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Chapter 21
by
milk_sleeper
What does Rebecca do?
She gives him the passcode
"Ugh! Fine!" she huffed, "The passcode is... 1234."
Wow, he thought, but decided against turning this into a lecture about device security.
Jared plugged in the passcode and the home screen opened. Her wallpaper was of her and a couple of friends posing at some sort of restaurant.
Hmm, they look pretty cute, too, he amused.
Getting back to the task at hand, he added himself as a contact under the name "Boss," and made himself a favorite contact. He then opened up her camera roll to see if there was anything juicy. The first several photos must have been from the weekend when she took the car to hang out with her friends. Nothing crazy was going on, just some orchestrated shots for social media. Although he did notice that she was with the same two girls who were on her wallpaper.
"Your friends seem like fun," he stated with a wry smile.
"Ew! You're a perv—" she froze in the middle of her disgust.
"Is something wrong?" he asked as he continued scrolling.
"You're looking at my photos?" she asked worriedly.
"I am."
"Wait! Stop!"
"Why? What am I going to find?"
"Nothing just give me back my phone! What are you even doing with it in the first place?!"
As she asked the question she lunged forward, reaching for the phone in his hand. Jared was able to quickly move it out of reach.
"Tsk tsk. That behavior won't help you at all during your punishment tonight," he said, continuing to scroll.
"This isn't fair! Those are private photos!" she whined.
"That's enough, Rebec—" Jared stopped scrolling. The photo on the screen capturing all of his attention.
"NO! STOP!" Rebecca reached for the phone once more, but was easily batted away by Jared's free hand.
Now what do we have here, he pondered. The picture was a mirror selfie of Rebecca's nude ass, but that wasn't what he was curious about. It was the state of her ass that made him intrigued.
"Rebecca, why exactly do you have this photo?" he asked, showing her the phone.
Her face became red with embarrassment. She didn't say a thing as she looked at the ground.
"Hmm, perhaps you were looking to document it?"
Still nothing.
"Rebecca, this is clearly a photo of your ass sometime after I spanked you Friday night."
She sank back into her chair, face growing even more flush.
Jared continued to scroll, and as he imagined, there were more photos of the same subject matter. Interestingly, she took not only several photos, but in many different poses and in some she even looked back at the camera with bedroom eyes. He selected all of them and sent them to himself.
His pocket buzzed and Rebecca looked up in horror, realizing what he had just done.
"How very... interesting," he said as he smiled.
Rebecca pouted and crossed her arms.
"You have a daily assignment now," he began, causing her to drop her arms and meet his gaze.
"What?" she asked.
"I put my number in your phone," he explained as he pointed at the contact name he selected.
She looked in disgust, "So what? You want me to text you 'goodnight' now?"
"In a sense, yes."
Rebecca looked confused.
"Each night, you are required to send me a photo. I will text you the subject matter I am looking for and you will have 30 minutes to deliver it," he explained, handing the phone to her.
She took a second to reach for it, treating it as if it carried a disease.
"I might not text you at the same time every night, so you'll need to be attentive," he said as she took the phone back.
"Ugh, you're the worst," she huffed.
"Well now that you are in such an agreeable mood, let's move on to your punishment," he said, walking back to his seat at the head of the table.
Rebecca put her phone back into her bag and looked at Jared impatiently.
What does Jared have in mind?
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Rebecca's Discipline
The boss' daughter becomes an obedient intern.
Jared's been working hard to keep his job, but when his boss assigns him the role of disciplinarian for her daughter, his job becomes a whole lot harder.
Updated on Nov 23, 2022
by milk_sleeper
Created on Mar 12, 2020
by milk_sleeper
- 1,188 Likes
- 186,893 Views
- 557 Favorites
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- 27 Chapters
- 23 Chapters Deep
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