Karen: ‘A middleclass girl or woman who is self-centered, overly entitled and excessively demanding and uses their class privilege to demand their own way.’
Masons Peak High School, Minnesota – Day One of Senior Grade
“Hello everyone and welcome to the first day of your last year in high school,” Vice Principal Mary Applebee announced in her grating cheery voice.
“Not for some!” some rogue at the back of the auditorium called out.
“That will be enough Mister Billingham or it will be you who repeats a year,” Ms Applebee said sternly.
“I’d like to introduce you to a new student who has recently moved to Masons Peak and will be joining the senior grade until graduation. Please welcome Alexandra Plessy,” Alex Plessy stepped awkwardly to the front of the stage, virtually pushed there by Mary Applebee.
As is the ritual when a new teenage student joins a school, Alex was scrutinised by the various cliques. The boys were of course interested in her looks and body, the girls assessed her clothing critically and tried to decide if she would be competition for the their boyfriends while the goths, jocks, brainiacs, stoners, theatre geeks and the other tribes tried to assess where she might fit in.
The three Karens sitting together in the back row made their own critical assessment. Alex was tall, slim, small-breasted and had a face that was not conventionally pretty but some might think attractive. Her nose was a little crooked, she had a small gap between her front teeth and she had a small but prominent scar on her chin. Her straight mousy hair was cut in a bob and hung to her shoulders. She was wearing green leggings with a short red skirt over, black flats, a knitted, seamless black scoop-neck top and a red wool cardigan to stave off the cold as the fall chill had arrived early this year. Her makeup was minimal but she had used eyeliner and mascara to effectively enhance her emerald-green eyes which were her most striking feature and applied some gloss to her full sensuous lips. She wore no jewellery except for a fine gold chain and locket around her neck.
“Walmart,” Constance Dupree whispered dismissively.
“Cheap,” Felicity Lichfield huffed.
“Loser,” Karen Allbright, the leader of the pack, made a show of studying her fingernails.
“A seven at best,” Rick Macklin, Constance Dupree’s boyfriend, whispered.
He was sitting in the row in front of The Karens with the other jocks, his feet up on the back of seat in front of him.
Constance Dupree leaned forward and clipped Rick across the ear.
“She’s a fucking three… a four maybe!” Constance huffed.
Alex Plessy looked forlorn on the stage, staring out at her new peers who she knew were inspecting her. She couldn’t wait to leave the stage and settle into the anonymity of academia. She had no interest in joining any cliques, gangs or cadres. Alex just wanted to complete her final year of high school, graduate and go to college.
Thankfully Vice Principal Applebee nodded dismissively at Alex and indicted that she should leave the stage. Alex found a seat near the wings of the auditorium and sat by herself. She listened to Mary Applebee drone on about the example that the seniors should set to the junior students and spoke about integrity, school spirit and inclusiveness. Alex wondered how much inclusiveness existed in the sea of white faces she had witnessed whilst standing on the stage. The students congregated together in their tribal clans and the small assemblage of minorities sat together in their ethnic groups.
With the assembly over the students rose out of their seats and began to make their way to their classes, the silence replaced with the dull roar of teenagers enthusiastically chatting to one and other. Alex studied her timetable and accompanying map that had been issued to her in her indoctrination package and made her way to the math classroom. She felt eyes on her as she made her way to a vacant desk towards the back of the room. This was to be expected being the ‘new kid’ although Alex was hardly a ‘kid’ as she had recently turned nineteen.
As she passed Constance Dupree’s desk, Constance stuck out her foot and Alex stumbled over it.
“Watch where you're going Walmart,” Constance quipped as Karen and Felicity sniggered at Alex’s plight.
“Nice skirt girl. Is that real vinyl?” Felicity smirked.
It was a childish prank and Alex didn’t respond to the sleight regarding her cheap skirt. She found a seat away from the three girls who were wearing designer jeans, expensive footwear and whose hair was stylishly coiffed. They were wearing far too much makeup and between them they smelled like the perfume counter at a Chanel store.
“Don’t worry about the Karens. They're just testing you to see if you’ll bite,” a handsome young man with shoulder-length sandy hair whispered to her from two desks away.
He buried his nose back in his textbook and the class became silent when the tutor entered and began to address the assembled students.
Alex got through the rest of the day unscathed. Most of the classes were taken up with the teachers reviewing the curricula, setting first term assignments and reminding the seniors that they were now in their most important year of high school and the need to perform well academically if they wanted to get into a decent college. Alex sat by herself at lunch and politely declined offers from the emissaries sent by the cliques and tribes to go sit with them so they could bombard her with questions to see if she was a suitable candidate for membership.
When school was out Alex put aside the texts that she needed to study that evening and locked everything else in her locker. The texts went into her shoulder bag. She slung the strap over her shoulder as she made her way out of Masons Peak High School. Skipping down the wide stone steps she looked up and saw a red BMW convertible parked in the pickup zone.
“Fuck!” she whispered but made her way towards the vehicle with her head down.
“Hello sugar. I thought I’d surprise you with a visit and pick you up on your first day,” Miles Davenport leaned over and opened the passenger door.
Alex climbed into the cherry-red M4 Cabrio and Miles took the opportunity to check out Alex’s long legs as her skirt rode up. He put his hand on her knee as he pulled away from the curb.
“How was your first day?” Miles smiled at Alex and she returned the smile, suppressing a grimace as her uncle’s hand slipped further up her leg until it was resting on her inner thigh.
Alex had been emancipated at sixteen when she came out to her parents as transgender. Alex’s parents had suspected that their son was ‘queer’ for a long time and when they found girl’s clothing and makeup secreted in his bedroom they confronted him. There had been a bitter battle when their son told them that Alex wanted to change their name from Alexander to Alexandra and present as female and wanted to commence gender reassignment therapy, hormone treatment and maybe even surgery. Alex’s parents refused and hated it when Alex began started to openly wear androgynous clothing, walk and talk like a ‘pansy’ and began using feminine pronouns to describe herself.
Her uncle on her mother’s side of the family, Miles Davenport, had swooped to the rescue and offered Alex the funds she needed to support herself and rented a small apartment for her near her school on the outskirts of Miami Florida. Alex’s emancipation had been uncontested by her parents who shunned her and cut off all contact. Alex transitioned into a pretty teenage girl, fashion model tall with long shapely legs and with the help of medication and a little surgery developed curvy hips, a buxom bottom and perky breasts.
Alex’s uncle paid for everything and his lawyers pushed the necessary paperwork through the legal system for Alex to legally change her gender. Miles provided her with a generous monthly stipend and a small car to go along with the rented apartment. Alex was extremely grateful for her uncle’s unconditional support and generosity.
Miles Davenport had the decency to wait until Alex turned eighteen until he began to fuck his maternal niece.
Alex came home from school on her eighteenth birthday to find Miles sitting in her apartment and a stack of wrapped birthday presents piled on the kitchen counter. Miles greeted her not with his usual chaste kiss on the cheek and fatherly hug but with a full-on lip smacker and when he hugged her he squeezed her buttocks.
“Open this one first,” he handed Alex a package.
She tore open the cheesy birthday wrapping and found that it contained a red chiffon babydoll negligée. The garment had a formed bralette, an attached loose-fitting skirt falling in length to the upper thigh and was trimmed with lace ruffles and spaghetti straps. Hardly the gift an uncle gave his niece.
There was also a pair of red satin panties and matching suspender belt and a pair of expensive Wolford fully-fashioned black stockings.
“Go put them on and wear these too,” Miles handed her box, which when she opened it in her bedroom, contained a pair of red Jimmy Choo pumps with ridiculously high heels.
“Tone up the makeup and let your hair down,” Miles was not asking; he was ordering.
Alex wasn’t stupid. She had guessed that this day might come.
Her uncle wasn’t Elon Musk rich but he counted his fortune in millions. She knew that he catted around with attractive young women and high-end callgirls and made no attempt to hide the fact that he did. Alex often found a bevy of young women not much older than herself partying at his estate, lounging around his pool in skimpy bathing suits and occasionally a pretty young call girl leaving his house just as she arrived to visit. But Miles had never made any inappropriate advances and was kind and generous to her.
She looked at the lingerie and heels that her uncle had given her for her birthday she realised that this was the price she was going to have to pay for her uncle’s philanthropy. She might be emancipated but she was still at school and there was no way that Alex could make her grades whilst working enough hours to support herself. She knew that the apartment, the car and her generous allowance would all disappear if she didn’t bow to his wishes.
Alex allowed herself a few minutes to be angry and then sad but most of all she was disappointed with her uncle. She was well aware that she was pretty and that her body was sensual. She had seen boys at school looking at her the way boys do when they find a girl desirable but none of them had made any advances. When she came out as trans she lost all of her friends and some of them were downright hostile. She was a loner at school. Most of the kids just couldn’t get their head around the fact the boy they knew as Alexander was now a girl named Alexandra, especially when the therapies and surgeries began to change her appearance dramatically. School was almost unbearable but Alex was determined to complete her senior year and get into a good college.
Alex stripped and used the bathroom. Being a healthy teenage girl with a blooming libido Alex was sexually inquisitive but in the absence of male companionship Alex had purchased a sex toy and used it on herself while watching pornography. She knew the preparatory requirements before engaging in anal sex and she did what was necessary then she took a quick shower and applied the heavy makeup and let down her hair just as Miles had requested. Stepping into the lingerie, stockings and heels she looked at herself in the mirror and saw a girl similar to the ones she saw on the pornographic websites reflected back at her. She looked voluptuous, exotic and sexy and just wished it was one of the boys she fantasised about at school waiting for her in the adjoining room, not her uncle.
Alex was not comfortable wearing the provocative garments and unsteady on the absurdly high heels but when she walked awkwardly into the living room her uncle did not seem to notice her reticence. Miles had stripped naked and was sitting on the couch sporting a healthy erection. Her uncle was fit, tanned and goodlooking with perfectly coiffed dark hair. His personal trainer, personal chef, personal physician and stylist did their best to keep him looking young, fit and handsome. With the right amount of money anyone can be made to look attractive, Alex thought.
Fleetingly, Alex realised the hypocrisy of her thinking. Wasn’t her own face and body the product of her uncle’s wealth?
“You are magnificent Alex,” Miles sighed and patted the seat cushion beside him indicating that she should join him.
Alex was resigned to her fate but was determined that she would not be in any way responsive or encouraging. If her uncle wanted to gratify himself on her body she would endure it stoically. During her English lesson today the word of the day had been stoic and the class had been given ten minutes to write down as many synonyms as possible and Alex recalled the list: unemotional, impassive, emotionless, apathetic, cool, passionless, undemonstrative, indifferent, calm, detached, numb, aloof, unmoved, expressionless, unconcerned, unflappable, passive, resigned, philosophic, and self-controlled. Alex would be all these things.
Alex lumbered toward the couch and sat down gracelessly. She was trying to be deliberately gawky, putting aside the hundreds of hours that she had put in painstakingly developing feminine mannerisms until they became instinctive. Miles seemed not to notice and was fixated on her body and when she was seated he fell on her like a lion on its prey.
He pressed her down onto the couch dragging her into the supine position and lay on top of her. He crushed his lips against hers and she tasted mouthwash and whisky when her uncle thrust his tongue into her mouth. She lay still as Miles’ hands roamed her body, touching, fondling and exploring. He tweaked her nipples and despite her resolve to remain unstimulated they hardened to his touch. Alex convinced herself that it was just an automatic response; a reflex.
When his hands stroked her nylon-clad thighs and drifted upward across the front of her panties and she felt her cock begin to thicken, she opined that too was involuntary and she lay perfectly still and unresponsive.
“It’s going to be like that is it?” Miles chuckled evilly.
“Well, we will see,” he put his mouth on hers again and kissed her deeply, his tongue flittering in her mouth.
He pried her legs apart and lay between them and Alex felt his cock pressing against hers through the satiny panty material. He writhed his naked body on top of hers, his fingers stroking her nipples then drifting down her flanks to her legs where he caressed her thighs. His mouth was obscenely sensuous, his lips soft and inviting, his tongue exploring her mouth. Alex’s pleasure centres lit-up and she fought hard to remain unresponsive.
“I was hoping we might spend some time over foreplay and I want to feel your mouth on my cock but if you’re not going to play the game I’m just going to fuck you. I’ve dreamed of this for so long,” Miles whispered lasciviously into her ear.
She felt his hand scampering around, searching for something between the cushions and then she felt him slide the gusset of her panties aside and a cool, slippery slave being applied to her anal opening. Miles kissed her again and this time his fingers, slick with the salve, slipped inside her panties and wrapped around her penis. He stroked it until it was tumescent and Miles put his mouth to her teats and used his lips, tongue and teeth on them until they engorged. Despite her unwillingness Alex was becoming uncontrollably aroused. Miles slipped a finger inside her anus and she gasped. He wriggled it around a little and then had the audacity to remove it and sniff it.
“Good. Nice and clean,” he chuckled and began to kiss and fondle her again.
Alex hated herself for becoming concupiscent but her body was betraying her. Her nipples were tingling, her penis afire, her legs ached from where Miles had stroked her silken-clad thighs. He kissed her again and she could feel the want and the need in him, her unresponsiveness only served to fuel his ardour. She felt his cock wriggle between her buttocks and she tensed and screwed her eyes shut.
Despite his eagerness Miles took his time deflowering his niece and Alex hated him for it. She would have preferred that he painfully ravish her, causing her pain and discomfort so that she no longer felt so sexually aroused. Instead Miles slipped just the head of his thick, meaty prong inside her sphincter causing Alex to wince but the pain was soon replaced with sparklets of pleasure. Miles kept kissing her, working his mouth sensuously on hers, his fingers stroking her nipples then drifting down across her belly to her thighs where he caressed the pale sensitive flesh above her stocking tops.
When he was satisfied that Alex was no longer feeling discomfort he began to slide his engorged manhood inside her tight, slick anus. Alex felt Miles’ fill her rectal void, the pliability and dexterity of his thick, veiny appendage far superior to the silicon imitation that she kept in her top drawer. Her uncle’s cock was animated and responsive. She could feel it throb inside her, his steady heartbeat palpable as the veins along the trunk of his manhood pulsed with life.
Her sphincter radiated waves of delectation, the walls of her anus were afire with delight and a deep resonance emanated from her prostate.
Then Uncle Miles began to fuck her.
He kissed her with unbridled passion and his hands found every part of her that could be stimulated as his steely cock slid slowly in and out of her back passage. Alex’s body was ablaze with wantonness and desire as she lay underneath him trying her hardest not to respond to her uncle’s unwanted ministrations. His attack was overwhelming, accomplished and calculated. Miles was an expert lover and he was using his expertise and prowess in order to breach Alex’s defences.
Alex surrendered.
She let out a guttural moan and wrapped her arms around her uncle’s broad shoulders and lifted her legs and crossed her ankles behind the small of his back. She returned his kisses, locking her mouth on his, driving her tongue into his mouth as she writhed underneath him, pressing her aching cock against his hard belly as she forfeited her integrity for carnality.
Miles cupped her buttocks and lifted them off the cushion so he could ram every millimetre of his aching cock inside his pretty niece and smiled as he felt her stocking-sheathed limbs rub against his flanks, her heels scour his lower back and her fingernails rake his shoulders as she encouraged him to fuck her harder and faster. She gasped into his mouth and he felt her cock judder against his belly and then her panties became saturated with her essences. Her creamy issue smeared his belly and her orgasm triggered his own.
He pressed Alex down into the cushions and jackhammered his cock in and out of her tight sheath, feeling it ripple and undulate as Alex’s anus responded to her climax, milking him, extracting his seed. Alex felt her uncle’s cock judder inside her and sensed his hot buttery juices filling her void, driving her climax to an unprecedented summit. She had never felt so overwhelmed with desire and gratification.
Miles lay on top of Alex gasping, trying to recover from the exertion, his body still responsive to the gorgeous young woman who lay beneath him. Her ardour was sated and he was aware that Alex was feeling post-coital regret but he had no sympathy for her. If she was one of his whores, he would simply recompense her with cash but his hold over Alex was far stronger. She depended on him.
Now that her lust was satiated Alex felt dirty. She felt like a prostitute who had surrendered her virtue for privilege. There was nothing she could do to redeem her integrity; the deed was done. Miles climbed off her and walked over to the kitchen counter and unwrapped another of her presents. It was a bottle of Grey Goose vodka and he poured a generous amount into two glasses.
Alex sat on the couch with her arms wrapped around herself defensively, looking forlorn.
“Hey princess, I paid for those tits, that fine ass and that pretty face and I intend to take full advantage of them,” Miles growled.
“Grow up and stop being a baby. You still have your freedom but every now and then I’m going to drop by and collect on my debts. You can go home to mommy and daddy or go live in a flophouse while you toil away at some shitty job or you can enjoy everything I’ve given you,” Miles took a gulp of his drink.
“Don’t worry I’ll only drop by occasionally and I’ll give you plenty of warning. You be nice to Uncle Miles and he’ll be nice to you,” he sauntered over to the couch and thrust the drink at Alex.
She took a beat to think about it and then she snatched the glass from his hand and downed the contents in one gulp.
“Good girl! Now lets go unwrap the rest of your presents and then we can retire to the bedroom and see what you can do with that pretty mouth of yours,” Miles kissed Alex on the cheek and she used her all of her resolve not to flinch.
Alex had made a deal with the devil and now she had to pay her dues.
For six months Alex lived like a concubine. She attended classes, did her homework, did her community service to gain extra credits, kept house and tended to her uncle’s sexual needs when he demanded it. His visits were infrequent and he would call or text her beforehand providing specific instructions about how she should dress for him, often sending her pictures or links to websites or even sending her packages of clothing for her to wear when he visited.
Alex endured her uncle’s advances and try as she might to remain disconnected during his visits, Miles was an accomplished lover and she always found herself succumbing to his needs and actively participating. She hated herself for it but considered it the price she had to pay for her emancipation and lavish lifestyle. She knew that her uncle was exercising coercive control over her but she was willing to submit to him until she had the means to break free of his hold on her.
Her aspirations were shattered however when the very conservative PTA and School Board met and passed a resolution stating that ‘A person’s sex is an immutable biological trait and that students must use the bathrooms, locker rooms and other facilities that reflect their birth gender and must dress accordingly’. The resolution went further than the legislation recently passed by the state and effectively barred Alex and any other trans students attending the school unless they presented as the same sex as defined on their original birth certificates.
Alex was at first devastated but then she realised that an opportunity had presented itself that could free her from Miles’ jackboots. She scoured the internet looking for schools in places considered ‘trans friendly’ and settled on Masons Peak High School in Masons Peak Minnesota. It was a very good school with a liberal outlook. That was the good news.
The bad news was that the school was unwilling to take in students halfway through their senior year. Alex would have to repeat her last year of high school, also the school fees were quite exorbitant.
The better news was that Minnesota was a long way from Florida where Miles Davenport had most of his business interests. He owned casinos, hotels, shopping malls and a golf course or two. His office was located in a gleaming tower in Miami as was his luxury beachfront estate.
Miles tried everything to keep Alex from moving to Minnesota. He told her that she could quit school and come work for him or even just forget about employment and live in Miami in an expensive condo with everything she needed paid for by him. When that didn’t work he threatened to cut her off and leave her destitute but Alex was determined that she would complete high school and get a degree. She wanted her independence.
Alex did everything she could think of to cajole her uncle into agreeing with her plan. She did things for him in the bedroom that disgusted her, she was overly affectionate, she promised that once she finished her schooling she would come work for him in Miami and be at his beck and call. She told him that Masons Peak wasn’t that far away, a four hour flight in his private jet, and she would continue to provide him the same services she had been providing for him in Miami.
They reached a compromise. Miles would use his money, his contacts and his lawyers to secure a place for Alex at Masons Peak High School, pay her accommodation and tuition fees and continue to provide a stipend for her to live comfortably. He even agreed to use his influence and money to persuade the Principal to enrol Alexandra as a cis female student and keep her trans identity a secret from the faculty and the student body. Alex did not want to face the discrimination and segregation she had felt at her previous school. She knew that although Masons Peak High School was progressive and inclusive, that some people harboured prejudices.
But Miles was vindictive. It was his way of punishing Alex for going to live so far away from him. He rented her a small one-bedroom townhouse apartment, took away her car and reduced her allowance. She would not by any means be living in poverty but her lifestyle would be frugal compared to how she was living in Miami.
When Alex moved to Masons Peak she changed her appearance. She started wearing clothing purchased at chain stores and packed away her designer labels. She toned down her makeup and straightened and coloured her hair. Gone were the perfectly coiffed, blonde locks, replaced by an unfashionable light brown bob with bangs. She did not want to draw attention to herself. She wanted to blend into the background and concentrate on her studies.
When Miles picked her up outside of Masons Peak High School after her first day of school his smile concealed a grimace. As his hand wandered under the cheap red vinyl skirt and began to fondle her thigh he couldn’t help but comment.
“You look like a pauper. I know that I cut your allowance but you look cheap, dour and unattractive,” Miles sniped.
“Exactly the look I was going for Uncle Miles but you still seem to be unable to keep your hands off me,” Alex replied cattily.
“When I get you home I want you to fix your makeup and get into something alluring. I’m only here for one night and I want to make the most of it,” Miles’ hand slipped between her legs and stroked her pubis.
“You’re tucked really well Alex which is just as well. We don’t want everyone to know that you’re a tranny now do we?” Miles growled.
Miles knew that Alex hated being called a ‘tranny’ and she knew that he was taunting her. She refused to bite and let him paw her all the way home. He insisted on opening the door for her and following behind her when she got out of the car so he could look up her skirt at her fine ass encased in the green leggings. When they got inside he pushed Alex against the kitchen breakfast bar and began to kiss and maul her even as she shucked off her shoulder bag.
“Just let be get ready and change Uncle Miles. I’ll wear that negligée you like with the satin panties, heels and I’ll slutty-up my makeup,” Alex tried to twist free of his grasp.
Miles did not reply. His mouth was on hers and he ripped off her cardigan and tore open the scoop-neck top, exposing her brassiere. He slipped his hands inside and caressed her breasts through the lace cups, feeling her nipples harden to his touch. Alex struggled to break free, but as tall and lithe as she was she no match for Miles’ muscled bulk.
He spun her around and pressed his crotch into her buttocks and pried her breasts free of her brassiere and pawed at them, flicking her nipples until they were fully engorged. His crotch rubbed against her buttocks insistently and she felt his cock become fully engorged.
"Stop! Let me change and prepare myself for you," Alex pleaded, still struggling.
Miles kept one hand on her breast, tweaking the nipple between his fingertips while the other journeyed down her body to her hip. He rested it there and twisted Alex’s head so that he had access to her mouth and he kissed her passionately, almost painfully, crushing his lips against hers, nipping her tongue with his teeth.
"Let me go!" Alex cried.
She hated that Miles had made her nipples sing with unbridled pleasure and that she felt his cock pressing against her ass exhilarating. She hadn’t had sex since she had moved to Masons Peak and it was easy for Miles to arouse her despite her reticence.
"I can’t wait," Miles growled into her mouth.
His fingers circled her pert buttocks sliding over the spandex leggings, slipping between her legs to stroke her cock trapped along her perineum. She could smell his expensive cologne and scotch whisky and the scent of him reminded her of all the things he had done to her and all the things she had done to him and she couldn’t stop herself from becoming erect. The feel of his cock pressing into her the crease between her buttocks ignited her lust despite her efforts to control it.
"I'm not clean Miles," Alex gasped in an effort to dissuade him or at least get him to settle for a blowjob.
Miles's weight lifted off her and for a second Alex thought that Miles was acquiescing to her desire to let her get ready for him and breathed a sigh of relief but it was short-lived. He stopped pressing his crotch into her ass and for a minute and she thought that he was capitulating but instead he pushed down on her back and yanked her skirt down exposing her curvaceous buttocks clad in the skintight leggings.
"Miles no!" Alex cried, exasperated at Miles's insistence.
"You know the deal Alex and you haven’t paid me for quite a while," Miles grunted as he yanked at the waistband of her leggings, pulling them down to the top of her thighs.
Her microfiber high-cut panties followed and Alex’s cock sprang free. Her testes descended and filled her scrotal sac now that her genitals were untucked.
Alex's face was pressed into the countertop as Miles used all his weight to hold her down bent over the counter and he kicked her feet apart. Miles released her but she heard the ominous sound of his zipper and then Miles gripped her hips and pressed his cock between her buttocks. Now that she was no longer pressed down into the countertop she made one last valiant effort to shake herself free but it was too late.
Miles pressed his glans into her sphincter and Alex hissed and gyrated her buttocks to prevent him entry. Alex constricted her sphincter as Miles tried to force his way inside her. Miles was frustrated and he searched the countertop and spied a little ceramic olive oil dispenser.
“This will work perfectly,” he sniggered and dribbled the viscous liquid down the cleft of her buttocks, holding Alex still as he did so.
With her anus and his cock suitably anointed Miles slid his cock slid into Alex's rectum easily and pushed it all the way inside her until his groin nestled in Alex's soft, pillowy buttocks. He gripped her hips and held Alex still, trying to suppress the orgasm that threatened to erupt as her tight sphincter constricted around the base of his penis and her rectal muscles clutched at his shaft and glans, trying to expel his phallus.
But Alex knew that the fight was over and she surrendered. Miles would have to deal with the consequences of entering her unclean because as soon as his cock forced her sphincter to relax and his glans pressed on her prostate her desire overcame her reluctance. Her cock began to dribble pre-ejaculate as ripples of pleasure spread from her rectum to her groin.
She pushed back against him.
"Come on then Miles, fuck your niece. Take your pound of flesh!" Alex wriggled her buttocks.
Miles held Alex by the hips and began to slam his cock in and out of her tight passage, the sensation was overwhelming. Her anus caressed his cock in a velvet grip and her oil-spattered bottom squirmed against his groin when he fully impaled her.
"You are such a whore!" Miles hissed and fucked Alex with a series of long deep thrusts.
Alex hated being called a whore more than she hated being called a tranny. They were controlling derogatory words that Miles often used in the throes of lust to demean her. But despite that, her senses became overloaded with the intensity of the frenzied assault. Her cock throbbed and her anus palpitated as she felt Miles expressing himself deep inside her. Her buttocks ground against his groin as his glans pushed on her prostate and caused her to cry out at the intensity of the pleasure that her uncle had wrestled from her body. Ropes of semen erupted from her throbbing cock. She whipped her hand back and forth along her shuddering cock as her juices spattered on the floor.
Miles held onto Alex tightly as she shuddered and bucked against him. His cock felt like it was about to burst and then he experienced the sweet release of orgasm as his seed spewed forth from his quivering manhood. He savoured his victory. Alex had fought him valiantly and then surrendered utterly to him.
He held onto her tightly as he ejaculated every ounce of his essence deep inside her, the cloying stench of her musky semen invaded his nostrils and Miles knew that Alex had climaxed. His fingers dug into her hips as he deposited the last of his spend inside her warm, tight channel.
Alex stayed bent over, her breathing haggard, her body aching as Miles pulled his cock out of her with an audible plop. She felt the mess he had made dribble down her thighs. The piquancy of olive oil, semen and a tinge of feculence drifted upward from her crotch and she reached down and pulled her panties up tightly and then her leggings. She made her way to the bathroom where she stripped, douched and took a long hot shower. She could wash the skirt and leggings but the dirty panties and ripped top would go in the trash.
She could hear Miles crashing around her apartment searching for glasses, uncorking the bottle of vodka he had brought to her apartment and she resigned herself to a night of debauchery as she opened drawers and closets to retrieve the sexy lingerie that he liked her to wear and then she sat down at the vanity to put on a whore’s makeup.
She woke up alone the next morning. Miles had left in the early hours to fly back to Miami. Alex lay under the comforter and for the thousandth time wondered why her uncle was so fascinated by her. With his vast wealth he could easily add a pretty young transgender girl or two to his harem. Girls who were prettier than Alex. Girls who were willing to do almost anything for money.
She figured that it was his controlling nature. Miles had known Alex since birth and began grooming her at sixteen when he rescued her from her mother and father and helped her when she came out as trans. When she turned eighteen and he began to use her sexually she could have left him but by then she was dependent on him. An eighteen year old transgender girl with no means of support and no family network had few options. Many turned to the porn industry or prostitution or lived in squalor and there was no way that she could continue her education.
Alex knew that Miles got off on their turbulent relationship. He liked it when she was reluctant to do the things he liked to do to her and he loved it when she fought back. She knew that it really excited him when Alex finally succumbed to her own desire and she surrendered to him and wallowed in the pleasure that he eked out of her. She was virtually his prisoner but she was a willing prisoner. She could leave at any time. This led her to think about why she endured the things he did to her and why she begrudgingly felt affection for him and sometimes missed him when he wasn’t around.
She didn’t want to go there and decided that it was enough introspective self-psychoanalysis for one day and she leapt out of bed ready to begin her second day of school. She was a nineteen year old young woman with one year of high school to complete. She was living comfortably without the distractions that plagued most girls her age. She just needed to graduate with good grades, get into a good college, get her degree and she could finally be free to do whatever she wanted.
For some reason The Karens took delight in bullying Alexandra Plessy and Alex didn’t really know why. She kept to herself and tried to be as inconspicuous as possible but not to the point where it would affect her grades. She was a high achiever and competitive by nature. This is what infuriated Karen Allbright.
Karen came from a wealthy family and her parents were at the pinnacle of Masons Peak society. Her father was president of Masons Peak Community Bank, a member of the town council, sat on the board of the country club where he was captain of the golf club and he was revered as a civic leader. He also had final say on which student would be endowed with a college trust fund awarded annually by the bank, usually to a student of good character with a high academic record but financially challenged. Karen’s mother was a member of all the right committees and she and her friends were ‘ladies who lunch’ and organised most of the town’s festive events; a socialite with the perfect husband, perfect house and perfect daughter. She kept herself trim with hot yoga and spin classes. Fucking the yoga instructor on the side was an additional workout in itself.
Karen was the girl that all the other girls at school wished they could be. She came from a wealthy family, she was pretty with a stunning body, she was intelligent, athletic, head cheerleader, a thespian and she was dating the handsome starting quarterback for the Mason’s Peak Bobcats. She had carefully selected Constance Dupree and Felicity Lichfield to join her clique in junior high because they had similar qualities to her and came from the same background. She was aware that the other students referred to them as ‘The Karens’ and she relished their jealousy, their adoration and the distain of those who didn’t like her but wouldn’t dare say so.
What pissed Karen Allbright off was that Alexandra Plessy was unique. She played no role in schoolground politics and remained aloof. Karen had already investigated Alex as much as any girl in her position could. Alex had no online identity. She didn’t have a profile on Facebook, Instagram, Snapchat, Twitter, Google, YouTube, TikTok or any other sites frequented by teens. She lived alone in a modest apartment paid for by a company based in Miami Florida. Felicity Lichfield’s father owned the real estate company that managed the apartment block and she had checked the records.
Karen had Constance Dupree bribe a computer nerd named Colin Brentman to infiltrate the school’s personnel records but he found that Alexandra Plessy’s personal file was locked. He found her previous school’s ‘school transcript’ summarising the courses she had taken, the grades she attained and other relevant academic data but nothing about her personal life. All the Karens knew about Alex was that she came from Florida, was nineteen years old and because Alex didn’t discuss her personal life there was little else to know. Alex Plessy was an enigma and Karen hated enigmas. What also pissed Karen off was that Alex was a high achiever. Alex’s grades were in the top percentile, she was athletic and had also enrolled in the school’s drama class, all of which were Karen’s Allbright’s domain.
Another thing that really pissed Karen off was that Alex was stunning. Despite of, or maybe because of Alex’s efforts to dress down, wear her hair in an unflattering colour and downplay her good looks, she couldn’t completely hide the fact that she was unconventionally attractive and had a great body. Her very dowdiness stood out in a school where the girls primped themselves and competed with each as to who was the most attractive. Alex’s insistence on solitude made her stand out and piqued people’s interest.
There were sixty three students enrolled in the senior year at Masons Peak High that year. Most were aged eighteen, there were a few nineteen-year-olds and single twenty-year-old who had been held back due to an extended illness. Sixty three was not that many students by national standards but Masons Peak High was a private school and located in an area with a small catchment area. It was hard to remain anonymous amid a group that small and what Alex didn’t realise was that by remaining detached and presenting herself as unappealing it had the opposite effect to what she wanted. The other girls were curious and the boys could tell that she was trying to mask her attractiveness and hide a killer body under those unflattering, cheap garments.
Masons Peak High maintained a physical education program through all grades and as much as Alex loved to exercise and play sports it was the activity that engendered the highest risk of exposing her true identity. She was not concerned about exposing her breasts to the other girls in the locker room. Miles had sent Alex to the best cosmetic surgeon money could buy and the surgeon had used transaxillary incisions, also known as the armpit cut, when he performed Alex’s breast augmentation surgery, a procedure that left no tell-tale scars.
The individual shower stalls in the girls locker room featured floor to ceiling walls and doors so there was little chance of being exposed there and Alex’s tuck was so perfect that she could present with a perfect Vee. When she wore skirts or dresses Alex wore tucking panties to keep everything in place. The girls in the senior grades wore lycra tights and sports tops to PE and put their hair in ponytails. When Alex wore her sports tights she didn’t need her tucking panties. But the form-fitting tights and figure-hugging top exposed Alex’s physique and teenage girls and teenage boys always scrutinised each other to find faults.
In her PE uniform Alex looked stunning. Her perky breasts, slim waist, wide hips, pert buttocks and long shapely legs were on display for all to see. She tried to hide her body under an oversized tee-shirt but she had to take it off for the more strenuous activities.
“I’ve decided that this academic year our project is to haze Alexandra Plessy,” Karen Allbright announced to her small coven when they met in her bedroom on the Saturday after the third week of school.
“Any particular reason?” Felicity Lichfield asked.
“I just don’t like her. There’s something about her. Don’t you think it’s suspicious that she lives by herself and has no family in town? She doesn’t mix and she thinks her shit doesn’t stink,” Karen huffed.
The Karens could usually care less about losers. They considered themselves elite and looked down their noses at those they considered below their social status. They kept their vindictiveness and contempt for girls they considered competition. Girls who hovered on the fringe of their little clique hoping in vain to be accepted by The Karens and were easily crestfallen by a snarky comment or who swooned when a compliment was tossed their way. Most of these girls craved for The Karens’ approval and those who knew that were unworthy stayed well away from them and revered them from afar. Alexandra Plessy had committed the cardinal sin: she ignored them.
“Rick said she was a seven. A seven for fucks sake! I was blowing him in his car yesterday and he asked me what I thought of the new girl. I nearly bit his cock off!” Constance Dupree hissed.
“Denton said she has a great ass and perky tits! That lanky skank with her ugly face, shitty hair and Walmart fashion sense!” Felicity added.
“She’s in my drama class and I can tell that Mister Vogel has taken a shine to her and the bitch nearly outran me at the cross country last week. She needs to learn her place. I let Chad fuck me in my cheerleader uniform yesterday, you know he gets hot for me when I wear it, and I told him it could be a regular thing is he agreed to help. He gave me an idea for Monday’s cross country tryouts,” an evil grin formed on Karen’s face.
On Monday morning Alex was on the starting line for the six kilometre cross county event which started on the sprint track and led out through the stadium into Masons Peak Forest Reserve which backed onto the school. The boys had already started as they were running eight kilometres. The track was about five meters wide through the forest to allow competitors to pass others during the race but narrowed in places to pass between large fir trees. The track and the turnaround points were clearly marked.
Karen had taken off the baggy t-shirt that she normally wore over her spandex crop top because despite the cool conditions she would heat up during the race and in previous races the baggy shirt had caught on branches in some of the narrow spaces between the conifers. On the outward leg Alex was leading with Karen Allbright hot on her tail but both young women were conserving energy for the sprint to the finish.
Alex was approaching a sharp bend where the track constricted to its narrowest point to pass between two firs and she accelerated to pass between the trees ahead of the other competitors because she knew that the women’s turnaround point was just around the bend and she wanted to be in front of the pack on the return leg. She also knew that the inward bound boys would pass the outward bound girls on their return leg on the straight that led into that final bend.
Suddenly her feet flew out from under her and Alex was airborne and she landed painfully facedown on the forest floor. At first she thought that she had tripped over a protruding root or an errant stone on the track but the pain in her shins belayed that thought. Her left knee was throbbing, the pain quite intense and she rolled over and clutched at her knee.
“Clumsy cunt!” Karen Allbright hissed as she breezed past Alex and Alex was sure that she saw a smile on Karen’s face.
Alex heard a rustle in the undergrowth next to the track and a cackle of evil girl’s laughter and then footsteps and the creaking of branches as someone scurried away through the thicket. Constance Dupree and Felicity Lichfield were fleeing the scene, holding onto the spool of sixty pound fishing line that they had stretched across the track at ankle height and pulled taunt between the firs just as Alex approached.
Alex lay on her back and triaged herself as the rest of the pack ran past her, none of them stopping to help. She had put out her palms to break her fall and she could feel the superficial cuts and abrasions on her hands. Her legs still worked but her left knee was throbbing and when she explored it with her fingers they came away bloody. Then she heard the cries of exertion and the pounding of sprinting feet approaching. The men’s race was on their return leg and Alex curled into a ball and rolled sideways off the track so as not to impede them or become trampled. She covered her head and closed her eyes.
The pack of young men ran past her either not seeing her or not caring, their competitive spirit driving them. When Alex opened her eyes she was surprised to see a pair of Nike running shoes, short ankle socks and a pair of male calves clad in black sports tights in her eyeline. She looked up to see the handsome young man with shoulder-length sandy hair who had spoken to her the first day in math class bending over her with a look of concern on his face.
“Are you ok?” he asked and Alex blushed; she felt like a klutz.
“I’m fine. I tripped over my own feet or a branch or something,” she was able to sit up and saw that her knee was skinned.
“Let me take a look,” the boy still looked concerned but Alex was determined to stand and frustrated when she couldn’t.
“Keep still and let me look at that leg,” the young man’s tone was authoritative but gentle.
He knelt down beside her and looked into her eyes looking for signs of concussion and noting that Alex appeared alert and fully responsive he looked for obvious signs of injury and focussed on her left leg where her tights were torn and her bloody knee exposed. He lightly examined her leg looking for physical signs that a bone might be broken, like severe bruising or swelling or a deformity or an unnatural bend.
“Looks like you just skinned your knee but it’s starting to swell so you need to get it looked at. Let me see your hands,” he reached for Alex’s hands and turned them palm up.
“Let me just do this…” Alex winced when the young man pulled a splinter out of the flesh of her left palm.
The young man turned his attention back to her legs and gently examined her right leg checking to see if there was any damage. In other circumstances the feel of his fingers running up and down her spandex-clad leg might be appealing but Alex just felt embarrassed and clumsy.
“Let’s see if we can get you to your feet,” the young man bent down and put Alex’s arm around his shoulder.
Alex put her other hand out and pressed it against the trunk of the fir to help as the boy helped her to her feet. The boy was about the same height as Alex with a slim but muscular frame. He was dressed in men’s sports tights and a tank-top with his number pinned to the front and back. He smelled faintly of deodorant but the smell of his sweat was strong; not unpleasant, just manly and slightly tangy. His hip was pressed against hers and his face was inches away. He had a sharp jawline and chin, brown eyes with long lashes and thick eyebrows. His mouth was generous, his lips were sensual and his nose was rather large but proportional to his face. His skin was tanned and smooth and he had a stubbled beard.
She could feel the strength of him as he took most of her weight. Alex let go of the tree and she stumbled and fell into his arms. He caught her easily and they stood face to face, her body pressed into his. When he smiled her heart flipped a little.
“I’ve got you Alex,” the boy helped Alex regain her balance and she stood beside him with her arm still over his shoulder for support.
Alex was flushed but the boy remained cool and unperturbed.
“You know my name,” Alex said, unsure of what else to say.
“Everyone knows your name. You’re the new chick in school so everyone is curious about you. Now let’s see if you can walk. I’m Mitch by the way. Mitch Bellingham,” he took a pace forward and Alex followed suit.
She was unable to put all of her weight on her left leg and the step was more of a hop and she leaned heavily into Mitch. They took five steps more before Mitch stopped them.
“Look this is going to take forever and even if one of the other runners reports your accident, help is going to have to walk in,” Mitch said.
With that and without further warning he picked Alex up in his arms and began to carry her down the trail. She locked her wrists around his neck and let him. It was like some sort of fairytale. Mitch was the white knight and she was the damsel in distress. She felt comfortable in his arms although she was still embarrassed that she had tripped and had to be carried out of the woods. Mitch did all the talking and he spoke about the common courses they were taking, about some of the teachers and about the local scene in Mason’s Peak while Alex listened attentively, very aware of the feel of Mitch’s body.
About a klick and half before they got to the stadium the on call medical team arrived and Mitch put Alex down and helped them put her in a stretcher.
Alex smiled up at him wanly as he clicked the fastening around her upper body closed.
“Sorry I was a pain and prevented you from finishing the race. I’ll find some way to repay you,” Alex whispered still feeling very sheepish.
“You bet you will,” Mitch leaned in and kissed her softly on the cheek and then sprang to his feet and ran off down the track before she could even register surprise.
Alex was on crutches for two days before she was able to get around without them. Because she hadn’t finished the race she had not made the cross county team but of course Karen Allbright had finished first and been made the women’s team captain. When she got home after the accident and removed her tights Alex found abrasions just above both of her ankles and realised that she had been hobbled. The scurrying noises she had heard in the undergrowth next to track and Karen Allbright’s contemptuous smile confirmed her theory but she had no hard evidence and there was nothing she could do about it. The Karens smirked at her knowingly in the hallways and cafeteria. Now that they had ousted her from the cross country team maybe they would leave her alone.
But the hazing continued. Nothing quite as monstrous as the hobbling in the woods but annoying and embarrassing roguery that set Alex’s nerves on edge and served to remind Alex that the Karens hadn’t finished with her. One Sunday in the early hours of the morning she was awakened by a car revving its engine continually outside her window and loud heavy metal music screaming from the speakers. When she opened her door she found a pile of empty liquor bottles, beer cans and pizza boxes dumped on her doorstep. Chad Pemberton’s Mustang sped off in a squeal of tyres and a cloud of blue smoke. She went inside and back to bed but as soon as she fell asleep the car returned, revving its engine and hooting its horn and blaring out death metal. This continued until dawn. The neighbours either side of her reported Alex to the residents committee and she was issued a warning.
A pair of ‘granny panties’ with shit stains in the rear was found hanging in the girl’s locker room with her name stencilled in the waistband. Her locker was broken into and a bag of human excreta deposited inside. Unsubstantiated rumours were spread about her at school: she was a dyke, she had been expelled from her last school for being a slut, she’d had a baby and adopted it out, she would trade sexual favours for completed homework assignments.
Fake profiles appeared on Tinder and Zoost. Alex could see that the profile pictures of her had been taken at school. The pictures were just head and body shots, nothing profane but the accompanying text was explicit. Her bicycle was stolen and when she replaced it and fitted a locking device, she found her tyres punctured.
Alex treated the bullying and inane pranks as a nuisance more than anything else and refused to be drawn into conflict with The Karens whom she was sure were behind the hazing. She had a number of options open to her: she could report the bullying to the school counsellor, welfare officer or the Principal but she had no actual proof that The Karens were behind it. There were helplines where she could report the cyberbullying but the online profiles disappeared after a week.
If she really wanted to eke revenge she could tell Uncle Miles, whom she was sure had contacts who could reign down terror on The Karens in ways that would probably scar them for life but she decided not to. She was indebted enough to her predatory uncle.
Alex chose to do nothing. She just wanted the bullying to stop, keep her head down and graduate with a decent GPA. Those boys who were stupid enough to believe the rumours that she was loose were served short thrift and sent packing with their tails between their legs when they approached her but most of the senior year knew that the rumours were false and spread by The Karens.
Alex finally confronted The Karens one day in the cafeteria.
“What do you want Walmart?” Constance Dupree hissed.
“No. That’s my question to you,” Alex directed her response to Karen Allbright.
“I’ve been humiliated and nobody likes me now, if they ever did. I’m an ugly duckling and no threat to you. What more is there to be gained by bullying me,” Alex looked Karen in the eyes.
Karen ruminated for a minute before she replied.
“Okay, you’re obviously a spineless softy but I guess at least you didn’t go snitching. You know the old saying… snitches get stitches. You're not worth the effort now that you know your place. Keep out of our way and we’ll keep out of yours,” Karen replied dismissively.
Alex turned and left realising that anything else she might say could might jeopardise the truce she had negotiated.
“So is that it?” Felicity Lichfield asked their leader.
“Far from it but we leave her alone for now. We need to think up something really big and surprise her with it when she least expects it,” Karen gave her two compatriots an evil grin.
Alex received a text from her uncle advising her that he would be visiting her over the weekend and that he would be arriving early Saturday evening and would be taking her out to dinner that night. A red satin evening gown was delivered to her home address the same day as the received the text with instructions for her to be wearing it when Miles arrived.
This was a departure from Miles’ modus operandi which was to keep their relationship secret. Even when she lived close to him in Florida he seldom took her out on the town. When they did go out they presented as an uncle and niece platonically enjoying each other’s company. A day at the beach followed by lunch at a swank North Beach hotel, maybe a movie or a visit to the markets or a shopping spree, nothing more than any caring uncle might do with his young niece.
The only time that Miles had behaved inappropriately was once when he took her hiking in the Miami Whitewater Forest. She was wearing spandex sports tights and a crop top and walking ahead of him and Miles had been unable to take his eyes off her ass. Miles had dragged her into a secluded clearing, pulled down her tights and sodomised her up against a tree.
But this was a bold move on his behalf. Miles had booked a table at the Masons Peak Country Club for eight and Alex wondered what his motive was. Was it a public display of his power and patronage, a way for him to show off his niece and a warning to others to stay away from her? If that was the case he need hardly have bothered, the only person with whom she had a passing relationship with was Mitch Bellingham who was playing it cool and might nod at her in the corridor or say hello to her in class but that was all.
Mitch had not followed up on his promise to her that she would have to somehow repay him for rescuing her during the cross country race and the kiss on the cheek was nothing more than a pleasant memory.
Alex had no choice but to glamourise herself, Miles would expect nothing less of her. She went to a hair salon on Saturday morning and the stylist put in some highlights and turned her straight mousy hair into a wavy, layered, shoulder-cut coif. Alex prepped herself with a cleansing saline solution, took a long relaxing bubble bath and then went to work on her face. Gone was the subdued minimal makeup that she wore to school and around town. She gave herself smoky eyes, rouged her cheekbones and put two coats of ruby-red matte lipstick on her full lips. She took some time to shape her nails and apply the same shade nailpolish as her lipstick.
The evening gown fitted her like a sheath and if not for the thigh-high side-split she would hardly have been able to walk in it. Her plan had been to wear glossy fleshtone stay-up stockings but there was no way she could do so with the high-cut split so she wore glossy fleshtone sheer-to-the-waist pantyhose instead and a pair of red seamless nylon/spandex-blend bikini panties over for both the aesthetic and comfort with the added benefit of showing no VPL. She doused herself in Dior Poison and was slipping on the red Jimmy Choo pumps that Miles had bought her for eighteenth birthday when he let himself inside her ground floor townhouse. Of course he had his own key. He was still exercising coercive control, even from a distance.
“You look amazing honey,” Miles closed in on her.
“Watch the makeup and clothes if you want me to stay looking amazing,” Alex chided him and he surprised her when he just kissed her lightly on the cheek instead of groping her.
“There will be plenty of time to explore what’s under that dress later but I’m famished. We’d better get going if we are going to make our reservation,” Miles patted her gently on the ass.
“But before we go I have something for you,” Miles rummaged around in his overnight bag and produced a small velvet covered box.
“Turn around and close your eyes,” Miles whispered in her ear and Alex complied.
She felt him unclasp the fine gold chain and locket from around her neck and replace it with something more substantial. When she opened her eyes and looked in the mirror she saw that she was wearing a white gold necklace with a large emerald pendant. It sat just above her cleavage in the lowcut gown.
“It matches your eyes and I have the matching earrings,” Miles handed her the velvet box inside of which was a pair of emerald drop earrings set in the same white gold.
She hugged Miles and kissed him on the lips. She could fix her lipstick in the car. Uncle Miles could be a manipulative asshole but it was times like this that she felt a smattering of love for him. She removed her plain studs and put in the emerald drops and looked in the mirror, marvelling at how the brilliant green stones dangling from her ears and the pendant lodged in her decolletage caught the light and set off her red dress and accentuated her green eyes.
Miles had rented the same red BMW as the day he picked her up from school. As they dove off he put his hand on her knee and she put her hand over his.
“Please don’t put a runner in my pantyhose. You can tear them open and fuck me when we get home,” Alex gave him a cheeky grin and Miles stroked her leg gently, careful not to snag her nylons.
Alex was glad of the distraction. She was concerned about who might be at the Country Club and what they might think when they saw her with Miles. Alex had gone to great pains to dress down and disguise her unconventionally pretty facial features. Whenever possible she hid her body under cardigans, coats or sweaters. She seldom wore jeans because despite everything she still wanted to appear feminine. She had spent most of her life wearing boy-clothes which she secretly hated, so she mostly wore skirts over primary coloured opaque tights but nothing overly flattering. When she did wear jeans they were cheap and baggy not the fitted fashion label skinny jeans that the other young women wore.
Modesty aside, she knew that she looked stunning in the sheath gown and her hair and makeup were perfect. She felt like a butterfly that had emerged from its chrysalis or an ugly duckling that had transformed into a swan. Despite the passage of time and her uneasy truce with The Karens, Alex was still the subject of speculation at school because on one really knew much about her and she still remained reclusive and she was hoping to stay that way until graduation. In a way she was glad that she would be seen as her true self and had already concocted a cover story should she need it.
Alex felt very trepidatious as she exited the BMW being careful to keep the split in her dress closed to preserve a modicum of decorum. Miles tossed the keys to the valet and she crooked her arm through his and he escorted her into the foyer of the country club where a smiling hostess led them into the restaurant and to their table. Alex felt the stares and the heard the whispers as they made their way to the table. She kept her eyes focussed ahead of her, a little afraid to look around but she knew that the whispers were about her.
A stunning young woman wearing a low cut red satin sheath dress, split to the waist, showing off her perky breasts and long legs was bound to attract attention, even amongst the well-dressed moneyed elite of Masons Peak. Being on the arm of a, fit, tanned, goodlooking older man wearing a tailored black dinner suit would only add to the intrigue and get the tongues wagging. She was grateful when they were seated, Miles holding the chair back for her like a true gentleman.
They sat across from each other at a table for two in a corner of the restaurant. Miles ordered a bottle of champagne and two glasses which did not raise any concern with their waiter. Although the legal drinking age was twenty-one there was an understanding in the Country Club that teenagers eighteen and over may consume alcohol provided they were in the company of a responsible adult, did not cause a disturbance, and did not drive when they left. The local police chief was a member of the club and would prefer that the teenagers drink in the company of responsible adults rather than sneak away into the park and get drunk, get up to mischief or drive while drinking. In any event Alex looked a lot older than her nineteen years.
Alex concentrated on listening to Miles who behaved like a true gentleman and steered the conversation to how Alex was performing at school and then went on to bore her a little as he spoke about his business interests. No mention was made of Alex’s parents or other members of the family because Alex knew they cared not what had happened to her. She was an aberration that they had wiped from their memories.
Halfway through her second glass of champagne Alex dared to look around the room. A large table dominated the front part of the restaurant where some kind of celebration was taking place. Besuited men and gowned women sat beside each other on one side of table talking and laughing animatedly. Their adult children sat on the other side: Karen Allbright with Chad Pemberton, Constance Dupree with Rick Macklin and Felicity Lichfield with Denton Stevens; boyfriend next to girlfriend. Karen Allbright was sipping from a champagne flute, staring fixedly at Alex. To Alex’s surprise, Karen raised her glass in a salute to Alex and then rejoined the conversation.
Between the entrée and main course Alex had to pee and she excused herself. She saw the sign for the toilets and opened the door that led down a corridor to the restrooms and made her way to the ladies. It was empty so she went into a stall, peed and took a tiny sachet of Wet Stuff bodyglide capsules from her handbag and inserted three of them into her anus. She knew that Miles would want sex as soon as they got home. Then she washed her hands and freshened her lipstick. When she came out of the restroom Denton Stevens was leaning against the wall opposite.
“Well, well, well, don’t you look classy tonight,” he closed in on Alex and she could smell the booze on his breath.
She gave him a wan smile and attempted to pass him but he spun her around and pressed her to the wall.
“You don’t look anything like the homely excuse for a bag lady we see at school. In fact you look quite fuckable,” he pressed his body against Alex’s and she squirmed and pushed against his shoulders.
Denton was a linebacker and Alex might as well have tried to push a concrete block out of the way.
“Pretty face, perky tits and legs to die for,” Denton tried to kiss Alex but she evaded him.
She couldn’t stop him pawing at her breasts however as he used his bulk to keep her pinned to the wall. He slipped a hand inside the side-slit of her gown and stroked her thigh.
“I bet your pussy is nice and tight too,” his fingers scampered up her thighs and rubbed the front of her panties.
Alex had retucked after peeing and her pantyhose and tight-fitting nylon/spandex-blend bikini panties gave the illusion of a woman’s pubis but would not stand up to a physical examination. Alex didn’t know if she was more horrified by the fact that she was being molested or the fact that she was about to be outed as trans.
She drove the spike of her Jimmy Choo into the top of Denton Stevens’ shoe and felt a small pang of victory when his menacing face turned into a grimace of pain and he hissed through pursed lips. Then suddenly Denton let go of her and bent over double. Alex knew that spiking his foot wasn’t responsible for this reaction.
Mitch Bellingham had punched Denton Stevens in the kidneys from behind. The quick, forceful jab had nearly incapacitated Denton and he was defenceless against the smaller man despite his bulk. Mitch pressed his advantage and pushed Denton against the wall and grabbed his testicles through his trousers and squeezed viciously. Denton keeled over and threw up most of his dinner.
“Leave her alone Denton. Clean yourself up and go back to your table. Put some ice on your balls tonight and it won’t be long until you’re knocking the back out of Felicity Lichfield again,” Mitch poked Denton with the toe of his shoe.
Mitch turned to Alex and led her down the corridor away from Denton to where a door led into the kitchen. Mitch was wearing black pants, a white shirt, a short black jacket and a long apron. A formal busboy’s uniform, which explained what he was doing in the corridor.
“Are you ok?” Mitch had a look of concern on his face.
“My white knight has rescued me again. Let’s keep this between ourselves, I don’t need any more heat from the Karens and I don’t want to cause a ruckus,” Alex straightened out and smoothed her gown.
“Ok, I get it. I’ve gotta get back to work,” Mitch smiled at her and kissed her quickly on the cheek and turned towards the kitchen door.
Alex tapped him on the shoulder and he turned around and she pressed herself against him and kissed him on the lips then she turned away and headed back out towards the restaurant. Denton Stevens had disappeared into men’s room leaving behind a puddle of vomit.
Alex felt exhilarated by the experience rather than revolted or dismayed. She could still feel Denton Steven’s hands on her body and Mitch Bellingham’s mouth on her lips and his body pressing against hers when she kissed him. The danger followed by the salvation, the alcohol she had consumed, the expectation that Miles would ravish her when they arrived home fused into an exciting combination of fear and euphoria,
When she got back to the table Miles could see that his niece was flustered.
“Are you ok?” he showed genuine concern for her.
“I don’t want dessert. Take me home and fuck me,” Alex whispered into Miles’s ear and nibbled his earlobe discreetly.
Miles did not need to be asked twice and he dropped a wad of cash on the table and led Alex out of the restaurant. To anyone interested it looked like an uncle escorting his niece home after a nice family dinner but as soon as the BMW left the curb Alex leaned over and began unzipping Miles’ fly. She freed his penis and took it in her mouth.
“I don’t know what’s got into you tonight but I like it,” Miles turned off the highway and took a longer route home through the quiet country lanes so that Alex could finish the blowjob before they got home.
Whilst Alex was fellating her uncle in the red BMW Karen Allbright had excused herself and made her way to the foyer. She opened the guest register and took a picture of the page where Miles Davenport had entered his details when he signed in.
Miles had refrained from sex for a few days before he left for Minnesota and it didn’t take him long to blow his load. Alex swallowed, wiped her lips and zipped his fly and then she sat upright and put on her seatbelt.
“That was nice,” Miles stroked her cheek.
“That was the appetiser, my cock is throbbing like a sock full of grasshoppers,” Alex smiled lewdly at her uncle.
“Jesus! What happened to you?” Miles was astonished at Alex’s vulgarity.
Alex’s moods swung from reluctance to enthusiastic when they had sex but he had never witnessed her being so lewd and she hardly ever initiated sex. She never denied him his needs but it was always Miles who reached for her not the other way around.
When they entered the townhouse Alex threw herself at Miles, pulling off his jacket and ripping open his shirt, crushing her lips against his, squeezing his cock through his trousers. Her kisses were needy, almost vampiric as she sucked on his tongue, nipped at his lip and rubbed her body against him. She took his hand and put it to her breast and Miles popped her tits free of the inbuilt bralette in the lowcut gown. Her nipples hardened to his touch and Alex guided his face to her bosom.
She sucked on his neck while he suckled her breasts. He lapping at Alex’s berry-sized nipples and nipped at them with his teeth. He heard her gasp and felt her hand slip inside the slit in her dress and rummage around. She guided his hand inside the slit and he found her erect, her cock pushing against the fabric of pantyhose and panties. Miles seldom touched her there but he gripped her aching appendage and stroked it through the layers of nylon and spandex while she unzipped him and freed his cock, which despite being recently drained by her luscious mouth, was once again rock hard.
“Fuck me! Fuck me hard!” Alex moaned and lifted his face from her bosom and kissed him deeply.
Miles guided Alex towards the couch until the back of her legs brushed against the seat then he lowered her onto the cushions, still kissing her, her hand still gripping his cock. He ruched up her gown and lay between her legs and Alex opened them wide and directed his cock to her pubis. She slit open her pantyhose with a long manicured nail and slipped her uncle’s cock inside the gusset of her panties, then through the hole in her pantyhose and nestled it in her sphincter. She was still kissing him, sucking his mouth like she was trying to siphon the essences out of him.
She pushed upward, impaling herself on Miles’ steely organ, feeling it open her sphincter like a flowering bud, feeling it fill her anus with its abundant meaty shaft, feeling the glans press on her prostate causing her cock to leak a continual stream of pre-ejaculate. Miles gasped as his cock slid into her tight, slick sheath. She locked her legs around him, encouraging him to fuck her. She sucked on his mouth whilst her anus constricted around the shaft of his cock. She was like a succubus attempting to drain him of his lifeforce.
“Fuck me Miles! Cum in me! Fill me with your jizz!” Alex gasped into his mouth as she writhed beneath him.
Her hips gyrated and her groin rose up from the couch to meet his thrusts as Miles fucked her harder and faster, her anus felt like a velvet glove gripping his cock. Her nylon-sheathed legs chafed against his flanks, encouraging him, her heels clicked together in the small of his back as she clung to him so she could grind her pubis into him so that every millimetre of his cock was inside her and she could rub her cock on his belly.
She writhed beneath him like a banshee, making animal noises as an overwhelming orgasm wracked her entire her body. Her sphincter lit up with sparklets of delight, her rectum contracted around his throbbing organ and her prostate radiated a deep resonance as her cock juddered and filled her panties with her scalding jism. Miles felt her issue on his belly as she moaned into his mouth and his aching penis erupted, filling her void with his creamy milt.
He fucked her hard, driving her into the couch, emptying the contents of his scrotum into her as Alex clawed and mewled beneath him. He felt her cock juddering against his belly, her panties sodden with her milky secretions, her silken-shrouded limbs scouring his flanks.
They lay exhausted in each others arms, basking in the afterglow until eventually Miles climbed off his niece who lay on the couch with her dress rucked up around her waist, her panties sodden with semen, her makeup ruined and her hair tousled. She smiled up at him salaciously and once again Miles wondered what had got into her.
“Let’s go to bed. We can sleep in tomorrow and spend the day in bed,” Alex sighed.
Miles was not about to argue with that proposal. When he left Alex’s apartment early on Monday morning he felt delightfully drained and his cock was sore.
To be continued…