Fast-forward "Strategy Meeting"

Barbara Summers held her breath as she let herself back into the Administrative office of Ridgemount High. As the 'lobby' of the school, it was fairly spacious and had a few couches and chairs against the walls. It was mostly a place for students to wait until parents or faculty could deal with them. It was also the place where she acted as the 'Administrative Assistant' to the principal, Ian Killerby. On weekends like today, it was mostly abandoned, the only occupants herself and her boss. Once Barbara had taken this job, however, she'd learned that while Killerby worked alone, he wasn't the only person around on the weekends. After a few odd encounters and strange noises, she'd originally thought he just watched porn on his computer at high volume. She'd just shrugged and did her job. As long as she got a paycheck, she could give less of a shit what the fat, sweaty perv did in his office. The more it kept him from staring at her tits, the better, she figured.

The first time she walked into his office without knocking, the only thing she saw was the Principal slouched in his chair, eyes closed and head thrown back as he let out an occasional groan. At first, she had the thought he was hurt and was debating calling medics, but then she noticed one of his hands was under the desk and about where his crotch would be. The other was holding a pen above an opened binder that the school used to file incident reports. As she got closer, Barbara Summers realized there was a rhythmic, wet, 'schlick, shlug, schlurp' sound in the room and it seemed to be coming from where Killerby had his hand under the desk.

Then she saw the fiery mass of red hair moving around in his lap.

Eyes still closed, Killerby said, "That's wonderful, Grace. I'm sure Ellen's little incident won't be a problem. I don't know if it'll show up on her record though..."

Ms. Summers' eyes went wide. Ellen Marshall was a timid, quiet senior girl who'd given into peer pressure last month and tried doing something involving fire in the bathroom. Her story had been that she'd just walked in to use the restrooms when she'd spotted a fire in one of the trash cans. Going by the smell in the bathroom and tests that had been run on the ashes, **** had been involved. Her mother was a very straight-laced, beautiful, conservative woman with red hair and an hourglass figure named Grace. But there was no way she was doing what Barbara thought it looked like, was she?

Killerby's companion raised her head from between his legs and the moist sounds paused when she looked up at him to say, "Please, Mr. Killerby, do you have to be so familiar? My husband, Mr. Marshall always speaks so highly of you." Barbara covered her mouth with her hands to hold back the gasp as she saw her boss' erection, shiny with saliva, make it's appearance scant inches away from the attractive face of one of the most dignified and well respected women in the county.

The Principal sneered at the redhead kneeling in front of him before reapplying pressure to the back of her head and returning his pole to it's previous position in her oral cavity. Grace let out a little cry as her pretty lips were once again speared by a dick that did not belong to her spouse. "Really? I'm truly regretful, Mrs. Marshall." he made sure to put emphasis on her formal married name. "You're right, perhaps my language did cross some line of impropriety. I can't imagine why." Killerby rose his eyebrows mockingly at the woman at his feet. "It couldn't possibly be because Justin has enough skeletons in your family's closet that the proper authorities would lock him away and throw away the keys if they found out. Or the consequences your family would face if that happened, right?"

The redhead made an alarmed noise with her cock-stuffed mouth. "Oh yes. We simply must maintain that spotless reputation." Grace held up her hands in an 'I surrender' gesture above her head. "Very well." Killerby used his grip on her crimson locks to start bouncing her head again. "Women's pretty holes are for dicks, not having conversations with. So get back to sucking, bitch." he finished with an air of finality. After several bounces, he let go of her hair and Grace Marshall resumed her degrading task on her own. Clearly she had the right motivation now.

Barbara Summers had remained frozen to the spot while this exchange had occurred. She'd only shown a reaction when Ian had caught sight of her and his own eyes had gone wide, then he glowered at her. Scooting his chair forward, Grace shuffled backwards underneath his desk to keep his cock in her audibly sucking mouth. With the redheaded mother safely ensconced under the desk and unable to see anything but the Principal's groin right in front of her face, he reached for a yellow legal pad and flipped hurriedly to a blank page and scribbled a message on it in red marker.

WHAT ARE YOU DOING HERE???!!!!

He handed his secretary the pad and marker still trying to maintain a decent glower while a beautiful woman was sucking his dick.

Barbara wrote back, I WAS GOING TO TELL YOU I WAS DONE WITH THE DAY'S PAPERWORK AND SEE ABOUT GOING HOME EARLY!!

He replied, GO HOME!!! then put his hand up in a 'one moment' gesture and added DON'T SAY A WORD TO ANYBODY!!!! with multiple underlines to his latest addition.

Thinking she might finally have some leverage over the sick sack of shit to keep herself from Mrs. Marshall's position under his desk, she looked at him smugly and asked WHY SHOULDN'T I? before handing the pad back.

Her boss didn't flinch, which gave her pause as he stared levelly at her and wrote back, I'VE GOT GRACE FUCKING MARSHALL SUCKING MY DICK RIGHT NOW, YOU CUNT! FORGETTING I CAN FIRE YOU, IF I'M NOT WORRIED ABOUT HER HUSBAND, WHY DO I WORRY ABOUT YOU?

Ms. Summers had a worried look on her face as the gears in her head turned. The Marshalls were a powerful family. Pillars of the community and the patriarch, Justin Marshall was one of the biggest businessmen and arguably most influential single person in town. And his gorgeous wife was sucking the dick of a supposedly minor Education Administrator. Maybe she didn't have as strong a bargaining chip as she thought.

Killerby saw her expression and gave her a smug look of his own. Putting the last nail in the coffin with his next missive, he wrote, YOU CAN TAKE THE REST OF THE DAY OFF. I EXPECT ON YOUR KNEES BRIGHT AND EARLY MONDAY MORNING IN MY OFFICE. DON'T BOTHER WITH A TOP, I'LL NEED A PICK-ME-UP TO START THE WEEK

His assistant's face was pale as she looked at the top of his desk like she could see what was happening underneath as clearly as she could hear it. With no small amount of fear in her eyes, Barbara gave a weak nod and saw herself out of the office.

Needless to say, Ian Killerby had a great Monday morning and Ms. Summers couldn't wait until lunch to get rid of the taste of her liquid breakfast.

Ever since then, she'd always knocked.

*****************************

Principal Killerby had been in his office for about three hours with those girls from the Special Ed class that had caused such a fuss. As the ladies all shuffled out of his office and through the lobby, Barbara noticed each was very quiet and subdued. She mentally shrugged and got back to her paperwork. Half an hour later, Killerby came out of his office and Barbara pretended to ignore him despite the fact she tensed up the second his door opened.

"Ms. Summers, it's a wonderful day, isn't it?" he purred with smarm.

She kept her tone neutral and continued to file away, not looking towards him. "Yes, sir. It's wonderful."

Killerby moved behind her and rested his hands familiarly on her shoulders. Several seconds later, he began massaging her shoulders. Ms. Summers had to repress a shudder from the feeling of his sausage fingers traveling over her shoulders and collarbones, lingering a moment or two longer on the skin of her arms left bare by her sleeveless blouse.

"You know..." he began and she did her best not to roll her eyes. "I think those young ladies earlier are going to really help this community out. Don't you?" After saying this, he paused in his massage and his hands crept artlessly to cup her heavy breasts. Barbara hardly ever wore a bra. Her knockers were only slightly less perky than when she was a teenager and more than one adolescent female had given her chest jealous looks. The boys just drooled over her.

"Yes, sir." she answered, making no move to escape his groping hands on her chest or comment on his behavior.

Killerby grinned at how his attractive, brunette secretary did nothing to stop him from molesting her. This was definitely one of the perks of his otherwise thankless job. This and the other **** skanks he could coerce to **** themselves for his amusement. Like the three sluts from the Special Ed class just now. While he encouraged them publicly, he didn't have high hopes for their graduation. Frankly, he expected to see them either in one of the local strip clubs, one of the many dead-end jobs in the city, or on some street corner selling themselves for peanuts. He'd run into more than one former student after graduation who'd learned the hard way that their future wasn't nearly as bright as they thought. If the student was an attractive female and seemed **** enough, he'd often ask them out on a 'date'. Suffice to say, he'd impaled his share of former students.

Reminiscing about his conquests, the Principal's hands tightened on his Assistant's rack and she winced, giving a little hiss that was more surprise than pain. "Well, Ms. Summers, are you done with the paperwork for today?" he queried. He imagined he could feel her heart speed up under her breast in his hand, and she hesitated with her response. He loved when they were scared or repulsed.

"Y-yes, sir." she replied haltingly. "B-but I-I was hoping to get the repair estimates compiled for the store rooms and spare classrooms-"

"It can wait." he cut her off. "We don't need those estimates for at least another month. Besides, the rooms aren't needed right now. We can make do."

Barbara felt him release one of her full orbs from his grasp and apply pressure to her other shoulder, spinning her around in her chair to bring him into her line of sight. she saw from his neck down and couldn't help the look of disgust that flickered across her pretty features at what she saw.

His semi-hard cock was hanging though his open fly and getting harder, staring at her like the barrel of a wrinkly meat gun. She looked up at him pleadingly, silently asking to be spared today's humiliation, but his look of sadistic amusement told her it was a futile effort. Killerby's free hand moved to undo her bun and she reflexively shook her hair loose to hang down around her pretty face.

He continued in a patronizing tone while he puller her closer to his unappealing shaft with the hand on her shoulder, "Now, why don't you be a good sex-retary and get to the job you were hired for?" He chuckled at his own bad wordplay.

"Yes, sir." Barbara barely whispered before opening her mouth and accepting the approaching cock between her pretty lips before closing them into a tight seal and beginning to run her tongue all over.

She'd done this plenty of times before, so in short order, her head began bobbing on his crotch while moans and slurps were heard. She'd learned what he liked a while ago, and proceeded to blow him with expertise. As she sucked away, just wanting to get it over with, her boss' hands took up position on her head. More to keep himself steady than keep her from stopping, they both knew she'd suck until he was done and she'd swallow as expected. That didn't stop Principal Killerby from using his leverage on her skull to push a bit further than she was comfortable with and hit her gag reflex with a matching thrust of his hips. She gagged sloppily every time and her eyes watered. "OOOhhh, fuck!" Killerby moaned as he enjoyed his subordinate's knowledgeable mouth. "I love what a whorish cocksucker you are Barby!"

Barbara's lips did their best to scowl around the meat impaling her face, but it was clearly lost on him. She appreciated neither his verbal degradation nor his usage of the nickname he had for her. But she continued to suck and even raised her hands to rest on his hips, giving her some extra leverage to push her face onto him as well as try to influence his own thrusting. "Look up at me, whore." he said after a few minutes and she complied submissively. Her eyes were a little red from stress and shined with tears. A few had even sneaked out and left shimmering trails down her face. That she hated this, but still did it turned him on even more. He smiled smugly down at her as he spent another few minutes giving her some extra hard humps into her lovely mouth and enjoyed her eyes squinting and the feel of her throat rebelling when he did. He was also trying to see if he could **** some more tears out and felt the ego burst when several more emerged. Knowing he wouldn't last long if he kept making her emit those pained sounding gags and chokes, he decided to take a minor breather.

Slowing his humping and luxuriating in the feeling of her swirling tongue, he commanded, "Get your tits out, slut." Ms. Summers maintained eye contact as her hands immediately went to the buttons on her top and began unfastening. Once she was topless, she tossed the offending garment away to some forgotten corner. "Hmmm, no bra." Killerby observed as he hunched over his still sitting assistant and and took his hands off her head to none-too-gently fondle her amazing chest. She winced again and continued to look humiliated, but he didn't care. She had been hired on to serve his needs, and she would do just that, whether she liked it or not. "You're learning." Disengaging himself from the wonderful blowjob, Killerby pushed her head away like she was a cheap whore and took a step back. "Stand up and bend over the desk. Undo your pants too."

Barbara didn't even bother protesting as she stood up and moved the chair out of the way before turning around to face her desk and proceeding to undo her jeans. She shimmied her hips a bit to loosen the tight clothing and seconds later felt her boss push her hands away and tug the garment down to her calves. Barbara bent over wordlessly and rested her forearms on the paperwork strewed over her desk, awaiting what she knew was about to happen. Glancing to the door of the lobby, she was just glad she always locked it on Saturdays.

Killerby's clammy palms ran over the smooth, warm skin of her back, thighs and buttocks and she tried to repress another shudder of revulsion. "I love it when you wear a thong, Barby. It just suits you so much." Head hanging down so her brown hair formed a curtain around her face, Barbara rolled her eyes. After the third time he'd fucked her and suggested she switch to thongs and g-strings, she'd gotten a bit snippy. The rest of her day was spent being face-fucked several times. she learned her lesson after that and went shopping right after work, tossing away her old underwear when she got home. She gave a startled yelp when a slap suddenly resounded in the room, matching a sudden sting on her asscheek. "Take it off. Now" he growled at her. Without looking back, Barbara Summers stayed bent over the desk, her large breasts gently brushing the top, and reached back with both hands to peel down the scandalous bit of cloth. She made sure to wiggle her hips a bit as she did so, figuring a little show might make this go faster.

Her boss, however, remained oblivious to her musings and had dropped trou during her activity. Lining himself up to her womanly entrace, he traced her slit with the angrily eager tip of his cock. Pushing in, the Principal did his best to go slow, his secretary was delightfully tight, but she tended to take a few minutes to lube once he was inside. "Ooooohhhh...." he moaned appreciatively.

When she felt Killerby begin to spread her lips as he entered her, Barbara tensed up. She was clasping her hands and her knuckles got whiter with every bit she felt push in. She kept herself shaved, so she was especially sensitive to stimulation, but her boss didn't return the courtesy and all too quickly, she felt his wiry pubes rubbing against her womanhood as his bulk pressed into her toned peach of an ass and his tightened nutsack nestled against her netherlips. Her body betrayed her as her inner muscles clenched and gripped him and she wiled her body to relax. The tenser she was, the more he'd enjoy it, and she didn't want to make him think she enjoyed any of this, even as her pussy got wetter to welcome it's guest.

The fat, older pervert and the attractive, busty cock-sleeve both made audible acknowledgement when he bottomed out in her. Holding the position for a minute, both to keep from blowing his wad too fast and to let her get a bit wetter, Killerby rested his hands on her shapely hips. Barbara kept telling herself to stay dry and not be as tight as she was, but her cunt didn't listen to her and she gave the Principal a hot, wet, silky massage. Figuring enough was enough, Killerby began sawing his prick back and forth in the beautiful woman in front of him, steadily building up in the next few minutes into a flesh slapping cacophony. Barbara's heart shaped ass bounced with every impact of the front of his pelvis and she continued to get wetter and grip him more snugly as he violated her.

Several minutes in, Barbara was gripping the edge of the desk to try and keep the front of her thighs from hitting the side and was letting out feminine grunts of 'ungh, ungh, eeugh, aah' that told any peeping toms that she was enjoying this more than she wanted to. The Principal's hands roamed all over the exposed flesh of his subordinate and he couldn't hold out much longer. He stroked the soft skin of her back, held the front of her thighs for the leverage to give several hard thrusts at a time and treated her round ass to a sporadic spank. His favorite was leaning over to cup her large breasts in his hands and feel them bounce in his palms in time with his thrusting while he listened to her strained pleasure. He didn't bother to close his mouth as he moaned and enjoyed his secretary, so specks and dollops of drool fell from his open mouth as he alternated pinning her down and leaning back to face the fluorescent lights quietly bearing witness to the spectacle below.

Barbara, meanwhile, was doing her best to just endure her violation and not be any more humiliated than usual. feeling his bulk cover her and press her down when he leaned over to grope her tits, she could feel her skin crawl. The **** of her ass and pussy though, she was horrified that she was enjoying it. She was practically getting ****! Why was she getting turned on?! What the fuck was wrong with her!?!?

Both of them were reaching their peak minutes later. One willingly and one not. As she felt him twitch and swell inside if her, corresponding to his more erratic pumping, Barbara Summers' face was scrunched up in disgust and pleasure. Not all of the disgust was for her boss though, as she silently pleaded with herself 'Please don't cum, please don't cum, I'm not a slut, I'm not a slut, I don't like this, I'm not a slut, please don't cum on his cock' even as she felt the buzzing tingle of an orgasm rush towards her. To her deep shock and humiliation, with a few more animal grunts and burying himself to the hilt in the busty woman, she felt the walls of her pussy being painted white with her bosses sticky, hot load and her expression mirrored his as she arched her back and went rigid as her eyes rolled so far back she could look at the ceiling if she could see through the top of her skull. Her pussy walls clenched down on his spurting cock in a **** grip as she let out an anguished "Unguaaaahhh!" of release as her orgasm slammed into her and her thoughts washed away in unwilling pleasure. Neither one of them registered him collapsing on top of her and pinning her to the desk, both of them sweaty and panting.

After catching his breath, Ian Killerby felt his cock soften enough and Barby's cunt loosen it's eager, needy grip on his shaft enough that he could pull out. He stumbled back, his pasty, bare ass falling into her chair as he watched his beautiful secretary's body still heaving for air and shuddering slightly with the aftershocks of a climax. He smiled self-satisfied watching the pearly goo of his jizz start to leak out form her well used hole. As she started to stir and get her wits about her, Killerby pulled up his pants with one hand and managed to haul his bulk into standing. Giving her bare ass one more slap and watching it ripple slightly with appreciation, he commented, "That's what you really need on a Saturday, right Barby? A good pounding."

Barbara groaned quizzically as she came down from her climax and in response to the sudden pain on her backside. "Don't worry your slutty little head. I'll make sure you get it more than just Saturday. You're not the only one with needs, remember." Her boss chuckled as he half walked, half stumbled back into his office, still holding up his undone pants with one hand.

Ms. Summers spent several minutes after her boss' door closed sprawled out on the desk, letting what just happened sink in.

'Did I just fuck my boss again? Did I just like it?' she thought as she fell back into the chair Killerby had just recently vacated. Spreading her legs to gingerly touch her poor, abused cunt, she stared blankly at the white, syrupy baby batter that clung to her fingertips with strands leading back down.

'What the fuck.'

This might be a long day.