Boss to Bitch within 24hrs

Boss to Bitch within 24hrs

The story of a Boss who gets turned into his secretary's Bitch

Chapter 1 by kerchek kerchek

The following story is a work of fiction. All characters in this story are at least 18 years old. Any resemblance to names, places, events, entities and other things are purely coincidental.


With a coffee cup in one hand and a sandwich meal bag clutched under her arm, Stella rushed into the sleek, glass-paneled office of Aster Industries, the smell of freshly brewed coffee wafting through the air as she jogged, struggling to hold the coffee without spilling.

She couldn’t help but sigh as she remembered how she ended up in this position. With a degree in business administration and aspirations for a better role, here she was, relegated to the duties of a secretary just to pay off her student loans. The corporate world was a jungle, and she was just another prey navigating its treacherous terrain.

As she reached her small desk to take a breather, a ping from her phone interrupted. A message from her boss: “Where's my coffee babydoll?"

Stella’s stomach sank; she took a quick sip of the coffee before spitting in it and closing the cup lid, before gathering her resolve and heading towards Chris's office.

Entering the cabin, she was hit by the familiar scent of expensive cologne and polished wood. Chris was everything she had heard—charismatic, overconfident, and annoyingly attractive.

At first glance, he seemed like the kind of guy who would charm anyone but remain loyal, but behind that confident facade lay a notorious reputation as a womanizer and an asshole, the story circulated only among a small group of female staff about his affairs with both unmarried and married women at the office, as he managed to maintain a pristine image in front of his wife and family. It was a skill he wielded like a magician, and Stella couldn’t help but feel a mixture of dread and helplessness as she set the coffee and sandwich on his desk.

“Thanks, Stella,” Chris said, his voice smooth and inviting.

As she turned to leave, suddenly, she felt him move closer, his hand brushing against her hip as it slowly caressed her butt, in a way that sent a jolt of discomfort, paralyzing her.

"Before you go, why don't you greet Chris jr. before you leave?" Chris joked, letting her hand touch his hard dick underneath his pants.

"...Sir, we are at office..."

"Daddy has a tough day today. So why don't you crawl under the table and do as you are told? Hmm?" Chris whispered to her ear.

Since the moment she was appointed as Chris's secretary, her fate was sealed. Although it only has been a month, his advances increased each day. Apart from closing the deal and having sex, they have done almost everything else orally possible.

After her boyfriend found evidence of cum stains on her clothes, she couldn't even deny that she was cheating on him and finally broke up, leaving her alone and miserable.

Though she wanted to retaliate and complain to HR, she was already quite familiar with what happened to her predecessors who had taken that path and withdrew that option helplessly.

Left with no other choice, she quietly locked the cabin door before crawling under his desk. Unzipping his pants, she took out the fairly modest cock out before rubbing it and taking it in her mouth.

*SUCK*

*SUCK*

*SUCK*

As the wet noises of her throat against his dick continued, she couldn't help but gag as she felt the warm semen invade her mouth.

Letting go of her head, Chris asked looking at Stella crouched down with his wet dick still in her mouth, “How about dinner tonight?" His tone casual, as if he was merely suggesting they grab a bite.

Stella’s heart raced, and her mind scrambled for an excuse. She knew there was no way to escape him. She had already come with all the excuse she could to postpone it, but she knew he wouldn't let her go off easy if she kept him waiting.

She wanted to say no and push him back but having bills to pay and a student loan to close, she could only swallow her words and agree. "Okay..."

“Great. Liaisons Gourmandes. I’ll see you at seven. Don't be late,” he replied with a smirk.

As she left his office, the reality of the evening ahead slowly started to settle in.


That evening, Stella stood in front of her mirror, adjusting the hem of her black dress. It hugged her curves just right, as she prepared for dinner. A mix of self loathing and dread twisted in her stomach as she convinced herself that this was merely a professional obligation— something many have to go through when starting their career, nothing more.

The subway ride was uneventful, the rhythmic clatter of the train lulling her into a distracted state. She thought of Chris and the power he wielded in the office, all while trying to shake off the unsettling nature of his behavior.

As she glanced around the train, an older gentleman caught her eye. His hat pulled low and coat wrapped tightly around him.

Suddenly, he fumbled, and a pocket watch slipped from his coat, clattering against the floor. She bent down to pick it up, intending to return it, but when she looked up, the man was nowhere to be seen.

Just as she was about to get down and call out for the man, her phone buzzed. It was Chris, reminding her he was expecting her at the restaurant at sharp 7. Sighing, she slipped her phone alongwith the pocket watch back into handbag as she hurried off the train, and made her way to the upscale eatery.

Upon arrival, Stella was led to a cozy corner table where she waited for Chris. As the minutes ticked by, she pulled the pocket watch from her bag, intrigued by its vintage charm. The face was ornate, and time was set at 12:00 AM. Out of boredom, she pulled the crown to set it to the current time.

Just as she did, the second hand began to move, but instead of ticking forward, it spun backward. Confused, she tried to adjust it, but the crown remained unmoving.

Suddenly, a strange sensation washed over her. When she looked up, she realized something was wrong. The bustling restaurant had fallen eerily silent. Diners were frozen mid-conversation, glasses suspended in midair, and in that moment of disbelief, her eyes fell on Chris. He was striding toward her, but now he was completely still, caught in time as if someone had pressed pause on the world around her.

Stella’s heart raced, a mixture of fear and exhilaration flooding her senses. What had she just stumbled upon? The pocket watch felt heavy in her hand, and for the first time, she sensed the weight of its power.


What's next?

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