Blackmailing Teacher

GuyRP

Really Experienced
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Apr 8, 2015
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169
Henry was the class treasurer. It was the end of junior year and he was going through the accounts for the various clubs and there were purchased he couldn't rectify. He had receipts for everything, but there was a flurry of purchases last week that he never authorized. All of them over the internet, all from one IP address. The purchases were from high end department stores and other specialty shops. Spencer's gifts, Victoria's Secret and the like. What the hell did someone buy from Victoria's Secret?

Henry assumed it was from one of the cheerleaders or the student body president, who was a very attractive girl in a preppy, studious way. He was surprised when he traced it back to one of the teachers.

She was a new teacher, fresh out of college and, well, hot. Very hot. Henry had more then a few fantasies about her in class. Nothing serious. He had just turned 18, but that didn't make it likely, just fantasy material. But now...

Now he held the information that could cost her job. If he reported these receipts as unauthorized by him than she would be gone and probably never teach again. On the other hand, well, Henry was a student of business. He was familiar with 'quid pro quo.'

The next day he confronted her after first period after the other students left.

"Excuse me," Henry said with a hint of a twinkle in his eye, "I need to talk to you about some irregularities with the school club accounts."

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OOC: This thread will go to sex very quickly. I expect the blackmailing will only take a few posts and then they will be having clandestine couplings throughout the school day, each getting more risque than the last.

PM if you're interested.
 
"I need to talk to you about some irregularities with the school club accounts."

Sierra's heart skipped a beat, and not for the right reasons.

The school club accounts...

There were irregularities alright, and she had secretly hoped to have it kept under wraps. With the passing of time, soon enough noone will remember what happened and why.

But it was not to be.

"Sure, Henry," Sierra replied.

"But could we meet later today? I have a...meeting to get to," Sierra said, hoping she was more convincing than she must have seemed. She was really just trying to buy some time to think about what Henry might already know, and how she should respond.
 
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Henry smiled at her and shook his head. He walked over to the classroom door and shut it. She could hear the click of the lock. He walked back toward her, undoing his belt, and looking his teacher up and down.

"Well Sierra," It was probably the first time a student had called her by her first name, "We will be meeting each other later today. Probably many times later today. In fact, I have a feeling you're going to be at my beck and call for the rest of the school year. All summer. All of next year. Hell, when I come home from college on weekends; when I call you will come running. After all, what is the statute of limitations on theft? 8 years? I have the evidence saved and backed up. One phone call and your job is gone."

Henry was now standing next to her, towering over her with his belt undone, and working on his trousers. It was obvious what he was after.

"So Sierra, we need to make this quick, because I need to get to class. From this point on you are my sexual slave, my fuck toy, my cum slut. You will fuck me and only me from now on, and whenever I want or you will lose your job. Take off your top, I want to see those tits of yours I've been fantasizing about all year."

Henry got his fly open, and pushed down his pants and his boxers, revealing a long, uncut cock about as thick around as a coke can. The foreskin was only partially pulled back from his partial erection, showing the tip of his purple cockhead, with a bit of pre-cum balled up on the end, about to drip off it. It was hairy, and there was a hint of musk to it. Under his cock hung two full, large balls."

"Suck my cock."
 
Oh no. Dear no. Sierra knew about the irregularities. She knew it was going to be traced back to her. She knew it wasn't her fault, and that she should have reported it, but it would mean the end for someone else. And she wasn't hardhearted enough to do it. She even told herself that she would pay it back if she had to. She knew that something like this would happen, but definitely not something like this.

She took a step back, only to find her ass press up against the side of her desk. She had, literally, nowhere to escape to.

And before she could say anything, in the space of a few moments, Henry made his intentions crystal clear. And at the end of his lewd proposal, he dropped his pants to reveal the longest and thickest penis she had ever seen in her life.

Sierra found herself taking yet another step back, even though she really had no room to walk into. With her eyes still on Henry's penis...no Henry, she tried to wriggle out between Henry and the desk, only for Henry to quickly take a big step into that space.

Standing at no more than 4" past 5', Sierra inadvertently found her eyes drawn down to his penis that was at her chest height, now swaying ominously from side to side from his quick movement.

She finally looked back up at Henry, and began, "Henry, this is not what you think at all. And this," Sierra found herself subconsciously raising her hand to gesture towards his penis not too far from her body.

"This, is way out of line. Put your pants back on, now," Sierra tried to muster some authority in her voice. But even at this moment, she was still thinking of trying to salvage the situation without getting in any deeper.
 
Henry stood there, blocking his teacher from leaving. He stared at her, seeing the fear on her face. He smiled, somewhat surprised at how much he enjoyed this power be had over her. She was stuck between a rock and his hard cock, to turn a phrase. Sucks for her, which was good for him.

Suddenly he bent down and grabbed his pants, pulling them up, but leaving his cock dangling between them.

"You know, you're right Sierra. This is inappropriate. I should just put my large, thick cock back in my pants, and go to the office and explain exactly what you did to the principle. I have copies of the receipts, evidence that the purchases came from your school computer and we both nlknow those purchases were never authorized. The principal will know what to do. You'll probably never work as a teacher again, but if that's the way you want it that's the way we'll do it. Hey, maybe I'll find out what you bought from Victoria's Secret."

Henry smiled at her. "Or...". He nodded his head towards his cock that was still out of his pants.
 
Sierra knew Henry was right, and had all the leverage at this moment. Even if someone had walked in on them right now and she claimed that he was blackmailing her, it would sound all too convenient considering the evidence he had on her. Or claimed to have on her.

Or, should she just tell the truth? Would Henry care?

"Henry, look. I know you're not a bad kid, and this is probably your hormones talking," Sierra couldn't help but sneak another glance at his throbbing boyhood...manhood would be more appropriate.

"What if I tell you that it isn't me, that I know who it is but I don't want to get h...that person in trouble. Would you quietly give me the evidence? I promise I will tell you everything once all this is over. And maybe when you graduate, we could..." Sierra knew she was stretching this. But she didn't have many options.
 
Henry laughed. One sharp bark of laughter and then shook his head. She was protecting someone? Bullshit. That was a line. And if it wasn't a line than Sierra was putting her job on the line for what was probably a bunch of lingerie and sex toys for someone else. Of course, if she was telling the truth the other person, or persons, would be just as guilty as Sierra. Fuck, he could have a harem going.

If they were real. Which Henry doubted. Thus sounded like a bad lie.

"That's bullshit, but let's review our options here." Henry paused as he realized he was now talking like a teacher. "Either 'A' you risked your job for a couple thousand dollars worth of stuff, or 'B' you risked your job to cover for someone else who stole a bunch of what I can only assume are panties and vibrators."

He reached down, wrapping middle finger and thumb of his hand most of the way around his engorged cock and gave his dick one long upstroke and down stroke. He was horny and it was obvious what he wanted.

"Now let's review my options. I can either rat you out, get you fired and get no sex. No real upside for me in that one, except to see justice served. I can give you my evidence on the hope that maybe in a year, maybe, I might, maybe, get a bit of, maybe, something. Or I can get the hottest teacher in school as my exclusive sex toy for as long as I want. I'm going with the third option. But it's up to you. If you'd rather collect unemployment instead of orgasms, that's your call."

Henry looked at Sierra's impressive rack, down at his exposed dick and then at his watch. He shook his head.

"Time's up." Henry pushed off the desk and began trying to shove his rigid cock back into his pants. "Too bad too, I was looking forward to seeing how many times I could make you cum."
 
Sierra could have called Henry's bluff. It was clear what he wanted, and going for his first option, which was to report the irregularity, was not going to do anyone any good. Destroying her career was not at the top of his priority. Satisfying his big, throbbing penis was.

The only reason he would report her, then, would be to do so out of spite. And that was only if he was certain he wasn't going to get his way with her. That meant an uncertain possibility in the future may not be enough for him. She had to give him something, here and now.

But what? How far was she willing to go to keep this under wraps? She didn't know what she was getting herself into then. Now that a certainty presented itself before her, she wasn't sure if she could go through with it.

Henry was a good-looking boy, with the cockiness that came with knowing that girls go a little soft around him. Back in her own college days, she would have gladly dated, and fucked a boy like him.

Sierra wasn't a prude herself either. She had lost her virginity long before she had gone to college. And when in college, she had built up a bit of a reputation herself as well, so much that when she chose teaching as a profession, it did raise more than a few eyebrows. But perhaps that was another reason for her reluctance to go back down that path.

Sierra snapped out of her thoughts when she saw Henry taking a step back, trying to get dressed as he began to walk away.

"Wait," she spoke before thinking. But she knew it was inevitable.

"What do you want, exactly," Sierra asked.
 
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