Guilt

The house was abuzz when Ashley and Theo returned. Jeanette was moving around the house like a banshee, getting herself into fancy dress. Ashley wasn’t sure why those things seemed to be spread all over the place, but she hadn’t had occasion to wear fancy jewelry or a dress. And I won’t ever, unless Master Theo wants me to.

“Good grief, Theo,” Jeanette checked her watch when she noticed the couple. “Where have you been, you need to get ready!” The two began arguing while Ashley tried her best to hide at the end of her leash. Apparently Theo and his parents had to leave her for some sort of show that evening, the details of which none of them felt Ashley deserved to know. Since these tickets had been purchased well before Ashley entered Theo’s “service,” the theater’s ****-check area was full for the night. As they collected their stuff around the house to leave for a few hours, Theo pointed up the stairs to his room.

“Wait in your cage, Ash.” Theo ordered. I don’t want to go in that thing, I hate that thing! Ashley raged. That’s why I chose **** school! But, feeling that she wasn’t in a place to try to talk herself out of it, especially not under the watching eye of Jeanette - who was flitting around the room pretending she wasn’t eavesdropping - Ashley meekly nodded.

“Yes, Master Theo.” She turned and made her way up the stairs, hoping that he was watching her ass, as the angle and the tiny hemline would have hidden nothing from him. She made her way into the room and climbed into the cage through the small door, thankful there was still a small mat inside for her to rest on and doubly thankful his streaming music was playing softly in the corner, so she’d have something else to think about other than how screwed she was.

Just as she pulled the cage door shut and heard the latch click to lock her in, Theo’s bedroom door opened. Ashley’s heart leaped for a moment. Is he coming to bring me along?

Those hopes were dashed when Jeanette passed through the door instead.

“Good to know you can follow simple instructions.” She scoffed, then held out her hand as if expecting something. “I need to wash your uniform, I’m sick of you walking around making the whole house smell like your whore pussy.”

“Miss Jeanette?” Ashley covered herself defensively. “If Theo let me out, I could do it. And other chores too.”

“Right, like I’m going to let you wander around my home alone all night. And I just praised you too.” Jeanette rolled her eyes and waved her hand for emphasis. “Take the outfit off, you bimbo. I need it.”

Jeanette barely had patience for Ashley on normal nights, but since they were already late for something it was nonexistent. Ashley struggled to strip her skirt and panties off given the tight quarters of the cage. It took some serious flexibility to get them around her knees and push them through the bars for Jeanette, and then Ashley had to do it all over again to get off the white top and skimpy bra. Once Jeanette had the entirety of the outfit, she casually balled it up and pitched it into Theo’s laundry basket with a cruel smirk. She just wanted to leave me here naked. Humiliate me even more. She curled up to try to cover herself from Jeanette’s stern gaze, but upon seeing her disappointed reaction, Ashley tried to lie.

“It’s cold…” She offered, rubbing her shoulders in an exaggerated attempt to play it up. This was, as always with Jeanette, the wrong thing to say.

“We’re going to be out tonight, you don’t seriously expect me to keep the heat up just for you?” Jeanette shook her head, as if it was the most ridiculous suggestion she’d ever heard. “But since I don’t want to hear your whining tonight, here.” Jeanette grabbed the comforter from Theo’s bed and whipped it up, draping it over Ashley’s cage and dropping her into complete darkness. Noooooo... Ashley whimpered softly as Jeanette clicked off the music and left the room. She hoped Theo might have forgotten something in his room, and she could plead with him without Jeanette whispering in his other ear. But she heard the downstairs door close and lock, leaving her with nothing but her own thoughts and fears to stay with her until they returned.

What would happen if Anna escaped and Theo found out I helped? What would happen if Anna doesn’t escape and Theo finds out I knew? What would happen if she tells him about the gruel? Or makes something else up? Maybe she says it was my idea?! Maybe she makes me come with her?!

Ashley couldn’t even conceive of the punishments they might impose on her for these. Flog her publicly? Sell her? Her whole family would be humiliated! Despite being naked, she was sweating from the stress of it, and her heart was racing like she was mid-workout. With nothing else to focus on, the “maybe”s were spinning Ashley in circles for what felt like days, even though the family was only gone for a few hours. She was so stuck in her doom spiral that she didn’t hear the family return from the theater. When Theo suddenly yanked back the comforter over her cage, Ashley screamed in shock before she could process what had happened.

“What kind of greeting is that?!” Theo was furious and disappointed with her, as if she’d spat on a present he’d brought.

“I am so sorry, Master! I didn’t hear you come home or enter the room, you surprised me!” Ashley scrambled to get her metaphorical feet under her. “How was the show?”

“Boring.” Theo unlocked the cage and helped her stand up, giving her a moment to stretch out her legs and shoulders from the cramped quarters. Once he felt satisfied that she’d shaken it off, he pulled her into a firm hug, tipping up her chin with his hand so he could kiss her on the lips. After Ashley’s mind had spent the last several hours imagining horrible scenarios where Theo disowned her, the gentle and loving touch was almost more than she could bear. “I missed you.” He said when they finally broke their kiss. Ashley’s legs felt weak, felt rubbery. Like she was melting into his arms. He loves me. He wouldn’t sell me. She thought.

But what if he knew…? What then?

Ashley decided she couldn’t give him the chance - she had to make him love her so much that even if he did find out, he’d have to forgive her. And that meant being the best **** she could be… His dick was pressing into her abs through his chinos, he’d definitely been missing her in one way most of all.

“I missed you too.” She boldly grabbed his cock through the front of his pants. “...Master?” She asked him, but the real question was in her eyes.

“Dinner’s getting cold on the table.” He said, but didn’t push her away.

She pushed her hand under his shirt and rubbed his chest.

“Well… I’m plenty hot up here…” She gave him a smile to make her intentions plain. Theo raised an eyebrow with interest, but held back, as if he was unconvinced but wanted to see where she was going with this. Ahhh, he wants more… Ashley needed to seize this moment, so she mentally called upon the best possible mentor.

Danielle.

Ashley whipped her head around, needlessly flipping her hair from one shoulder to another, as Danielle was wont to do. It seemed to work. More.

“Master…” She said in a husky timbre, “I think dinner can wait just a few minutes…” She slipped her hand to unbutton his jeans, but he grabbed her wrist to stop her.

“We can do it after.” Theo stopped her, but didn’t order her to come downstairs. “Do it?” She still had a chance. She just had to be one of the girls in the porn videos he loved.

Or, Danielle. Just for a night though… right?

“Pleeeeeease, Master.” She embodied the worst of Danielle’s pathetic begging. But she did feel Theo’s cock spring a little, so maybe Danielle was on to something. More. “I’ve been waiting all night… Pleeeeeeease fuck me now… I promise we can fuck again after.”

Theo’s face darkened. Oh shit! I shouldn’t have said ‘I promise,’ it’s his decision to make! Not mine!

“I’m sorry, Master - I-”

“Shh, It’s ok.” Theo smiled again, the darkness passing off his face like an eclipse and his casual smile co. Someone other than his devoted **** might not have even noticed it was there. “Alright, you win. You insatiable slut.” He playfully swatted her backside. “Bend over the dresser, we’ve got to be quick or Mom will get pissed.”

Ashley beamed a little in her small victory, placing her elbows on his filthy dresser - Jeanette is gonna make me clean that - and wiggling her ass back at him. She was already wet and ready for him, a further point of pride. Theo didn’t need to bother with any further foreplay, he was just able to line up the tip of his large cock and begin sliding it in.

Ashley exhaled slowly as he inserted. Is that ever gonna get easier…? Taking Theo’s massive dick was tough every time… but it was her job and she was insistent that she be good at it. So she spread her legs a little wider and pushed back onto him, feeling his little jolt of surprise when her ass hit his midsection a beat faster than he expected. He grabbed her hips, but held them loosely - a silent agreement to let her participate in this **** fuck. I’m getting good at reading his signals… Ashley glowed anew, and pushed herself back to match each of his thrusts with vigor. Theo groaned with appreciation with each one.

“Now I see why you’re taking so long.” Ashley whipped her head around to see Jeanette glowering in the open doorway. Ashley quickly hid her furious blush behind her strong arms. But, spread out and impaled on Theo, she couldn’t hide any more than that from the scowling woman.

“Mom! Don’t you knock?!”

“Theo, I don’t need to ask your permission to enter a room of my house, any more than you need her permission to bend her over.” Jeanette scoffed. Addressing Ashley, she added. “Slut, he didn’t tell you to stop. If all you’re good for is fucking, at least be good at that.” Being ordered to hump Theo by his mom only made Ashley’s cheeks flush a deeper crimson, but… an order was an order. She obediently resumed humping her hips back again onto Theo’s dick, albeit with less enthusiasm due to the audience.

“Get out!” Theo reached for the door and slapped it closed.

“Dump in her already and come down to eat, this take out was expensive.” Jeanette complained through the door, then clomped down the stairs.

Theo, still annoyed at the intrusion, gripped her hips harder so that he could hammer her pussy. The brief playful mood between two friends and lovers was broken, and now it was back to Master Theo using **** Ashley for his release. Knowing better than to say anything, Ashley quietly lay her head on her forearms and let him fuck her until he finished up inside. Jeanette always seems to know how to break up any progress I make with him. It wasn’t a total loss though. After he tucked his cock away, he gave her a soft peck on the cheek that made her beam.

“Come down to dinner.”

Ashley didn’t want to face Jeanette again after what the woman had seen, but it was Theo’s order. She just nodded and followed him down the stairs, quickly dabbing up his cum with a paper towel as she went. When she reached the kitchen, the family’s chicken dinner had been spread to three plates and Ashley’s gruel bowl sat in the corner. She dropped to her hands and knees, intending to eat it quickly so she could go back upstairs as soon as possible. But before she could dive in, Theo pulled the dish away from her. He placed his own plate of food in front of Ashley, then pulled another from the cupboard to serve himself.

“What are you doing?” Jeanette demanded. “She’s supposed to eat the formula.”

“I don’t need your permission to feed my **** whatever I choose.” Theo gave Ashley a quick wink, like he was letting her in on a little prank. Of course, Jeanette’s face looked murderous and Ashley knew for certain that Theo would not feel the consequences - Ashley would.

“That’s true.” Jeanette said coldly.

“She’s been very loyal, and I heard she performed very well in her lesson today.” Theo patted Ashley on the head. “Rewards are important, when they’re earned.”

“Don’t spoil her, son. She’ll end up like your mother.” Theo’s dad laughed as Jeanette slapped his shoulder. Another ‘harmless’ prank that Ashley would end up paying for.

“You heard she performed well?” Jeanette asked, “She didn’t tell you herself?”

“I’m sure she was going to, Mom.” Theo carried on eating. “Anita texted me.”

“For the money you’re spending on these classes, it seems like she should be volunteering that information to her Master immediately.”

“I’m sure she was going to tell me, Mom.”

“Of course she was, Theo.” Jeanette casually paused. “She wouldn’t keep anything from you.”

Anna danced across her mind. Does Jeanette know? How could she possibly know? She’d desperately wanted anything but the foul gruel for dinner, but with the weight of her guilt even the delicious chicken on her plate suddenly seemed unappetizing.

Do I deserve the gruel?

She noticed Jeanette staring down at her and began eating quickly, lest that decision be made for her.

---

“How does this place get so dirty, I wonder?” Harvey joked from his seat on his chair. Well, really it was a couch meant for two, but given Harvey’s bulk it was effectively an armchair. Harvey’s office was larger in square footage than the apartment Anna had shared with her roommates and lovers, but somehow it managed to get messier with only Harvey using it. His question had an obvious answer - this place got so dirty because he wanted it that way. So he’d have an excuse to **** Anna into her pathetically skimpy maid costume and watch her clean it, over and over again. The dirty bastard. Anna growled inside, but kept her smile on her face. She was good at that.

She moved throughout the room trying her best she could to keep her walk steady. The skirt was cut so high that any sudden movement caused it to float up just a pinch, exposing the bottom of her pert brown bottom or her exposed pussy.

“I think I see a potato chip. Near the small trashcan there.” Harvey pointed with the hand that was holding his bottle of wine, before using it to refill the glass in his other hand. With her back to him, she could safely roll her eyes at the obviousness of his trick.

Anna snapped her black high heels together, the white stockings contrasting her brown skin wonderfully. She bent forward at the waist, as he insisted, giving him a full view of her charms from behind. Harvey watched from his little perverted perch, silently grinning every time he got a peek or a show. Just one of his stupid games.

I know what he wants, he knows what he wants. Just do it already, hijo de puta!

But Harvey didn’t make his move. Not yet. More pointless chores had to be done first. As horrible as it must be for Tatiana in her gilded cage, or Madison with her fumbling new master who didn’t seem to know what he was doing, or Ashley having to convince herself how much she liked being owned by her best friend… at least their masters got to the fucking point without all this nonsense. Harvey’s phone rang in his pocket and he answered it, gesturing for Anna to continue.

“This is he. Hello Anita, how are you?” He said, “Treating my girl well, I hope?” He winked at Anna and her blood chilled. “Oh really? Really? Interesting. No, she hasn’t mentioned anything. Let me ask her about it and see what she says, then I’ll call you back and we’ll compare answers.” Harvey hung up the phone and crooked his finger to summon her. “Oh Anna, come here for a moment…”

“Si, seňor…” He loved when she played up the Spanish, maybe that would help… When she got close enough, Harvey reached under her skirt and grabbed a palmful of her ass, holding her steady while she loomed over him.

“Anita said that you had some things to tell me about your school day. She was just calling to see if you had been completely honest with me.” Harvey sipped his wine. “Well, now’s your chance.”

Anna hissed through her teeth. She wanted nothing less than to recount the humiliations of the day, but… Ms. Stonebridge would definitely tell him if she didn’t, and then things would get worse.

“We had a dance class.” She started slowly. “We danced with the other girls… ON the other girls.”

“Mmm… I bet you were a delight.” Harvey cackled.

“I wouldn’t do it.” Anna said, and scrambling for a reason she jumped on one she hoped would land. “I wanted to do it first… with you, seňor.”

“Ha! Good try!” Harvey slapped her hard on the backside. “I don’t believe you, but I’ll give you the chance anyway.” He took a remote control from a side table and turned on a stereo mounted in the corner. Soft rock music played from hidden speakers, filling the room. It was all wrong for a lapdance, the wrong beat, the wrong mood… everything. But in his grin it was obvious that it was just another one of his power plays. She had to wear clothes that covered nothing, clean rooms that weren’t dirty, dance to music that wasn’t for dancing, and fuck a disgusting man who wasn’t worth it. Because he was her master.

With that blonde idiot Ashley helping me, I might actually escape this. Anna thought. But that would only happen if Harvey was happy with her, and so she had to keep playing along…

Anna put down the duster and pulled her hands through her hair, shaking her hips quickly. The effect was closer to a salsa dance than a striptease, but the fat bastard clearly didn’t care as long as she was shaking for him. Each pop sent the skirt up just a little, exposing herself to him again and again. He beckoned her closer with one hand while pulling out and stroking his pathetic little pud with the other. Once he could, he grabbed her collar and yanked her down to straddle his lap, his cock grinding on the outside of her pussy lips as she moved. She resisted the nausea building in her belly at this.

“I know Anita had something delicious for you when you refused your lesson.” Harvey’s whiskey breath enveloped Anna like a cloud at this distance. “Tell me. Everything.”

Anna grimaced. Of course she couldn’t lie about that either, Anita, Coach, even Ashley had seen it all.

“Profesora, she tie me up… Lock my mouth so I no close. Ashley take me to the futbol practice…”

There was a silver lining to having to recount this degradation. Harvey loved hearing about her with other men. More than once he’d demanded her tell stories from her polycule back… before all this. In reality, it wasn’t nearly as depraved as he seemed to hope. Just some lonely men and a woman who enjoyed their touch and company. But when the truth didn’t satisfy, she embellished. A little bit to start - just one fictional guy watching from the doorway while she went down on a housemate one time. Then letting one finger her at the dinner table while they all unwound from the workday, which never happened at all. And the stories got wilder and wilder until she was supposedly fucking half the house at breakfast and the other half in the living room, a “free use fuck toy” he liked to call it. Anna didn’t care what he thought, whatever he needed to hear.

His breathing got shallower and he pulled her in closer as she continued the story. Anna played down her English and grinded his hips even harder, she hoped that between all of that she could get the freak off on her belly without even having to fuck him.

“At the practice…?” He panted.

“The boys, they make me crawl.” Anna kept going. “Each boy, he pull out his dick. They make me kiss before they let me keep going.”

“Lots of guys on a football team.” Harvey grinned. “Dozens. Strapping studs every one of them.”

“Si… I never see such big dicks…” Anna leaned forward, putting her head on his shoulder so he couldn’t see her face while she rode him. She worried he’d be able to tell somehow, and that would be worse for her. His sweat was overpowering at this distance. “The whole way on my knees…”

“Yes… I bet the boys got grabby too.”

“Si, they touch me everywhere.” Anna shuddered. Saying these horrible things almost made them real, even as the reality was already so terrible.

“I bet everyone there wanted to fuck you, my little latin firecracker.” Harvey grabbed her ass with both hands, lifting her hips up to position her over his cock. DAMN IT. Anna thought as he shoved her down onto his cock, penetrating her once again. Degrading her once again.

“Only Coach…” She gasped. “He no let the others-”

“Oh I know.” Harvey said as he lifted and lowered Anna, taking over the pace and fucking her at his speed. “Anita told me. When I signed you up, I told her she can make you fuck anyone she wants for those lessons. So long as I hear about it after.”

“Senor…?” Anna gasped between thrusts. She knew he was vile, but offering her up to anyone Anita said? None of the other Masters would be so cruel! She couldn’t believe it, but she was jealous of Tatiana for a moment and her sick politician.

“I know you love it, Anna…” Harvey groaned. “Maybe if those boys win State, I send you back to that field…?” The image was finally enough to get him over the edge, and he gripped her with his huge paws as he came deep inside her. She had to bite down on her finger to keep from crying out in despair as he filled her with his cum. Again. She couldn’t make her run for it soon enough…

Harvey pushed her up and to her feet. She tried to catch his cum in her hand, but she was too slow and it dripped to the carpet.

“Make sure you get that before you get to bed. No **** of mine is gonna be lazy.” Harvey waddled out of the room towards the shower in his master bedroom, not even bothering to tuck his cock away. Anna was left all alone in his study to clean up the sticky remains of their most recent encounter.

And to plan.