Chapter 7

The next morning, Lola awoke again to the suffocating rolls of fat of her captor, his coarse chest hairs tickling her nose. In her sleep, she had dreamt of Ohio—of sunlight, her mother being happy, and a time before this nightmare began. She awoke with a start, gasping, only to be yanked back by the taut pink elastic rope fastened cruelly around her neck.

Her brief moment of freedom was snatched away as the rope bit into her skin, choking her, and she was slammed back down onto Pembroke’s heaving chest.

“Good morning, my lovely,” Pembroke purred, stretching his thick arms above his head. He yawned wide, his cavernous mouth gaping open like a hippo’s, revealing a row of yellowed teeth speckled with fillings. The sound of his jaw snapping shut echoed in the stale air. He turned his leering smile down at her and, without hesitation, pressed his cracked lips against hers in a wet, lingering kiss.

With a grin, he asked, “How about a morning blowjob?” and casually unclasped her neck collar. Lola finally took a deep breath and rubbed her throat, still tender from prolonged oral sex and neck bondage. As she moved, she was reminded of the pain in her bottom, her anus spasming with every motion. She brought her fingers to massage the area, trying to ease the discomfort.

“As you wish, Master,” she said with resignation. She shifted away from his grotesque face and made her way down his body, between his legs, and towards his rock-hard erection.

“Great stuff” beamed Pembroke, enjoying her oral attention on his cock. “I can lie in another half hour, so that’s half an hour of my cock in your mouth young lady” he laughed. “Soon, I won’t have work, and I can spend even more time down here!” Lola almost choked with gloom as she brought her mouth down again, thinking of how miserable her existence was while his cock filled the space of her throat.

Pembroke flicked on the screen and watched with satisfaction as Lisa changed her clothes in her bedroom. He absentmindedly stroked Lola’s head while he observed her mother through the hidden camera’s live feed.

Lisa was growing very worried. It had been days since she heard from Lola, and she couldn’t shake the thought that her ex may have taken away all forms of communication. Was Lola back in Ohio or still in San Francisco? Was she with social services? Lisa felt completely helpless, especially on her last day at work.

She desperately tried to come up with a plan, but all she could think to do was dress seductively for her boss one final time. Money was running low, and if she had to leave her apartment, she would be in serious trouble, especially if her ex brought up the issue of housing.

Maybe Mr. Pembroke could be her last hope - he was a creep, but maybe she could use his obvious attraction to gain something from him. And so, she put on stockings and suspenders, her shortest skirt, testing herself in the mirror and checking the tops could be hidden, more or less, when she walked. Who the hell cared anyway? Her colleagues must think she was a stupid slut in any case.

“Lola! Look up at the screen!” Lola lifted her head from his crotch, a trail of saliva trailing from his cock to her lips and she turned around to see her own mother getting changed, slipping on stockings, and fastening on suspenders.

“Your mommy is getting ready for work, take a look. Have you ever tried on her lingerie? Oh my, those black lace panties look irresistible,” he exclaimed as he watched Lisa put on a bra and matching panties, along with suspenders and stockings that snapped into place. Pembroke couldn’t help but comment, “Lola, have you seen her wear lingerie like this before?” He placed his hands on her neck as he asked her.

Lola replied sullenly, “No, I don’t peek at my mommy she is changing. I think it’s wrong to spy on people while they’re changing into their underwear or when they’re fully naked.”

Pembroke’s fingers dug into her neck. “Hmmmm,” he growled. “I’m not sure if a beating or a long stay in one of the drawers is warranted for such insolence. But I do know one thing - you’ll be making it up to me by putting that mouth back where it belongs - on my cock.” He then pushed her face back down on his penis as her mother made her last adjustments before leaving her apartment.

“We are going to have to decide what do with your mother, Lola” Pembroke said thoughtfully as Lola mechanically moved her mouth up and down his shaft. “We have been quite fortunate with how stupid she is, she does not appear to have gone to the police yet, from the recordings in her flat she believes the note I left that you have gone to your daddy’s place. It’s quite fortunate I stole your phone, not just that I got to blackmail and take you, but that your mother cannot communicate with you, or so she thinks.”

Pembroke gazed at the ceiling, thinking out loud, hands behind his head while Lola continue to administer her tongue, hoping she might still avoid a punishment for her earlier outburst.

“Something has to happen to your mommy, Lola” Pembroke stroked her hair. “Eventually she is going to go to the police, and there will be a search for you. I think I’ve covered myself quite well, but I don’t like the idea of your mother running around looking for you causing trouble, especially as she knows me. For one thing, those cameras in the apartment are fun but I have to get them out soon.”

Lola’s heart raced as she pulled her mouth away from the large cock, struggling to catch her breath. Saliva dripped from her lips onto the cockhead. “Please ... please don’t hurt my mommy,” she pleaded.

Pembroke pushed her hair back and tucked it behind her ear, his smile cold as he looked into her pleading blue eyes.

“I’m afraid, my dear, that to protect myself—and my property,” he said, his fingers brushing over her cheeks to emphasize the word property, “your mother will have to disappear from the face of the earth.”

He tilted his head thoughtfully. “Perhaps an accident ... though that could be tricky. Or a quiet hole in the ground. Or,” he smirked, “she could join you down here.”

His hand lingered on her face, his voice dropping lower. “I must admit, I don’t hate the last option. I’m enjoying how malleable you are—so meek, so quiet, so obedient. But your mother? Oh, she’s different. I know from working with her that she’d need ... a lot of discipline. Far more than you. How does that make you feel, hmm?”

“But ... she doesn’t know anything, you can just leave her alone. Please?” Lola’s eyes watered, trying to find some humanity in Pembroke.

“You’re right she doesn’t know anything, but look at her. She’s a whore. Eventually she will use her pussy to get someone with a brain to work on your disappearance. It might be fun watching her run about in the outside world, but I could never fully relax, I want to enjoy my retirement with you...” he ran his finger lovingly around her delicate jawline. “I’ve looked into both of you. Your dad, if he is your dad, is a deadbeat. If both of you disappear, no one will care, your mother is the only human in the world who cares about you, and nobody cares about her except you. So if both of you vanish, well, I can rest a lot easier.”

Pembroke stroked Lola’s petite chest and mused out loud, “I adore your shape, Lola. Your small waist and breasts, your adorable little face. But it wouldn’t hurt to have a little more to sink my teeth into, some tits and ass.”

Pembroke leapt off the bed, not caring that Lola fell off him and landed on the floor. Lola landed on her bottom and let out a cry of pain, still feeling discomfort in her asshole from the previous night’s vicious ass raping.

Pembroke walked over to the wall and retrieved a bamboo cane. He used the remote control to switch the screen to a video of Lisa showering. “Take this cane, Lola,” he said, handing it to her. She was well aware that this thin piece of wood was intended only for inflicting pain.

“Swish it through the air, Lola,” Pembroke instructed.

Lola obeyed, slicing the cane through an invisible target and flinching slightly at the sharp, whistling sound it produced. Her fingers brushed over the smooth wood, tracing its grain, and she couldn’t help but wonder how it would feel against her own skin.

“Imagine the damage this could do to your body, Lola,” Pembroke murmured as his fingertip glided slowly down her bare spine. “It would tear your skin—badly.”

His finger followed the curve of her back, lingering where he imagined deep red welts would rise under the cane’s cruel bite.

“But don’t fret, my little one,” he whispered into her ear. “I believe your mother will deserve this punishment more, and it will bring me great pleasure to strike her fleshy tits and ass. Just look at that body...” He turned Lola’s head towards the screen, where Lisa’s body was shown in the shower, a smile on her face as she washed her hair. “Yes ... I would much rather see that plump derriere quiver with each hit.” He ran the tip of the cane across Lola’s skinny torso. “My, how your mother would sing. Have you ever heard your mother scream in pain?”

Lola broke down, to her knees, and hugged Pembroke’s thighs. “Please ... Please sir. You said yourself my mother is stupid, she won’t find me, please, you already have me don’t torture my mom, please leave her alone, you can do it to me...” She cried into the inside of his thigh. Pembroke was almost touched, but he had to be hard hearted.

“I’m sorry Lola, we have to deal with your mother some way. She can either be dead, or be a slave down here with you. And you don’t get to decide. If she does come down here, it will be better for her if you lead by example, and be a good obedient girl and let her know from the start how things are.” he said sternly.

Lola fell down to the floor, defeated, her eyes dazed. Pembroke, far from feeling any sympathy, was starting to regain his rection at the sight of the naked young girl at his feet, but he would be late for work.

“Now, Lola, in your cage, with your dildo. It’s your third day, but I will be expecting improvement in your oral skills.” Pembroke locked her in, then quickly made her, her daily meal upstairs and returned with the tray and some new clothes.

“Here, I have a goth girl outfit for you, complete with stockings and suspenders, just like your mother,” Pembroke said with a cheerful tone. “And your meal, remember the rules: on your knees, no hands, only use your mouth, and finish everything. I’ve also added some contraceptive to the mix.” He patted her rear as she knelt down and lowered her head to the food tray. “Soon, I will claim your vaginal virginity, taking all three of your holes,” he stated matter-of-factly.

He soon guided Lola into the cell, now clad in a tight black dress with long sleeves, thin black cotton stockings, and plain black panties—an outfit that looked like it had cost five dollars at a thrift store.

“Remember, Lola,” Pembroke said, his voice sharp as he pointed to the camera mounted discreetly in the corner, “I’ll be keeping tabs on you.” And he handed her the black dildo.

Lola knelt down and wept after he left. What could she do? She could not do anything to help herself or her mother, only endure this horrific abuse for how long? Months? The rest of her life? Would she want to stay alive here? She prayed that her mother could evade this monster and find her.

Lisa Chapman sat across from Edward Pembroke, her mind racing with conflicting thoughts. What did she actually want from him? She crossed and uncrossed her legs, her gaze flicking briefly to his face before darting away. Did she want him to take her out on a date? Or should she just proposition him outright—for how much money? A few hours of indulging his fantasies could probably cover her rent for a month.

Or maybe, she thought, he could simply help her get a new job—a reference, a favor pulled in the right place, if she offered herself to him.

“Mr. Pembroke...” she began, her voice uncertain. It was only a few hours until her final day, and soon, he’d have to escort her out for good. “Err ... could we discuss something?”

“Certainly, Lisa.” Pembroke’s smile was smooth, his eyes lingering on her as he leaned back in his chair. “It’s such a shame you’re leaving. Your presence here,” his gaze traveled slowly up and down her body, “has been deeply appreciated.”

“Hm, yes...” Lisa laughed bashfully, her voice soft and uncertain. She had never done anything like this before, and it had been months since she’d been with anyone.

“Perhaps we could ... have a meeting here? Or, if you’re busy, maybe somewhere outside of work?” she suggested with a nervous smile, shifting slightly in her seat.

She hoped the subtle glimpse of her stockings—just visible as her dress inched up—was enough to catch his interest.

“Certainly, Lisa” smiled Pembroke. “Let me check my diary fo the day...”

Instead of checking his diary, Pembroke casually activated his microphone and switched the basement screen from the looping oral sex videos to a live feed of Lisa.

One camera captured her from above the desk, framing her face and nervous smile. The other, positioned beneath the desk, offered an intimate view of her legs, the sheer black stockings clinging to her thighs, and the delicate lace of her slim black panties peeking through.

In the basement, Lola lay slumped against the cold metal bars, her body curled on her side. The dull ache in her bruised bottom still prevented her from sitting fully on the hard ground. She was absently turning the damned dildo in her hands—her fingers tracing its ridges as her mind drifted in exhaustion and quiet humiliation from practising on it.

She was then shocked to start listening to her own mother’s voice through the speakers, soft, lilting, almost ... flirtatious. And she was with Pembroke! It couldn’t be. Not with the monster!

She had missed her mother so much. Her golden hair framed a face so kind, so maternal, it almost brought tears to her eyes. How she longed to reach through the screen, to grab her hand, to whisper a warning in her ear. Help. Please help me. She tried not to look at the other side of the screen, sowing her mother’s intimate areas under the desk, along her stockings clad legs and up to her knickers.

“This evening we could have some dinner, on me, and discuss your future” Pembroek said kindly. Lisa tried to forget the misery she had faced under him and smiled falsely back at him, wondering what to get and how to get it, out of him this evening. “That sound super Mr Pembroke, may I call you Edward” smiled Lisa.

“Of course, we are not colleagues for much longer” winked Pembroke. He typed into this AI voice generator and his voice boomed into the basement.

“You see Lola, you will have more time this evening to practice with that dildo so no excuses for poor cock-sucking skills when I come down there next. I am going to be out with your mother and who knows what the evening will bring, she seems in a whoreish mood.” Pembroke grinned as he looked at Lola on the video feed, looking forlorn.

“So, how is your daughter settling in?” Pembroke asked Lisa genially, his smile smooth and unreadable under the warm glow of the French restaurant’s ambient lighting. He swirled the wine in his glass, his voice dripping with casual curiosity. “Laura, wasn’t it?”

“Erm ... it’s Lola,” Lisa corrected nervously, her fingers fumbling with the edge of her napkin. “Yes, she likes it. I’d really like to keep her in the same school if possible.”

Pembroke nodded, thoughtfully. Unbeknown to Lisa, their conversation was being recorded and broadcast to the basement. Lisa’s nervous energy, her blatant desperation to win his favor, her lies about how Lola was doing. Pembroke’s smile widened as he imagined Lola, forced to listen to every strained syllable, every awkward laugh. What would she think of her mother now?

Lola was in the basement, hungry and miserable, and forced to endure the cringeworthy conversation, willing her mother to have some initiative and at least care about where she was as opposed to try and win this madman’s favour for some money.

“Now, Lisa,” Pembroke said smoothly, leaning back in his chair as the flickering candlelight danced between them. “I think an entry-level position might suit you. And, lucky for you, I often hear about openings before anyone else.”

Lisa’s eyes lit up with a flicker of hope, but Pembroke wasn’t finished. “But,” he continued, his voice dropping. l, “I have to ask—what’s in it for me? You’ve been so cold to me these past few months. And now, here you are, all smiles and ... effort.”

Lisa’s throat tightened, her carefully applied lipstick feeling dry and cracked on her lips. She had hoped that her slutty dress, her practiced smile, and the glimmer of desperation in her eyes would be enough. Did she really have to say it? Lay herself bare like this?

“I ... I’m sure I can offer you something,” she stammered, her voice trembling under the weight of her humiliation. “You know I’m a hard worker...”

Pembroke chuckled, a low, cruel sound that made her stomach twist into knots. “Oh, Lisa, I know you stay late. I know you try so very hard. But let’s be honest—your real talents don’t lie between your ears. I’d wager they lie ... between other parts of your body.”

With that, Pembroke popped a delicate piece of dessert cake into his mouth, chewing leisurely, his eyes never leaving Lisa’s face.

“You ... you...” Lisa stammered. She looked down at her hands, clenched tightly in her lap.

“The bill, sir,” a waiter interrupted, placing the small leather folder delicately on the table.

Pembroke didn’t flinch, glancing briefly at the total—”Fifteen hundred dollars”. He smiled.

“Well, this isn’t a date, is it?” he said drily, his smirk spreading slowly across his face. “Only fair we split it—half and half.”

Lisa froze. Whatever words had been forming in her throat evaporated into silence. Half the bill ... Seven hundred and fifty dollars. It would drain the last of her savings. What was she thinking spending the last of her money on dinner with this pig when she should be looking for her daughter?

“It ... it could be a date if you want,” she whispered, her voice fragile, barely audible over the distant clink of glassware and muffled conversations around them.

Pembroke’s smile widened. “Oh, Lisa,” he said smoothly, leaning forward just slightly. “I think we both know what kind of date we both want and need. If you had been a little more forward a few weeks or months ago, and worn stockings to work more often, maybe you would still have a job. For now, I can offer ... another fifteen hundred dollars for a few hours tonight at my place.” He raised an eyebrow. “A single unemployed mother, I think you could do with the money.”

Lisa tried to breathe. In the basement, Lola was waiting with baited breath. Part of her urged her mother to have some backbone and not sell her body to the monster. Another part feared for her, would tonight be when Pembroke kidnapped her or murdered her? Or could this even be a hope for her, might her mother find something if she came to his place?

“It’s a deal” Lisa said, trying to be calm. “Just know that I ... I don’t normally do this kind of thing. It’s just...”

“That you’re desperate” finished Pembroke. He laughed. “You get your money when I’m satisfied you’ve earned it. You’re already halfway there with those stockings” he purred. “Now I’m going to call a taxi and you will hold my hand on the way out.”

Lisa shuddered as she took his hand and they walked out. They looked for all the world like an escort and a highly paid tech manager twenty years her senior, her in her short skirt, glamorous, and his hideous form, bits of food stuck to his shirt.

Lisa felt her sense of self dissolve into a nauseating swirl of shame and self-loathing as the taxi wound its way to Pembroke’s house. Her stomach churned, and her skin prickled with cold sweat as his hand crept up her thigh, fingers grazing the delicate edge of her stockings and lingering on the bare skin above them. She flinched but made no move to stop him, her body stiff and unresponsive.

She felt even sicker as she wandered through Pembroke’s house. It perched high in the hills, isolated from neighbors, a sprawling two-story monument to wealth without restraint. Expensive paintings and sculptures cluttered every surface, but their chaotic arrangement stripped them of elegance.

“I ... I’m not sure I’m ready for this...” Lisa’s voice trembled as dizziness washed over her.

Pembroke poured more champagne into her glass with a detached shrug. “Have more champagne—or leave. Call yourself a taxi if you’d prefer.”