Extortion of a Principal: An Arrangement

Story by Mat and Mari Productions on SoFurry

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The year had just began at Icarus High School, Students were slowly going forth into their school for another year sentence. Of course some were more excited than others. Ash T. Greky was one such student. Bullies always picked on him due to one significant problem he was a male calico. Genetically impossible for a male and lead to his short stature, girly physique overall. Short, thin, wider hips, not to mention that he was completely sterile. The bullies had stopped bothering him long ago, to him anyway, they still tortured him on a regular basis. He was an honor student who was was Editor for the school newspaper.

All in all, Ash would have been invisible if not for his coats coloring. There were plenty of American Short hairs at the school. Realistically he'd have preferred his life with a normal fur pattern, though everyone is entitled to fantasies. There was something special he had planned for today and he was going to act on it, but it would have to wait till the end of the day though. This did not lessen his excitement in any way though.

The whole school day dragged on as he waited expectantly for the school dismissal bell. Most everyone would be leaving early today, even the teachers. As he sat in his final period room which was his favorite subject so far, Writing. Unbelievably he found it hard for himself to focus on anything except his plan. Which for the cat was a surprising feat.

"... writing assignment for this week is write five pages front to back about what you enjoy. Due next week," Mr. Bourbon said.

With that the final dismissal bell rang. His plan required a bit of effort of course, he had to sneak into the head principals office. Of course she would be out monitoring the halls and the door would be open. Hiding in the massive crowd of students headed home he made his way into the front office undetected, then slipped into her office. The walls in her office were lined with her diplomas and pictures of her family.

Mrs. Jourl was a Siberian Husky, who also happened to have an odd fur coloring, she was albino. Her fur white as the snow at midday, and her fur was just as soft as fresh powder too. At the school she was one of the sexiest adults there. Always wearing tight black blouses that were one size too small, and exposing ample enough cleavage. Then there were the short tight skirts, showing enough thigh and squeezing her ass making it much more defined. Then there were the heels, enough to make any male drool.

Ash sat in her high backed swivel chair with the back facing the door and grabbed the folder he had in his backpack and pulled it out. The feline hid his book bag under the desk. He was rock hard and trembling with excitement. He laughed to himself, while everything about him just screamed female his peinis was much bigger than most males at the school, so he guessed. Hearing the first bus leave he readied himself for his next step.

He didn't need to wait long soon the school was devoid of life and Mrs. Jourl came in and the door closed. She sensed something was off, but she couldn't figure it out. "Hello?" she called out. At first nobody responded then she smelled it the musky scent of arousal. As she stepped closer to the desk Ash turned it around.

"Greetings Mrs. Jourl, please have a seat," he asked.

"You're sitting in my seat," the six foot tall female said.

"I have come to the conclusion that its for a fur of power, and right now thats me." he said.

"You don't have any control over me." she said.

"So your affair with Brutis Hux isn't happening?" he asked.

Immediately she sat down and stuttered out, "H...how d...do you know that name?

"Call it using my reporting skills. That and well I started following you over the summer. Yes it's an invasion of your privacy, and yes I'm blackmailing you." he said, "In his folder I have pictures dated, timed, and enhanced to show the faces of you and your lover. Also might I say you have terrible taste in men? His history is one long rap sheet."

"What do you want from me?" she asked angrily.

"Surely you smell that scent, thats me. What I want is you, over the next 180 days, up until my graduation. Once a week though not daily. However, the one stipulation is you cannot object to it and once it starts that night its not over till I say it is. Also if your family leaves town on a break and leaves you home alone. We do whatever I want for that duration of time." He said.

"And if I refuse?" she asked.

"Well its quite simple, I ruin your life. I send the photos to you husband, and your supervisor," He said bluntly and grinned as she winced, "I know the superintendent does not approve of such things, it might also make it into the paper."

"Will I get the photos if I decide to play along with this sick game?" she asked.

"No, but you have my word I will keep them locked up maybe even destroy them if I were to get my own photos. Those would never leave my hands of course and I'd always have something to remember my first times," He said.

"How can i take your word when your sitting there blackmailing me?"

"Quite simple, you can't. But you also know that refusing to try will lead only one direction, and what im offering is at least more fun than going though a nasty divorce, and a new job hunt at your current salary. So will you agree to be my first?" He asked.

"First?" she asked.

"I'm still a virgin." he said bluntly, "Also, I'd like to make this experience enjoyable for you as well."

He reached into his backpack and pulled out a professional camera that was more expensive than the schools own cameras. Ash got up and pulled a tripod out as well. He fiddled with the camera for a few minutes. While he was doing so he said, "So that girl in the photo, is she adopted or your husbands from a prior marriage?"

"How do you know she's not mine?" Mrs. Jourl asked.

"Ruby, please, your coloration makes you about as fertile as me, not very." the Calico responded.

"Ruby?" the canine asked indignantly.

"Well that is your name right? Since this isn't truly a principal/student relationship is it?" he said practically purring, "We're just lucky most of the staff has left for the day and that the door locks from the inside fortunate as well that there aren't any windows. this will be the short session."

"So can I trust that you'll be a good girl and not try and take the photos away, which would be foolish since I kept the doubles, and negatives, or should I cuff you so I know you won't try anything?"

Her eyes dimmed as she heard his validity in his statement, if he were truly going to do this he wouldn't trust her with everything. Lowering her head in resignation she said, "I'll be good."

"I know you will, now" he said walking over to the desk and reaching under it into his pack pulling out a pair of paw cuffs he finished, "Paws behind you back, I was going to use them whether you felt them necessary or not."

She put her paws behind her back as she said, "Not too tight please."

As he snapped them into place he left just enough room for them not to be considered too tight, "Of course we got plenty of time to use you as my plaything, why break you on the first session?"

'Plaything!' she snorted incredulously at that remark. Though it did bring into mind the fact she has no idea what his kinks are and what he'd make her do. Even if shes only doing it to make sure the pictures don't get around to her husband. Ruby could care less about her job but she loved her family.

Standing in front of her, Ash pulled his pants down along with his underwear and said, "First off you're going to give me head."

She looked at her student, then at his crotch, winking her in the face was a large heaving member. In her mind she was estimating it to be around a foot inches in length. "How'd I miss that," she wondered. Growing impatient he grabbed her long silver hair and shoved her face into his erection.

Almost instinctively she started likcking at the large member. Once she had actually got started he let go of her hair much to her relief. He moved his paw to the base of his feline shaft as she coated his member in her saliva. Coming forward a little more she licked his undersized orbs, another unfortunate part of his condition. Then she came back up and slowly slid her head down his shaft. Carefully savoring this meat it tasted just as good as any males she had had before, That was until she tasted his precum. Instead of being the normal salty and bitter it was sweet,

As she worked down the shaft Ash began thrusting if only small thrusts at first. Then at around seven inches he thrust another three inches. If she had a gag reflex this is where it would have kicked in. The tightness of her throat make him growl lustily and shoved another in. This time she was gagging as it closed off the passage of air. Withdrawing almost immediately off of his member she asked "How big is...s that thing?"

"About nine and a quarter inch," he said through pants, "I'm sure you'll learn to take it all in, eventually."

She hesitated at the way he said that, but she had to get more of this young adolescents cock. she leaned forward hungrily taking him up to the twen in mark and using her tongue to lap around the big throbbing member she was currently enjoying. He was enjoying it just a little more, as evidenced by his claws digging into the back of her head.

Surprisingly he held out for a few more minutes after he should have peaked. unable to hold out any longer her fired his first rope of cum straight down her throat. She pulled back just as suddenly, second rope firing onto her tongue. The third splattered over her eye, the fourth across her muzzle, the fifth down her neck, and the sixth landing on her exposed chest.

"Heh," he said weakly, "Sorry about that, that was great. You okay?"

Gulping down she replied, "I'm fine I wasn't expecting the load is all. So that taste is that normal?"

"Not really I had some sweet food which means more vegetarian than I'm used to." he replied.

"The amount?" she asked.

"Usually five but its not usually so... " reaching towards her face to get the semen of her face, "Thick. Course thats because I held off for about a week."

Grabbing a wet nap out of his pocket he cleaned off her face, neck and breasts lingering longer on her massive mounds. After Ash was satisfied the canine before him was clean he leaned in and gave her a passionate kiss. During this they both stood, she towering over him. the kiss itself didn't last long much to her surprising disappointment.

Leaning back he said, "I guess fairs fair huh?"

Before she could inquire as to what the feline meant he'd shoved her into the chair and had his head and hands already disappeared up her skirt pulling down her red lacy satin panties. His paws reappeared with their panties in hand and dragged them down her legs and past her ankles he motioned for her to lift her paws up as well, then took them off completely. Ash quickly stuffed them into his back pants pocket.

"Excuse me those are mine," she objected.

"I promise you'll get them back next week, just let me use them. Besides you belong to me right now," he said, her objections stopped there, "Move forward please and spread your legs a bit more."

With her adjustment in the seat he dove right in. Slowly rubbing and teasing at her tantalizing folds. They were whiter than he imagined, a true testament to her beauty. With the utmost precision he avoided her love button entirely as he slowly started fingering her. Rubbing on her outer lips and labia. Teasing a claw along the area every once in awhile.

After a few minutes of the teasing he decided she had waited long enough and licked her, from the bottom to the almost top again avoiding her clit. That was frustrating her the most. He licked the lips delicately His tiny spines on his tongue making her hair stand up. He slowly worked his maw inward his whiskers tickling along her insides as he got closer and closer to her g-spot. right as he ran his tongue over it he withdrew.

She gave a groan of frustration which ended in a high pitched yelp. What made her yelp was the sudden feeling of teeth on her clit lightly applying pressure. Then a he started lapping at it while moving his bottom jaw. Needless to say that was getting her close and fast. His finger went in and immediately found her G-spot and then he applied just enough pressure to send her straight over the edge into bliss.

Moaning out loud was his cue to move to her lips to accept her juices that he'd worked so hard for, she tasted almost of apples. Her folds clutching his definitive feline tongue as he lapped away at her absolutely delectable juices. He Went for as long as she did and once she'd calmed down enough he nipped her sodden lips.

"That was incredible," she finally managed to say after he stood up.

"Eh, I think I coulda done better. I'd call it B work," he said, "Well anyway we should get ready to go"

Motioning for her to stand his paws immediately went to her breasts and started feeling them up, after a moment, he moved to her firm ass.

"I can't wait to get acquainted with these later." he said smirking, "Now turn around."

He uncuffed her as she said, "We can't do it here every time."

"You're right," he said, "I might have a place, I'll be stopping by before Friday next week to confirm. Tell your husband whatever lies you need to, if you don't show up... the consequences are going to be dire." With that he wiped his face off with a wet nap and took apart the camera and said, "Ta.".