Theodore approached the boss's office with a nervous rumbling in his stomach. He had only worked at Lavender Inc for a couple of weeks and hadn't had the time to get used to the office life just yet, so being summoned by the higher-ups felt unsettling. With a deep breath, he knocked on the big door, which quickly swung open to reveal the huge, empty office. He felt small as he stepped inside.
Long, dramatic shadows were cast along the floor, bathing the office in the amber glow from the setting sun. In the office, only a small desk sat alone. Behind it sat Miss Emily, the boss of the company. She was handling some papers, her fiery red hair falling down her shoulders. She looked up from her desk, her orange eyes locking onto him, a long, dramatic pause following after.
"Ah, Theodore, come on in," she said, gracefully removing her glasses, eyes like living flames.
He stopped in front of the desk, the office eerily silent, perching high above the ground and isolated from the outside.
"You... wanted to see me?" his voice stammering, nerves betraying him.
"Yes," tucking a lock of hair behind her ear, leaning over her desk with an innocent smile on her face. "I wanted to discuss a business opportunity with you."
"O-oh, that's... interesting," he tried to sound professional, but failed miserably trying to sound confident.
She chuckled, amused by his horrible attempt. "Well, you see..." leaning back in her chair, sending shivers down his spine. "I need a new assistant. My last one unexpectedly..." the long pause setting an eerie tone. "A coworker mentioned you are quite skilled with... paperwork. Is that right?"
"Y-yeah, I-I'd say my skills are quite strong," he said simply.
Her smile broadened. "Good, my schedule is quite packed and... messy, so I need a capable assistant to manage it for me. Do you think you can handle that responsibility?"
"Uhm... yeah, I believe I can," nodding quickly as her eyes settled heavily on his shoulders.
"Are you sure?" Her expression hardened. "I need someone reliable and obedient. A good... dog, so to speak, that follows my every instruction without question," sending an intense glare Theodore's way.
He assumed her to be half-joking, but was taken aback by her seriousness. Giving a strange look, he nodded in agreement.
"Good," judging eyes scanning his entire body. "I have heard rumours that you are a virgin, if I'm not mistaken?"
Theodore's face flushed red. Despite his discomfort in admitting his lack of sexual experiences, he agreed.
Miss Emily's eyes sparked, her smile growing even wider. "There is nothing to feel embarrassed about," licking her lips as she said so. "It's a professional choice and nothing to be ashamed of."
Theodore felt slightly more at ease, still not understanding how his virginity had something to do with all of this.
Suddenly, Miss Emily rose from her chair and sat down on the edge of the desk with one leg drawn up beside her. She adjusted her posture, making her breasts more noticeable and making it harder for Theodore to concentrate.
"I might have my first assignment for you, Ted," Her tone creeped him out.
"W-were starting now? The clock is soon--"
"Shh," Miss Emily interrupted him right in his sentence, placing a finger over her lips. "An assistant doesn't question. Are you ready for your assignment or not?"
"Y-yeah, if you say so," He hesitantly replied, feeling mixed emotions.
With a sly grin, she demanded he come closer, and Theodore walked around the desk to stand in front of her. Despite being taller, he felt so much smaller than her. She leaned against her desk, supporting herself with her arms.
"First assignment," she licked her lips before continuing. "Unzip my pants."
"What?" Theodore exclaimed, taking a step back. "I can't do that!" Bewildered by her request, he attempted to leave the office, but Miss Emily grasped his tie, stopping him in his tracks.
"Do you want to be my dog... and obey my orders?" both staring deeply into each other's eyes, one with mischief and one with fear. "A dog follows its orders?" She yanked him closer, his tie like a dog collar. "So will you follow mine?"
"O-of course, M-Miss Emily," he answered, feeling oddly compelled to comply despite his mind screaming at him.
"Good, now unzip my pants."
His hand traced downwards, hers still firmly around his tie, not letting him try to escape again. Slowly, he unzipped her pants, unbuckling her belt too. His hands moved automatically, like some external force was controlling him.
"Good, now reach under my panties."
"Miss Emily--"
"Shhh," she silenced him again, placing her fingers over his lips. "Do as you're told," and without further protest, his hand slipped under her underwear. His hand met her slick and warm vagina.
"Now, gently rub me and slowly push your fingers inside me," the words came slowly, whispering with a predatory grin as his fingers began rubbing her labia.
Theodore felt a mixture of surprise and pleasure as he followed her directions. Slowly, his fingers caressed against her clit, wandering further inside her. Her breath quickened as he massaged her insides, enveloped by her warm fluids. It was like a sauna inside her, every stroke making Miss Emily shiver and gasp for air, but she still stayed in character, trying to not drop her mask.
"Next task," she suddenly exclaimed, interrupting the date between Theodore's fingers and her vagina. Yanking out his arms from her underwear, she held his hand between the two of them, covered in her vaginal fluids. "Now open your mouth."
Theodore just stared at her in shock, still unsure if he should follow through. But without protest, he opened his mouth where she guided her fingers inside it.
"Now... close your mouth."
Her possessive words were difficult to ignore. Despite his reluctance to follow her orders, he did as she told him. The unpleasant taste of dirty water and urine hit his taste buds.
"And now, swallow."
Theodore shook his head, his discomfort evident, but that only made her more frustrated, pushing his fingers deeper into his throat.
"Swallow..." she said again, her tone forceful as his fingers brushed the back of his throat. But Miss Emily was unfazed, finding it rather pleasant seeing him struggle. Struggling to stay upright, Theodore fell over the desk, catching himself with his hands. Seeing no other way out of the situation, he let her juices run down his throat, cleaning his fingers thoroughly as Miss Emily wanted.
"Does it taste good?" her voice low and soothing with a sadistic smile on her face. His head bobbed up and down, Miss Emily pulling out his fingers, satisfied with his answer.
"Good, now sit down on your knees," her commanding tone carrying such a weight that his legs went numb. Now, his face was mere inches away from her crotch.
She then lifted her leg in the air and firmly placed it on his lap. "Take off my heels," commanding him like a slave. His trembling fingers moved closer to her feet. Slowly, he slid her foot out of her heel, savouring the feel of her nylon sock. After both shoes were off, she let her pants fall to the ground, kicking them to the side, now only her black stockings hiding her legs.
Unclasping her stockings, he peeled her socks off, his climax surging like a tidal wave. Revealing her long, firm and bare legs, he was finally holding her naked feet in his hands. His heart beat faster and faster while caressing her soft feet, feeling sensations he hadn't felt before. With gentle motions, he ran his fingers between her toes, nails coloured in a matte black, curling to the touch of his fingers on her soles. Miss Emily just laughed at the stupid look on his face.
"Time for the next task... take off my underwear," without skipping a heartbeat, Theodore reached up and grabbed her waist and her panties and slowly guided them off her legs. His gaze was locked on her voluptuous thighs, immaculate and impossible not to love. Now with only the end of her shirt covering her privates, his anticipation for the next task was through the roof. With her long fingers, she lifted the end of her shirt, revealing her wet vagina. The urge to touch it became overwhelming, placing his index finger on her red, trimmed pussy and rubbing it slowly.
"You liked the taste before, didn't you?" Theodore nodded in agreement, even though he wasn't a big fan of it. "Good, then drink," she commanded, parting her vagina with her fingers.
Taking a firm grip around the back of his hair, she tugged him closer, their lips meeting in a sloppy embrace. He parted his mouth, pushing his tongue deep inside her. As his tongue danced inside her, Miss Emily made her moans clear and audible. The taste of her was intoxicating, her flavours somewhat sweeter this time. Clasping her thighs, he continued to delve deeper into her delicious, wet flesh, Miss Emily's soft moans echoing in the office. Her thighs jerked after every breath she took, gripping tighter around his hair as her body tensed up.
