The office felt even more oppressive today as you made your rounds, trying to keep your head down. You weren’t wearing the humiliating stockings and heels yet, just the degrading maid’s outfit that Courtney had forced you into. The short, frilly skirt and lace-trimmed apron clung to your body, making every step feel like a reminder of just how low you had fallen. The thin fabric brushed against your bare legs, a constant symbol of your subjugation.
You were dreading what might come next. Courtney had already made it clear that this was only the beginning of your humiliation, but for now, you tried to focus on your cleaning tasks, hoping to make it through the day unnoticed.
Unfortunately, that hope died the second Olivia stepped into the room.
She appeared in the doorway, her presence instantly commanding the space. She wasn’t wearing her usual skirts or tights today. Instead, she had opted for something far more intimidating—a tailored suit. The black suit pants fit snugly over her legs, and the sharp crease of the fabric emphasized her confidence. Her feet were clad in a pair of black flats, the soft leather shining in the fluorescent office lights. Peeking out from beneath the hem of her pants, you could see her black socks clinging to her ankles, the material hugging the curve of her feet.
Olivia crossed her arms and smirked, her brown eyes scanning you from head to toe. “Look at you,” she said with a mocking laugh. “You look ridiculous. Did you honestly think you could sneak by today without someone noticing?”
You straightened up, trying to avoid her gaze, but Olivia stepped further into the room, closing the door behind her. She sauntered over to you, her flats tapping softly against the floor.
“I heard you’re the new maid now,” she continued, her voice dripping with sarcasm. “How the mighty have fallen, huh?”
You clenched your fists but said nothing, trying to focus on your work, hoping she would get bored and leave.
But Olivia wasn’t going anywhere.
She circled you slowly, like a predator stalking its prey. “You know, I used to look at you and think you were someone important,” she said, her voice soft but cutting. “Now look at you. Pathetic. Crawling around like a little servant.”
You kept your head down, refusing to engage, but that only seemed to encourage her.
“Clean my office,” she ordered suddenly, stepping back and pointing to the spotless floor. “It’s dirty.”
You looked up, confused. The floor was immaculate, not a speck of dust or dirt anywhere. “But… it’s already clean.”
Olivia raised an eyebrow, her smirk turning into a sneer. “Did I ask for your opinion? I said clean it.”
Swallowing your pride, you grabbed the mop and dropped to your knees, starting to scrub the floor. As you worked, Olivia sat down at her desk, casually crossing one leg over the other. Her suit pants tightened slightly around her legs as she leaned back in her chair, watching you with amused satisfaction.
“Make sure you get every corner,” she said lazily, flicking her fingers at you as if you were nothing more than an afterthought. “I don’t want to see a single spot left.”
You kept cleaning, your heart pounding in your chest as you knelt on the hard floor, scrubbing furiously. You just wanted this to be over.
But Olivia wasn’t done.
“Oh,” she said suddenly, her voice full of fake concern. “Looks like you missed a spot.”
Before you could even look up, you heard the splash of liquid hitting the floor. Olivia had tipped her coffee cup over, pouring the dark liquid all over the spot you had just cleaned.
You froze, staring at the mess she had just made, your hands gripping the mop handle tightly.
“Oops,” she said with a wicked grin. “Better start over.”
Your blood boiled, but you knew there was nothing you could do. If you resisted, things would only get worse. Reluctantly, you went back to scrubbing, wiping up the coffee as Olivia watched with barely concealed delight.
Every time you cleaned the mess, she would pour more, laughing softly as the brown liquid splattered onto the floor again and again.
“Come on,” she taunted. “Is that really the best you can do?”
You gritted your teeth and continued, your face burning with humiliation. But behind the shame, there was something else—a twisted, undeniable thrill. As degrading as this was, there was a part of you that craved it, that loved being beneath her, following her every command.
Olivia must have sensed it because her smile widened as she stood up, walking around the desk to stand over you. Her flats made barely a sound as she approached, the soft leather gleaming in the light.
“You know,” she said, wiggling her toes inside her flats, “my socks are feeling a bit dirty. I think it’s time you did something about that.”
You looked up at her in shock. “What?”
Olivia raised an eyebrow, her smile cold and condescending. “You heard me. My socks. I want you to clean them. With your mouth.”
Your heart pounded in your chest. “No way,” you muttered, shaking your head. “I’m not doing that.”
Olivia’s smile vanished, replaced by a dangerous glint in her eyes. She stepped closer, her black flats stopping right in front of your face, her socked toes almost brushing against your cheek. “Are you really going to refuse me?” she asked, her voice low and threatening. “Do you know how easy it would be for me to ruin you even more? You’re already at the bottom of the food chain. Do you want to go even lower?”
You hesitated, glancing at her socks, the soft black fabric taunting you. The weight of her threat hung over you, and despite your revulsion, there was that same dark thrill creeping back, urging you to submit.
“Good boy,” Olivia purred, sensing your hesitation. “Go on. You know you want to.”
Reluctantly, you leaned down and pressed your lips to her socked foot. The fabric was warm and slightly damp from being inside her flats all day. Olivia let out a soft, mocking moan as you obediently kissed and licked her socks, the taste of sweat and submission filling your mouth.
“Look at you,” she teased, wiggling her toes beneath your lips. “You’re loving this, aren’t you? Being my little servant.”
As you continued, your face burning with shame, Olivia stepped back and reached into her desk drawer. “Since you’re enjoying yourself so much,” she said with a smirk, “I’ve got something else for you.”
She pulled out a pair of black nylons and tossed them onto the floor in front of you. “Put these on.”
You stared at them, your heart racing. “No. I’m not wearing those.”
Olivia crossed her arms and looked down at you with a cold, domineering stare. “You don’t get to say no. Put them on, or I’ll make you.”
You tried to stand up and push her away, but Olivia was quicker than you expected. She grabbed your wrist and shoved you back down with surprising force. For such a petite woman, she was shockingly strong. You struggled, but it was no use. Olivia’s grip was firm, and before you knew it, she had you pinned down on the floor.
“You’re weaker than I thought,” she sneered, straddling you as she held you down. “I always knew you were pathetic, but this? This is just sad.”
You fought back, but Olivia was relentless. She shoved the nylons into your hands and leaned in close, her breath hot against your ear. “Put them on,” she hissed. “Or I’ll humiliate you even more.”
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