The sound of the intercom mounted on the wall unexpectedly blaring to life disrupted the concentration of the entire class.

"Could you please send Jonathan Trent to the office please?"

No sooner than the secretary who had called down to the room in such a calmly manner had stopped speaking one of the students was already rising from his seat. The teacher at the front of the class gave him a nod and he continued towards door. A few scattered eyes around the classroom watched the letterman's jacket that Jonathan wore move across the room. After turning a slight grin towards the few students that were dressed in a similar fashion, he was quickly out of the door and stepping out into the hallway, shutting it closed behind him.

When he reached the school office Jonathan had to move past the initial exterior portion where several students were congregating with the personnel until he reached a more secluded section towards the back. There he ran into the secretary that was stationed just outside of the principal's office. The only greeting that he received from her was a sultry smile and a wink just before she gave a slight tilt of her head back towards the office door behind her. Returning her smile, Jonathan wrapped his knuckles across the top of her desk as he passed and made out straight for the door that she had indicated.

Just before opening it he leaned his ear towards the door and listened for a moment. The sounds that he heard coming from the other side only helped to stretch the smile spread across his face that much wider. When he finally opened the door the first thing to hit him was the violent pants filling the air in the room. He quickly moved on in and shut the door behind him before anymore of the noise could escape. Jonathan focused his eyes in on where all of the ruckus was coming from and his salacious appetite nearly caused him to bite a hole in his lip. It certainly didn't take him long to find the large desk in the room and the picture of the young cheerleader draped over one side of it. The small, colorful skirt that she wore was flipped up over the small of her back and the panties that she wore were draped around her thighs, leaving her bent over, naked backside on full display. It was obvious that she was trying to keep her voice down but just couldn't help panting out frantically. The apparent cause of all of her anguish appeared to be the result of the enduring work of the principal standing at her back.

The thigh length skirt that Ms. Herrington wore had been hiked up just above her hips, making it easy to spot the large phallic object protruding out from the front of her pelvis.

Not that he had a clear view of the entire thing.

What Jonathan couldn't see of the large, false erection strapped around Ms. Herrington's waist was buried deep inside of the gaping pussy hole that belonged to the young lady bent over in front of her. Ms. Herrington had her nails buried deep into the set of cheeks in front of her; keeping them spread wide as she continued to slam her hips forward with every grunt to come spilling out of her lips. Jonathan walked over to one of the chairs in front of her desk and had a seat as he continued to take in the show in front of him. Eventually he was able to watch Ms. Herrington tug back hard on the girl's backside while shoving her hips forward with an equal amount of force; burying her mock erection hilt deep while at the same time eliciting the loudest yelp yet from her victim. The grin pasted on Jonathan's face managed to produce a singular blurt of a chuckle. Afterwards, he watched Ms. Herrington slowly pull back her hips, gradually dislodging the bulky object from the young girl's yawning orifice. Once it was able to drop free from her body Ms. Herrington threw a single openhanded smack to one of her bare cheeks. The cheerleader winced a bit just before reaching back and drawing up her underwear.

"Now get out of here," Ms. Herrington said to her as she stepped back to give the girl room to collect herself. She undid the latch on the side of her hip and pulled the attachment away from her waist. "And the next time it's going in your ass."

Jonathan watched Ms. Herrington toss the dildo on top of her desk. He gave a fleeting glance to the young lady struggling to straighten her skirt before she got out of the door and was just quick enough to turn a look back towards his principal's direction. She was busy inching her own skirt back down into position. It appeared to be especially easy considering there were no panties present to heed any of her progress. When she made it around the other side of her desk he watched her plop down in the plush leather chair with a look of exhaustion and frustration on her face that didn't appear to have anything to do with the task she had just finished.

"Late for practice?" Jonathan said to her.

Ms. Herrington went into one of the drawers of her desk and came out with a small makeup kit. "A slight disciplinary matter that is of no concern to you," she said to the mirror in the small compact that she held.

Jonathan sat there and watched this sultry redhead touching up her face while occasionally letting his eyes drift down to the profoundly defined valley of cleavage nestled between the two full bodied masses tucked behind the blouse on either side of it. But as much as he had a tendency to admire the curve laden nature of her outward appearance, he could hardly ignore the single-minded, venomous determination behind every motive that spurred her.

"Alright," Jonathan said as he readjusted himself in his seat. "But I'm guessing you didn't call me down here just to watch."

"Actually...," Ms. Herrington said, snapping closed the compact and putting it away, "...I called you down here to check on your progress. You do remember that little task that I charged you with? You and that small band of sycophants that you run with. How have you been coming along?"

"What do you want me to say?" Jonathan replied with a hunch of his shoulders. "I mean, sure, my boys and I get around a lot, but there's only so much snooping around that we can do without arousing too much suspicion."

"Then I suppose I should take that as an admission of failure."

"C'mon," Jonathan said. "You can't possibly be expecting results overnight. All I'm saying is that you're gonna have to give us a more reasonable amount of time to produce some real results."

"Well time just happens to be the one thing that we're running short on," she said to him. "I just hope I don't have to clarify myself to you on the consequences of failure."

"If it's anything like what I've just seen and heard a moment ago, consider yourself understood."

Ms. Herrington watched the smug smile form on his face and returned one to him that was of a similar nature. "Good," she said, reaching a hand out for the strap-on lying on top of her desk and promptly dropping it in one of the drawers.

"What about the new uniforms that you promised us for this season? Any chance that the boys and I could levy the same consequences against you if you fail to come through?"

The grin on his face was beaming now.

"You wish," Ms. Herrington said to him, pushing herself back from the desk and rising up from her seat. "Now get up from there, you little shit, and follow me."

Jonathan did as he was told. He got up from his seat and followed Ms. Herrington out of her office and, eventually, out into the corridors of the school hallway. He continued to follow her around every turn until she guided him towards a door that led down into the school basement. It was a door that required a key to enter and led down into a section of the facility that was virtually off limits to every other member of the building's staff. Not even the maintenance department was known to frequent this area without securing permission from Ms. Herrington herself.

Jonathan continued to follow her down the dimly lit staircase. It wasn't that much of a difficult task considering the twin humps in the back of her skirt were still clearly visible along this leg of the journey. When they finally reached the bottom of the steps Ms. Herrington hit a switch on the wall next to her that allowed considerably more light to pour down into the dank basement. She kept walking and was soon closing in on the set of doe eyes and sharp, panicked breaths that were awaiting her on the other side of the room. There was also a bed over there nestled in with the stacked boxes and shelving cluttered with the school's outdated inventory. On top of the bed, watching her approach with a set of fright filled eyes and wheezing out profusely around the ball gag that was stuffed in her mouth, was a woman who was completely naked aside from the chains that were draped around her body. She was down on her knees with her thighs spread wide and her arms bound around behind her back. The chains that held her dangled down from a set of pulleys and other attachments that were bolted to the ceiling and the wall behind her. The latches on the end pieces were connected to the shackles wrapped around her wrists, ankles, and neck. The clinking sound of metal against metal began to stir in the air as she watched the duo approaching her and began to jostle back and forth against the mechanisms holding her.

"Mrs. Kesler," Ms. Herrington said as she continued her approach. "Another sick day, I see." The only answer that she received was a series of muffled mumbles from the woman kneeling in front of her. "Let's get to the point, shall we? I'm sure you're aware of the PTA meeting that we have scheduled for tonight. This early in the school year, and with the speakers that we have lined up, it should make for quite the turnout."

Mrs. Kesler tried to concentrate on the words that Ms. Herrington was speaking to her, but it was growing increasingly difficult as she continued to follow Jonathan's slow stride around the room. She could practically feel the devious look in his eyes crawling all over every inch of her naked flesh. She certainly recognized the stare, and the thought of what it meant started her body to trembling.

"So I'm going to need you to run a little errand for me," Ms. Herrington said to her. She reached a set of fingers into her blouse and pulled a small scrap of paper out of one of the large cups of her brassier.

Mrs. Kesler was still following Jonathan around the room. She craned her head towards her left shoulder as she watched him move around the side of the bed until he eventually disappeared into an area behind her back that was out of her line of sight. Instead of struggling with the chains that held her in her position on the bed, Mrs. Kesler turned her attention back to the woman pacing the floor in front of her. Her panicked breathing was now escalating to the point where a string of small vocal pants could be heard rising up from her heaving, naked chest.

"I've made a list of a few addresses that I'm going to need you to pay a visit to," Ms. Herrington said, dropping the list down on a nearby shelf.

By now Mrs. Kesler had faded out of the conversation again. It was mostly due to the set of hands that she felt come smacking down on the side of her hips and jerking her lower body back. A muffled yelp spilled out around the gag in her mouth. Afterwards she was forced to suffer the feel of his pliant fingers as his hands began to roam all over her. They went forward across the curve of her thighs and then back around to the two rounded humps just beneath her lower back. Jonathan was once again proving to be quite meticulous in his exploration of the soft padding as well as the warm slice running down the center. Mrs. Kesler was absolutely shivering as she was forced to just sit there and endure every embarrassing squeeze of his hands and shocking probe of his fingers. Jonathan's hands made their way back around to the front of her waist and were soon delving down into depths that left her unable to hold back the frantic whines struggling to fight their way out of her mouth. Again she tried to focus in on Ms. Herrington, both out of fear of ignoring anything that she was saying to her at the moment and as a distraction from the intense groping that she was enduring at the hands of her eager minion.

"And I can't stress enough how important it is that you not fuck this up. I put a lot of work into compiling this list." Ms. Herrington was walking towards her again and the sight of such a thing instilled even more fear into Mrs. Kesler's shuttering body. Mainly because of the small bottle of lubricant that she had seen her pluck off of the shelf just before heading over in her direction again. By now one of Jonathan's hands had made its way up to one of the ample mounds planted on top of her chest. He had found the sensitive nub at its center and was twisting and tugging hard at the rubbery flesh until it was as tender as it was taunt.

"So be a dear and get this done for me." Ms. Herrington flashed a sinister smile and tossed the small bottle that she held over in her direction.

Mrs. Kesler winced out around her gag and had to duck her head to miss the object being thrown. Jonathan, on the other hand, managed to catch it and flashed Ms. Herrington a similar grin as they both silently acknowledged his impending intentions.

Mrs. Kesler suddenly began to whine and whimper out louder as she sat there listening to the frightening sound of his of a belt buckle unfurling and zipper being ripped apart behind her. Just as she had once again started to struggle and tug at the chains that bound her, Ms. Herrington moved directly in front of her and reached out for the leather collar wrapped around her neck. She clutched up a bit of it in a set of fingers and sharply jerked Mrs. Kesler's head forward a bit.

"That's not gonna be a problem for you, is it?" Ms. Herrington said directly to the two fear-filled eyes bulging out in her direction. The only answer she received was more wriggling and a louder set of whimpers. "Good," she said, letting her eyes drift up towards the area behind her until she found Jonathan again.

The pants that he was wearing had been dropped down away from his waist and he was currently busying himself massaging an oil wet palm around the stiff pike extending up from the center of his pelvis. The drooling knob at the end of it was hovering just behind the split in Mrs. Kesler's backside. He used his free hand to grope and squeeze one of the rounded hemispheres while constantly training a devious stare down at the massive twin hills. Ms. Herrington found it difficult holding back the small chuckle bubbling up to the surface; so much so that she tugged even harder on Mrs. Kesler's collar, slowly leaning her over on her knees in front of her.

As she was being drug forward and her face was being lowered closer to the mattress, Mrs. Kesler shut her eyelids tight and forced out a small trickle of tears from the corners to wash down her cheeks. By now she could feel a set of wet fingers pushing through the center divide in her lower cheeks and rubbing out a set of circles across the tight ring encircling her anus. Despite previous experiences with this scenario that was responsible for her apparent skittishness and should have been warning her to start trying to relax that nervously repetitive clenching, her body was instinctively tensing in anticipation of her immediate future. In fact, it wasn't very long after that until she was able to feel a very sizable, warm, wet plum come pushing up against the puckered kiss of her backside. As the tense ring around her asshole was being slowly spread open by the pursuing bulb Mrs. Kesler let out a howling, muffled scream to lay over the growing noise of Jonathan's aching groan.

The soft chuckle spilling out of Ms. Herrington was short lived as she eventually let go of her collar and turned away from the bed. "I suppose I'll leave you two to your studies."

Ms. Herrington was well on her way back up the stairs with the sound of Mrs. Kesler's steadily increasing wailing still filling the depths of the dimly lit room that she was leaving at her back.