Kept in line

“Please…” she whined to no effect, “Please, no more…”

Her crimson buttocks felt like they were pulsating, sending waves of rich, hot pain up her spine with each of her shallow breaths. She swallowed and pleaded again, hearing no response. She didn’t dare look back, but she knew that the paddle was high in the air, just about to come dow—

“Oww!” she yelped as the hard wood connected with her bruised flesh once more. Tears streamed down her face, dripping over the desk. Her boss’ desk. He was mad. he was more than mad; he was furious. She had messed up. Again.

“OWW!” she cried, louder, another hard swat landing on her tender, plump bottom. For a few seconds, the pain became her whole world; it was all that she could think of. Then, it receded, leaving her ass burning, her legs trembling… and her panties wet.

She didn’t argue, because she knew that it was futile. When he had called her in his office, there had been no ambiguity as to her fate. She had walked in expecting to be punished, and she knew that she deserved it. She had closed the door behind her, and started to undress without a word. She had been through it a few times already.

It had started with a playful joke one day, about how she had messed up with a client. Her boss had been understanding, but she had carried on telling him how bad she felt, how guilty. He had brushed it off at first, until she had said these fateful words, as a jest: “Sometimes I wish I could get spanked again!”

He had raised an eyebrow, and she had let a little embarrassed laugh out.

“What do you mean, Caroline?” he’d asked, softly. She had instantly turned into a stuttering mess, cheeks as red as a ripe tomato.

“I… Hum… My mother, she… She used to spank me, you know? And, well, it wasn’t pleasant, but at least I didn’t feel the guilt anymore afterwards.”

“I see…” he had simply answered. He had kept his eyes on her, and she had carried on. She wasn’t sure why she had kept talking then, but the words had just kept spilling from her mouth.

“It’s… It’s like, cathartic, the punishment, the… pain… It takes the guilt away. Well, it did then…”

He had nodded. She had stared at the floor. She couldn’t look at him.

“And so… Caroline…”

“Yes sir?”

“You think a spanking would help you do a better job with the next client?”

Her eyes had widened. That little off-hand joke hadn’t seemed like a joke anymore. It had seemed very, very real. That day, she had received her first proper spanking as an adult, right there over her boss’ lap. As she had been quietly weeping in the corner afterward, he had defined a few rules. First, this was purely disciplinary, he was faithful to his wife, thank you very much. As such, she would get to keep her panties. She thought it a little odd, and a little hypocritical, but was in no position to argue ethics.

Second, any further punishment would increase in severity, going from hand-spankings to hairbrushes, paddles, the cane… She had shivered. And for a time, it had kept her on the straight and narrow. Then mistakes had happened. She had been late finishing a report. She had overslept and missed an early appointment. Paperwork got filed in the wrong place…

True to his word, he had summoned her in his office each time, and each time, the punishment had been more severe. And as much as she dreaded it, she knew she needed it, the discipline, the atonement. She needed it and desired it. Not enough to make her make mistakes on purpose, no! But she loved how it pushed her to do better. And indeed, after each session, she knew that her work got better. For a time, she was a model employee, employee of the month even! And then the slip started again. A little longer each time, knowing that the punishment would get harsher, but it always happened.

And so, as the paddle slammed into her ass once more, leaving a deep red mark, she cried her shame out and let the guilt leave her. The hard wood fell again, making her yell. No walls were thick enough to keep people from hearing, she was sure of it. Her panties were drenched —so much for keeping it modest— and she was heaving, sobbing, sniffling between each hard slap.

She knew she would be forgiven but— OWW!

She knew she deserved it and— OOWW!!

She knew she would be better, she would— OWW!!

She clenched her buttocks, knowing full well it would do nothing. She could feel the bruises coming, she imagined the marks. She bit her lip, waiting for the next one.

Nothing came.

“Get up, Caroline,” he boss said.

In her heels and underwear, she made her way to the corner, knowing what was expected of her. She would stay put while he fixed her mistake, her fingers interlocked above her head. No more mistakes, she silently vowed, no more screw ups. And for a time, she knew she wouldn’t. She closed her eyes and let the pain radiating from her crimson ass fill her mind.

4 thoughts on “Kept in line”

  1. Having been a boss for decades, this story is right up my alley. Too bad HR doesn’t allow this sort of thing. 😉 Great story to go along with the – as usual – fantastic picture.

    Like

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