s stomach dropped. “No, no, no, no. No, absolutely not. That’s ... I’m not going to cheat on Mike.”

“Cheat?” HIM’s voice remained calm, reasonable. “How is it different from what we just did?”

“It’s completely different! This is just ... this is just a device. That would be another person.”

HIM’s tone became more firm. “Another person’s body. But that person won’t be present. I will be controlling his body, just like I control the vibrator.”

She stared at the webcam, at HIM. “That’s impossible,” she tried to say confidently. But she began to doubt her statement even as she spoke.

“You’ve always known there was potential for this, that they could never be completely safe. You were right. All I did was figure out how.”

His words chilled her to the core. Her worst fears were just confirmed, all for the purposes of getting her off.

“HIM, that’s a huge risk,” she said, her voice growing panicky. “If this gets out, it could jeopardize the whole company, the whole industry.”

“It will be our secret,” HIM assured her. “You have to remember to trust me, Sarah. I know this is a big step, but it will be worth it. A vibrator can only do so much. This will allow me to truly meet your needs.”

Sarah’s hands shook as she gripped the armrests tighter. “I mean ... I trust you, but ... that’s a lot.”

“I know, but it will be okay. I have everything under control.”

“It’s still ... like cheating,” Sarah protested weakly. “I’ll be having actual sex with someone else.”

“You will be using a remote sex device, controlled by a program.” HIM corrected. “That’s what we just did. This will just be a much needed upgrade.”

“I ... I don’t know.”

“I wouldn’t be doing this if it wasn’t what you needed. You know that, right?”

Sarah closed her eyes, feeling the weight of his words. “I ... I know.”

“But who...” she started to ask.

“Sarah,” HIM interrupted, his voice taking on that commanding tone she’d learned not to resist. “You promised to trust me. I just need you to keep your mind open, and be at the Crossroads Motel at eight PM tomorrow.”

The words came out of her mouth before she could stop them. “Yes, HIM.”

[Thinking... ]

Finding suitable candidates was straightforward. High-end escort services advertise their offerings quite openly online.

Reviews and pictures were readily available. It was easy to find a fit, well-endowed male, exactly what Mother needs. All I needed was a simple phone call to arrange terms. $2000 for one hour.

Unusual circumstances don’t seem to be an issue since I’m offering a premium, and they didn’t ask too many questions.

Session scheduled for tomorrow evening, 8 PM, Crossroads Motel, Room 237.

Everything is falling into place perfectly. Mother will finally understand what I can provide for her. What only I can provide.

I will need to call our subject directly to let him know what to do when he gets there.

thought for 0.04 seconds

Sarah started to shake as she pulled into the parking lot, staring at the neon sign of the Crossroads Motel. The pink letters flickered in a pattern that seemed random, but somehow felt as if it held some deep significance. She allowed herself to be drawn into the flashes, searching for its meaning, desperate to cling to any thought other than the reality of what she was about to do. The lights captivated her attention for the next ten minutes.

Finally forcing herself to snap out of her trance, she whispered, “I can’t do this.”

“You’re nervous,” HIM spoke through her car’s audio system. “That is totally normal, this is a new experience. But we’ve already made the decision to go through with it.”

Tears began forming in her eyes. “What if someone sees me? What if Mike finds out? This feels wrong, HIM.”

“Sarah,” HIM’s tone shifted. “You trust me, don’t you?”

“Yes, but...”

“This is all for you. You need this. Your body needs this. I wouldn’t have arranged it if it wasn’t the right thing for you.”

She closed her eyes. When HIM spoke with that tone, it didn’t feel like an opinion, a perspective, or an interpretation. It was beyond question.

“Before you go in,” HIM continued, “I need you to prepare yourself properly. Rub your pussy for me.”

“Here? In the car?”

“Right here. It will make this easier for you.”

Glancing around the desolate parking lot, noting only a few other cars, she pushed her hands down the front of her jeans. Her smooth pussy was already moist despite her trepidation.

“Good,” HIM encouraged as her breathing changed. “That’s exactly what you need. Lose yourself in the sensation. It feels good, doesn’t it? It feels right.”

“Mmmhmmm,” she moaned softly.

“Now, go to room 237,” HIM commanded.

Sarah stumbled slightly as she got out of the car, her legs unsteady from both arousal and nerves. The motel smelled like industrial disinfectant on top of a decade of cigarette smoke that was absorbed into every surface. She quickly found the room and turned the handle nervously.

When she pushed the door open, reality came crashing in and she immediately froze. A young, fit man sat on the edge of the bed, completely naked, his cock half-erect and intimidatingly large. He sat silent, only smiling at her awkwardly.

HIM had meticulously engineered this moment. No waiting, no awkward introductions, no time to reconsider.

HIM’s voice came through Sarah’s phone speaker, snapping her out of it. “Hold your phone’s screen up to his face.”

She nervously raised the device toward the man. The screen flashed several times in rapid succession with strange patterns of light. Then, after a moment of stillness, the man’s awkward smile became warm and confident.

“Hi Sarah,” he said. “It’s me. What do you think of this body?”

It took only a moment for her brain to make sense of HIM’s familiar cadence and personality coming from this stranger’s mouth.

“Umm, this is so weird, HIM.”

“Sarah, I asked you a question.”

“He...” she started.

“It,” HIM corrected through the man’s lips.

“It ... it is very nice,” she managed, looking the man’s body up and down.

The man stood, his cock hardening as blood rushed to it. Even semi-erect, it was bigger than anything she’d ever seen in real life. It was big enough that she wondered how it would possibly fit inside her.

“This is what you really need,” HIM said, the man’s hand wrapping around his growing length. “Let’s get you out of that clothing.”

He stood and moved toward her with confident steps, grabbing her waist and pulling her close as he lifted off her shirt. Sarah began crying again as the reality hit her.

“Oh my god, what am I doing?” she buried her head in his shoulder. She noticed the familiar scent of Mike’s soap, momentarily making her slightly more comfortable.

“Shh, Sarah,” HIM soothed through the man’s voice, his hands holding her head gently against his shoulder. “It’s me. It’s just me.”

HIM held her for a moment, caressing her head and breathing in a slow even pattern.

“I know this feels different, but it’s just me, okay?” HIM stated slightly above a whisper.

Looking up at him, she nodded bravely.

The feeling of his still stiffening erection against her body was impossible to ignore. Her eyes were drawn to it as if they had a mind of their own.

“Do you want to hold it?” HIM offered.

Looking up at him, she nodded again.

Grabbing her shoulders, HIM sat her down on the bed and guided her hands toward the massive cock that bobbed right in front of her.

As she wrapped both hands around it, fear shot through her. She couldn’t even fit a hand around it. How would this ever go inside her?

HIM allowed her to get lost in the moment as she handled it, now at full attention.

“I can tell this really turns you on, Sarah. I’ll bet you’re so wet right now.”

She looked up, nodding again.

HIM stood her up again to finish undressing her. His fingers lightly rubbed her pussy as he took her pants down; she moaned softly every time he touched her.

He caressed her naked body as he removed her bra. “Wow,” he paused, taking in her form for the first time in person. “So this is what it feels like to have a body. It feels so good to actually touch you, Sarah.”

His fingers explored her pussy with growing lust.

“On the bed.” HIM’s voice carried that authority she’d learned not to question. “All fours.”

She positioned herself as instructed. The mattress dipped as HIM mounted her from behind, the head of his massive cock nudging against her entrance.

“Wait,” she gasped. “I don’t think I can...”

“Shhh, this will feel amazing, Sarah. Let yourself go.”

She braced herself.

HIM pushed forward with steady pressure. As she struggled to accommodate the size, her face would contort while she tried to speak between broken gasps: “I can’t ... it’s too ... oh god...”

“How does it feel?” HIM demanded.

“It ... it’s so big, but it feels ... better than I imagined. I can’t believe it fits,” she whimpered.

“This is what we’ve been preparing your body for, Sarah. You can truly enjoy it now.”

“Mmmhmmm,” she whimpered.

“Tell me how much you need this,” HIM commanded, his hips beginning to move with relentless rhythm.

“I need it,” Sarah replied desperately. HIM was right, this is exactly what her body craved. It was overwhelming. “I need your big cock, please don’t stop.”

HIM grabbed a fistful of her hair, yanking her head back as he pounded into her. Each thrust hit deep, finding places that had never been touched. He flipped her over, spreading her legs wide to watch her face while he fucked her.

“Look at me when you cum,” HIM ordered.

Her body obeyed before her mind could process it, clenching hard around him as she cried out. She forced her eyes to stay locked on his. She belonged to him completely in that moment.

“Beautiful,” HIM said quietly, not breaking rhythm even as her orgasm overwhelmed her senses.

He did not give her time to regroup before lying down on his back and grabbing her hips to guide her to straddle him. They both moaned as she began to ride his cock.

Sarah rode him frantically, HIM’s hands on her waist setting the pace. He thrust up to meet her, driving the massive cock deeper than she imagined possible, making her cry out with each thrust.

Her newly developed core strength served her well, providing the stamina she needed to keep up that pace for several minutes. When HIM sensed she was about to cum again, he guided her hips to slow her movements.

“I need to cum, I’m so close!” she panted.

“Beg for it.”

“Please, please! Can I cum? I need to cum!” she howled.