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Chapter 39 by deepedia deepedia

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THE NEW COACH CHAPTER 21 (Anna's Pov)

Anna’s PoV:

Meanwhile, on the other side of the city. While Scott, and the agent were trying to save Raven’s from Darel’s influence.

I was visiting the prison. Master Darel was sending me here to visit Caleb.

Behind the bar was Caleb. Usually a cell like this could fit 2 or 3 inmates, but Caleb was occupying the room alone. Master Darel had paid the warden a lot to let Caleb be placed in a private cell like this. To be honest, the treatment that Caleb get was more like house arrest than someone jailed in public jail. There was a desktop PC in his room so he can access the internet, and play games.The limitation imposed on him was he couldn’t go outside his cell aside from the daily workout the prison had.

I stood in front of the bar. Looking at the boy who was bullying my son for years. The detestable boy. Normally, because of Master Darel, I would not express my hatred for Caleb because he was Master Darel’s lil’ brother. And I do think that I spoiled Scott too much and the boy needs to be toughened up. But that didn’t free Caleb of blame. Hence, despite all the reasons I shouldn’t hate him, I still harbor some grudge against the boy. Fortunately, this time, Master Darel was pretty pissed about his brother. He sent me here for one purpose, to teach Caleb a lesson to be a good boy.

“Mrs. Robinson?” Caleb finally realized that it was me. He had a smug smirk on his face, no guilty feeling at all.

“I am.”

“Are you sent by my brother? Or are you here to mock me because I bullied your wimpy son?”

I was sharply dressed in a blue coat and a pencil skirt. A baton and handcuff attached to my belt. it was not sexy enough compared to what the usual Darel's sluts wear. Maybe because of that Caleb was having a hard time to recognize whether I was his older brother's slut or I was here by my own conviction.

“The first one.” I answered.

The grin in his face became wider, “of course, silly me to doubt my old brother will not go after a hot MILF like you. If you are sent by my brother, you must be here to serve me. Finally, after I got the taste of his crush, now I can have the wimp’s mom as my slut. Do you know that I often said to your son that I will bang his mother and make him a slut that can’t live without my cock?”

My face was still stoic, did he not see the baton on my belt?

“Unfortunately, Caleb. I’m not here to serve you. Your brother has given me a task to teach you to be a good boy. Do you know how much trouble you have caused? Granted, if you had not started this chain of trouble, I might not be here and met with the love of my life. But despite feeling grateful for it, I still harbor some grudges to you. Thankfully, your brother had given me the greenlight to settle our grudge. I will turn you into a boy as good as my boy.”

“Fuck you, who want to be a good boy like your wimpy son? Let me talk to that high-and-mighty brother of mine that thinks he is the best and knows it all.”

I entered his cell despite his protest, “Your brother is busy with more important stuff. Now be a good boy, or I will punish you.”

“Don’t you think a bitch like you can just order me around!”

Caleb lunged at me. Unlike my son who was quite short and skinny, Caleb was as tall as me, and quite muscular boy. I consider him as an equal opponent, while I bet Caleb didn’t, and misunderestimate me.

I avoided his initial strike and countered him by kicking his calf to disturb his balance, before followed by a swing to his shoulder to strike him down. I quickly went around and sat down on his back to prevent him getting up.

“Sorry, boy, I’m not as weak as my son, I’m a trained bitch.” I told him as I locked him into position as he tried to struggle.

“I give up, you win.” He declared.

If he thought I would just get up when he said he would give up, he was mistaken. I pulled his hands to the back and handcuffed them. I borrowed these handcuffs and batons from the warden outside before I checked Caleb’s cell.

After securing his hand, I finally stood up and gave him a room to move.

He glared at me with hate.

“Good, now you should understand how it feels when you **** my son into submission. That surely does not feel good right?”

Caleb didn’t answer. The boy was too prideful to admit, but I plan that at the end of the day, he would be an obedient boy that feels bad for making trouble.

“Well, that's just our start. As I said, Darel had tasked me in making you a good boy. You have been making a lot of trouble for him, so he wants me to teach you how to behave and be less troublesome.”

I continued, “First, I want you to stand up. Stand up if you don’t want me to beat you again.”

The threat seemed effective to make Caleb follow my order. He stood up in front of me. Because his hand was handcuffed, I can only do the next part on my own. I kneeled before him, and pulled down his pants so it wouldn’t get in the way. Of course, I don’t want to suck his cock, or let him fuck me despite that I was taking down his pants and let his cock out. Caleb’s cock was surprisingly on par with Master Darel’s in size. Master Darel was grittier though, but as somebody younger than Darel, Caleb still had a chance for it to grow longer or bigger.

“So, do you like what you see, lady? Will you suck my cock?” Caleb asked.

It seemed the boy regained his confidence just because I pulled his pants down.

“As I said, Caleb. I’m not here to make you feel good. But I may reward you if you are a good boy. ” I poked his cock using my baton.

I stood up, and looked him in the face, “I have this one phone with subliminal in my possession, your brother gave me that phone. You must know how it worked. One flash and you will be a good submissive boy. But my dear man didn’t want me to use this on you aside from last resort, he still believes that his little brother can be a better man than just being a good for nothing burden for him. The CIA is now tracking Darel. All because you started this whole mess. Hence, he wants me to make sure that you will be unable to make more mess even after you leave this place. We will run a series of tests, if you answer correctly at least 80% of the test, I will not use the phone on you. But if you failed the assessment, well, Master had told me that I can use the subliminal and do as I please with you.”

“That fucking man that always think he was better than me.”

“Words, young man.I want you to be polite toward your older brother. He had done so much for you. You should appreciate what he did for you. This has deducted one point for your assessment, boy.” I rebuked him sternly.

“What? You can’t just arbitrarily decide that!” Caleb protested.

“I can, Master Darel has given me full discretion regarding this matter. So behave!”

It's a lie if I was saying I didn't like the feeling of putting Caleb in his place.

“Just use the subliminal video to me then, why bother doing all this?”

“Because as much as I want to wipe the smug smile from your face, I am a fair and objective person.”

“Fair and objective? Sure…I will believe you.” Caleb said sarcastically.

“Thank you for believing me, Caleb. Let's start our tests.” The best way to ignore someone sarcasm was to play it dumb and take their word as compliment

The boy seemed to be stunned that I ignored his sarcasm. That was the response I wanted from him. I continued, “First test.”

I unbuttoned some of the top buttons of my suit to show him my tits. Despite my sharp suit, I was actually wearing nothing underneath my suit, no panties or bra, Master Darel asked me to throw mine away before coming here. “You see me, a sexy MILF is standing in front of you with my tits out, what will you do to me?”

“I will fuck you, and humiliate you in front of your son.” Caleb answered

I looked at his cock which was now rock hard after looking at my bare tits. What an honest boy. Unfortunately, it was the wrong answer.

I slapped his cock with my baton.

“Wrong answer. The right answer is you do nothing, fucking me will only invite more trouble except if I give you my consent.” I replied to him.

I unbuttoned my suit further and dropped my suit to the floor, I was now topless in front of my son’s bully. “Second question, I want you to think I’m not Anna Robinson but just another stranger you didn’t know and just met. So, a random topless woman is going to seduce you, what will you do?”

“Let her seduce me and fuck her, I got her consent, why should I not fuck her?” Caleb answered

I slapped his cock again.

“Can you not think with your cock? The correct answer is to ignore her seduction and run away.”

“Run? Why should I run from a slut willingly to throw herself at me?”

“Your brother is now being chased by the CIA, Caleb. A random slut may be an undercover CIA agent trying to get information from you. Hence you run away.”

“What? Why should I care? It’s not like I’m a blabber mouth.”

“Just don’t do it. This deduct your points.” I warned him.

“Whatever, I don't want to be a celibate, how many questions are left?”

“With the standard we want you to pass, it will be the end If you still answer the next question wrongly.” I said to him, “Last question. Just imagine that Scott is here with us. Master Darel had tinker with his mind and had avenged what it needed to be avenged. There is no bad blood between you two anymore. The question; what will you do to him?”

“I see where this whole question is going. Both you and Darel want me to stay low. Honestly, bitch, I don't want my older brother to mess with you and your son, because I want to do it myself when I am out of this place. Who is he to avenge me, and want me just to forget that your fucking son sent me to the jail? You want me to act as if we never have bad blood going between us just because my brother had mess with your wimpy son's head? You wish, I never ask him to avenge me. I only ask him to release me from this place. But what did he do? He wanted me to stay in jail to learn my lesson,while he went on playing with your bitches mind in the name of avenging what your son did to me. Mr. Know-it-all thought he was doing me, his good-for-nothing brother a favor. But what he did was only make me feel like a shit and now, he also wants to take away the little right I have left? So, bitch, this is my answer; I don't care if my brother had tinkered with your son's head. I will have my **** and will make it a spectacle for people to see. Not you, and not even my brother can stop me. He can kiss the CIA ass!” Caleb’s voice was laced with anger.

I shook my head in disappointment, “You are pathetic, Caleb. A different type of pathetic than my son, but still pathetic. Thank you for making this easy for me.”

I took out my subliminal phone and flashed the screen to Caleb.

To my surprise, Caleb did a high kick to my hand. The phone was tossed to the air. He jumped to get it, but with his hand still handcuffed, he didn't get any advantage over me. I jumped and got the phone back faster than him. He was only delaying the inevit..abl..


Caleb looked at the woman in front of him, his attempt to take the phone failed. He had prepared for the worst, but he found out that Anna just stood there. Watching her phone and mesmerized by it.

“Did she just hypnotize herself?” he mumbled.

“Yes, Master. I'm currently deeply hypnotized. I await your command.” Caleb didn't expect that Anna would answer his mumbling.

He realized how serious his brother was this time. This was not your usual slow-working subliminal, but an advanced one designed to take the victim down as quickly as possible. He recognized this as dronefication subliminal, unlike other subliminal that had subliminal command hidden under it already, this dronefication only put someone under a trance with a blank mind. It gave the controller a chance to input some commands that the victim would follow. More freedom to mold the victim and easier to use, but it didn't mean it was better than the usual subliminal. First, its effect was more temporary compared to the usual deep subliminal, second, as far as he knew, this kind of subliminal trade safety for speed than the usual one. Prolonged use would dull the victim mind permanently. And his brother was planning to use it on him.

Enough, I can’t bear his treatment of me anymore.

He had a tool right now, a tool that his brother accidentally sent to him. A tool to show he was better than him.

“All right, bitch, I will ask you several things regarding my brother, and while you are on it, give me a handjob.” He commanded.

“Yes, Master.”

Continued in the next part >>>


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