Chapters tagged punishment

Jared explains the demerit system by milk_sleeper

Chapter 6

Rebecca closed the door behind her, sealing herself in a windowless room with the man who's been giving permission to her. She takes a seat across from Jared at the big table and he notices her newfound shyness. "Let's cut right to the chase then, shall we?" started Jared....

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She's had enough for now by milk_sleeper

Chapter 8

Jared decided it was best to end this session before he went too far. Not that he wasn't willing to go further, just that there _was_ actual work that needed to be done and getting fired would end this wonderful experience before it could even truly begin. _There will be plenty...

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8,053 Views

Yes, but nothing severe by milk_sleeper

Chapter 9

After a quick lunch, Jared jumped back into his projects. He had never been so determined to complete his work. As he plugged away diligently at this and that, he couldn't help but reflect on how his luck had turned around. A quick glance over at Rebecca was a damn good reminder...

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7,825 Views

A timed blowjob exercise by milk_sleeper

Chapter 10

With his wicked scheme in tow, Jared made his way over to Rebecca's desk. She froze as he made his approach, but for some reason didn't seem concerned. In fact, she almost appeared as if she was preparing to say something. "Rebecca, go ahead and get your things packed up. Before...

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9,235 Views

No, but it's close by milk_sleeper

Chapter 11

Jared's cock sprang toward Rebecca's face. Her expression filled Jared with pride. He was wondering how much she could feel earlier during the spanking, but from the look on her face, she wasn't expecting a thick 7.5 inches. There was a moment in which she did nothing but stare,...

42 Likes

7,168 Views

Yes, but she whines quite a bit by milk_sleeper

Chapter 12

Rebecca removed her hands from Jared's dick and folded her arms in front of her. That sexy furrowed brow returned as she pouted in defeat. _Thank fucking God_, Jared thought. But it wasn't a time to celebrate, he had a job to perform. Jared walked over to the chair and sat down...

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6,716 Views

Jared plans for the week ahead by milk_sleeper

Chapter 16

Jared awoke Saturday morning to see the same studio apartment he had lived in for years, yet something about it felt new. No, it wasn't the apartment. He was the one who felt new. A brand new man. Something about this new workplace setup was lighting a fire in him. It wasn't just...

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4,198 Views

Something quick and effective by milk_sleeper

Chapter 22

"You know, Rebecca," Jared started, "it's been a long day." Rebecca perked up. Jared continued, "Why don't we forget about the demerits for today?" "Really?" She asked, not fully trusting of Jared given their brief history. "Really." "Soo... what does that mean though?" "It...

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2,220 Views

Hard, and the audience is pleased by milk_sleeper

Chapter 12

\*SMACK\* The first spank was sharp and fast, causing Rebecca to draw a quick breath. \*SMACK\* \*SMACK\* \*SMACK\* "Ah! Ah! Mmm," she moaned. She seemed to be doing quite well so far. \*SMACK\* "You've decided to be quite a naughty girl on your first day, Rebecca," teased...

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3,293 Views