CH 14: Pillow Talk

Lila stirred, her mind surfacing from the depths of a heavy sleep. The first thing she noticed was she was clean, completely clean, her body free of sweat, of arousal, of makeup. Her lashes fluttered as she inhaled deeply, the faint scent of fresh linen and something distinctly Andrew filling her lungs.

But she didn’t remember getting into bed.

The last thing she recalled was the elevator, Andrew’s firm grip around her waist, the hum of the city beyond the glass walls as they descended. And now ... now she was here.

The covers draped over her in a way that felt intentionally revealing, settled just below the dip of her waist, leaving the soft curves of her breasts exposed to the cool air. Goose bumps were scattered across her skin, her nipples hardened into tight, rosy peaks. Her petite frame barely making an imprint in the massive bed, her back resting on the soft fabric, her head nestled into the downy pillow.

She stretched slightly, her petite body sinking deeper into the soft mattress. Her small hands drifted over her stomach, her fingers tracing the smooth, delicate curve just above her navel before trailing lower, skimming over the subtle dip of her waist, down the gentle slope of her hips. She exhaled softly as her fingertips brushed over the bare mound between her thighs, her legs shifting instinctively, spreading ever so slightly.

She was naked.

A slow shiver crawled up her spine as she pulled her hands back up, her palms gliding over the soft swell of her ribcage before cupping her small, perky breasts. Her thumbs brushed over her nipples, already slightly stiff from the cool air, sending a tiny jolt through her sensitive skin. She squeezed gently, her breath catching as the familiar weight of her own body settled into her palms.

She touched herself just enough to tease, her fingers grazing her sensitive flesh, her fingertips tracing along the edge of her breasts.

Then her eyes went wide as a familiar sensation started up between her legs, the steady, insistent thrum against her clit and the pressure deep inside her core.

Then she felt it.

Something cold.

Her fingers met between her breasts, where they met the delicate chain resting against her skin. Her heart skipped a beat as she touched the tiny gemstone nestled between her small mounds. It was still there. Andrew hadn’t removed it. And it seemingly turned on by itself.

Lila gasped as Andrew burst into the room, his expression frantic, his hair tousled, and his chest bare. He was in a pair of pajama pants and a robe, clearly just woken up.

“Lila!” he shouted, running to her side.

Andrew’s fingers worked quickly, his touch almost frantic as he fumbled with the clasp. Lila barely had time to process the shock of him barging in before the sensation between her legs grew rapidly stronger, the pulsing rhythm against her clit intensifying, sending a sharp jolt of pleasure through her. She gasped, her thighs pressing together, her back arching slightly as the pressure inside her deepened.

Andrew cursed under his breath, his large hands steadying her as she trembled beneath him.

“I forgot, Hana and Amara can’t take it off,” he growled, his fingers working deftly at the chain.

Lila whimpered, her breath coming in short, uneven gasps as the stimulation pushed her closer and closer to the edge. Her fingers clutched at the sheets, her petite frame tensing as she struggled against the sensation.

“Andrew...”

“I know. Just hold on.” His voice was tight, controlled, but there was a flicker of something else beneath it, guilt.

Lila squeezed her eyes shut as the pleasure built to unbearable levels. Her body wasn’t ready for this, not after last night, not after Sarah, not after everything.

Andrew gritted his teeth as he finally unlatched the delicate clasp. The moment the chain loosened, the pulsing stopped.

Lila gasped sharply, her entire body shuddering from the abrupt loss of sensation. Lila’s eyes widened in desperate plea as the absence of the pulsing chain left a hungry void inside her. With a trembling voice, barely above a whisper, she pleaded,

“Andrew, please ... finish me.”

Andrew’s eyes softened at her desperate plea, and without another word, his hand moved from the necklace to her waist, sliding lower with deliberate tenderness until his fingers grazed the sensitive heat of her bare mound. Lila’s eyes fluttered closed as his touch replaced the cruel rhythm of the necklace with his own, gentle and insistent caresses.

His palm cupped her small pussy, his fingertips dipping into the wet, aching depths of her tight opening. She shuddered, her hips rocking against his hand, her soft cries growing louder and more urgent as he worked her into a frenzy. She was already so close, her body teetering on the verge of release, her muscles trembling, her back arching.

And then his thumb found her clit, circling it with a steady, deliberate rhythm that made her entire body shudder. Her thighs squeezed around his hand, her body arching, her toes curling as the wave of pleasure crashed over her, dragging her down into an ocean of blissful darkness.

Lila gasped, her small body convulsing in his grip, her hips bucking wildly as she fell apart. Her fingers dug into the sheets, her breath coming in sharp, ragged gasps as the relentless spasms controlled her petite frame. Every muscle clenched, every nerve ending on fire, every inch of her burning with an intensity that threatened to tear her apart.

And then, finally, she collapsed, her muscles going slack, her breathing slowing, the world fading into a hazy blur. Andrew stroked her slit gently, coaxing the last of the shocks from her spent body, his touch feather-light against her hypersensitive skin.

“Better?” he murmured, his voice low, reassuring.

“Mm,” she breathed, barely able to form words, her eyes drifting closed as her exhaustion crept in.

“Lila.” he said, calmly.

She blinked her eyes open, meeting his gaze. His eyes were dark, intense, filled with a mixture of lust, relief, and concern.

“About last night,” he repeated, his voice quieter this time. “About Sarah...”

“What about her?” Lila swallowed, still trying to steady her breathing, her body still tingling from her climax.

“She overstepped.” Andrew’s jaw tightened slightly.

Lila let out a shaky breath, gripping the sheets tighter.

“That’s an understatement.” Lila spoke up. She looked up at Andrew, her stomach twisting as the memories flooded back. “She didn’t just overstep, Andrew. She played with me. She knew exactly what I was going through, how desperate I was, how much I needed release and she used it against me.”

She swallowed, the words coming faster, harder.

“In the bathroom, she cornered me. She knew I was suffering, that I could barely hold it together as the necklace pulsed relentlessly against my clit and g-spot. She could see it in the way I moved, in how I was struggling just to stand.” Lila clenched her jaw. “She called me a toy. Said I was nothing but a fuckhole for you to use. She didn’t just want to humiliate me, she wanted me to accept my place as nothing more than an object.”

Lila’s nails dug into the fabric beneath her, her breath coming in uneven gasps.

“She knew I needed it, Andrew. She designed it, she knew how bad it was, how I was going insane. She told me to let her eat me out. She knew cumming would take the edge off, give me a bit more time before I shattered in front of everyone. And I...” Lila’s voice caught, but she forced herself to continue. “I let her. I let her push me into that stall, I let her take control, because I couldn’t. I just couldn’t hold on anymore.”

Andrew was silent, his gaze steady, listening.

“Maybe I should have been stronger,” she admitted, her grip on the sheets tightening. “I should have fought it. Fought her. I should have resisted the waves of pleasure the necklace was sending through me, instead of letting them break me down. But I didn’t. I let myself give in. I let Sarah take advantage of how weak I was.” She swallowed hard, looking up at him. “And when you caught me, and I told you what happened without any hesitation ... You turned up the device. when you set it to keep me right on the edge while you took your time saying goodbye to your guests. And honestly, I deserved it. I deserved all of the pleasure I was forced to hide as you paraded me around the rooftop, knowing what was happening to me, what was going through my mind. I deserved to be edged into oblivion for letting Sarah break me down, for letting her win.”

Andrew’s expression didn’t change, but his grip on the necklace in his hand tightened slightly.

“I wasn’t mad about that part. Not really.” Her voice softened, quieter now. “I know you were proving a point. You were reminding me of what I agreed to, of who I belong to. And after what happened in the bathroom ... I needed that reminder. For that, I don’t blame you, Andrew. If anything, I blame myself.” She met his gaze, her eyes shining with a hint of guilt.

“Lila—”

“But after I was so good after you turned it up, I endured it for so long,” she continued, her voice cracking, “My clit was throbbing. My g-spot was aching. But I never let any of them notice. I kept the moans in my throat. I hid the tremors. I even pretended to have a conversation with them, all while on the verge of shattering. I was so good, Andrew, I was a good girl.” Her voice broke, a hint of desperation creeping in.

“I know, Lila.”

“And then ... As we were about to leave...” she exhaled shakily, “Sarah was there. Sarah just ... She...”

“She overstepped,” Andrew finished.

“She wasn’t the problem,” Lila snapped, her tone turning sharp, angry. “When she reached under my dress, her fingers sliding against my bare slit, I didn’t push her away. I didn’t struggle. I didn’t scream. I didn’t do any of those things. I let her do whatever she wanted. Because the stimulation was so intense, I had been holding on for so long, it was more than I could handle, and I just needed relief, any relief.”

“She shouldn’t have taken advantage of you,” Andrew said.

“You’re right.” Lila said, her tone icy. “She shouldn’t have. So why didn’t you stop her?”

Andrew didn’t answer right away. He just looked at her, really looked at her. His jaw was tense, his fingers flexing slightly where they rested against the mattress. There was something behind his sharp blue eyes, something deeper than just control or frustration.

Lila swallowed, her heart pounding.

“You were right there the whole time,” she said, her voice quieter now but laced with frustration. “You just stood there while she touched me. While she humiliated me. While she made me fall apart in front of everyone. You didn’t say a word. You didn’t pull her away. You just let it happen.”

Andrew exhaled, his gaze darkening, but not with anger. It was something else.

“I should have stopped her. I know that.” He looked at her now, his blue eyes sharp, piercing. “But I wasn’t focused on Sarah. I was focused on you.”

“What?” Lila frowned, confusion flickering across her face.

Andrew’s gaze softened, but his voice remained steady.

“I saw how close you were to breaking. How badly you were struggling to hold yourself together. How much you needed something, anything, to keep from falling apart in front of everyone.” His tone dropped slightly. “You were such a good girl, Lila. You didn’t let them notice how you were shaking. You kept the moans trapped inside, kept the tears from slipping down your cheeks. You didn’t beg, didn’t scream, didn’t lose control. And the way you held onto my arm, gripping so tight, just to keep yourself upright? No one noticed. You made sure of that.”

Andrew paused for a moment before continuing, his gaze locked onto hers.

“You were holding on so tight, Lila. And I could feel it, I could feel how much you were struggling. If I had fought Sarah, if I had made a scene, it wouldn’t have helped you. It would have drawn attention to you when you were doing everything you could to stay in control.”

He sighed.

“Your memory must be a bit fuzzy after the orgasm hit, but I made sure no one saw your reaction. I wasn’t going to let you fall apart in a room full of people who already saw you as nothing more than an ornament on my arm.” He sighed again, but softening his voice. “I wasn’t thinking about Sarah. I was thinking about you. About how fragile you looked, how much you were trying to hold yourself together. I knew the second I yelled at her or caused a scene, it would have brought attention to what was happening. There would have been more whispers, more judgment, and that wasn’t something I was willing to let happen to you.”

Lila’s breath hitched, her fingers curling into the sheets as she absorbed his words.

“Wait ... No one saw when Sarah made me ... made me...”

“No.” He shook his head. “Everyone was focused on their own conversations, their own drinks, their own partners. No one saw a thing. Because it looked like we were just standing side my side with my arm around you.”

“I thought you were just ... letting it happen.” Lila whispered.

“I would never let something happen to you for no reason, Lila.” He reached for her hand, threading his fingers through hers, his grip warm and steady. “I was watching you the entire time, making sure you were okay, making sure you never fell.”

Lila looked down at their joined hands, her heart racing.

“But I didn’t stay in control.” Her voice was quiet, almost ashamed. “I broke. I let her win.”

Andrew tilted her chin up with his free hand, forcing her to meet his gaze.

“You didn’t break, Lila.” His thumb brushed lightly against her jaw. “You endured. You fought through every wave of pleasure, every taunt, every cruel touch, and you made it through the night. You walked out of that room with your head high, with everyone still seeing exactly what I wanted them to see—a girl so beautiful, so powerful, so confident, that not even Sarah can shake her.”

Lila trembled, her stomach twisting, her chest tightening.

“I—”

“You were perfect,” Andrew cut her off, his voice soft, reassuring. “Don’t you ever doubt that.”

“Andrew—”

“Lila.” His tone shifted, firmer now, his gaze steady, intense. “You were perfect.”

She exhaled slowly, her heartbeat steadying, the tension easing from her shoulders.

“Thank you,” she whispered, squeezing his hand.

“You’re welcome, Lila.” Andrew smiled, his eyes flicking down to the necklace in his other hand. “Now ... About the necklace.”

“Oh. Right.” Lila looked at the device, a flicker of unease settling over her.

“It needs to be fixed.” Andrew said as he held it up between them.

“Why?” she asked, tilting her head slightly. “Because it malfunctioned?”

“Yup.” He sighed. “It is just a prototype. But as Sarah explained to you last night, if you remember, The AI is designed to learn, so that it will eventually be able to sense what you need without any prompting. The second a sexual encounter begins, the pulses should start, then gradually intensify based on what is happening, all the way to the edge of climax, until you have an orgasm.” He ran his fingers along the smooth surface. “It’s supposed to be trained for months to learn the exact point before you’d have an orgasm and not go beyond it, while keeping the pulses at a consistent speed and strength so that the necklace itself isn’t causing an orgasm.”

“But it didn’t do that. It just ... turned on. Full force.” She swallowed, her eyes darting from the necklace to his face and back.

“Exactly.” Andrew sighed, rubbing his temple. “That’s the problem. It skipped the buildup entirely and went straight to max intensity. That shouldn’t be possible. On top of that, it shouldn’t have activated without some kind of real sexual stimulation, touching yourself, getting fucked, something substantial.”

“Well...” Lila blushed, looking away. “It wasn’t like I was just lying here doing nothing.”

“What do you mean?” Andrew asked.

“I mean ... I might’ve been touching myself a little when I woke up.” Lila admitted, blushing.

“Define a little.” Andrew raised an eyebrow.

Lila swallowed, shifting slightly under the covers as the warmth in her cheeks deepened.

“I mean ... I just woke up, and my hands kind of ... wandered. Not in a dirty way! I wasn’t fingering myself or anything! Just...” She huffed, frustrated at how flustered she sounded.

“Go on.” Andrew’s expression remained unreadable, but the corner of his mouth twitched in amusement.

Lila rolled her eyes.

“You know how it is. I was waking up, stretching a little, and I just...” She gestured vaguely toward her chest. “Touched them. It’s not weird! It’s normal! Every girl does it. Sometimes you just wake up and adjust, or feel how soft you are, or squeeze a little, just to remind yourself that they exist.” She crossed her arms, pushing up her small, perky mounds in the process.

“I get it.” Andrew let out a low chuckle, shaking his head.

“Do you?” Lila asked.

“I do. But if that was really all you did, then the necklace shouldn’t have reacted.” His smirk deepened. “It’s supposed to recognize real sexual activity: penetration, intense foreplay, maybe fingering at the very least. It shouldn’t react to casual touching.”

“Then why did it turn on?” Lila frowned.

“That’s what I need to figure out.” Andrew exhaled, turning the necklace over in his palm, his expression thoughtful.

“But it definitely malfunctioned?” Lila watched him, her arms still folded over her chest, pressing her small breasts together.

“Definitely,” he admitted, but his tone held doubt. “But the AI isn’t supposed to just glitch like that. It’s designed to adapt, to learn.” He tilted his head slightly, studying the device. “The fact that it activated without direct stimulation means one of two things.”

“And what are those?” she asked.

“One, it’s overly sensitive. It could have misinterpreted the way you touched yourself as foreplay rather than just, how did you put it? ‘Reminding yourself that they exist?’” He smirked.

“Yeah, yeah, okay. And two?” Lila laughed, shaking her chest playfully.

“Two, the AI calculated that you waking up meant you needed to be edged, and so it began the process immediately.” He paused, his eyes flicking to her chest before continuing. “After wearing it all night, and being so close to the edge for hours, it must have thought that it’s default state should be on high intensity. That you need to be constantly stimulated.”

“So, basically, it thinks I’m always horny and wants me to be ready for me to cum as soon as I wake up?” Lila rolled her eyes. “Well, it’s not wrong, but I think that’s taking things a little far.”

“Exactly.” Andrew said, his smile growing. “That’s the problem with machine learning. All it knows is the data it’s been fed, and without human intervention, it learned that you need to be on the edge 24/7, and that the second you wake up, you should be on the verge of cumming. Obviously that would be nice in theory. “He smiled. “But not very practical. As I said before, it should be using months of data, but this seemed to trigger with only one night of use.”

“So, it’s broken.” Lila said.

“It’s a prototype, so it was bound to have issues.” Andrew sighed.

“Can you fix it?” Lila asked.

“No, I can’t. Not myself, anyway.” Andrew shook his head, exhaling slowly.

“Then who—” Lila stopped, realization dawning on her. “Ugh. Don’t say it.”

“Sarah has to be the one to fix it,” Andrew finished, ignoring her protest.

Lila flopped back against the pillows with a dramatic sigh.

“Seriously? Can we not say her name while lying naked in bed?” She peeked up at him, pouting. “It’s too early for Sarah to be living rent-free in my head.”

“I don’t disagree, but the necklace needs to be fixed?” Andrew smirked, shifting on the edge of the bed.

“Yes, but does it have to be her?” Lila huffed, rolling her eyes. “You’re rich. Just throw money at some other genius pervert and let them fix it.”

“She designed the AI, Lila.” Andrew chuckled, shaking his head. “She’s the only one who understands the adaptive coding well enough to tweak it without breaking the learning model completely.”

“Ugh, fine. I get it.” she muttered, but her tone was still laced with irritation. “Will you lay in bed with me already? Or are you gonna keep sitting there looking all smug and handsome.”

“Handsome, huh?” He grinned, but his eyes softened as he moved to lay down next to her. “ And are you sure you get it? Because you don’t sound like you get it.”

“Oh, I get it. I just don’t like it.” She turned towards him, nestling against his side.

“Understandable.” Andrew chuckled, wrapping an arm around her.

“So, how long have you known her?” Lila asked, resting her head on his shoulder.

“Sarah?” Andrew raised an eyebrow at the shift in topic.

“I just said I don’t want to hear her name.” Lila groaned, playing with the waistband of his pajama pants.

“Then don’t ask about her.” He smirked.

Lila huffed but didn’t drop it.

“I’m just curious. You two clearly have history. She acts like she knows you very well.”

Andrew chuckled, stroking her bare back.

“We have a bit of a history, yes.” He admitted, his fingers trailing along the curve of her spine.

“How much of a history?” Lila pressed as her hand slid down into his pants, wrapping her petite hand around his hardening cock.

“You know, for someone who doesn’t want to talk about Sarah, you’re asking a lot of questions.” He smirked, teasing.

“And you’re not answering them.” Lila gave his shaft a playful squeeze, earning a sharp gasp from him.

“You want to know if I’ve fucked her?” he asked, his hand drifting lower, cupping her ass.

“I think the better question is: how many times did she fuck you?” Lila shot back. “How many times did this cock make her cum? How many times did she ride your lap, her thighs quivering as you thrust into her? How many times did you make her scream your name?”

“Lila,” he growled, his grip tightening.

“Come on, tell me. I’m dying to know.” She cooed, pumping her hand slowly along his length. “How long has she known what you taste like? How long has she felt your tongue on her clit, your fingers inside her pussy, your cock splitting her open?”

Andrew gritted his teeth, his breath quickening.

“Lila...”

“Did she moan for you, Andrew? Did she beg?” Lila asked, her voice low, teasing. “Did she wrap her lips around your shaft and take you all the way down her throat? Did she lick her way up your thick shaft and suck on your swollen tip until you couldn’t take anymore and flooded her mouth with cum?”

“Enough.” He grabbed her wrist, pulling it off his cock.

Her eyes went wide as his hand squeezed her wrist tightly, her gaze darting from his grip to his face.

“Andrew ... You’re hurting me.”

His expression softened, his grip easing immediately.

“Sorry.”

“It’s okay,” she said, rubbing her wrist. “Here, let me keep going. I know how much you love my small, delicate hands wrapped around your big, thick cock.”

She reached for him again, her fingers curling around his shaft, stroking gently. Andrew closed his eyes, leaning back against the pillows.

“I’m sorry, Lila.”

“For what?” she asked, her small fingers working his hard length.

“For grabbing you so tightly.”

“Don’t be. I shouldn’t have pushed.” She sighed, leaning against him.

“I never slept with her, Lila.” He admitted. “But...”

“What?” Lila looked up at him, her hand still pumping his cock.

“I loved Olivia.” Andrew said, his tone suddenly serious.

“I know.” Lila whispered.

“She was my entire world. From the moment we met, I was completely lost in her. Every time I saw her, every time she smiled at me, every time she kissed me, I felt like my heart would explode. She was everything to me.” He sighed, his gaze distant.

“But...” Lila prompted, her hand slowing, waiting for him to continue.

Andrew let out a sigh, one that let Lila know his answer was going to be a long one.

“Sarah and I would always be working in the R&D department. She was brilliant, beautiful, young and ambitious. There would be times where her and I would stay late, after everyone had left, after Olivia had come down to see me and I’d kiss her goodbye with the promise of being home soon.”

He took a deep breath.

“Sarah was a flirt, and even though she knew Olivia and I were a thing, she was constantly trying to tempt me, trying to see how far she could push me. And at the time, I just assumed it was her personality. She was young and confident, and she liked to tease people. I started to see her as a friend, someone who could keep up with me. She could talk technology, she could talk business, and she could flirt and joke with me like we were best friends.

It shocked me the first time, but under her lab coat, she was always wearing some kind of sexy lingerie, a bra that made her small boobs look bigger and a thong or panties that were almost transparent, giving a clear view of her pussy. You might be wondering how I found out about that, right?”

“I assume she would take her lab coat off whenever you were alone?” Lila nodded, her hand still lazily stroking his shaft, but her full attention was on his story.

“Yup,” he sighed, “at first, I just thought she was doing it because it was hot down there and she wanted to feel some air against her body. But she started doing it every night, and soon enough, I was just used to it. I never tried to stop her, or make her put her coat back on. I can’t lie, I was getting older and having a pretty hot girl show off her body while we worked was nice. She convinced me we were really close, like there were no boundaries between us. She told me things about her personal life, her exes, how she was looking for a man to settle down with, things like that.”

“I bet,” Lila rolled her eyes, not surprised Sarah had tried to play that card.

“The she got bolder. One night, I was showing her a new project, a new piece of tech that we had designed, and instead of leaving for the night and giving it to the testers in the morning, she stayed behind and told me that she could handle the testing. That was the first time I saw her completely naked, her small tits bouncing as she rode the toy we had created. Her pussy was soaked, and her juices were all over the machine, her hips rocking back and forth, her eyes locked onto mine as she came again and again.

It was a strange sight, seeing her like that. But after that, she kept doing it, and I kept letting her. She’d test the toys, the vibrators, the dildos, the anal beads, everything. And after every session, she’d report her findings, the pros, the cons, the ways to improve the products, the way her pussy clenched, how her legs would tremble, the sounds she made, the orgasms she had. Everything she was supposed to do for her job.

Eventually, things took a turn. We had a few products that were intended for couples, and we would need two people to test them. Sarah suggested that we could tested them together and I agreed. It was all for the sake of the company, that’s what I told myself as I strapped on a strap-on and fucked her from behind, her pussy soaking the silicone cock as she moaned and begged me to fuck her harder, faster, deeper.”

“Jesus Christ,” Lila sighed, her hand pumping his cock a bit faster. “I can’t believe you fell for her tricks.”

“It was stupid, I know.” Andrew exhaled sharply, his fingers trailing along her lower back. “I didn’t think anything would happen. It was just for work, nothing more. We weren’t actually fucking. We were just testing products, nothing more.”

“But something did happen,” Lila guessed, her heart racing.

“Yes,” he admitted. “We developed a long lasting flavored lube that in theory would eliminate the taste of a cock and sperm, not matter the duration or intensity of the blowjob. It would make oral sex enjoyable for both partners.”

“Sounds familiar,” Lila smirked. “We had products like that at Pleazure Express if people wanted to buy them. I remember one of the girls calling the lube ‘magic.’ She said it tasted amazing and was really good for long blowjobs.”

“Probably the same product we made. The idea was to create a product that would be a win-win. The male would enjoy receiving a blowjob and the female would be able to enjoy giving head, without the unpleasant taste of cum, while lubing up for deep throating or a longer session. The only issue was that it had to be tested, and I had already tested so many products with Sarah, so why not just have her try this one out and report the results?”

“Because it was a flavored lube, and that would require her to...”