Mr. Wickenbottoms Wantonly Wicked Weekend
  • Author - Preston Pinkly
  • Rating -   
  • Site Rank - 2408 of 2955
  • Story Codes - F-m, non-consensual, analplay, bondage, cbt, humiliation, spanking
  • Post Date - 3/7/2017

Author's Note: Little did he know it had all been arranged beforehand


Mr.Wickenbottoms was naked and engaged in his most favorite activity augmented by purloined items which are destined to make his weekend a most memorable one.He is 24 and the only male instucter at the Tanning Academy. Which is an elite experimental private college for young women. Although exceptionally knowledgeable in his field he is somewhat lacking in social experience and one could say even reclusive, apprehensive and shy. Especially around the opposite sex. This did not go unnoticed and was in fact a major reason why he was chosen as an instructor at the Academy. He was handsome with dark, longish but well styled hair. Rather large black plastic frame glasses which gave him an awkward and one might even say nerdish appearance which clashed with his otherwise good looks. He was relatively slim but hardly athletic. Eschewing physical exercise and sport, his life was a sedentary one which likely contributed in giving him somewhat narrow shoulders and an almost inordinately plump and protuberant bottom. At the moment he was engaged in exercising the one "muscle" which did get a lot of his attention.

He was on his knees atop his bed and debasing himself in a most unprofessionl manner engaging in lewd acts hardly appropriate for a male teacher at an upright and distinguished academy for young ladies. Atop his bed were spread about a collection of pornographic magazines. Their pages open and displaying a debauched assortment of sluts exhibiting themselves quite brazenly in a rude and vulgar manner designed to induce acts of flagrante self abuse in weak willed males. There were also several degenerate devices atop a towel including a now greasy and previously used inflatable buttplug, different size cockrings, lubes, a large black phallic shaped vibrating dildo, a curious flesh colored "pocket pussy" and an elastic tubular device for ball stretching. Various pieces of female lingerie were laying about. William was at the moment , busily pumping his penis into another artificial plastic pussy he held in place at waist level between two pillows from his bed. He was wearing shear black thigh highs and sniffing lavender panties. On top of the pillows was magazine foldout of a naked tatooed tart. She was leaning back on her hands with her legs spread wide showing her hirsute retro 70's twat and enormous saggy boobs.William was nearly there and about to abandon himself to his pleasure when his door opened and his students Julia, Justine and three others walked in.

"Oh, dear, Mr. Wickenbottoms! What on earth are you doing! " Justine feigned shock and mock indignation. Bobbie approached closer " Oh look how fast he's moving his cute fat bottom!" (Giggle ) "Oh! He's pushing his penis between those pillows! " Cellcams click as the girls come closer to the bed and Justine flicks on the overhead light. "Daphne, I think he's sniffing your panties!" (Giggle ) "And Julie, aren't those your black thigh highs he's wearing? " The bright overhead belatedly re engages Williams brain and he gasps in sudden surprise and enormous embarrassment. He turns crimson as he withdraws before he can cum and tries to cover himself with his pajama top. "Oh dear! Girls, what are you doing here?" They giggle as the faux pussy tumbles out on the bed for all to see. "Look what he was sticking his thing into!" They all laugh and William cringes and wishes he was anywhere else but there. " Oh look! Thers another one on his towel! And isn't that buttplug! And a big black dildo!"Oh, Justine look at all those magazines and picture's!" All the girls are dressed in fetish themed lingerie . Justine at 21, not much younger than William, and the president of the Alpha Alpha Omega Sorority of which they were all pledges stepped closer to William. She wore a a very short black latex skirt over shear, near transparent flesh colored pantyhose. Her 5 inch high heels were on ankle length black and dark beige lace up boots. Her top bared her mid section and shoulders. It was a black lacy wrap around which offered glimpses of the red bra she wore underneath. It covered her arms from bra to elbow. Her hair was blonde, shoulder length and simply styled, parted on one side.She was tall ,lithe and quite attractive with a most striking presence. Her hands were on her hips and she looked down at William regarding him as a misbehaving male caught in flagrant delicto in a deviant, disgusting act. And much in need of discipline and correction.

"You've been very very naughty, William. Miss Tanner will not take this lightly and we've got lots of pictures of your depravity!" William, cringing on his bed tries to explain and regain a measure of his authority but it is all quite futile." But I can explain it. It was an experiment " Justine sniggers at his lame attempt and the other girls laugh. "For now, I strongly suggest that you do everything I say. And perhaps we can work something out. Now go down on the floor in the center of the room. I want you on knees and elbows and don't bother covering yourself." Her commanding voice and manner combined with her most enticing propinquity quicklyinduce William to obey. His cock, which had never really deflated, stiffens even further and drools clear lines that form a sticky puddle beneath him. Stimulated even further by the click clacking of impossibly high heels circling around his naked body. Justine sniggers as she runs her sharp toed boot upwards between his asscrack and he moans softly. She smiles when she painfully prods his meaty bottom with the sharp spike of her heel and he groans with discomfort. She nods to Julia and the other girls follow suit. Giggling as they Poke and prod, his fat dangling balls and even his stiff boner. William moans with more pleasure than pain then Justine proffers her foot inches from his mouth. "Honor!" He instantly kisses each boot and licks each of them to a high gloss with his tongue. She laughs at his easy and obsequious compliance and afterwards orders him to stand.

He does so with uneasy reluctance since his overly sensitive cock is pointing straight out and drooling much clear liquid. Led by nasty, raven haired Bianca Barkley the girls all either 18 or 19 begin losing their prior ladylike restraint as well as what small respect they had left for their naked teacher. They smirk, snigger and giggle. Some making raucous but still somewhat subdued remarks.Justine merely smiles and orders him to lay flat on the bed. He does so and Justine confers with the girls just outside of earshot. Willam hears laughing and the smiling girls return. Julia quickly binds his wrists with thin rope and attached them to the headboard. Bianca, quite the rope mistress, giggles and binds his balls and swaying cock. She ties them tight enough to inhibit cumming but not enough to prevent it under extreme stimulation. She ties the base of his swelled balls, ties and seperates them and ties more rope around both his cock and balls then just around his cock. They giggle and compliment her on her artistry. She laughs and takes a bow then begins deviling Williams large swollen sensitive balls with painful finger prods, finger snaps and brief squeezes. Much to the giggling delight of the other girls and the groaning discomfort of William. There is substantial lead on the rope and precocious Pamela gives it a pull stretching his now almost obscenely large balls eliciting a loud moan and a plea to release his bound balls. He gets only mocking laughter in response. Justine easily inserts the greasy buttplug and bad short ,dark haired, pixiesh Bianca inflates the plug to twice the usual size he is comfortable with. His eyes bulge wide. It feels as though a football had been inflated in his ass and he moans and fidgets most uncomfortably.

Next Justine does something extrordinary. She removes her latex skirt and top leaving on only her near transparent flesh colored pantyhose and boots. She gets atop the bed and straddles Williams face on her bent knees lowering herself and pressing her covered pussy against Willams mouth. She is moist and he deeply inhales her sweet sex scent. In spite of his tied balls and the lewdly expanded plug in his ass his bound cock dances, straining for release and drenches itself with slick pre cum. He kisses and licks her wet snatch through the light transparent fabric. She holds his head in place till she climaxes then she turns about and has him kiss and lick her ass while she teases and torments his bound swaying cock bringing it to the edge with playful slaps and brief strokes. Always stopping just short of ecstasy. Bianca, nude from the waist down, takes her place. She has a firm round bottom and a dark well trimmed twat. She liberally wets William with her pungent juices juices as grinds into his face and climaxes 3 times in a row. Before she has him kiss and lick her ass and tongue her hot pink asshole. Bobby paifully pulls his balls to elicit a more intense pleasuring and to hear him moan in agony. While Daphne teases and torments his straining cock. After nearly an hour he has pleasured all 5 girls and experienced almost unedurable teasing and torment. Daphne partly deflates his buttplug but reinflates it, though not as huge. She turns the vibration control on high and pulsates the big plug inside his ass. Aternately expanding it then shrinking it a bit. The affect is highly stimulating coupled with Bianca's small soft hand firmly jerking off his slick greasy cock and teasing his hugely swelled balls with light feathery touches. When she senses he's ready to cum she points his cock upward. His tortured cock jumps and jolts then geysers out long ropes of steamy white jizz which partly splatters on the headboard but mostly lands on his face and in his open mouth. She giggles and uses both her small hands to painfully squeeze each of his bloated balls. Stimulating a secondary salvo which mostly lands on his belly and chest.

"Oh what a disgusting mess!" Justine mockingly says with feigned indignation. William makes a sour face after swallowing substantial splooge. The giggling girls take notice and scrape more off his naked chest and belly with their fingers and begin feeding it to him. He tried to turn away but their fingers are most insistent. Julia releases his bound balls and removes the greasy buttplug.William soon falls into deep but fitful and less than comfortable sleep. The girls take more pics then quietly exit.

Next morning William is awakened early and served a sumpuous breakfast by staff members. His strength is quickly returning and he is afterwards summoned to a Saturday morning meeting in the alcove room. A room once designated for discipline in an earlier period. His meeting is with Miss Tyndara Tanner, headmistress of the school and daughter of Mrs Henry Tanner the now elderly school founder.He is dressed in his standard dark suit and tie when he is ushered into the inner alcove. Tyndara is blonde and nesr 40. A woman with a very domineering nature as her 3 ex husbands would agree. She is a striking and attractive woman. Seated with her legs crossed beside her desk. Her cascading hair was below shoulder length and coiffed in a sort of retro mid 60's style. She is wearing red lip gloss and well applied but minimal makeup and dressed in a sort of wraparound muted red one piece dress with deep cleavage showing off her quite luscious fleshy natural boobs. And exhibiting a shapely leg ensconced in sheer, retro, nylon, flesh colored hosiery attached to black and red garter belts. Her 4 inch high heels are the same off red color.

"So Mr Wickenbottoms, we haven't met but I've become quite familiar with your personal proclivities. Now if you will please disrobe and approach me" She is tapping a rather thin wicked cane on the hardwood floor. He started to say something but a sudden firery look in her eyes quickly changed his mind and he quickly disrobed and approached her. She just as quickly stopped him. "Oh no, Mr Wickenbottoms! You approach me on hands and knees. Down on the floor! Now!" She was seated slightly sideways from him and she raised her dress exhibiting a substantial amount of bare thigh and the black garter belt attached to her sheer hosiery. His cock stiffened and bobbed up and down beneath him as she teased him and glowered at him with haughty disdain. She stopped him by extending her sharp toed high heel shoe in his face. "Lick" she ordered with haughty authority. He licked her shoe to a glistening shine while he was naked on hands and knees. She extended the other shoe and she sniggered at his easy servility. She then her raised a cuban heeled foot from a discarded shoe and shoved it in his mouth. He sucked her toes and nearly half the length of her foot, repeating it with the other. "Now, lean back on your hands and spread your legs! I want to see your cock and balls!" His stiff cock swayed in front of her and his heavy balls touched the floor. She slid her foot up under them and lifted them up. She abruptly dropped them and mashed them into the floor with the sole of her shoe. She laughed as William moaned and winced in agony. "Fat, squishy and disgusting! " she cooly remarked before releasing them. "So you like to masturbate to obscene photos of naked women, do you? I can see how chaffed and red your cock is from your habitual self abuse!" She prodded his stiff penis with her sharp toe causing it to drizzle and glisten with pre cum.

She turned her body slightly more in his direction and spread her legs wide at the same time pulling her dress aside and letting it drop away from one shoulder. Do you want to see my pussy William? I'm not wearing any panties today.Williams mouth drops open and without thinking he begins pulling and tugging his cock. Tyndara's leather sole immediately mashes Williams balls into the floor most painfully. He groans and lets go of his cock. "No, William! You are not to touch your cock without my permission!" Looking up again he can see one firm nipple popping up from under her black half cup bra.She beckons him forward with her finger. "Now come to me, like a good boy," He crawls between her legs trailing pre cum from his drooling cock.Her moist hot snarch is quite pungent and she pulls his face into it by his longish hair. "Lick me, William! He pleasures her as if she were a queen and she clmaxes twice in quick succession before pushing his head away. Once she catches her breath she allows William to kneel and masturbate before her. She drops her half cup bra and leans forward rubbing and squeezing her large boobs. They are exquisitely soft and natural with large pink areola and finger thick nipples. William slides his loose fist easily up and down the wet slick shaft of his cock When she rubs the underside of his balls with her foot he quickly goes over the edge. His fist is a blur of motion along his greasy shaft and his throbbing cock hoses out a copious load of hot cream most of which lands on Tyndara's shoes and hosiery. "Oh what a digusting mess! Clean me William! Immediately! " He quickly kneels doglike on all fours and licks the thick cream from her shapely hosiery ensconced legs. She pushes him back and shoves her shoe in his mouth. The upper part is covered with his cum. She mockingly laughs at him as she forces him to eat all of it.

" Now, its time for your caning, William. Did you think I would change my mind?" She laughs "Not a chance! You have committed a number of serious offenses, William! Not the least of which is that you ruined a pair of my favorite hosiery!"In fact I think I will defer to a specialist in your case. She just happens to be on campus at the moment " Tyndara speaks into an intercom; "Send in Miss Johansen, please." She smiles mockingly and glowers at William " I expect I'll get plenty more opportunities with you in future" Erica Johannson enters the room smiling wickedly. She is a strikingly attractive and athletic woman of 23 years, with short very light blonde hair brushed behind her ears and long muscular legs.She is nearly 7 feet tall in her 5 1/2" red high heels. Her belly is flat and her moderately large boobs are nearly spilling out of her brief, very minimal red latex bra. Her arms are strong and muscular without being sculpted and defined and she is wearing a very brief red latex thong.

"He's all yours, Erica. He's been a very, very naughty boy!" She hands her cane to Erica. Her wicked grin is even more pronounced as she looks down at William and flexes the cane between her hands. She herds William, on all fours, over to the leather covered spanking bench. She wails the cane into his beefy bottom to rush him along and delights in his sharp yelps of agony. Once there, Erica straps him down over the bench and proceeds to pinch and squeeze his meaty bottoms."You are in atrocious shape, William! Your nasty cock shouldn't be the only part of you that gets constant exercise! We must see to it that Miss Wackerman designs a p.e.program for you to follow. And I will be more than happy to provide you with the necessary discipline!" Oh, and I'm afraid this rather flimsy cane won't do at all!" She selects a somewhat thicker but equally flexible cane from a nearby wicker basket.

Without further ceremony she wails her wicked cane into Williams bottom like some fierce valkyrie.Williams howls of agony are quite piercing as Erica delivers an epic caning. She stops then fingers herself and climaxes quickly then resumes. Tyndara,now naked except for her stockings,garters and high heels has her legs spread and is leaning back agaist her desk pleasuring herself as she watches. "Such noise, William! Erica removes her very wet latex thong and stuffs it into Williams mouth. She ties it into place with her latex bra. "There! Thats much better! No more silly caterwauling now!" As if testing his new noise reduction device she wails a ferocious stroke across the center of his quivering buttocks leaving a livid red stripe which will quickly become an agonizing welt.His soppy gag muffles what would have been a glass breaking shriek.She smiles when she hears his muffled shriek anld delivers 3 more equally savage strokes in rapid succession just below the first. His long throaty groan makes her wet and she stops to finger herself to another climax. William twists his bottom to and fro trying to escape her wicked stinging cane. Erica laughs at his futile attempt to escape her cane and punishes his shuddering bottom even more fiercely with rapid ferocious strokes. Finally she relents, leaving his ass ablaze and heavily striped, welted and swollen.He lays limp and moans into his gag as Tyndara and Erica fuse in a hot naked embrace. Erica grinding her sopping snatch against Tyndara's raised thigh. "Are you going to keep him ,Tyndara? " Oh yes! He's past his probationary tests with flying colors. Pity though, he was quite a good science instructor, as well. Well, we cant have it both ways and he'll be just the perfect boitoy for us to play with this semester! Somehow I'm sure he'll prefer the new arrangement and I'll even double his salary. Mother can well afford it. Silly boy! No clue why we really hired him or that he was being watched every minute".

Lust quickly dissolves the breathy exchange and they lock in a hot, sweaty embrace. Lips and tongues exploring. Grinding, fondling and pleasuring each other. Williams muffled moans and raw welted ass in backgound raises the temperature even higher.


The End
The author has indicated there will be no future updates



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