Author’s Note: This story begins with a loving sister helping her twin brother with his transition to womanhood. It begins at a leisurely pace and gains momentum as the protagonist struggles with her gender dysphoria and her sexuality. I have set the story in Sydney Australia where I lived and worked for many years of my life. Also be warned that this chapter contains incest.
Monika Dupree always knew that her twin brother Alexander was different. Many twins, whether due to nature or nurture, have the same instincts, tendencies, and preferences, explaining why they may do eerily similar things simultaneously. Ultimately, regardless of whether it's described as telepathy, twins often share a special sibling bond that makes them especially close.
Monika and Alex shared that special bond. As well as being identical they often felt the same emotions, they sensed when the other was feeling discomfort, they got sick together and got well together and they liked the same things.
But they had their differences too. Monika was outgoing and inquisitive and as they grew up Monika became popular and gregarious. She had an abundance of friends, was a school prefect, attended study groups, was captain of her netball and soccer teams and when she entered her teens she was popular with the boys.
The more extroverted and outgoing Monika became, the more introverted and solitary Alex became. They both attended Saint Barnabas coeducational school in Sydney’s trendy Rose Bay, the exorbitant fees paid for by a guilty father who had made his fortune in mining and when he finally became filthy rich he ditched his family and ran away with his personal assistant who was fifteen years his junior.
Alex participated in mandatory extra-curricular and sporting activities. He was a member of the chess club, a contributor to the school newspaper and had middling track and field abilities; all activities that required minimal interaction with others.
Although not exactly identical, you could put Monika and Alex side by side and except for the way they were dressed and Monika’s budding breasts it would be difficult to tell them apart. They stood only 170cm tall and were lithe of body, long-legged and were incredibly good looking. Their faces were narrow with high cheekbones, slightly upturned soft and angelic noses, full lips, dark narrow eyebrows, long dark eyelashes and wide-set green eyes; their faces framed by ash-blonde hair.
At sixteen Monika became fashion forward and as her family were wealthy she could afford to be. ‘Saint Barbs’, as they called their school, had a uniform code but wasn’t overly strict in its application. Monika’s grey pleated skirt was worn a little shorter than mandated, her white blouse a little too tight to accentuate her small breasts, her tie fashionably loose, the school blazer tailored to her every curve and her black shoes were platformed with gold buckled ankle straps.
The mandate for black tights in winter and white ankle socks or beige tights in summer was interpreted as glossy black fifteen denier pantyhose in winter and sheer flesh-toned pantyhose in summer. Girls sixteen years and over were allowed to wear makeup, but sparsely, and could wear sleepers or small studs in their ears. Liberties were taken here too as the teenage girls pushed the boundaries.
Saint Barnabas catered for the wealthy, famous and elite and the faculty and staff were smart enough to know that parents wanted their children educated not overly disciplined so they allowed their students to push the boundaries a little. While Monika’s mom was paying forty thousand dollars a year school fees for each of her children and another ten or fifteen grand on top for extra-curricular activities there was little incentive to piss off Monika’s mother by complaining that her daughter wore a little too much eyeliner.
Not that Monika and Alex’s mother really cared about what her children did or did not do at school so long as they made their grades and didn’t bring the family name into disrepute. Susan Dupree saw it as her duty to spend as much of her ex-husband’s money as possible and to make sure that he knew she was doing so. Susan wore couture, travelled first class, drank only the best booze and used the best designer drugs. She dated male models and minor celebrities and lived a lifestyle that would have made The Real Housewives of Sydney look tame.
Susan was seldom home and was usually found at some gala or event in Sydney, Melbourne or Perth or more likely overseas. The family had a beach house in Nusa Dua Bali and apartments in London and LA and Susan saw no reason not to use them at every available opportunity. Her children had nannies and governesses to look after them and she had made a deal with them both that when they turned eighteen and provided they made their grades and enrolled in a suitable university, they could be emancipated and live in the Rose Bay mansion unsupervised but with a housekeeper and groundsman provided of course.
When Susan Dupree was home she liked to entertain, which to her meant inviting everybody on Sydney’s A-list to party at her mansion. She would insist that Monika and Alex dress in their best clothes and she would parade them around and show them off. Her perfect little twins who were topping their grades and went to the right school, knew all the right people and were enrolled in university. The twins hated it but tolerated their Mother’s attempts to show the world that despite her absences she was ‘Mother of the Year’.
Monika and Alex were closer than other kids growing up and spent most of their time together. It was that special bond they had as twins but also the chaos and turmoil as their parents fought and eventually separated then divorced that brought them closer together. They played with each other’s toys and Monika would sometimes dress Alex up in her clothes and he didn’t seem to mind in fact he seemed to enjoy it.
They grew out of it but it did manifest itself later in their teenage years. Halloween is not traditionally celebrated in Australia but because of global consumerism and the influence of American television and the media it had suddenly found traction. Monika and Alex decided to dress up and go trick or treating. Alex insisted that Monika dress him as a zombie nurse, showing his sister a picture he had found online.
Monika found them both tight fitting nurse’s uniforms and she shortened the hems and than tastefully ripped and stained the pristine starched white dresses. She dressed them both in white bra and panties, stuffing the cups of Alex’s with balled up pantyhose, put them in white pantyhose which she laddered and put black fishnet stockings over which she also laddered. She found white high heels online and flaming red wigs which she distressed before she put them on. Their makeup was heavy and smeared, very zombie but very sexy.
Under the full moon they both looked like highly sexualised ghoul nurses and when Alex struggled to walk in the high heels it gave him the perfect zombie stumble and stagger.
Alex insisted they do it again the following year but Monika wanted to go out with her girlfriends so they compromised and Monika and her girlfriends dressed as the heroes of The Walking Dead and dragged Alex along behind them on a chain dressed as the sexy zombie nurse.
Alex’s everyday dress became very androgynous as he grew older. His school uniform was tight fitting and he wore his ash-blonde hair shoulder-length with a fringe. He experimented with eyeliner a little but the Brothers at Saint Barnabas told him he had overstepped the mark. He did have his ears pierced and wore gold studs in his earlobes to school.
Outside of school he favoured skinny jeans or tight leather pants teamed with cropped midriff t-shirts or flowing open blouses, with a vest, tailored jacket and in winter long coats. He replaced his ear studs with long dangly earrings and wore stacked chokers and bangles and a little eyeliner. His footwear was either ankle boots or loafers.
At home in winter he often lounged around wearing expensive men’s sports tights or leggings with long-sleeved t-shirts and in summer he wore tight lycra sports shorts and singlets. Sometimes the housekeeper would mistake Alex for Monika when he entered a room.
Alex had few friends and liked to hang around with Monika and her friends and they tolerated him to some extent. Some of Monika’s girlfriends had a crush on Alex but their secret consensus was that he was gay.
Monika also thought that her brother was gay although she had never seen him be intimate with a boy or anyone for that matter. He was very standoffish and was liable to blush if he was even kissed on the cheek.
After an initial period of experimentation where Monika sampled the delights of both sexes, Monika had entered in an exclusive relationship with a boy named Brad Brody who was attending Sydney University. His father owned shipyards with lucrative government contracts and expected Brad to follow him into the business but Brad was only interested in cars, booze, recreational drugs and what Monika Dupree kept under her skirt. He was very jealous and clingy and although her girlfriends were jealous because she had Brad, Monika planned to dump him before she went travelling around the world during her gap year.
So it was that when they finished year twelve, having both turned eighteen the year before, that Monika became concerned about her brother.
At first she thought she was just imagining things when items of her underwear went missing and she sensed that someone had been messing with her things. At first it was easy to blame Gloria their housekeeper and she and Monika had a falling out resulting in Monika banning Gloria from her room. But Monika still sensed that someone was stealing her lingerie, using her makeup and wearing her clothes.
If it wasn’t the housekeeper the only other suspect was Alex.
Alex had gone to see a revival of The Rocky Horror Picture Show at The Dendy Cinema in Newtown and Monika decided to search Alex's room. What she found both surprised and didn’t surprise her. Her intuition was such that she was almost certain that Alex was to blame for stealing her underwear and meddling with her clothes and makeup.
He’d made no real attempt to hide his cache because there was no one to really hide it from. In a large drawer in his walk-in wardrobe she found her missing bras and panties and a collection of pantyhose that she had thrown out. There were also a couple of satin full-slips. The mystery of the missing lingerie had been solved but what else was her brother hiding?
She looked at his laptop sitting on his cluttered desk and was not surprised to find it was not password protected. Once again there was no one in the house to hide things from.
Monika started with Alex’s browsing history. He was a member of website named TVChix frequented by crossdressers, transvestites and those who admired them. His profile under the name Alexis Sydney T-Girl was quite vanilla with a few thumbnails of what was obviously a young man dressed in women’s lingerie and the accompanying text was very nondescript basically saying that he was an eighteen year old with an interest in wearing women’s clothes. She noticed that Alex had also posted some pictures of himself as the zombie nurse taken at Halloween.
He frequented women’s fashion sites. A lot of retro eighties glam shots were saved to his favourites and of course the obligatory porn site links which she decided not to open.
She opened his picture files and couldn’t help giggling at the plethora of selfies that Alex had taken of himself in full drag wearing her clothes and very crudely applied makeup.
The mystery of who was messing with her wardrobe and makeup had been solved.
But it didn’t make sense. Alex and Monika had a very generous allowance and Alex could easily order female clothing online and purchase lingerie almost anywhere saying it was for a girlfriend. Same with the makeup, he could order it online and follow the numerous tutorials on YouTube.
Monika decided she would confront her brother about his crossdressing but do it with compassion and love. She could sense that he was in turmoil and was experiencing supressed anxiety over something and this was likely it.
They were both taking a gap year before beginning university and Monika intended to travel extensively and she wanted to ensure her brother was in a safe space before she left.
“How was the movie?” Monika walked into Alex’s bedroom unannounced carrying two icy stubbies of Iron Jack beer.
Alex was propped up on his huge bed wearing his daytime livery of black leggings and loose-fitting white silk shirt. She noticed he’d worn a little eyeliner out to the movie and it had smudged a little. As usual she couldn’t help noticing how handsome his facial features were and with his elfin form and long blonde hair he looked almost delicate. He could easily model, which for a fleeting period of time Alex had considered.
“It was fine,” Alex was engrossed in something on his tablet.
Monika fell on the bed and handed Alex a beer. She fluffed some pillows and snuggled up next to him. She kissed his cheek and he blushed.
As Alex had matured he became very aware of how pretty his sister was and also of the sensuality she exuded. They were so close and so intimate that Monika was not aware of the effect that her sensuality and sexuality had on her brother; she thought it was platonic sibling love. He inhaled her perfume and sighed. It wasn’t that Alex wanted his sister… he wanted to BE his sister.
“Were there the usual devotees dressed as the characters in the film quoting the lines?” Monika asked.
At The Dendy Cinema during each showing of ‘Rocky’ a group of loyal fans would do a shadowcast. They dressed up in the costumes and acted out the film as it was being shown while the rest of the audience engaged in pre-planned shenanigans and hurled hilariously insulting lines.
“Yeah, the usual crowd was there,” Alex dropped his tablet on the bed and took a pull on his beer.
“You should go dressed up. You looked really good when I dressed you as the nurse,” Monika smiled at her brother.
Alex flicked a wayward lock of hair out of his eyes and looked at his sister and blushed but said nothing.
“Would you go as Frank N. Furter or Magenta?” Monika asked coyly.
Alex turned to look at his sister.
“Why would you assume I would go as a sweet transvestite or a castle maid, why wouldn't I go as Riff Raff?” Alex stiffened.
“I don’t know. Don’t most of the guys who go to see the movie take the opportunity to dress up in drag?” Monika offered.
Alex just sniffed and took a sip of his beer.
“Alex… are you ok? Is something bothering you?” Monika asked.
“I’m fine. Why would you ask?” Alex stared out into space.
Monika took a deep breath.
“Because I know that you’ve been wearing my clothes,” she whispered.
Alex froze and said nothing.
“I don’t mind or anything. You can wear my clothes anytime you want,” Monika murmured.
The silence in the bedroom seemed to suspend time.
“And my makeup. You can use it but I’d prefer you get your own and you definitely need to get your own underwear,” Monika reached out and stroked Alex’s arm.
“I have my own underwear!” Alex said in a huff.
“You know what I mean. Not boy’s underwear, I mean panties, bras, pantyhose,” Monika’s voice trailed off.
Alex lay dead still, his beer forgotten. A single tear ran down his face.
“You know then?” he whispered.
“I know Alex and there is nothing wrong with it,” Monika stroked her brother’s arm.
“Mom will find out and she’ll throw a fit. Dad will disown me. Everyone will laugh at me,” Alex turned his back to his sister and cuddled a pillow.
“No one needs to know Alex. But look, we’re not living the dark ages. People are coming out all the time,” Monika snuggled up to her brother and kissed the back of his neck.
“But I don’t want to come out. I’m not sure if I’m trans; I just like to wear girl’s clothes. I feel comfortable in them. When I'm dressed like that I feel like I’m the real me,” Alex said in hushed tone.
“Besides I look stupid,” Alex continued.
Monika thought of the selfies on Alex’s laptop and his vain attempt at drag.
“What if someone helped you?” Monika snuggled closer to Alex.
Alex said nothing and Monika waited a beat.
“But why didn’t you buy your own clothes? You could have bought them online or at one of the big stores in town,” Monika was inquisitive.
“Honestly… because I was shit scared. Mom and Dad’s accountants see my credit card bills. The housekeeper gets the mail. People know who we are. How do I explain buying panties and lingerie if someone sees me?” Alex said; his tone peeved.
“You silly boy. Credit card purchases aren’t itemised on the statement. It would just show up as five hundred dollars at David Jones, Castlereagh Street Sydney, not as knickers, bras, skirts and blouses,” Monika dug her brother in the ribs and he turned to face her.
“But the risk Mon… don’t you see if I got caught I would just die,” Monika could see the fear in her brother’s emerald green eyes.
“What else do you know?” Alex frowned.
“I know that you follow ladies fashion from the eighties. I know about your little collection in the drawer in your walk-in, I know you have a profile on a transvestite website and that you watch tranny porn on XHamster but I didn’t click on any of it,” Monika gave her brother a mischievous grin.
“You searched my room and looked at my computer!” Alex said indignantly.
“You’re stealing my knickers, putting on my makeup and wearing my clothes Alex! I knew someone was doing it and I knew it wasn’t Gloria,” Monika countered.
“I’m sorry. I’m an idiot and a freak,” Alex whispered.
Monika leaned in and kissed her brother softly on the lips.
“You’re not a freak. I’m clearing my weekend and tomorrow we’re going shopping and I’m going to teach you,” Monika said in her authoritative voice that Alex knew meant that she was not to be argued with.
“Going to teach me what?” Alex asked.
“How to be a girl silly,” Monika kissed the tip of Alex’s nose and leapt off the bed.
“See you tomorrow,” Monika smiled at her brother and left the room, her little pleated skirt flicking up behind her.
Alex so wished that it was he in that little skirt and that he knew how to prance like his sister. He picked up his beer and took a long swallow.
Maybe Monika was right? Maybe he just needed some tuition.
*****
Once Alex got over his trepidation the next day turned out to be wonderful. Alex came to appreciate the anonymity that crowds provided. The twins drove to Westfield Shopping Centre at Bondi Junction in Monika’s little red BMW 4 Series Coupé and used the valet service to park.
At first Alex was nervous because of the crowds; he hated being around people and the shopping centre was packed.
“Don’t be silly! The crowds are your friends. Nobody is paying you any attention whatsoever. Anyone under thirty is too busy phone-walking and anybody over thirty just sees two spoiled brats amongst the other million spoiled brats they ignore on a daily basis,” Monika looped her arm through her brother’s and they walked arm in arm.
Other than brief appreciative glances from both sexes Alex and Monika were invisible among the masses of shoppers.
Brother and sister had sketched out a plan before they left home. As Monika was the same build as Alex, he would select the clothes he liked and she would try them on and model them for him. They had established that Alex had a particular style that he liked and had done some online research.
They hit the stores in a preplanned attack that any general would have been proud of. First off it was David Jones to buy dresses, skirts and blouses. In their shopping cart they threw in an A-line mini and a longer pencil-skirt with a matching notched collar single buttoned blazer, both navy blue and three longsleeved blouses in red, white and silver-grey but in different styles.
Alex saw a black V-neck ribbed knit long sleeved knit dress cut short with embossed gold-tone buttons, shoulder pads and two front welt pockets on a store display dummy. It was Italian and a steal at $3000.
When Monika asked if they had one in her size that she could try on the snooty shopgirl looked the brother and sister up and down. They were both dressed casually in black leggings and loose tops, Monika in gold sandals and Alex in black loafers. While the shopgirl tried to assess if the twins were moneyed elite or suburban pretenders Monika dug her American Express Centurion Black Card out of her purse and tapped it on her lipsticked lips.
The shopgirl nearly wet her knickers and invited Alex and Monika to sit on two velour upholstered chairs while she found said item. She took the trolley containing the other items of clothing and put them aside.
What followed next was a small fashion parade, with Monika modelling the clothing and Alex critiquing and the shopgirl running away to find garments that fit Monika perfectly. The shopgirl talked Monika into trying on a red satin evening gown and Alex nodded his head appreciatively. He wanted that dress!
Having racked up a nice bill and giving the shopgirl a generous cash tip they instructed her to have the clothing delivered to the valet parking for pickup.
Shopping for lingerie was fun for Alex once he got over his nerves. Of course Monika couldn’t try anything on but she knew her sizes. The brassiere would be a problem. Alex told Monika that he wore her brassieres stuffed with old pantyhose to fill the cups like she had done to him when he dressed as the nurse for Halloween.
“We can do better than that,” Monika grinned and led Alex down an aisle in the middle of the brassiere section.
“These are called breast boosters, boob enhancers or chicken fillets. They are basically silicone inserts that women use to up their breast size. They aren’t prosthesis like breastforms but you are slim like me so you would look silly with big tits. The larger size enhancer will give you a B-cup which is all you need,” Monika explained.
Alex looked puzzled and she smiled at her brother.
“I’ll show you when we get home,” she grinned at him and threw two different brands and sizes into their cart.
Alex took forever looking at the pantyhose and hold-up stocking display examining the packaging and looking carefully at the colours. Any trepidation he had seemed to have had disappeared.
“You know that girls today hardly ever wear pantyhose. They're for secretaries, office workers and businesswomen,” Monika turned down her mouth.
“We have to wear them for school but outside of school we might wear opaque tights sometimes but not the sheer type you’re looking at,” Monika said.
Alex turned to his sister and frowned.
“If I was a girl I would wear pantyhose all the time. They feel so lovely and make my legs look great. Also I would like to try those ones I see women wearing in some of the movies I watch. You know the ones with the seam down the back and the dark top,” Alex sounded excited.
A ‘yummy-mummy’ with a toddler in a stroller was standing nearby and heard Alex’s excited vociferation and gave him a filthy look and wheeled her brat away in huff.
Monika looked at Alex with alarm and then they both burst out laughing.
“You mean fully-fashioned stockings you perv. Worn by prossies and loose women but they are making a comeback. I think drag is influencing fashion. We’ll need to go to a specialty lingerie shop for those and we will need to get you a suspender belt,” Monika said and Alex grinned in anticipation.
They threw a pile of pantyhose and holdup stockings into the cart on top of the lingerie they had selected and proceeded to the checkout, stopping briefly to select some costume jewellery and perfume. A stop at a specialty lingerie shop added a garter belt a bustier with suspender straps and five pairs of fully fashioned stockings to the cart.
Alex and Monika knew that shoes would be a problem because Alex had tried on Monika’s shoes and they just didn’t fit. Monika guessed Alex needed a shoe two sizes lager than hers; probably a ladies size 10.
They made their way to Payless Shoes and browsed the aisles after dropping off their other purchases at the valet parking station. They found a pair of cheap plain black pumps in a size 10 with three inch heels and Alex simply slipped off his loafers and tried them on.
When the shop assistant approached Monika and Alex they told her they didn’t need any help and would prefer privacy. Monika guarded the aisle while Alex clomped up and down wearing the pumps while Monika tried her hardest not to laugh at him. The shoes fit, even though Alex was hopeless at walking in them so they purchased them and dropped them in the nearest bin and went back to David Jones where they bought the only three pairs of Christian Louboutin high heels available in size 10 and a pair of silver high heeled sandals keeping the shopgirl happy with a hundred dollar tip on top of the three grand dropped for the shoes.
They were taken to a VIP booth and Alex tried the shoes on in privacy. On their way out they picked up a professional makeup kit and their shopping was done.
When they got home with their purchases it was difficult to tell who was more excited Alex or Monica. Whilst they were shopping Monika had received the usual melee of texts, tweets and DMs from her girlfriends telling her things that were of no real importance but that they thought she definitely needed to know about right now. She had told her friends that she wanted to be left alone for the weekend but her friends didn’t believe that extended social media. Also Brad began to bombard her with texts as he fuelled up on booze and the afternoon dragged on. He demanded that she meet him. He was horny and he loved her.
Monika did the unthinkable and turned off her phone.
“Alright young man or should I say young lady, time to get you dressed,” Monika rubbed her hands together as she surveyed the mountain of packages strewn on her brother’s huge bed.
“I can’t wait!” Alex was excited.
“Well first we have to do some prep work. Go and shower and shave any bum-fluff you might have on your body,” Monika ordered.
Monika had seen Alex’s body often enough in their pool to know that he had hardly any hair on his body and his face was as smooth as a baby’s bottom. Alex sauntered off to his ensuite and Monika busied herself clearing all the junk off Alex’s vanity and replacing it with cosmetics, makeup brushes, a jar of sponges, hair brushes, tweezers, nail clippers and emery boards and other paraphernalia that women needed to maintain their grooming.
Alex came out of the bathroom freshly showered and beaming with only a towel wrapped around his slim waist. He was keen to begin.
Alex and Monika were not offended by nudity; they saw each other naked occasionally and thought nothing of it. Monika whipped off Alexi’s towel and helped him put on a silk dressing gown. Alex shivered as the slippery fabric slid along his sensitive freshly-shaved skin.
“This might become a problem later,” Monika put her hands between her brother’s legs and yanked on his well-endowed penis.
Even flaccid it was quite large and the accompanying scrotum was also quite the bundle.
Alex blushed and slapped Monika’s hand away and she giggled.
“Ok sit down here at your vanity. I’ve got rid of all your crap and laid out your makeup and accessories in a logical order. Take a picture because I presume you will be hiding all this from Gloria,” Monika said and Alex complied.
“Ok let’s start. I need to shape your brows,” Monika reached for the tweezers.
Alex always kept his brows neat but Monika showed him how to shape them in a feminine high-arch to complement the shape of his face. Next she began a makeup tutorial and made up Alex’s face.
“I know you favour the eighties look and this style of makeup will complement most of the clothes we've bought,” Monika explained as she applied cosmetics to Alex’s face.
She walked him through every step and explained what she was doing.
Alex was amazed at the results. His face, framed by his shoulder-length ash-blonde hair that had been coiffed at the Alana Kristian hair salon in Rose Bay, their last stop on the way home, looked absolutely feminine and gorgeous and even though it was unspoken between them, they both knew that Alex looked almost exactly like Monika but with a different hairstyle.
“Now you're going to remove all that makeup and you do it yourself while I get us both some drinks,” Monika fussed with Alex’s hair to get it just right.
“But what about the clothes Mon? I wanna try on the clothes,” Alex whined.
When he whined like that he sounded just like a girl and she told him so.
“Maybe you should practice that voice while you practice your makeup. You won’t become a makeup artist overnight Alex but you're going to practice until you can do reasonable job. You look like Coco the clown in those selfies you took and I won’t have it!” Monika stamped her foot but she was laughing which caused Alex to blush.
She went to him and cuddled him and kissed the top of his head.
“Do you want to do this or not?” she whispered in his ear and Alex nodded.
“Then practice makes perfect,” she squeezed him gently and went away to get drinks.
Monika came back with vodka tonics and helped Alex with the more difficult part of the makeup process: eyeliner, lipliner and eyeshadow. She made sure he got it right and after a few attempts she told he was doing ok and that with practice he would soon become adept.
She sprayed him liberally with perfume and saw the excitement in his eyes as they gazed at Alex’s purchases. Something had happened and they both felt it. Neither of them thought of Alex as he any longer. Alex was she. Well Alex was Alexis… except for one thing and that thing was going to be a problem. In her excitement and anticipation of dressing in her new clothes Alex had sprung an erection or at least what Monika’s boyfriends called a ‘semi’.
For now Monika ignored it and they unwrapped and laid out pantyhose, bra and panties, skirt and blouse on the bed and selected a pair of high heels to go with the outfit.
Alex was no stranger to putting on pantyhose and Monika looked away while she stepped into them and smoothed them along her freshly shaven legs. The feeling of the expensive, sheer nylons on her freshly shaven legs caused Alexis’ erection to become fully tumescent. Out of frustration she positioned the erection along her lower belly and pulled her orange satin and lace boy-leg panties up over it.
Ignoring the lump in Alexis’ knickers Monika helped her adjust the matching bra and showed her how to put it on.
“Put these in the cups like so and get them to sit right. The silicone will adhere itself to your skin so they shouldn’t move,” Monika explained as positioned the ‘chicken fillet’ breasts enhancers just right.
Alex had a little trouble buttoning the red satin blouse because the buttons were on the opposite side to what she was used to but she got it done and stepped into the black leather Carla Zampatti skirt. She sat on the bed while Monika helped her put on her high heels. She made Alex walk in them and gave her pointers on how to walk with a feminine gait: take smaller steps, swing one foot directly in front of the other, toe pointing down. Alex cautiously made her way around the room a few times and then she settled at the vanity and put on her jewellery.
“Look at the beautiful young girl in the mirror,” Monika pointed to the full-length mirror and there was indeed a beautiful young woman looking back at Alex.
This was no boy in clown makeup wearing mismatched clothing stolen from his sister’s wardrobe. This was a gorgeous, sophisticated and yes… sexy young woman standing beside her almost identical twin.
They both ignored the elephant in the room which was the bulge in the front of Alexis’ skirt. Seeing herself like this for the first time was both emotional and arousing and try as she might she couldn’t will her erection away.
“Thank you so much Mon. From now on I'm going to call myself Alexis but I will still abbreviate it to Alex so that I don't feel weird when people call me that, ” Alex hugged her sister and began to cry.
“Don’t you cry, you’ll ruin your makeup,” Monika held her new sister tight, trying to ignore the bulge pressing into her belly.
“There are tutorials online on how to tuck. You’ve seen Drag Race, those girls have a perfect pussy in their leotards but I think you will need to get rid of this before you attempt it,” Monika squeezed Alexis’ erect penis through her skirt.
Alex shuddered as she felt her sister’s fingers grip her cock through the layers of panty and pantyhose.
“Best not do that again Mon otherwise the problem will solve itself,” Alex whispered.
“Girls at school do it for boys all the time. We don’t even consider it sex. We’re just doing them a favour,” Monika softly gripped her brother’s penis through her skirt.
They were still embracing, Monika’s chin resting on her brother’s shoulder but it wasn’t her brother anymore, it was this pretty young girl who had a package in her panties and Monika found it quite erotic.
Monika had been with a plenty of boys and regularly satisfied Brad orally and vaginally and was not averse to giving him a handjob if the situation warranted it such as when they were at the movies and he pestered her for sex in the dark public place. It was a slight annoyance but it was worth it just so she could watch the movie in peace. She’d also experimented with a couple of her girlfriends when they’d had a little ecstasy and she found girl on girl sex quite pleasant and less gruelling than hetero sex but this was different.
She was caressing a very attractive and sexy girl but the girl had a penis; it was both intriguing and provocative. Alex felt like a girl, she smelled like girl, she looked like a girl but she had this protuberance under her skirt which was beguiling. She had stopped thinking of Alex as her brother as soon as she had put on her makeup. He had simply disappeared and this wonderful girl had taken her place.
Monika felt that stirring deep in her pussy that she got when she knew she was going to have sex and was really in the mood for it.
Was it wrong?
As far as she guessed Alex was a gay boy although she had never seen him with another boy. But she had never seen him with a girl either for that matter either. They shared everything but the one thing they never spoke about was sex. This was quite a dilemma.
“Alex… are you gay?” Monika whispered in her ear.
Alex didn’t answer for a while. Alex was enjoying being cuddled by her sister while she was dressed so provocatively. It wasn't the first time they had cuddled. Growing up without their parents around meant they had often found solace in each other’s embrace but this was different. Alex was dressed as a girl and sporting an erection that refused to go away and her sister had touched it through her skirt.
“I don’t know what I am Mon. I’ve never had sex. I look at the women in the magazines and online and look at your girlfriends. But I’m actually more envious of how they are dressed rather than being aroused by them. I look at boys too but I wouldn’t know what to do with one,” Alex whispered her reply.
“I’ve seen your browsing history Alex. I know that there are some porn sites you visit but I didn’t have the nerve to open them,” Monika stroked Alexis' back, holding her close.
They found comfort in each other’s arms; two sisters cuddling and nuzzling but there was an undercurrent of desire there. They were both acutely aware of Alex’s penis pressing on Monika’s belly. Monika was becoming a little wet inside her tights and her breasts were tingling. This was how Brad made her feel when she teased him before they made love, making him beg for her to lie down with him even though she had every intention of doing so.
For Alex the feelings were both baffling and delightful. Being dressed properly like a girl and taking on her latent female persona for the first time was incredibly empowering but also arousing. The breeching of the ultimate taboo, being sexually aroused by her sister was both terrifying and gratifying.
Alex kissed Monika gently on the lips. Her sister tasted sweet, her lips soft. Alex had kissed her sister plenty of times but nothing like this and they kissed again, this time crushing their lips together and Monika slipped her tongue into Alex’s mouth. Alex had never had this done to her before and it was delightful, her cock throbbed inside her pantyhose and panties and Monika felt it pulsing on her belly.
“The porn sites are all videos of crossdressed women making love,” Alex whispered.
“I don’t think I’m gay Monika but my fantasies involve me being dressed like this and making love to someone dressed the same,” Alex admitted.
“So not your sister dressed in Lorna Jane spandex tights and a crop-top?” Monika teased Alex a little.
“You feel wonderful Mon. I know what we are doing is wrong but it feels so nice,” Alex admitted.
“I think we crossed a boundary when I helped you dress like this but doing what we’re doing now is really wrong and we both know it,” Monika sighed.
“But…” Alex was about to object but Monika put a finger to her lips to silence her.
“But it feels so nice. I’ve been with boys Alex and I’ve also been with girls. Boys are usually demanding and a little rough and sometimes I like that. Girls are more sensuous and gentle and I like that too. You seem to be a combination of both and I find your virginity intriguing. If we go any further Alex we must swear to keep this secret or it will ruin us,” Monika said suddenly very serious.
Alex just nodded.
“This house is a safe space Alex; no one knows what we do here,” Monika continued.
“Yes I get it but I’m sure what we are doing is wrong,” Alex sighed.
Monika kissed Alex softly and slid her hand along Alex’s thigh, circling her fingers on the silky pantyhose. She continued upwards to the crevice where Alex’s thighs joined her torso and stroked the delicate flesh there. This drove Monika wild when Brad did it to her and she was sure that Alex would like it.
Alex did. The featherlight touch of her sister’s fingers on her upper thighs caressing her flesh through her gossamer nylons was delightful. She mimicked Monika’s actions and tentatively put her tongue into her sister’s mouth and reached down and stroked Monika’s thigh clad in the slinky lycra tights.
The ‘sisters’ gasped into each other’s mouths.
Alex had never thought of his sister carnally despite their closeness but now that she was Alexis ‘the girl’ she was a completely different person and the gorgeous creature she held in her arms was invoking feelings she had never felt before.
Monika’s fingers crept across the front of Alex’s panties and Alex shivered as she felt the soft caress of her sister’s finger’s on her panty-clad penis.
“Your knickers are wet,” Monika whispered.
“You’re making them wetter,” Alex sighed and shivered as Monika gently grasped her penis through her panties and pantyhose.
The satin panties and diaphanous pantyhose encasing her hard cock felt delightfully silky as her sister gently stroked Alex’s cock.
Monika took Alex’s hand and guided it between her legs and Alex imagined that she could feel the heat of her sister’s sex through her lycra tights. She could certainly feel the outline of Monika’s shaven mons and she could feel that her leggings were damp.
“My tights are wet too,” Monika sighed and kissed Alex deeply.
Alex clumsily explored the folds and crevices of her sister’s vulva through the sleek fabric moulded to her sex. Alex had seen vaginas before but she had never touched one and now she was touching her sister’s while Monika stroked Alex’s hard cock through her knickers and pantyhose. It was bizarre but it was delightful.
Feelings of carnal delight radiated from Monika's pudenda; she had butterflies in her stomach and her head was spinning as Alex held her tight and kissed her passionately while she fumbled with her sex. Monika felt something uniquely incredible being kissed and caressed by this pretty girl who possessed such a potent and virile appendage in her panties.
The softness of Alex’s body, the feel of her small breasts, her sleek satin blouse, the hem of her skirt tickling Monika’s wrist as she reached under it to grasp the throbbing appendage encased in satin, nylon and lycra, the scent of Alex’s perfume and the taste of her makeup was a beguiling combination. A beautiful young woman who possessed a large penis… how could Monika resist such temptation.
The fact the gorgeous young woman was her brother dressed as a girl only inflamed her desire for forbidden fruit. Alex had no idea what she was doing down there but she had somehow instinctively opened the folds of Monika’s snatch and was pressing two fingers into her cleft and rubbing Monika’s slinky tights on her labia and occasionally brushing her clitoris.
Monika softly squeezed Alex’s cock, feeling the heft of it, impressed by its girth, and she began to slowly stroke it causing Alex to moan as the silky fabric of her panties and hose grazed her sensitive organ causing another release of pre-ejaculate that soaked Alex’s already wet panties. Alex’s tongue writhed in Monika’s sweet mouth, and she held her sister tight, encouraging her to keep stroking her quivering organ. Feelings of blissful sensuality were building and Alex could feel her orgasm simmering deep inside her, waiting to erupt as she pressed her fingers deeper into Monika’s cleft.
“Oh god!” Monika gasped as Alex’s fingers grazed her clitoris through the spandex tights.
It was delightful but it was frustrating.
Monika let go of Alex’s cock and hooked her thumbs in the waistband of her Lorna Jane tights which were moulded to her buttocks and legs and forced them down her thighs and kicked them off exposing her freshly shaven pubis and long tanned legs. She took Alex’s hand and put it between her legs and wrapped her body in Alex’s warm soft embrace and kissed her deeply as she reached for her sister’s cock.
Alex explored her sister’s sex with her fingers. It was moist, warm and intriguingly fleshy, the outer folds opening to reveal smaller delicate inner folds that guarded the entrance to her vagina. She experimentally pushed a finger into the tight, sultry hole and was rewarded with a gasp from Monika and then a purring sound from deep within Monika’s chest as Alex’s thumb found Monika’s clitoris and pressed on it.
Monika pushed down on the front Alex’s underwear, bunching her pantyhose and panties down so that Alex’s erect penis sprang free. She grasped the hard sleek appendage and squeezed it and was rewarded with a mewling groan and a pulsing throb from Alex’s penis. She could feel the string of slippery pre-ejaculate dangling from the tip of her sister’s cock.
Then Monika committed the ultimate taboo.
She guided Alex’s penis to her succulent furrow and steered to the entrance of vagina.
Alex froze. The feeling of her cock pressing on her sister’s forbidden vulva was unimaginably gratifying and carnal but it was also unquestionably wrong. The warm fleshy folds of Monika’s labia seemed to lure in Alex’s phallus as they clung to her shaft. The glans of Alex’s penis was inside Monika’s vagina and her soft spongy flesh clutched at the sensitive corona. Such feelings of wonton delight and forbidden pleasure were compelling as much as they were venal.
“This is wrong Monika,” Alex whispered.
“I know Alex,” Monika replied and thrust her crotch into Alex’s and jumped up and wrapped her legs around Alex’s waist.
She clung to Alex. Her arms wrapped around her sister’s neck and her legs locked around her waist as Monika impaled herself on Alex’s long thick cock, kissing her passionately, her tongue wriggling in Alex’s mouth.
Alex felt her sister’s cunt envelop her throbbing organ, clasping at her engorged flesh. The steamy maw quivered as the concentric rings of Monika's slippery, spongy clunge seemed to milk her penis. Monika’s orgasm was shattering. She clung to her sister, pressing her body against Alex’s, wanting to feel her heart beating wildly though her blouse as Alex also orgasmed, filling Monika with a flood of hot musky seed that dribbled from her vulva and ran down her thighs.
Alex felt the most delicious raw sexually gratifying feeling well up from her engorged phallus as it throbbed deep in her sister’s tight plush vagina. Alex returned her sister’s frenetic kisses and began to thrust her cock in and out of Monika’s steamy hole.
Monika was steadily climaxing. Circlets of delight had radiated from deep in her vagina as soon as Alex’s cock slipped into her buttery cunt but when Alex actually began to fuck her, her glans pounded Monika’s G-spot and her pubis pressed on Monika’s clitoris.
Alex staggered over to the big bed with her sister clutching her, hanging on for dear life as multiple orgasms wracked her body. She lowered Monika onto the bed and began to fuck her, Alex’s cock still engorged despite having just ejaculated. The feel of the slinky pantyhose on her legs, her satin panties caressing her buttocks, the hem of her skirt tickling her thighs, the taste of her lipstick and the scent of her perfume was overpowering. Alex wondered why she had denied herself this pleasure for so long.
Monika was sobbing, her legs wrapped around Alex, her crotch rising up off the bed to meet Alex’s thrusts as yet another orgasm struck her, causing her to mew and moan and her body to shake as she felt Alex ejaculate a second time deep in her bruised, sensitive cunt. This woman lying on top her, her body so feminine and her face so pretty, while she ravished Monika with her long hard thick cock invoked a devastatingly sublime sexual sensation that she didn’t think was possible. The fact that it was her sibling only intensified the pleasure.
Alex was spent. Her first sexual encounter had been overwhelmingly resplendent. Being dressed as she was, her feminine persona appropriating Alex’s body and replacing his psyche with her own. The only vestige of masculinity being the organ between her legs with which she had ravished her sister. Alex had never felt so gratified but also so guilty.
Alex had fucked her sister. Alex still thought of herself in feminine pronouns and she felt entirely womanly but what did Monika think? Had she just fucked her brother dressed in drag or did Monika think of Alex as a woman?
It was too difficult a conversation to have and with little encouragement, Alex slipped off her heels, her skirt, blouse and bra, leaving on her pantyhose and panties and Monika shimmied out of her spandex crop-top so that she was naked.
Alex used the bedside remote to dim the lights and close the curtains and Monika went to fetch a bottle of vodka, ice and two glasses. Monika giggled as she snuggled under the covers and pulled Alex into a warm embrace. Her sister was erect again. Was she insatiable? Monika intended to find out.
Monika spent most of night educating Alex in the art of lovemaking until they finally fell asleep in the early hours.
Just before she fell asleep Monika realised the enormity of the sins they had committed and she prayed silently to a god she didn’t believe in to forgive her.
*****
Monika Dupree sat in the cocoon of seat 1A as Qantas flight 81 thundered down the runway at Kingsford Smith Airport. She’d drunk two glasses of champagne prior to take-off and had drunk four gin and tonics in the Qantas Executive Lounge before she boarded but she couldn’t drink away her shame.
She had used the first class around the world ticket pre-purchased by her father as a graduation present and had obtained seats on the first leg of her planned journey that morning whilst Alex was still in a deep sleep. The crushing guilt of the incest they had committed weighed heavily on her. After the unbridled lust she had felt fucking her brother/sister had dissipated, the enormity of what she had done crushed her like a giant stone.
Monika had packed lightly; she would buy clothes as she travelled. She was still ghosting her friends and her boyfriend Bradley who had sent a series of phone texts and DMs on her socials alternately begging her then threatening her to let him come see her. She couldn’t face him and intended to break up with him anyway so running away without sending him any messages suited her even though she knew it was cowardly and cruel.
She would DM her girlfriends once she was in a better frame of mind. Her real concern was what to say to Alex. She had left Alex a DM telling her that she was taking a well-deserved around the world holiday and not to worry; she would send socials from each place she visited. She made no mention of their incestuous melee or of the crushing guilt she felt.
As the flight levelled out the flight attendant brought Monika a gin and tonic as requested and she only managed to finish half of the drink before she was in a deep sleep as QF 81 soared over the Simpson Desert.
Alex woke up late and lay in bed thinking about the previous day. She could feel that she was still dressed in her pantyhose and her orange satin and lace panties and a satin negligee. She could taste the lipstick on her bruised lips and smell her perfume. She could feel the stickiness on her semi-engorged phallus and smell a scintilla of Monika’s vaginal secretions.
The feeling of being totally feminine had not left her; she was still Alexis the girl not Alexander the boy in her head. She surveyed the purchases still scattered around the huge bedroom. She and Monika had not had time to put them away in their haste to feminise Alex. What followed was both surprising and amazing. Did Alex feel guilty about it? Yes; undoubtedly. Did Alex enjoy it and want to do it again? Yes; undoubtedly.
The house was eerily quiet but it was Sunday so there were no staff in attendance but Alex expected to hear Monika rattling around the house and the sound of her music. Maybe she was wearing headphones? But the place felt empty. Maybe she had gone to meet her girlfriends or Brad. How would they react if they knew what Alex and Monika had been up to? Brad would throw a fit because he was insanely jealous of Monika. But they would never know. The ‘sisters’ had sworn each other to secrecy. Both their lives would be ruined if the scandal ever came to light. Alex wondered if Monika would be up for doing it again. She definitely wanted to but she was also terrified of the consequences were they to get caught.
As teenagers are want to do, the first thing Alex did was to reach for her phone. She smiled when she saw the red acrylics glued to her fingernails; she and Monika had gone all out. Her phone vibrated when she picked it up indicating that she had messages waiting which was unusual for Alex because she was such a loner.
It was a DM from Monika and Alex was at first confused and then she had an inkling of what had really happened. Monika had always intended to go traveling during her gap year and had told Alex that the only reason she had delayed her trip was because of her concern for her brother and the need to summon up the courage to ditch Brad.
Her sister was experiencing post-coital regret which was understandable. It must be incredibly confusing for her. Monika had basically diagnosed her brother’s gender dysphoria, helped her to transform from Alexander into Alexis and then had succumbed to forbidden carnal desires. It was probably good that Monika was away from the house while she came to terms with what had transpired.
Alex however was in a completely different frame of mind. Transforming from Alexander to Alexis had freed her and given her newfound confidence and purpose. She intended to use the safe space of the Rose Bay mansion to live her life as she now believed she should. She would perfect her femininity and live full time as a young woman in the confines of the house until she was ready to announce her transformation to the world.
She shucked out of her soiled panties and ruined pantyhose and took a long leisurely shower then put some fresh pantyhose and panties and sat at the vanity and did her makeup and fussed with her hair. The expert hairdressers at Alana Kristian had given her a shag-cut that was easy to maintain but looked great. She slipped into some lycra leggings and a loose silk blouse and slipped on some cherry-red pumps and carefully walked downstairs to the kitchen to make coffee.
This was now Alexis’ house. She had it to herself and it was her domain. Of course Gloria the housekeeper would still need to keep the place spotless and Carlos the groundsman would tend to the gardens and the pool but Alex was mistress of the house.
*****
To say that Brad Brody was pissed at Monika Dupree was an understatement. How dare she ignore him! Monika had seemed distant and distracted recently and although she had not withheld sexual congress he could tell that her heart wasn’t in it. He sensed that she was about to dump him. He knew about the around the world airline ticket that she intended to use during her gap year and he had even proposed that he accompany her on the first couple of legs of the trip but she seemed reluctant.
Brad had to spend part of the break between semesters at university working with his father at the company’s headquarters in Newcastle where one of their main shipyards was located. Brad didn’t think much of Newcastle but the small city was only a two and half hour drive from Sydney so Brad could go home for the weekends.
What really pissed him off was that he suspected that Monika was going to dump him. Not that he would be heartbroken. He had already shagged two of Monika’s close girlfriends and had his eyes on another but he wanted to be the one who dumped Monika. But before he did he wanted one last shag. Monika was pretty, had a great body and knew how to fuck. She whined when he asked her to pamper his fetish and asked her to wear sexy lingerie and high heels while they shagged but she sometimes agreed to do it to shut him up. She was a great girl but he was done with her but it needed to he who broke up with her… but not before he had fucked her in the ass which was something she hadn’t allowed him to do so far.
None of Monika’s friends knew where she was and she was not active on her socials. Brad guessed that she was holed up in her house, probably with that creepy fag twin brother of hers. Maybe he would make an unannounced booty call and then he would dump Monika before she dumped him.
Yes… that was a good idea. That’s exactly what he would do!
To be continued
Brad Brody was tall, muscular, handsome and rich. These were all attributes that some girls found very appealing but along with these much desired qualities there also came a sense of entitlement, arrogance, conceit and narcissism. Brad was also intelligent, athletic and eloquent and additionally: conniving, jealous and spiteful.
He spent Sunday morning trying to contact Monika Dupree. He’d sent texts, left voicemails, trawled her socials and in desperation called her friends. No one had heard from her since Friday and she had told her close friends that she wanted to spend the weekend without interruption but she had told Brad nothing.
Brad was pissed because he sensed that Monika was about to break up with him and no chick broke up with Brad Brody; he broke girls hearts not the other way around. His plan was simple. He was going to find her, fuck her one last time, hopefully up the ass, then ditch her and then hit the socials and advertise exactly what he had done and if he could get some pictures or video of him doing so, even better.
But first he was going to join his mates at the Sydney Cricket Ground and watch his beloved Sydney Swans crush the Melbourne Demons, or so he hoped. He arrived at the ground at 1pm and joined his friends, taking it easy on the beer because of his plans for later in the day. Between quarters the handsome young studs exchanged stories of conquests made and conquests forthcoming. Every dirty detail was dissected and two bon vivants who had taken a girl high on ketamine into the toilets at a swank Sydney nightclub and spit roasted her won the competition for dirtiest deed.
Brad didn’t talk about Monika that way, nor was it expected because she was his girlfriend. The young libertines had a partisan code of conduct that they never dissed their girlfriends or female relatives but any other female was open sport. Brad did share a story about how earlier in the week one of Monika’s best friends was performing fellatio on him while he was on the phone talking to Monika.
Brad declined the offer to go across the road to the pub and celebrate the Swan’s victory saying he had a prearranged date with Monika which in a way was true. It’s just that she didn’t know about it. He went home, showered changed and took a hit of MDMA to take the edge off and jumped into his MG Roadster and hit the streets heading to Rose Bay and a date with destiny.
*****
Alexis Dupree had spent the day practicing her makeup skills and trying on the rest of the wardrobe she had purchased with her twin sister. She tried out bold exotic makeup, subdued makeup for around the garden and pool and dramatic makeup to complement her evening wear. She mixed and matched her clothes, pairing skirts with blouses and shoes with accessories until she got bored.
She’d had only coffee for breakfast, her stomach still queasy from too much vodka the previous evening and the thought of eating anything riled her stomach. It was a beautiful day outside and she suddenly had the urge to take a swim. She stripped naked and tucked then put on a silk robe and made her way down to Monika’s bedroom. Monika had packed in a hurry, taking little but leaving a mess regardless. Clothing was hanging out of drawers and her walk-in robe was a shambles.
Alex found the drawer with Monika’s bathing suits inside it: three bikinis and two bathing suits, all designer. She selected a one-piece, shocking-pink, cotton-lycra swimsuit cut high in the legs and low in the back but with a modest neckline. It was the bathing suit Monika wore when her mother was home or when friends and family visited, the most modest suit among a collection of thongs and string bikinis.
Alex didn’t have the exact body shape of her sister but it was close. Her hips weren’t quite as wide and even though Monika had small breasts, Alex of course had none; she remedied the problem with the use of her ‘chicken-fillet’ breast enhancers.
Alex checked herself out in Monika’s mirror and was pleased with what she saw. She wished her ass was a little plumper and her tits were real but other than that she was quite stunning. The bodysuit clung to her curves, her belly was flat and her chest unpretentious, the cut accentuating her long tanned legs, her makeup was perfect for a poolside party but it would be a party of one.
Alex took a bottle of crisp New Zealand Sauvignon Blanc, icy cold from the wine chiller, a pre-chilled crystal glass and padded barefoot through the glass sliding doors, across the warm Sydney sandstone patio to the daybed beside the pool where she set up her little nest. She selected her favourite playlist, drank a glass of cold wine and dived into the warm, crystal clear pool and swam ten laps. She spent the day in and out of the pool, dozing on the daybed between dips.
In the late afternoon, having drunk all the wine and wrinkled her fingers and toes she retired to her bedroom where she took a long nap, waking in the early evening with nothing to do.
She’d dreamed of her sexual encounter with Monika. The day had started out full of promise when Monika took her on a shopping spree and feminized her brother Alexander, finally releasing Alexis from her cocoon. Then they had spoiled it by giving in to their carnal desires. Alex had enjoyed her first sexual encounter there was no doubt about it but the guilt they had both felt afterwards was crushing.
All that said, Alex was content having the house to herself. It was indeed her safe space. She was a princess alone in a palace, free to live her life as she pleased without interference. Eventually that would have to change. Her mother would finally come home or Monika would return from her travels but for this moment in time and for the near future Alex had the run of the house.
She showered and blow-dried her ash blonde hair admiring the versatility of the shag-cut as she combed out the fringe. She did her makeup, heavy on the eye makeup for the evening and used plum-red lipstick on her full lips. She desperately wanted to try on the red satin evening gown, generously strewn with sequins around the bodice. It was spilt to the hip on one side, sleeveless and low-cut with spaghetti straps. She laid it on the bed and selected the red Christian Louboutin high heels and went searching for underwear.
Alex selected a pair of nearly transparent, silky, sheer-to-the-waist pantyhose and a pair of red microfiber seamless panties which would help keep her tucked and not ruin the lines of the gown. She sat on the bed and slipped on the pantyhose, marvelling at the feel of the cool nylons on her recently shaved sunkissed legs. The pink tinge from her poolside sunburn actually looked quite lovely under the gossamer pantyhose.
She stood up and stepped into the panties and pulled them up to just above her knees and then rolled down the gusset of her pantyhose and put her hand between her legs and pushed her testes into her inguinal canals, and pushed her scrotum and penis along her perineum, carefully holding it all in place as she hitched up her pantyhose and pulled them up tight and then pulled up her panties and smoothed them out.
Alexis admired the effect briefly in the mirror before she mooched through her costume jewellery and selected an emerald choker, matching drop earrings and a bracelet. These she placed beside the shoes and checked her makeup one last time before she slipped into the evening gown. She was tempted to try to attach the silicon prosthetics to fill the bodice of the gown but she actually liked her miniscule décolletage, her own meagre breasts worked fine with the tight-fitting gown. She slipped on her heels and jewellery and doused herself with Dior Poison perfume.
Alex looked at herself in the mirror and saw a beautiful teenage princess staring back at her. Sure she was a little flat-chested but that actually complemented her aesthetic. She smiled at herself and for a fleeting moment she was a little bitter that no one else would see how beautiful she was. She carefully walked down the winding staircase to the open-plan lounge and entertainment area replete with glass walls offering magnificent views of the gardens and the pool with the vista of Sydney Harbour in the background. The pool and garden lighting had switched on automatically at sunset and Alex used the smart app to lower the house lighting, set the air conditioning down a notch and selected Monika’s playlist on the surround-sound system because her sister’s music seemed more appropriate for the way Alex felt.
She opened a bottle of Deep Eddy lemon vodka, filled an ice bucket and took a crystal glass into the lounge area, treading carefully in her high heels. She downed her first drink, a double, in one hit and then poured another double to sip. She cranked up the music and danced by herself on the Italian marble floor, content with her own company.
Brad had the security code for the gate and parked his Roadster on the sweeping driveway motor court adjacent to the four car garage. He’d tried Monika’s phone again using both text and voice but she was till ghosting him. He noticed that the house lights were dim but still burning and the pounding beat of Rihanna’s Shut Up and Drive, one of Monika’s all time faves, reverberated around the grounds.
“I hope that it’s her at home and not her homo brother,” Brad hissed as he leapt from his car.
As well as the gate access code Monika had given Brad a remote for one of the four garage doors because he had whinged when his car got rained on in the driveway once while he was visiting her. Alex used the remote to open one of the garage doors.
Monika’s red BMW 4 Series Coupé was parked in her spot as was Alexander’s black Lexus SUV and their mother’s racing green Jaguar XF. Brad smiled. Although he and Monika usually took hire cars when they went out on the town, the fact that Monika’s car was in the garage was encouraging. The connecting door to the main house was unlocked and Brad brazenly stepped inside, his ears immediately assaulted by the loud music.
He was wearing black designer skinny jeans, a flowing white muslin shirt and black Gucci's Jordaan loafers and hardly made a sound as he entered the house.
Had Alex not been dancing to the music and a little high on the wine she had drunk earlier and the vodka she was drinking now she might have registered the alerts on the home security system when the garage door and the connecting door opened. The alarm system was not armed but was still active and the screen on the wall flashed the information whenever a door or window was breeched.
Brad followed the music along the short corridor and opened the door to the kitchen and peeked through it. The music became marginally quieter as it shifted to a ballad; more chick music that Brad hated but pretended to like because Monika did.
The bitch was home!
But not for long it looked like. She was wearing a very provocative evening gown and heels and she’d had her hair styled differently. He liked the new hairstyle and he liked the way she was dressed. His eyes immediately went to her long legs sheathed in the gossamer pantyhose. He loved legs clad in nylons and Monika sometimes humoured him and put on hold-up stockings when they fucked but despite his repeated requests she refused to wear pantyhose or stockings when she wore skirts or dresses claiming it was ‘so eighties’.
But there was something else about Monika that he couldn’t quite put his finger on. The lighting was muted and he couldn’t see her properly but her ass and tits seemed a little smaller, not much, but he noticed these things. Also her makeup was a lot heavier than how she usually wore it but he liked it.
What riled him was not knowing who this new makeover was for. She obviously had a new boyfriend or was wrangling for one because her style had changed completely and dressed as she was, she was obviously going out somewhere chic.
His anger returned and he seethed.
She didn’t know he was in the house that was for sure and he wondered if her creepy twin brother was around; he knew that her mother was overseas on one of her jaunts. Brad kept low and made the staircase without being seen and crept upstairs.
Monika’s room was a mess which was unlike her but there was no maid service on weekends so the bitch would have had to clean up after herself and that was unlikely. The door to Alexander’s room was open but the lights were out. He stuck his head inside to make sure Alex wasn’t in his ensuite taking a shit or a shower but the light to the bathroom was out too. He couldn’t make out much in the gloom but the scent of Poison perfume assaulted his nose.
“Fucking fag!” Brad hissed under his breath assuming that Alex was using some faggy aftershave or cologne.
Assuming that Alex was out, Brad made his way downstairs determined to confront Monika and hopefully wrangle one last pity-fuck out of the bitch before he dumped her, even though it was obvious that she had for all intents and purposes dumped him.
Alex was dancing in a circle, her arms across her chest, imagining that she was dancing with a partner who was holding her close and whispering endearments into her ear. She had no idea who this partner was or what gender; they were simply an amorphous being who filled the void of Alexis’ solitude.
Brad stood at the bottom of the stairs and watched his girlfriend dance by herself. She was beautiful. This demure eighteen year old girl who looked stunning in the red satin dress that clung to her lithe body, the split opening wide to expose her legs from ankle to thigh. Her legs were long, shapely and sheathed in gossamer. Her face was strikingly attractive. Her eyes were closed and Brad could see the full effect of her heavy mascara, eyeliner and eyeshadow; her exquisite cheekbones highlighted with rouge, her full lips coated with glossy red lipstick.
What irked Brad was that this was how he wanted Monika to dress but she refused to do so. At school she plied on the makeup and wore her skirts short and nylons sheer in an effort to push the boundaries in an act of teenage defiance and rebellion but outside of school her style was more subdued.
Brad was becoming concupiscent as he jealously watched Monika dance with herself. She stopped briefly to take a gulp of vodka, barely opening her eyes, and then she continued to dance. If he knew that Monika had this particular aesthete inside her all this time, Brad may have considered keeping their relationship intact; indeed it would have rekindled his passion and his devotion for her.
But this was all for someone else. He wondered how long it would be before her suitor called by or the chauffeur of her hire car pinged her mobile. It was time to act.
Brad stepped into the spacious open plan room with its black Italian tiled floor, white leather recliners and blonde on blonde Scandinavian design furniture. The room was as soulless as Susan Dupree who had overseen every aspect of decorating the huge waterside mansion but seldom lived there. The stark monochrome was a perfect background on which to capture the vibrant tones and pigments of Alexis’ red dress and the intense tinctures of her makeup and hair.
“What the fuck Monika!” Brad screamed out over the music.
Alex came out of her reverie, startled and confused. The lights were dimmed but she recognised Brad Brody as soon as she saw him. She was stunned.
“I’ll say it again… What the fuck Monika!” Brad’s voice was not quite as loud now that he had her attention.
He snatched up the remote for the home automation system and turned off the music.
Alex stood in the middle of the room clutching her crystal glass to her chest. She was in a total panic but unable to move. A thousand thoughts ran through her head the primary one being that Brad thought that she was Monika. She knew the misconception would not last long and that she would be outed by a man she loathed.
It was a fight or flight situation and Alex chose flight.
She dropped her glass and bolted for the stairs and likely would have made it except for her high heels skittering on the marble floor and the fact that Brad played on the wing for the Sydney University Football Club and his speed was legendary.
He caught Alex around the waist and drove her onto a plush white leather divan and lay on top of her. She looked up at him, her green eyes filled with fear. Brad felt her body trembling beneath him. Monika didn’t quite feel the same but she felt nice. Her breath was sweet with the scent of lemon vodka and her perfume was exotic; something he had not known Monika to wear but something he had recently smelled.
She was like a fawn that had been taken down by a lion: small, quivering and frightened with big beautiful eyes and a pretty face. He could feel her heart racing and her heavy breathing.
Brad lowered his face to Alexis’ and put his lips on hers.
He kissed her and Alex let him. She didn’t know what else to do. She was stymied, dazed and confused.
Her lips were soft and her breath was sweet and Brad slipped his tongue into her mouth and she made no move to stop him.
It was then he realised that something was wrong.
Monika was not at all embarrassed about being small chested. All of the latest supermodels had small breasts and Monika slipped into the latest couture as easy as they did. But… she did have breasts and she was proud of her petite 30B’s. Brad had stroked and suckled them often enough to know that they were pert, round and bell shaped, being fuller at the bottom.
This girl had nothing more than chest bumps with nipples.
Brad was a conceited narcissist but he certainly wasn’t stupid. He realised who was lying beneath him as soon as he realised that she had no breasts. His rational mind told him that he should stop kissing this faggot immediately and give him the beating he deserved for masquerading as Monika but the primitive part of his brain kicked in.
The girl lying beneath him felt wonderful, her satin-sheathed body was moulded to his. He knew that her legs were long and shapely and just to confirm it he slipped a hand inside the split in her dress and stroked her silky gossamer-clad thigh. She was as pretty if not prettier than Monika and there was something about her when he had watched her dance that awoke a yearning he hadn't felt for some time: a sense of renewed excitement.
Brad kept kissing Alex as much to see how she would respond as anything else. She had tensed up when he put his hand inside her dress so he removed it. He stroked her hair as he continued to kiss her softly, the tip of his tongue gently exploring her mouth.
Alex was bewildered. She guessed that by now Brad had figured out that she was not her twin sister Monika and yet he continued to lie on top of her and kiss her. She had expected him to beat her because he was embarrassed by being misled into thinking she was Monika and also she knew that Brad disliked Alexander intensely. It was one of the many reasons that Monika intended to dump him.
And Alex hated Brad in return. Yes Brad was handsome, articulate and moneyed but he wasn't good enough for her sister; she found his narcissism repellent. Alex felt totally vulnerable, expecting to be beaten or at least outed and mocked by Brad Brody.
But…
She had to admit that having this ruggedly handsome young man lying on top of her, menacing her, kissing her without her permission, was somewhat exciting. She had felt nothing but feminine since she had transitioned from Alexander to Alexis but now she also felt effete.
Alex had little experience of kissing and being kissed and most of that had come from the incestuous encounter with Monika which was something they were both still trying to come to terms with but Brad’s soft kisses were beguilingly sweet and yet at the same time masculine and dominant. She felt vulnerable but she also felt something else; she also felt avidity for what he was doing to her, how he was treating her. He was treating her like a woman.
As abruptly as Brad had started to kiss her, he stopped.
“Where is Monika?” Brad hissed; his face inches from hers.
“I don’t know,” Alex whispered.
She had been practicing her femme voice all weekend but she didn’t need to force the inflection. She was so scared that her answer came out as a squeak.
“Don’t lie to me Alex,” Brad slipped his hand inside her dress and squeezed her thigh.
Alex gasped and wriggled like a hooked fish but Brad pressed his body into hers and she could feel that he was becoming concupiscent, his package pressed against her stomach.
“She’s in Singapore by now, on the first leg of her holiday,” Alex stopped struggling and couldn’t help but feel a little schadenfreude at the look of disappointment on Bradley Brody's face.
“I was supposed to go with her,” Brad sighed, his anger temporarily forgotten.
“I know. She’s ghosting everyone. She has issues that she wants to deal with alone,” Alex replied telling a half-truth and wondering why she was even bothering to explain anything to this dolt.
Brad suppressed his rage as it began to roil again. There was nothing he could do to Monika now that she had escaped his clutches but he had Alex to play with.
“So what’s your story Alex? Why are you dressed like this? I always took you for a faggot but I would never have guessed that you were a crossdresser,” Brad made no effort to climb off her.
“Let me up and I’ll tell you,” Alex smiled up at Brad, hoping to charm him a little.
“I don’t think so. I quite like it here. You don’t have all of Monika’s bumps and humps but you feel kinda nice and you're prettier than she is,” Brad grinned down at Alex; the compliment clothed in menace.
“I’m trying to find the real me if you must know. I don’t know if I’ll transition; it’s too early to say, but I feel more comfortable presenting as a woman; presenting myself as Alexis Dupree and leaving Alexander Dupree behind. This is all new to me,” Alex blurted out and immediately regretted it.
Why tell a man she hated her most intimate secrets?
“Well you certainly look the part. I thought you were Monika right up until I was kissing you,” Brad chuckled but there was no mirth in it.
Alex blushed.
“Can I get up now please?” Alex whispered.
Brad lowered his face and placed his lips against Alexis’ and softly kissed her. Alex froze, not knowing how to respond.
“Kiss me back and I’ll think about letting you up,” Brad broke the kiss and smiled at her, his deep brown eyes actually showing some affection.
“I’m not sure if I’m ready for that yet,” Alex demurred.
“Come on. One little kiss and I won’t tell everyone that you are a homo, skirt-wearing faggot who takes it up the arse,” Brad smirked.
Alex was appalled. She didn’t really have any friends but she had acquaintances and Brad had met some of the Dupree family including their parents Susan and Francis Dupree at one of their rare family get-togethers. There was the family name to consider. Alex had thought about coming out openly eventually but only after she had come out to her mother and father first. Brad was vindictive and was likely to embellish the story, making Alexis out to be some sort of sexual deviant.
“Why Brad? You know who I am and you have always hated me,” Alex relied defiantly.
“I don’t like Alexander Dupree but I kinda think Alexis Dupree is hot,” Brad winked at her salaciously.
He lowered his mouth to hers again and this time Alex responded; tentatively at first. Brad kissed her sensuously and when his tongue began to explore her mouth she slid her tongue into his. This was so different to kissing Monika. Monika’s kisses were soft and feminine even when they were engaged in full-blown lust. Brad’s kisses were manly and a little insistent but not overly so. She could smell his aftershave and his muscled body pressing on hers. She could feel the bulge of his cock through her gown.
It both terrified and excited her. She wanted him stop but she also wanted him to continue.
Brad was also feeling perplexed. He’d fucked plenty of young women and even a few matrons; he had an eclectic taste when it came to women and he had once won the dirtiest deed competition by fucking one of Monika’s girlfriends and then the very next evening fucking the same girlfriend’s mother. He’d been tempted once by a transgender woman he met at the Stonewall Hotel on Oxford Street but had chickened out.
He would easily win the bet for dirtiest deed of the week if he fucked Alexis Dupree but it could backfire on him. Alexis was not out as a transgender woman and his friends might accuse Brad of being a fag for fucking ‘a boy in a dress’. There was also his plan to finally fuck Monika in the ass and slut-shame her on their socials after they broke up but that opportunity had been taken from him. Was Alexis a suitable substitute?
He pondered all these things but what he couldn’t suppress was that he actually found Alexis attractive and alluring. There was something about her. Not just her beauty and femininity. She was demure and reticent, unsure of herself and vulnerable.
When Alex began to return Brad’s kisses he did not think of Monika’s brother whatsoever; he thought only of the lovely creature beneath him who had a striking resemblance to his ex-girlfriend but who was uniquely beautiful and feminine in her own way.
Her mouth was sweet and her satin gown slithered on her lithe frame whenever he moved above her. He would like to feel the cool silkiness of that gown against his naked flesh. His hand strayed to the split in her dress and rested just above Alexis’ knee. He gently caressed her nylon-sheathed limb, the slinky diaphanousness of her pantyhose felt delicious and inviting. His cock began to uncoil like a snake awakened from its slumber.
Brad’s kisses were exciting and instinctively Alex draped her arms around him. She stroked the hard muscles of his biceps through his muslin shirt with her fingertips. This too was an instinctive reaction; a response to her bourgeoning femininity and her ingrained need to feel wanted.
When Brad’s fingers began to caress her leg at first she froze but his kisses were becoming fervent and his fingers circled her thighs just above her knee where they illicited wonderful little sparks of delight which she relished.
Was this as wrong as fucking her sister? Not anywhere near it but Alex still couldn’t shake off the fear that she was committing a sin. Brad was technically still Monika’s boyfriend as neither of them had formally broken off the relationship and there was also the fact that Alexis was still wrangling with her gender issues. There was no doubt that at this moment in time that she wanted to be a young woman but what if that sentiment changed? There was also the issue of being sexually active with a man. Did she really want to do this so early in her transformation?
Brad answered that question for her when his fingers began their journey up her thighs, exploring her pantyhosed limbs and stirring feelings of delight as he softly caressed her slinky nylons. She felt herself becoming tumescent; uncomfortably so. She gasped into Brad’s mouth when he reached the top of her thigh and his fingers caressed the crease where her legs joined her torso.
Brad decided to throw caution to the wind. He was sexually charged, having intended to fuck Monika and the MDMA had increased his libido. He was alone with this lovely young trans woman who was presenting exactly the way he wanted his girlfriend to do but wouldn’t. Why not take advantage? There would be no witnesses and Alexis was such a novice that she would hardly know what to do or what to say to whom if he pressed his needs on her.
Stroking her pantyhosed legs and feeling her satin gowned body against his was charging Brad’s sex drive and he kicked off his loafers and broke their kiss momentarily to take off his shirt. Alex was disappointed when he stopped kissing her and she had to admit that she was probably more disappointed that he had stopped playing with her legs.
The removal of shirt and shoes did not take long however and the two timid lovers, if that’s what they were, took up where they had left off. Alexis opened her arms and invited Brad to kiss her and when he did she wrapped her arms around him. While Brad was taking off his shirt Alex had surreptitiously snaked her hand inside her pantyhose and untucked her penis and allowed her testes to descend back into her scrotum. She was no longer uncomfortable with her penis flat against her stomach held there by her pantyhose and panties.
Brad was so hard that it hurt; his penis was confined by his trousers and he needed to release it but once he did that he was committed. He was no longer just teasing this pretty tranny; he was fully culpable of engaging sexually with her.
“You better not tell Monika! You better not tell anyone!” Brad hissed as he struggled with his trousers.
“Tell anyone about what? We haven’t done anything wrong,” Alex bleated; annoyed that Brad would think her a gossipmonger.
“Don’t tell anyone about this,” Brad smiled down at her salaciously and placed his penis on her thigh.
“Oh my!” Alex was just able to exclaim before Brad closed his mouth over hers.
He kissed her hard as she struggled beneath him. Alex had liked it when Brad was stroking her legs and kissing her but the audacity of putting his organ against her flesh was a step further than she wanted to go. She could feel the girth of it, the heat of it, the pulsing realness of it on her thigh and she struggled to move it away.
This is what Brad had begged Monika to let him do to her. To make love to her while she was clothed in her sleek satin blouse and skirt whilst still wearing her pantyhose and high heels and full makeup but Monika had refused, calling him a creep and a deviate. She acquiesced to wearing thigh-high stockings occasionally but that was all and even then she wore them begrudgingly.
But this lovely young lady struggling under him was his ideal woman dressed in her cool smooth silky dress, slinky nylons, high heels and full makeup. The more she struggled the more Brad liked it. Her satin gown on his bare flesh was both exotic and erotic. Her nylon-sheathed thighs scissored in an effort to dislodge him but all Alexis was achieving was rubbing her legs on his cock which drove Brad wild with lust.
His hands were everywhere inside her dress, stroking her legs, fondling her panties, pushing her hips down into the divan to hold her down. She was so diminutive and Brad was so strong that she didn’t stand a chance.
There was also the fact that Alex was secretly enjoying having this brutish young man ravish her. His hard body pressed on her belly rubbing her satin gown against her microfiber panties and the silken gusset of her pantyhose. Her penis was throbbing and leaking pre-ejaculate. Brad’s kisses had become fervent and his lips were crushing hers and his tongue waggled in her mouth. But she had changed her mind about his cock.
The feel of his hard manhood against her legs was still menacing but it was also exciting. The ephemeral being that she imagined she was dancing with earlier had taken form and that form was Bradley Brody. She still despised him and detested his arrogance but he was handsome and a good kisser and he was lying on top of her rubbing his cock on her, he wanted her and that’s all that mattered… he wanted her and Alexis wanted to be wanted.
Alex stopped fighting and wrapped her legs around Brad’s body and raked her fingernails down his back. She returned his kisses. Brad delighted in the feel of Alexis’ long pantyhose-shrouded limbs caressing his skin and the sting of her nails on his back. He supressed a grin and continued to work his tongue into her mouth and grind his cock on her thigh.
She had surrendered. This gorgeous little satin-wrapped creature was his to do with as he might. The sense of power and carnality was heady. His cock was throbbing and he was not far from release.
Alex too was close to climax. Brad’s body pressing on her belly, rubbing the gossamer fabrics against her cock was having the effect she desired. But Brad was now a little perplexed. He’d intended to come here and fuck Monika in the arse but found Alexis instead but the concept of putting his cock in Alexis’ behind was going just a little too far. It would spoil the illusion that she was really a young girl. Besides he guessed that Alex would fight him tooth and nail to prevent it.
He pressed his cock harder against her thigh and it slid through the leg hole of her panties.
Brad and Alex both froze.
Brad’s cock was inside Alexis’ panties, pressing on her lower belly. The feel of her pantyhose on the bottom of his penis was heavenly and the feel of the fabric of her panties on the top of it was wonderful. His cock was shrouded in gossamer delight but he could feel the girth of Alexis’ penis trapped in her pantyhose. Their cocks were just touching.
Alex sensed Brad’s hesitation and she thought she knew why. The illusion that she was girl had been broken when his cock lay next to hers. But she was so close to extremis and she could feel Brad’s yearning and knew that he was close too.
Alex raked her high-heels on Brad’s flanks, scratched his back with her fingernails and pushed her body against his as she drove her tongue into his mouth.
Brad gasped at her audacity and then he began to drive his cock against Alexis’ pubis, relishing the feel of her pantyhose and panties caressing his manhood eliciting delicious sparks of pleasure as his orgasm began to broil. Alex synched her movements with his, lifting her groin and pressing it against his. Their cocks touched and rubbed together through Alexis’ pantyhose. Neither could deny that the feeling was delightfully naughty: two hard throbbing cocks trapped in slinky, silky nylons and panties pressing together, rubbing and grinding, pulsing and throbbing.
Brad moaned as he released. Scalding hot semen erupted from his penis and Alex ejaculated as soon as she felt Brad’s warm load on her cock through her pantyhose. Her cock juddered as she spent her steaming load which comingled with Brad’s cum. The two cocks pressed and rubbed against each other with only a scintilla of gossamer nylon separating them.
Alex drummed her heels on Brad’s flanks and rose up off the divan to grind her cock against Brad’s. Brad pushed down on her, his engorged member throbbing, spurting his issue inside Alexis’ panties.
Their kisses were fervent, they were both lost in the carnality of the act. Their bellies and crotches soaked with hot sticky cum. Alexis’ satin gown and nyloned legs were a cocoon of silken delight and Brad moaned as his cock erupted inside her panties. The pleasure radiated through his body and Alex felt likewise. The intensity of her orgasm was overwhelming.
The clung to each other, writhing, grinding, kissing, scratching, caressing and tonguing until they were both spent.
Brad’s post coital regret washed over him almost immediately he descended from his orgasmic high.
“What the fuck have I done?” Brad announced rhetorically.
He pushed himself off Alex and looked down at his cum-smeared belly with revulsion. He snatched at Alexis’ dress and wiped the semen off his body with it. He tried not looking at her but he couldn’t help but snatch a glance. Her legs were open; her skirts split wide displaying her cum-soaked panties bulging with a deflating erection. He snatched his eyes away.
“Don’t you tell anyone about this you fucking faggot!” Brad hissed as he shucked into his trousers and snatched up his shirt and loafers.
“Who am I going to tell?” Alex replied demurely, amazed by Brad’s reversal in attitude.
She thought to herself that if she was a faggot; what did that make Brad? She knew better than to articulate the question.
“You and your fucking sister are fucking dead to me! I never want to see either of you again!” Brad ranted as he ran through the house dressed only in his trousers, holding his shirt and loafers close to his chest.
“Fuck!” Brad cried as he stubbed his toe on the hallstand as he flung open the front door.
Alex couldn’t help but laugh at his misfortune and Brad slammed the front door behind him. His brain was swimming with contrary and confused thoughts.
Alex continued to chuckle at Brad’s antics and then she looked down at her semen-stained dress.
“Well that’s that dress is ruined,” she whispered to herself and started laughing uncontrollably.
*****
Alexis Dupree woke up late on Monday morning. After Brad had left she had drunk most of the Deep Eddy lemon vodka and was feeling the aftereffects of two days hard drinking. She could hear Gloria vacuuming downstairs and she pulled the covers back over herself and tried to go back to sleep but she couldn’t. She gave up in frustration and took a long hot shower.
She came out of the ensuite and saw the evening gown, pantyhose and panties scrunched together in the corner of the room where she had thrown them. She couldn’t help but lift the garments to her face and inhale the musky scent of semen and Brad’s aftershave.
The nylons were ruined and the dress was irrevocably stained. Alexis was not concerned that she had ruined a one thousand dollar couture evening gown, she was just pissed that she liked the dress and could no longer wear it. In a huff she tossed it back in the corner of the room. She would simply go out and buy another one.
The dilemma now was how to present to Gloria the housekeeper and Carlos the groundsman. Alexander dressed eclectically, almost androgynously, when he was home. They were used to seeing him in leggings and flowing shirts in winter, crop-tops and tight shorts in summer, often wearing eyeliner and both Gloria and Carlos had on occasion mistaken Alexander for Monika from a distance.
But presenting as outright femme might come as a shock but fuck it! It was Alexis’ home and she would present however she liked. Gloria and Carlos were the help and their social circles were a million miles from the swank Eastern Suburbs of Sydney. They no doubt gossiped about their wealthy eccentric employers and their extravagant, stylish and cosmopolitan lifestyle but who cared? Certainly not the Duprees.
Alex put on her ‘day makeup’ and opened her wardrobe and realised that she and Monika had made one single mistake when they had shopped on Saturday: just about everything they had purchased for Alex was evening wear or daytime couture. There was nothing that was just daywear for around the house.
The problem was solved simply enough by a visit to Monika’s room. Gloria had tidied the room up and everything was back in its place making it easy for Alex to find a little denim skirt and a pink Fendi t-shirt with a rhinestone logo embossed on the front. She paired the outfit with her silver sandals and thought she looked pretty good. Her genitals were tucked and held in place by tight white nylon panties. She considered wearing pantyhose because she liked the feel of them on her legs but they would ruin the aesthetic of casual summer chic that Alex was looking for.
Alex took a deep breath and then descended the stairway acting more confident than she felt.
“Miss Monika,” Gloria called out as she shut off the vacuum cleaner and made her way to the kitchen where Alex was looking for cereal.
Gloria was dressed in her neat housemaid’s uniform: a pink polyester–cotton box dress styled with shoulder pads, with white border gilding on the short sleeves, collar and pockets with large white buttons up the front. She sometimes wore a white apron over the uniform if she was performing any particularly dirty chores. She also wore tan pantyhose and white sneakers and wore her makeup on the heavy side. Except for the sneakers Alex had always envied Gloria her uniform.
“Miss Monika, I put your… oh sorry,” Gloria’s face blushed bright red when she realised her mistake.
Alex gave Gloria her most confident smile.
“It’s me; Alexis. You can call me Miss Alex if you like,” Alex smile waned and was replaced by her resting bitch face.
“Yes of course… Miss Alex,” Gloria replied, obviously a little perturbed but honestly not surprised.
Gloria had guessed that something was going on with Alex. She was well aware of the large drawer in his walk-in wardrobe full of bras, panties, pantyhose and satin full-slips. It was none of her business so she had said nothing but seeing Alex presenting as a girl explained everything.
“Is Miss Monika expected home today? I cleaned her room and I have some items of hers to take to the dry-cleaners,” Gloria explained as if it was perfectly natural for Alexander to suddenly present himself as a young woman and declare herself female.
“No Gloria. Monika is travelling and won’t be back for quite some time,” Alex shook Weet-Bix into a bowl and poured on low-fat milk.
“So you have the house to yourself until Miss Susan returns,” Gloria said, secretly thanking the gods that the house would be easy to maintain with only one occupant.
Despite being a forty-something divorcée, the twins mother, Susan Dupree, insisted on being called Miss Susan by the staff.
“That's right Gloria,” Alex poured orange juice into a glass.
“Do you have any dry-cleaning… Miss Alex?” Gloria had to think about the correct title to use for a second.
Alex thought about the cum-spattered evening gown crumpled in the corner of her room.
“No Gloria. In fact please don’t service my bedroom today, I'm still sorting out a few things but I’ll get you to do so tomorrow,” Alex replied.
“Certainly Miss Alex. I’ll put the vacuum away and take the dry-cleaning down to Lawrence. Carlos needs to get some pool salt from Bunnings and I need to get some groceries; is there anything I can get you while I’m out?” Gloria decided to behave as if things were perfectly normal.
“No thank you Gloria. Just make a fresh pot of coffee before you leave please,” Alex picked up her breakfast bowl and orange juice and made her way over to the divan facing the large screen TV, her heels click-clacking on the marble floor actually felt comforting.
Whilst Gloria busied herself making coffee Alex relived what had happened to her last night on the very divan on which she was now sitting. She was terrified about what Brad might be saying about her but she thought that Brad would likely keep their tryst a secret. But as she recalled what they did on the divan in intimate detail she started to become tumescent and she tried to concentrate more closely on the news channel she was watching.
Alex heard the front door close and guessed correctly that Gloria was off to drop off the dry-cleaning and do her shopping with Carlos.
Gloria sat in the passenger seat of Carlos’ F-150 and slapped away his wandering hand. Both married but not to each other Gloria and Carlos had been carrying on a sexual relationship for the three years that Carlos had been working for the Duprees. Gloria was close to fifty but still an attractive woman with big tits and nice legs and Carlos, a thirty-something Lothario, was handsome, tanned and muscled from the yard work.
Carlos maintained the property, the grounds and the pool and also conducted any household repairs within his remit. The Ford utility was leased for him in addition to his salary and he was expected to drive Gloria whenever and wherever needed. Their affair had started as a fling. The house was theirs alone in the daytime during week when the lady of the house away and the kids were at school.
The affair started when Gloria had found Carlos swimming in the pool one day and stood on the edge of the pool and berated him, telling him he would be sacked if he was caught. They had been flirting with each other for weeks and Carlos told her that she would be also be sacked for swimming in their employer’s pool and pulled her into the pool with him.
They had ended up fucking in the pool and it soon became regular thing. Carlos had a toolshed and small workshop at the bottom of the tiered gardens, hidden from view by bougainvillea and arborea. He set up a cot which was where they usually conducted their trysts although when feeling particularly adventurous Carlos would sneak up on Gloria and fuck her in the house. He liked fucking her in her housemaid’s uniform and he noticed that the hem of her dress had become shortened and her top button was often left undone ever since they had started their affair.
Gloria had already told Carlos about Alex’s cache of women's intimates and her suspicions about his sexuality. She told Carlos that Alexander was now presenting as Alexis and that she was not really surprised. Carlos nodded sagely. He didn’t think much of Alexander but he took the opportunity to spy on Monika whenever he got the chance. Monika knew that Carlos was hot for her and sometimes deliberately teased Carlos, taking pleasure at his salacious peeping. What Monika didn’t know was that when she got Carlos particularly worked up he would take Gloria down to his toolshed and take out his frustrations on her.
“So we have to call the spoilt introverted brat Miss now?” Carlos huffed and shook his head.
“Her pronouns are she and her now; it’s not that difficult. It must be hard for her coming out like that. She must have supressed those feelings for quite some time,” Gloria had been the Dupree’s housekeeper for fifteen years and had seen the twins grow up.
She had always suspected that there was something different about Alex and to her it made sense now that Alex was out as Alexis. But who else had Alex told? She guessed that Monika knew; the twins shared everything and had no secrets. But Carlos was less forgiving.
“I don’t understand the world today. Boys can be girls and girls can be boys and some of them can a girl one day and a boy the next. Don’t even get me started on sexuality, what with the homos, lessies and bisexuals,” Carlos huffed again.
“The ones who can’t decide their gender are called non-binary which is someone who does not identify as exclusively a man or a woman,” Gloria explained.
“How do you know all this shit cariño?” Carlos asked.
“My daughter is a psychiatrist and she tells me all this stuff. You don’t think I spent the last fifteen years cleaning up after two spoilt brats and their psycho mother for any other reason than to see that my own kid got a good education do you? Besides you don’t have to worry about it, I know what your preferences are and so long as you keep putting that big polla of yours in my chichi we will both be happy,” Gloria reached over and squeezed Carlos’ cock through his work shorts.
Carlos shook his head and grinned as he turned into Bunnings. He figured he might tempt Gloria to come visit him in his workshop later that afternoon.
*****
As the days passed Alex thought of herself as the ingénue living her own fantasy TV show set in an isolated mansion where the only other actors were Gloria and Carlos who in her mind had only minor roles. The only other people who knew about Alexis were Monika and Brad Brody. Monika had flow from Singapore to London a few days ago and was settled into the family apartment in Earls Court and kept Alex appraised of how things were going but she never mentioned their sexual encounter and that suited them both.
Monika was up on her socials posting pictures of herself visiting the night zoo in Singapore and shots of her hitting the hot spots in London with a series of seriously handsome young men. She had also announced that she and Brad Brody were no longer together and Brad had responded with vitriol, accusing Monika of being a spoiled little girl and used the hashtag #Bitchbimbo to describe her. Brads friends had piled on and Monika’s friends had leapt to her defence.
Now that Monika was no longer his girlfriend Brad spoke brazenly about their sex life with his friends and slut-shamed her on their socials which ended up with them blocking each other and their friends forming two camps. Alex stayed well out of the online spat and things eventually quieted down. Alex was just glad that she hadn't been outed by Brad but she figured that Brad was still ashamed of himself for having had sex with her.
But for Brad Brody the fight with Monika was just a distraction to keep his mind occupied so that he wouldn’t think of Alex. He just couldn’t get stop remembering laying on top of her, kissing her and feeling her up while she wore that sexy satin evening gown. Her heavily painted face drifted constantly into his thoughts. Recollecting rubbing his cock on her pantyhosed thighs and pubis drove him to distraction and he had become addicted to crossdresser porn on the internet.
Alex too kept recalling the night. The fear that Brad would out her began to fade as time passed and she became more comfortable within herself but the fear was replaced by a yearning. Happy to stay at home in her safe space until she was ready to face the world she ventured out only occasionally. She had replaced the satin evening gown that was ruined during her tryst with Brad and had purchased some daywear and her own bathing suit. She kept recalling the feeling of Brad Brody lying on top of her, kissing her and caressing her. His manhood pressed on her belly, then her thighs, then her pubis. She recalled the feel of his hard throbbing manhood ejaculating on her, the heat of his spend as it soaked into her pantyhose, the musky smell of it.
During one of her infrequent sojourns to the outside world she ventured into an adult store and purchased a vibrator which she used on herself, pressing it against her cock through her pantyhose and panties. She loved the feel of the vibrations on her silken-shrouded penis. She’d lock the door to her room and watch porn dressed only in panties and pantyhose, pressing the vibrator on her genitals and pull it away just before she came. She would edge herself for hours this way, dreaming of Brad pressing his cock on hers and them both ejaculating together. She would never admit it but she also imagined herself doing other things with Brad.
Maybe it was because he was a bad boy and she despised him so much that she found him sexually attractive. Maybe it was because he had been her twin sister’s boyfriend? Who the fuck knew and Alex didn’t try to psychoanalyse herself about it.
She enjoyed living a life of solitude and luxury while she explored her femininity. She spent her days lazing by the pool, evenings watching Netflix drinking cocktails and then a long drown out masturbatory session with her vibrator before retiring. What more could a young woman want? She had a gap year before she went to university, Monika and her mother were both away, things could not be better.
Carlos began to notice Alex when she came outside to use the pool. At first he thought her repulsive because he knew that underneath that makeup and shoulder-length ash blonde hair she was really boy but he had to admit that she was very attractive and bore a striking resemblance to Monika whom he had lusted over.
The brilliant-white lycra swimsuit, cut low on the back and high on the thighs clung to her lithe frame. He guessed the little titties were probably false and he was fascinated with how she presented with a female pubis and he had to admit that she looked good in the bathing suit. She had a great ass and legs and was very pretty. She pranced around the poolside patio like a sweet little girl and Carlos’ repulsion slowly turned to lust.
Alex became aware that Carlos was looking at her and she teased him a little just like her sister had. Monika had had a schoolgirl crush on Carlos when he first came to work for the Duprees but he was far below her social standing and she had no interest in taking on a bit of rough trade as she called it. Besides, she had been raised not to fraternise with the help.
Alex would bend and stretch before she dove into the pool when she knew that Carlos was watching her. She would lie provocatively on the sunbed while he tended to the gardens around the poolside patio. She would bring out her nailpolish and paint her fingernails and toenails on the lilo, knowing that Carlos was watching her even though it made more sense to do her nails inside in the air conditioned comfort of the house.
When she wasn’t in her bathing suit she would wear little skirts and crop-tops, pantyhose and heels and ensure that Carlos got an eyeful whenever he was near. She would preen and ‘accidently’ drop something so she had to bend over, showing off her panties.
Teasing Carlos took her mind off Brad and she considered it harmless fun that validated her femininity and beauty.
But teasing a grown man was dangerous even when you were in your own residence. Alex being home most of the time had ruined Gloria and Carlos’ sex life. Gloria was reticent to sneak down to Carlos’ toolshed for sex while Alex was at home. This caused Carlos to become frustrated. Every day at work he was hemmed in by two very attractive women; one a ditzy, sexy little girl who dressed in short skirts and tight swimsuits, the other a sophisticated matron with big breasts and great legs dressed in her housemaid’s uniform.
Carlos was constantly ducking down to his toolshed workshop to relieve himself. Alexis began to notice that Carlos would prowl around the grounds ogling her at every opportunity and she teased him whenever the mood struck. Carlos would spy on her and then he would disappear down the path into the bougainvillea and arborea covered workshop for a while before he later emerged to go about his chores.
One morning Alex followed him, taking off her high heeled sandals so as not to alert him as she padded down the sandstone path. As she approached the workshop she became nervous; a little scared even, but this was her house and Carlos was just a hireling; she could do whatever she wanted and go wherever she fancied.
Alex crept up to the four-paned window set into the side of the colorbond shed and brushed away the bougainvillea branches with their colourful bracts covering the window. It was hard to see inside at first because the window panes were grimy. She carefully wiped away the smut from one of the panes and peered inside.
Carlos had a magazine open on the workbench. Alex couldn’t see what it was but she guessed it was porn because Carlos had dropped his King Gee khaki work shorts and underpants and was staring at the magazine whilst he stroked his enormous cock. It stood out proud, pink and angry looking, contrasting with his bronzed muscled body. Carlos often worked shirtless and was heavily tanned. His phallus was thick and about seven inches long. Carlos was slowly stroking it whilst he stared at the porn mag.
Alex smothered a gasp when she saw what he was doing but she remained rooted to the spot, fascinated by Carlos’ long thick penis, his scarred meaty hands stroking it almost delicately. A dewy drop of glistening precum seeped from the eye of his penis and Carlos scooped it up with the pad of his forefinger and rubbed it into his fraenulum. The look of gratification on his face signalled how good that felt.
Alex found herself becoming aroused and she freed her penis from her swimsuit and began to stroke it whilst watching Carlos. Her eyes roamed from his deep blue eyes, transfixed by the magazine, down his tanned muscled body to the protuberance of his penis and back up again as she stroked her own cock. It became fully tumescent and she had to force herself to slow down and match Carlos stroke for stroke. She wanted to come with him.
What she was doing was naughty… forbidden. The risk of being seen magnified the pleasure she was feeling as she stroked her cock in time with the handsome muscled groundsman whose face was beginning to grimace with lust as his pleasure increased and he approached extremis.
Carlos’ face contorted as he furiously stroked his cock and suddenly a stream of ejaculate erupted from his penis spattering the pages of the magazine. Alex came with him. She held onto the overhanging roof of the shed as her knees buckled and she sprayed her issue into the flowerbeds. Her orgasm was powerful. Her lycra bathing suit seemed to caress her sensitive skin, her nipples hardened and she let go of the roof and squeezed a nipple as her cock radiated rings of pleasure as more of her spunk whipped and flew into the garden and then dribbled onto the path as the intensity of her orgasm receded.
Carlos was squeezing every drop of semen from his engorged manhood, his eyes glued to the magazine, a smirk of lust and debauchery on his face as his rough brown hand wrenched his essence from his throbbing phallus.
Carlos grabbed a Chux wipe off the workbench and dabbed at his penis. Alex shook the last of her spend onto the path and shoved her cock back inside her swimsuit where it created an unsightly bulge. She looked down and tried to tuck it but her penis was still too bloated to tuck. When she looked up she and saw that Carlos was pulling up his shorts and she turned and ran back up the path.
Gloria was outside on the patio looking for her, calling her name, announcing that her lunch was ready. Aware of the bulge in the front of her swimsuit Alex kept running across the patio and dove into the swimming pool hoping that Gloria wouldn’t see her subsiding erection and that the cooler water near the bottom of the pool might hasten its demise.
Alex swam and splashed around a little until her penis was flaccid then she tucked herself and climbed out of the pool. She picked up a fluffy white towel to dry herself noticing that Gloria had left her a plate sandwiches and a pitcher of ice tea on the poolside table under the shade umbrella. She threw herself onto the sun lounge and put on her sunglasses and lay back, sipping ice tea.
Carlos emerged from the path and walked around the edge of patio at a respectful distance towards the house. He called out to Gloria in Spanish and they had a quick conversation.
“Miss Alex, I’m going with Carlos to fetch some things; do you need anything?” Gloria called out through the sliding glass doors.
Alex shook her head and sipped tea.
She listened for the sound of the automatic gate closing as Carlos F-150 drove out of the driveway onto the street and then she leapt to her feet and ran back down the path to the workshop shed. The first thing she noticed were little spatters of semen on the path drying in the sun. She opened the door and went inside the shed over to the table.
Carlos had not cleaned up. His magazine lay open at the centrefold. A girl in a bathing costume lay provocatively on a sun lounge, her legs spread and her swimsuit clinging to her pudenda. The top of her swimsuit cleaved to her full breasts. She was young and pretty, her makeup heavy, her hair blonde. It was cheesecake glamour porn. The girl in the centrefold looked a little like Alexis. She was covered in glutinous spatters of semen.
The Chux that Carlos had used to wipe his cock lay crumpled and the workbench and Alex picked it and put it to her nose and inhaled the musky scent of his essence. She tentatively stuck out her tongue and put the tip on a wet stain. Carlos’ semen tasted bitter, slightly salty, and metallic. It was not unpleasant. She dropped the Chux, suddenly embarrassed and alarmed by what she had done.
Alex ran from the shed stopping briefly near the window to rub her drying issue into the warm porous sandstone with her bare foot until all traces were gone.
She realised that she was playing a dangerous game with Carlos. Maybe she should stop teasing him?
But where was the fun in that? What could Carlos do to her anyway? This was her safe space.
To be continued
Carlos was well aware that Alex had watched him masturbate in his workshop. When Alex had moved the bougainvillea out of the way, the light from the window became brighter. He had considered stopping what he doing but then decided to see how it would play out, besides he was close to coming and he needed release.
It was Alexis’ fault that he was masturbating anyway. Carlos’ wife was a strict Catholic who believed that sexuality is a gift, but sex acts are only allowable between heterosexually married partners and each act must be both loving and open to procreation. Carlos had no interest in bringing any more than the three kids they already had into the world and his wife rationed sex like it was priceless.
Carlos’ sexual gratification came from his encounters with Gloria. Her husband had just about given up on sex but she still had a very active sexual appetite and fucking Carlos at work while the house was empty, which was most of the time during the day, was convenient, discreet and satisfying. Now that Alex was home all the time Gloria was reticent about having sex on the Dupree property.
They had managed a couple of quickies when Alex made her very infrequent ventures outside the residence but Carlos was frustrated
That, plus Alexis’ coquettish behaviour was the reason Carlos was constantly sneaking away to the toolshed to masturbate. Knowing that Alex was watching him piqued Carlos’ fervour. The girl in the cheesecake magazine he was looking at resembled Alexis’ which was why he had taken it from the rack in the newsagent. When he spattered his issue all over the centrefold he imagined that it was Alexis’ face he was spattering his spunk over. Knowing that she was watching him made his orgasm even more satisfying.
When he left the toolshed he noticed little puddles of semen on the sandstone path and another gobbet dribbling down a leaf in the garden. The dirty little tranny bitch had whacked off while she was watching him.
Carlos wasn’t sure at first if he found that exciting or repulsive. He found Alex very attractive in a Lolita kind of way but of course he knew that she was eighteen and legally an adult, but knowing that she had male genitalia hidden inside her swimsuit and under the little pleated skirts that she liked to tease him with was disturbing. What he knew right now was that despite having just masturbated, knowing that Alex had watched him and had masturbated herself whilst doing so aroused him intensely.
He strode to the house, walking around the edge of the flagged patio. Alex was lying on the sun lounge fresh out of the pool, her white swimming suit clinging to her body. Her little titties, long tanned legs, ash blonde hair and pretty face behind her sunglasses were a distraction and made Carlos more resolute. Gloria was putting out Alexis’ lunch when he called to her in Spanish and told her that he needed her to come with him.
They had a short heated conversation in Spanish so that Alex wouldn’t eavesdrop and Gloria relented and told Alex she was going shopping briefly with Carlos. Alex just sipped tea and seemed disinterested in what the hired help were up to.
“Where are we going? You are acting crazy!” Gloria said a little excitedly as they drove through the gates.
“I am crazy. There is the little travestida lying around in her swimsuit all day or strutting around in little skirts and heels, then there is you with your big sexy ass, long legs and big tetas wrapped up in that sexy uniform and I’m getting nothing!” Carlos slammed his hand on the steering wheel.
“You fancy the little travestida?” Gloria said with some amusement.
“I fancy you Gloria but we can’t fuck at work and we can’t meet outside of work,” Carlos was taking New South Head Road heading towards South Head away from any of the businesses they usually frequented.
“Where are we going Carlos?” Gloria asked.
“We’re going to fuck,” Carlos growled.
“There are no motels around here,” Gloria sniped when Carlos turned onto Hopetoun Avenue.
“We’re not going to a motel or a hotel. It would be obvious what we are doing arriving in a motel in the middle of the day without luggage and besides I can’t afford a hotel around here,” Carlos followed the bends of Hopetoun Avenue past more mansions and luxury apartments.
He turned onto Military Road and finally Cliff Street where he turned into the car park adjacent to Camp Cove. He reversed into a space in the furthest corner of the car park where the car was shielded by gum trees and coastal scrub on three sides.
“What are we doing here Carlos?” Gloria sounded very perturbed.
Carlos ignored her and put the sunshade up to cover the windscreen. He left the engine running and set the air conditioning on high and jumped out of the F-150 and slammed the door. He walked around to the front passenger door and half dragged Gloria out of the car.
“Carlos! What are we doing here? This is crazy!” she whined when Carlos opened the door to the rear cabin of the twin-cab utility.
“I told you what we are doing here,” Carlos growled as he pushed Gloria onto the back seat and climbed in after her, locking the doors.
“This is madness!” Gloria cried but her cries were stifled when Carlos pressed his lips to hers.
His hands went to her breasts and kneaded them through her pink polyester–cotton box dress uniform. He slipped his tongue into her mouth and Gloria stopped struggling. She too was sexually frustrated and although the circumstances were not ideal she was prepared to let Carlos have his way with her. It was exciting being in the back of the cab, canoodling in broad daylight in a public car park. It reminded her of her youth.
Carlos managed to get three of the large white buttons on the front of Gloria’s tunic open and he lifted her heavy breasts free of her bra cups. He put his face to them and suckled her big fat nipples which hardened to his touch. Gloria gasped as rings of pleasure emanated from her breasts.
It was uncomfortable in the back of the twin-cab but Carlos did the best he could. In between kissing her passionately and sucking on her big breasts Carlos managed to ease Gloria down on the bench seat while he straddled her. He kissed her passionately and Gloria fumbled at his flies until she freed his huge cock which was already distended and dripping pre-ejaculate. She hefted the girth of it in her hand and enjoyed the feel of his masculine appendage that was so much bigger than her husband’s useless little acorn. She missed feeling its ponderousness, the very magnitude of its latent power.
Time and childbirth had not been kind to Gloria’s vagina but when Carlos put his ‘polla’ inside her it filled her and made her feel like a girl again. She was getting wet and impatient as Carlos kissed her and mauled her teats. She wanted him inside her.
She pushed him away and began to unbutton her dress.
“What are you doing my love? We don’t have the time and this isn’t the place to get undressed,” Carlos said as he pushed his shorts down to his knees and ripped open his work shirt.
“What then?” Gloria looked up at him impatiently, her red lipstick smeared around her mouth.
“This,” Carlos grinned at her and spread her legs and lifted them up.
He pushed her dress out of the way and quickly admired her white nylon granny-panties that for some reason turned him on. He pulled the gusset of her panties aside and revealed the dark coffee coloured crotch of her control-top pantyhose and snagged a fingernail next to the seam and ripped them open.
“Oh Dios mío!” Gloria yelped as Carlos probed at her fleshy labia.
“Here let me,” she slapped his hand out of the way and took his rampant member in her fingers and guided it to her steaming cooch.
The head of Carlos cock slipped inside her warm wet opening and then he thrust it all the way in.
“Good boy!” Gloria sighed as Carlos’ steely phallus filled her steaming maw.
There was no time for gentle leisurely lovemaking. Carlos jackhammered his cock in and out of Gloria’s vagina and she mewed and moaned as he fucked her. She had missed this so much and she kissed him passionately and rubbed her pantyhosed legs on his flanks because she knew he loved the feel of her nylons on his skin.
Her cunt felt distended by Carlos’ huge cock and his pubis was pressing on her clitoris bringing her close to climax. Her vagina clung to Carlos’ meaty appendage as he drove it in and out of her; he loved the feel of her fleshy ‘coño’. His wife’s cunt was so much tighter but he seldom got to use it and whenever he did she complained. This mature woman with her earthy beauty was far more desirable to him although for a fleeting glimpse he thought of Alexis Dupree as his orgasm approached.
“Yes! Yes! Yes!” Gloria moaned like a slattern as her orgasm exploded, rings of pleasure expanding outwardly from her clitoris and her g-spot as Carlos pounded her into the seat.
She scissored her legs, rubbing her nyloned thighs on Carlos’ sensitive skin as her cunt clutched at his throbbing manhood. Carlos grunted and roared as his cock suddenly quivered and erupted, filling Gloria with his seed. Despite having masturbated not that long ago his spend was prodigious and Gloria felt him fill her with his seed.
She could feel him ejaculating inside her as he clung to her, kissing her almost violently. She wrapped her arms and legs around him and held him tight as his orgasm peaked.
They couldn’t lie together in post-coital bliss. It was too dangerous and as soon as they had both descended from their orgasmic highs they began the awkward task of dressing in the confines of the back of the utility. Gloria’s crotch was sodden and Carlos’ semen dribbled from her snatch. Some of it soaked into her pantyhose and the rest was absorbed by the crotch of her high waisted, full brief nylon panties. She would change them back at the house along with her pantyhose. She kept spare underwear in her handbag which she had left at the house.
She put away her breasts and adjusted her bra and buttoned her dress while Carlos buttoned his shirt and pulled up his khaki King Gee work shorts. He opened the door and looked around. A young couple dressed in wetsuits were attaching their surf skis to the roof rack of their SUV down the other end of the car park but otherwise the car park was void of people.
Carlos hopped out and helped Gloria step down. He pulled her into his arms and kissed quickly.
“Thank you mi amour,” he whispered in her ear.
“No thank you. I needed that,” Gloria grinned up at him as she adjusted her uniform.
She fixed her makeup using the sunvisor mirror during the ride back to the Dupree house. Her knickers felt squidgy but it felt kind of nice; kind of naughty and reckless.
When they parked in the motor court in front of the four car garage they grinned at each other and Carlos let Gloria go ahead into the house where she heard music coming from Alexis’ room. She grabbed her large handbag and scurried away to the staff toilet where she took off her knickers and pantyhose, washed her privates and replaced them with fresh underwear.
Later that day she snuck down to the toolshed and left her soiled pantyhose and panties on the workbench as a present for Carlos. She frowned when she saw the magazine opened at the centrefold where a cute teenage girl posed in a swimsuit with her legs spread. The young girl looked disconcertingly like Monika or Alexis Dupree and the page seemed to be marred by some sort of liquid stain. She decided it was best to say nothing and after taking one last sniff of the pungent aroma of Carlos’ semen on her panties she left the toolshed and closed the door.
*****
Time passed slowly at the Dupree household. Twice a week Carlos and Gloria would make an excuse to drive to a secluded spot usually in parkland or a quiet car park and fuck in the back of Carlos’ utility. When Gloria couldn’t get away and Carlos was horny he would lock himself in the toolshed and whack off, usually thinking about Alex Dupree, looking at pictures of young women he found in magazines that looked like her because she continued to tease him in her tight white bathing costume or little skirts, nylons and heels, her makeup always alluring.
Monika was up on her socials. The online war with Brad Brody was over and they ignored each other. Monika was having too much fun in London to worry about Brad. She kept in touch regularly with Alex and asked how her transition was going and Alex sent her pictures which Monika dutifully commented on stating that Alex looked beautiful and promised to keep them secret. They did not talk about their incestual encounter.
Susan Dupree was ensconced in her Nusa Dua beach house in Bali with a German she had picked up in a nightclub in Kuta. He was a penniless backpacker but he was brutally handsome, had a big cock and knew and how to use it and was young enough to be her son but she didn’t care. She checked in with Monika and Alex once a week by phone but Alex had not yet come out to her as trans. She decided that it was something that needed to be done face to face.
Brad Brody was bitter about the breakup with Monika but was more concerned about his growing infatuation with Alexis Dupree. Initially he’d been disgusted with what he had done with her and wondered if he was some sort of faggot. He knew that he wasn’t and he was busy warring with Monika trying to pity fuck those girlfriends of hers that he hadn't fucked already but there weren't many. When the war was over he wondered if his fascination with Alex was because she looked identical to Monika but deep down he knew that wasn’t the case. Alex was uniquely beautiful in her own right.
He was also terrified that Alex was going to out him for having sex with her, especially if she chose to come to the defence of her sister, but Alex remained detached from Brad and Monika’s breakup. Brad was also aware that Alex would have to out herself as a trans femme to do so and she had confessed to Brad that she was too early in her transition to be confident enough to come out.
Having worked his way through all of Monika’s girlfriends who would fuck him Brad tried fucking his way around town to get Alex Dupree out of his mind but it wasn’t working. Every time he kissed a girl he imagined Alexis’ soft lips. Every time he held a girl against his body he remembered holding Alex in her satin evening gown. The part about her having a penis he somehow rationalised away, he just remembered coming inside her panties, rubbing his cock on her pantyhosed pubis with her silken limbs wrapped around him.
He became addicted to watching tranny and crossdresser porn online whilst masturbating into silky pantyhose and it brought him relief for a little while but it also fuelled his desire for Alex.
As for Alex, she too had been watching a lot of crossdresser porn online and was getting adventurous with her vibrator until one day she actually inserted the tip of it into her anus which produced an amazing orgasm. The next time she tried it she put it in all the way and found her prostate gland and the effect was amazing. Extracting the plastic vibrating penis from her anus afterwards she realised that she needed to learn how to douche and she bought herself a douche kit at the same adult store where she had purchased the vibrator.
On the rare occasions that she ventured out Alex was presenting more and more femme. She wasn’t quite up to going out in skirts and heels but she wore lycra leggings, crop tops and sandals. She wore eyeliner and pink lipstick, perfume and a little too much jewellery. She was very androgynous and was aware that some people were staring at her and that some boys and older men were giving her appreciative glances. She liked being appreciated but it made her extremely nervous and reinforced to her that she was not yet ready to be openly out as a transgender woman.
‘Have you told anyone?’ Alex received a DM from Brad on her Twitter.
She had wondered if he would ever contact her again and was amused.
‘Told anyone what?’ Alex replied.
‘Don’t be coy – you know what I mean!’ Brad’s well known temper was already beginning to flare.
He knew inwardly that his self-justification for contacting Alex was really just an excuse to engage with her again. Yes he was terrified that she would come out openly as trans and tell someone what she and he had done. But… he remained besotted by her.
‘I think it’s a conversation we should have face to face.’ Brad’s fingers were sweating as he typed the text into his iPhone.
Alex tapped a manicured fingernail against her brilliant white teeth and considered Brad’s proposal. She suspected that Brad was using it as an excuse to see her again and possibly to engage in sexual congress. Had she liked what they did last time? There was no doubt that she did but was it appropriate to do it again?
There was no doubt that Brad was a shit. He’d vilified her sister online although Monika had won that battle. He’d pretty much forced himself on Alex but she’d submitted to his advances pretty easily and then he’d regretted doing so and threatened her not to tell anyone.
That said he was incredibly handsome and she had enjoyed their tryst. She was also safe and secure in the knowledge that there was no way Brad was going to tell anyone who she was and what they had done. This was her safe space and she was in control.
‘I agree. Come here tonight at 9pm.’ Alex texted back.
‘Ok but don’t tell anyone I’m coming.’ Brad replied nervously.
‘AS IF!’ Alex typed her response and logged out of twitter.
She dropped her phone on the bedspread and considered what she had just done. Was it foolish? Probably yes. Was it dangerous? Definitely yes. Was it exciting? The bulge in her panties answered that question.
That evening she showered, did her makeup and then decided what to wear. She wanted to wear something dramatic and sexy; something that was fashion forward and sophisticated. She wanted to demonstrate that she was a smart young woman, not some ditzy teenager. Teasing Carlos was quite pleasurable and she liked the dynamic of it. Teasing Brad would probably be even more pleasurable because there was always the possibility that she might give in to her desires if he was insistent and she was in the mood.
She’d popped an eccy had been drinking wine steadily all evening and had a nice buzz going. Alex stepped into a bustier which was overlaid with red satin and trimmed with black lace. She put on a pair of red satin panties and slid her legs into the black fifteen denier fully-fashioned stockings, marvelling at the feel of the diaphanous nylons as she pulled them up her legs and fastened them to the suspender straps.
There. The sexy part of was done; now for the sophisticated. Alex took the black V-neck ribbed-knit long-sleeved dress with embossed gold-tone buttons, shoulder pads and two front welt pockets from her wardrobe and admired it.
Perfect!
She put it on and immediately felt more adult and refined. The dress was cut short and displayed her long legs sheathed in the gauzy black nylons to their full effect. The hint of red satin bustier visible between the lapels complemented the black dress perfectly.
She accessorised with costume jewellery, doused herself in perfume and slipped her feet into her highest heels. The headlights of Brad’s car flashed across the curtains as he drove down the driveway and parked in the motor court. She heard the car door slam as she made her way carefully down the staircase.
Alex watched the security system monitor and saw Brad trying to use his remote to open the garage door to let himself inside as he done the last time he had come to the house. Alex had had Carlos change the code on the garage doors so Brad’s clicker was useless. She smiled to herself and when he tossed the remote away and made his way to the front door and pressed the door chime.
Alex opened the door and Brad was met with miasma of perfume. He took in how Alex as dressed and swallowed hard; it was amazing how much Alex looked like Monika but that dress, those nylons and those heels! Monika would never dress that way. Brad looked at Alex appreciatively and Alex stood in the doorway and let him; unconsciously posing like a model.
“Yes sir; may I help you?” Alex smiled cheekily at him and Brad returned her smile.
“You know why I’m here Alexis,” Brad said.
Alex appreciated that Brad used her full name but she was not letting him off that easily.
“The last time you were here you said that quote: you and your fucking sister are fucking dead to me! I never want to see either of you again, unquote. Then you bullied Monika online,” Alex tapped her toe.
Her arm remained extended across the door preventing Bradley from entering.
“She gave as good as she got!” Brad bristled.
“Oh I’d say she did better than that Brad. I’d say that she outed you for the philandering little shit that you are,” Alex grinned at him.
“You should talk! She’s your sister and you let me… you let me…” Brad trailed off, his face red with embracement.
“I let you what Brad?” Alex gave him a coquettish smile.
“You let me kiss you and stuff,” his embarrassment escalated.
“And stuff? I think you were the one who forced me to do the ‘and stuff’” Alex was having fun teasing Brad.
“Are you going to let me in?” Brad whined.
“Are you going to behave yourself?” Alex teased.
“Yes of course!” Brad’s temper flared.
“Well in that case I’m not letting you in. Where’s the fun in that,” Alex made to close the door, enjoying the shocked look on Brad’s face.
She started to laugh and opened the door wide.
“Of course you can come in Brad. I was just fucking with you,” Alex beckoned him inside.
She could see the emotions churning on Brad’s face. He was not used to being messed around with by women. It was he who monkeyed about with them! But she could also see that Brad was besotted with her. He hadn't stopped looking her up and down since he had arrived. She stepped aside to let him in.
Brad followed Alex into the open-plan lounge, all the time staring at her legs, sheathed in those gorgeous black stockings with the seam running up the back of them. He knew that they were stockings not pantyhose because he could see the gauzy welts every now and then because Alexis’ dress was so short. He also checked out her ass. It wasn’t as plump and rounded as Monika’s but it was still magnificent and that dress clung to her buns.
“Drink?” Alex pointed to a white leather four-seater and indicted Brad should sit.
He sat down and nodded and contemplated what his next move should be. Brad was nervous and that was unlike him. He was usually confident and commanded the conversation but there were so many questions and so many thoughts churning in his brain.
Alex was making drinks at the bar. He found her beguiling and so different to her male alter ego. She was confident, sophisticated and articulate; all the things that Alexander was not.
“So this is you now? I mean this how you’re going to live now? I mean… shit… I’m sorry… I mean you have transformed into this other person,” Brad stumbled and fumbled as he tried to make conversation.
Alex smiled at him and walked over to the settee carrying the drinks. Brad noticed that she had long acrylic nails painted blood-red to match her lipstick. She handed him a drink and sat down beside him, smoothing her skirt under her in a very ladylike way. Brad noticed that she seemed even more naturally feminine than the first time he had met her. She seemed very comfortable in her new skin.
“I told you Brad that I have yet to make up my mind as to how far I intend take my transformation. I don’t know if I’ll alter my body or not but as I said to you before I feel like who I'm destined to be when I’m presenting as Alexis. There is no part of Alexander left inside me except his intellect,” Alex explained.
“And besides me, only Monika knows about this? What about your gardener and housemaid; they are here all the time?” Brad sounded anxious.
“Gloria and Carlos know but no one else does. And what are they going to say and who are they going to say it to? They are well paid loyal servants and know that the Dupree family has the power to see that they never work again if they cross us but we’d never use that threat openly of course,” Alex explained.
“You know you look so much like Monika but you're so different too. You really are beautiful,” Brad grinned at her bashfully.
“Well thank you for the complement,” Alex extended her drink and they clinked glasses.
“And you haven’t told Monika about what we did?” Brad’s cheeks burned deep red.
Alex sighed; she’d rather not have this conversation. Besides if Brad knew what she and Monika had done, her little dalliance with Brad would pale into insignificance.
“Brad I stayed out of your online war with Monika. You know that. I want anonymity so why would I tell anyone about our… encounter. Your secret is safe and you can regret that it ever happened knowing that nobody knows that it did,” Alex took a sip of her gin and tonic.
“I didn’t say that I regret that it ever happened,” Brad’s cheeks were burning again.
“You regretted it instantly. You called me a faggot and threatened me,” Alex said dryly.
“I know and I’m sorry. I was confused. I was stupid. I was homophobic and transphobic,” Brad sighed.
“Yet you are still terrified that I will tell someone what we did,” Alex smiled at him a little snarkily.
“It’s because you're Monika’s sister,” Brad protested.
“Brad. You’ve been fucking Monika’s girlfriends. Even when you two were together you were fucking her girlfriends so why would it make any difference if it got out that you had also fucked her sister? Isn’t that what you and your friends do at the footy? Swap stories about who has committed the most heinous act on a girl? Fucking your girlfriend’s sister would be right up there I reckon,” Alex took another sip of her drink and drilled Brad with her stare.
He put his head in his hands and studied his feet.
“Monika told me about your ‘dirtiest deed’ contest. Admit it. You couldn’t tell anyone because I’m trans and you're worried they'd call you a homo,” Alex said, a little triumph in her tone.
“But you want anonymity anyway,” Brad countered.
“Yes that’s right. But you didn’t hold back to protect me, your held back to protect yourself,” Alex whispered.
“Brad raised his head and gazed into Monika’s emerald green eyes and felt himself drowning in them.
“You really are beautiful. I can’t stop thinking about you. I can’t stop thinking about what we did. It turns me on so much,” Brad admitted.
“Yes I was churlish and said those horrible things last time I was here but that was because this is all new to me. I’ve never been with a trans girl before and I panicked. I thought I was somehow punishing you. Using you to get back at Monika but now I realise that I fucked up the opportunity to be your friend,” Brad sighed.
Alex couldn’t help but laugh.
“You popped my panties Brad. We didn’t fuck. You’re not gay. Yes I liked what we did but I’m not besotted with you. You are simply the first boy I have ever been with,” Alex said coolly.
“And you don’t want to be my friend Brad. You’re back here for more of the same, admit it,” Alex patted his knee.
“Well I guess both things are true,” Brad couldn’t help but smile.
That smile had broken many a girl’s heart and Alex was no exception.
She leaned in and kissed him.
“You’re secret is safe with me Brad because we both have secrets to keep. Now what do you think of these stockings?” Alex extended a leg so that Brad could appreciate it.
He ran his fingers along her leg and leaned in and kissed her. Alex was comfortable with Brad’s mouth, they had kissed passionately before and it was just how she remembered it. He was a good kisser and he used his tongue expertly while his hand softly stroked her legs, his fingers tracing the backseam on her stockings.
This time his hand didn’t stop at the welt when it disappeared under her dress, it continued on to her silky panties searching for something that wasn’t there. Alex was a little surprised at Brad’s bold move but her cock was uncomfortably hard, pressed along her perineum and she wriggled a little and let is spring free, all the time kissing Brad passionately.
Brad touched Alexis’ penis through the gauzy material of her panties and cautiously felt the outline of the appendage. Alex could sense his hesitancy and she understood why. She reciprocated and pulled at Brad’s trousers and there was an awkward moment while they broke apart and Brad stripped down to his jockey shorts and Alex took off her dress.
After ruining her expensive satin evening gown during their previous encounter there was no way she was going to ruin this dress!
Brad gasped when he saw Alex dressed in the red satin bustier with the garters attached to those magnificent stockings. This was his fantasy. Alex looked gorgeous and sexy with her blonde hair, heavy makeup and fuck-me heels; he wasn’t even repulsed by the bulge in her panties, in fact it fascinated him.
He pulled her down into his embrace and they rolled around on the couch, kissing, fondling and canoodling. Alex’s tongue invaded her mouth and his hands were everywhere: stroking her legs, squeezing her buttocks and sometimes stroking her cock through her panties. Alex responded accordingly and she stroked Brad’s cock, feeling the precum leaking from the eye in a continual dribble. She used the viscous fluid to lubricate his shaft and slowly stroked him as he gasped into her mouth.
She was glad that she had taken her dress off because Brad’s pre-ejaculate was getting everywhere. He moved her hand out of the way and rubbed his cock on her stockings and rings of intense pleasure radiated from his cock. He had wanted to do this for so long with Monika but she was far from his thoughts. His only thoughts were of Alex and how beautiful and desirable she was and how desperately he wanted her.
Their kisses were becoming frantic and Brad guided his cock to Alex’s panties and he rubbed it there, pressing it against Alex’s cock through her panties. Her panties soon became soaked in precum and Alex had a wicked thought. She wondered what Brad’s precum would taste like?
He grumbled when she broke their embrace but when she dropped to her knees on the floor and put her head in his lap his whining soon stopped.
Alex looked up at Brad and grinned at him wickedly and he looked down at the beautiful young woman on her knees holding his cock inches away from her ruby-red lips and his heart skipped a beat. Alex licked her lips seductively and gazed at Brad’s cock, the shaft was girded by blue veins, the skin translucent, the head bulbous and pink, a clear droplet of pre-ejaculate formed at the eye.
Alex tentatively extended her tongue and licked the bubble of precum off the tip of Brad’s penis and he nearly came. It tasted clean and salty and then Alex put Brad’s cock in her mouth. It was first time she had ever sucked a cock but she’d watched plenty of crossdressers do it online and it instantly became an instinctive skill.
She closed her mouth on the shaft and worked her tongue on the flange of Brad’s cock and lapped at his fraenulum and felt his cock judder in her mouth and heard him groan. His hands went to her head and he entwined his fingers in her hair but he wasn't rough. He gently guided her mouth up and down on his cock and Alex enjoyed him doing so.
She freed her cock from her panties and began to stroke it in time with her fellation. As her head bobbed up and down on Brad’s hard rod, she moved her hand accordingly along her own cock. Brad was mewling and moaning as Alex used her soft lips to suckle his shaft and her wet silky tongue to slather at his glans. He was going to come soon and he was tempted to push her away but it was just too sublime.
Alex felt Brad’s cock begin to throb and pulse in her mouth and she sensed that he was about to ejaculate so she sucked it harder and faster and lashed his glans with her tongue.
Brad held her head still and fucked her face as he unloaded stream after stream of hot, viscous semen into her pretty mouth and Alex savoured the salty, musky issue and swallowed most of it but saved some to relish, as her own orgasm exploded and she spewed her spend onto the black Italian tiles that her mother cared so much about.
Alex sucked very drop from Brad’s cock and held some of it in her mouth until his penis began to become flaccid. She jumped up on the couch and pressed herself to Brad and kissed him, spitting his remaining semen into his mouth.
She expected him to be repulsed. It was a test. But he relished the taste of his own issue then spat it back into Alex’s mouth. They kissed passionately and Brad’s hands went to her legs and played with them and Alex delighted in the feel of his hands rubbing her diaphanous stockings on her soft skin. His hand drifted upwards and was surprised to find that Alex was once again engorged. Rather than pulling his hand away he stroked her cock until it was rock hard. Alex took Brad’s semi-hard cock in her fingers and improved his erection.
They kissed and fondled and stroked each other until they were both close to coming again and then Brad surprised Alex even further when he wrestled her into a 69 position with her underneath him and he sucked her cock while she sucked his. He stroked her legs while he sucked her penis and Alex really enjoyed it and of course so did Brad. In fact he enjoyed it so much that he ejaculated a second helping of semen into Alex’s mouth at exactly the same time that she exploded into his.
They spent the evening on the couch, kissing, caressing and canoodling. Both too spent to orgasm a third time but it was a very pleasant evening.
Brad and Alex drank more vodka and he kept apologising for being a prick until Alex got sick of hearing it and told him so shut up. Then he started to become sentimental as the alcohol took effect. He told Alex how much he desired her and how much he respected and admired her. Alex knew that many a girl had heard these same supplications from Bradley Brody and she treated them accordingly.
She showed him to the door just after midnight and promised him that she would see him again but she was actually unsure if she ever would.
If she wanted a toy boy she had one; that was for sure.
She slept soundly that night, her dreams pleasant and undisturbed.
*****
Besides practicing her makeup skills and putting on fashion shows for herself in the evenings, lazing around the pool listening to music and compulsively masturbating during the day, Alex had a daily exercise routine to keep in shape. She started doing yoga and bought herself some Lorna Jayne tights and tops to do it in. Of course she would do the yoga on the lawn beside the pool patio so she could tease Carlos. She knew that he was fascinated by how she created a smooth pubis in her tights and Alex spent a lot of time in yoga positions that showed off her buttocks and crotch.
Then she would change into her swimsuit and do laps of the pool until she was exhausted. She’d lay down beside the pool until her energy returned and then she’d do another set of laps and finish off with a series of pushups and sit-ups.
Afternoons were reserved for sipping wine; by the pool if it was sunny, inside watching Netflix if the weather was inclement. Alex was going through a bottle of wine a day and also drinking vodka in the evening. She decided to make two days a week alcohol-free to prove to herself that she was not dependent. Many of the kids at school started to binge when they turned eighteen and Alex didn’t want to become like them.
During one of her weekly phone calls with her mother, Susan told Alex that she was extending her stay in Bali for two weeks and then flying onto LA to tend to some business. She did not tell Alex that she was taking her German toy-boy with her. Alex became upset because she desperately wanted to come out to her mother. She told her mother that it was important that they meet up face to face and Susan told Alex to get on a plane to Denpasar or it would have to wait until she returned to Sydney.
The thought of travelling overseas presenting enfemme terrified Alex and alternatively the thought of becoming Alexander again once again just to travel was repugnant and she wouldn’t do it. She begrudgingly told her mother that her news could wait until her mother returned from her travels.
The next day was one of Alexis’ alcohol-free days but she broke her promise and after doing her yoga she began drinking. She had changed into her brilliant-white swimsuit and put on her makeup hoping that looking pretty would distract her from her angst and frustration.
As usual Carlos found a reason to trim the hedges near the pool patio even though he had only trimmed them two days earlier. He spied on Alex while she was doing her yoga and stretched and preened before she dove into the pool and then he watched her when she climbed out; her tight white spandex swimsuit clinging to her body. Gloria had the day off so his sexual release would have to come in the form of masturbation. Watching Alex parade around in her swimsuit put some images in his wank-bank for later.
Carlos didn’t mind that Alex only had small breasts. He knew they were some sort of prosthesis. Gloria had huge tits and he got his fill of them when they engaged in their trysts, he thought that being flat-chested actually enhanced Alex’s unique sex appeal. As usual he was drawn to her pubis. How did she hide her genitals in such a way that her crotch looked just like a woman's? He would like to find out.
Carlos noticed that Alex was drinking early and drinking heavy, she stumbled on her high heeled sandals when she went inside to get her cigarettes. She seldom smoked and almost never smoked in front of the help. She lay on the sun lounge smoking and drinking listening to Adele on the sound system and eventually Carlos had to move on; he’d spent too much time snipping at the same hedge.
He decided to get the hand mower and clip the grass at the back of the patio. It was an ornamental lawn where Alex liked to put her yoga mat to do her yoga routine and it was lush and green and Susan insisted that it be hand mown. Carlos didn’t mind; pushing the hand mower was therapeutic and he didn’t want to start a noisy motor-mower and ruin Alexis’ serenity. Also it was an excuse to perv on her.
He heard the scream and the splashing and at first thought that it was Alex messing about until he realised that she had fallen into the pool. Usually a strong swimmer, Alex was flailing around in the deep end and was obviously in trouble. The wine had got the better of her and she had tripped and stumbled into the pool and caught unaware she had taken a mouthful of chlorinated water.
Carlos kicked off his boots, ripped off his shirt and dove in the pool.
Alex struggled against him as drowning people were want to do but she was no match for his strength. He managed to hold her against him and swam sidestroke into the shallows where he held Alex close to him until she stopped struggling.
“It’s ok Miss Alex; you’re safe, you’re safe,” he cradled her and patted her back.
She was crying; more embarrassed than anything else now that she was safe.
Carlos couldn’t help but take advantage of the situation. This was the closest he had ever got to Alex and her tiny body clad in the spandex skin-tight swimsuit felt delicate and delightful against his bare chest. Her skin was soft and tanned and he could smell the remnants of her perfume. Her face was framed by her straggly wet blonde hair and even though she wore waterproof makeup her eyeliner and mascara had run a little. Far from making her look ugly the effect made her look very pretty and vulnerable. Her full red lips, painted with ruby-red lipstick, were trembling.
She looked up into Carlos eyes, her gaze full of gratitude, and smiled at him demurely. She made no effort to disengage and she clung to him as he held her tight.
“Thank you,” she whispered and batted her eyelashes.
Carlos was becoming tumescent. Holding this pretty young thing, almost naked, against his body was very arousing. He interpreted her demeanour to mean that she felt the same way and lowered his face to hers and kissed her.
It was delightful to be kissing this beautiful young woman whilst they were both nearly naked in the warm water with the sun beating down on them. Her body was supple and her lips were soft and yielding. She tasted like Rosé wine and menthol cigarettes but it was not unpleasant. She did not exactly return the kiss but she made no effort to push him away.
This was the first time that Alex had been kissed by a real man and it was amazing. She could feel Carlos’ muscled body, so much bigger and mature than Brad’s. Carlos’ face was bristly with five o’clock shadow even though it was still morning. His arms were big and strong, his tongue was insistent and she could feel that monster penis pressing against her flat tummy.
Alex had seen that penis and knew how big it was and the power of it. She had watched Carlos stroke it to climax and seen it throb and spew forth a geyser of semen, spattering on a picture of a young woman who had similar features to her. She was aware that Carlos was holding her close, squeezing her tight and her own penis was beginning to engorge; it was uncomfortable between her legs.
Alex panicked.
She began to push against Carlos, drumming her fists on his chest.
“Let go of me! What do you think you are doing you oaf!” she wriggled in his grasp which Carlos briefly enjoyed but he released her.
“Sorry Miss Alex; I thought you were drowning,” Carlos said.
He suddenly realised the stupidity of his actions. This teenage travestida held his destiny in her hands. His job as groundsman for the Dupree family paid exceptionally well and had many benefits including his affair with Gloria. Alexis Dupree could ruin him with a single phone call to his employment agency. She could fire him, refuse to give him a reference and tell prospective employers he was a pervert. Not to mention what the Dupree lawyers would do if they came after him.
Not for the first time Carlos’ little head has a one-track mind and when aroused it overruled the logic of his big head. He had allowed himself to become infatuated with this travestida Lolita.
“And what? You thought I needed mouth to mouth?” Alex chided him.
“I’m so sorry. I overstepped. It will never happen again,” Carlos hung his head, unable to look Alex in the eye.
“You bet it will never happen again!” Alex snipped and turned and reached for the ladder and climbed out of the pool.
Despite having just being admonished Carlos couldn’t help taking a final long lustful look at her ass.
The truth was that Alex was embarrassed about falling into the pool and nearly drowning in her drunken stupor but also scared of the masculinity and maturity of Carlos. Brad was strong and handsome, he was a sportsman but he was immature and surly whereas Carlos was ruggedly handsome and confident; weathered and powerful with his big broad shoulders, thick muscled arms and legs; his leonine head topped by an unruly mane of jet black hair sprinkled with grey and he had deep piercing blue eyes.
Brad and Carlos were opposites but she was attracted to them both ephemerally but it was a fantasy. With Brad she had actually morphed into two brief sexual encounters and with Carlos she had teased and taunted him and watched him masturbate.
But the danger of doing so had manifested itself when Carlos took advantage of her in the pool.
Alex sulked off to the kitchen to get more wine and Carlos hid in his workshop sharpening tools that didn’t need to be sharpened.
Alex lay on the sunbed sipping wine and smoking, staying well away from the pool and eventually she fell asleep. She had weird dreams in which Brad and Carlos competed for her favours. She awoke hungover and fuzzy-headed. She called out for Gloria and then realised that Gloria had the day off. The house was silent, her playlist long played out.
Alex stood up and peered into the elongated shadows. There was no sign of Carlos. She knew his hours were from eight in the morning to five in the evening but she knew that he often left early, sometimes giving Gloria a lift. Gloria would sometimes ask to leave early but Carlos just took off. Maybe she should fire him!
Her resentment grew as she made her way upstairs and took a long hot shower, shampooing and conditioning her hair. She sat at her mirror blow-drying her bangs then she did her makeup. All the time her resentment for Carlos was growing. He came to work late and left early, he leered and ogled her, he masturbated in his toolshed. She giggled at the irony of the name toolshed. He was arrogant and worse of all he had taken advantage of her whilst she was most vulnerable.
As she slipped into pantyhose and panties and stuffed her prosthetics into her bra cups she began to realise that she was behaving like Brad. She was pouting and whining to herself like a brat. She thought more about it as stepped into a little black miniskirt and pink satin blouse. She had teased and taunted Carlos and when he made advances she had reacted badly.
All she had to do was say no. She didn’t have berate and threaten him. He had probably saved her life and she had rewarded him by threatening to sack him. Sure he shouldn’t have tried to take advantage of her but she had been teasing him for weeks. As she slipped on her high heels she decided that she would apologise the next time she saw him and she would stop taunting him.
Alex eyed the kitchen when she got to the bottom of the staircase knowing that the Deep Eddy lemon vodka was lurking in the freezer, calling to her. No! She would wait until later; at least until the sun had gone down.
Alex took a trip around the ground floor of luxurious house to keep her mind off the booze in the freezer. She opened the connecting door to the garage and saw her black Lexus SUV and wondered if a drive might clear her head. Should she venture out dressed enfemme for the first time? She thought probably not. She would likely blow over the legal BAC if she was stopped for a Random Breath Test. The cops liked to hide in the layups on the curves of New South Head Road and pull over unsuspecting drivers, especially those driving luxury vehicles.
It was then that she noticed that Carlos’ utility was still parked in the motor court. She wouldn’t be able to leave anyway because he was blocking her in. How dare he! He had been told a thousand times not to park against the garage doors.
Alex put her hands on her hips and tapped her feet. Her anger was returning. She strode through the house, out the sliding glass doors onto the patio and took the path leading down to the workshop.
Alex opened the door to the workshop half-expecting to find Carlos masturbating but he was standing at the workbench working on a power tool of some type. He had his shirt off and she couldn’t help but admire his thick tanned torso and as he turned her eyes were drawn to his hairy chest. His blue eyes flashed at her briefly then he looked away.
“Miss Alex; can I help you with something?” Carlos pretended to work on the grass trimmer.
Alex looked at Carlos’ big hands covered in grease as he delicately worked on small screws and springs. For a second she imagined them holding her tight, leaving dirty marks on her pristine white swimsuit. She shook her head to clear it.
“I wanted to thank you for saving me in the pool today Carlos. I was stupid to drink so much wine and then go near the water,” Alex said, her voice sounded raspy.
“You are welcome Miss Alex and I would once again like to apologise for my actions. I misread your signals,” Carlos replied, his voice gruff.
“Signals?” Alex stiffened.
“Yes, signals,” Carlos bristled.
This spoiled teenage brat knew what he was talking about.
“What do you mean by signals?” Alex tapped her foot.
Alex knew exactly what Carlos meant but she would not be spoken to this way by the help.
“You know exactly what I mean,” Carlos’ anger was broiling.
The bitch was playing dumb and using her power over him as her employer to embarrass him.
“Laying around all day nearly naked in that skin-tight swimsuit flashing your tits, ass and coño at me. Doing your yoga on the ornamental lawn, showing off your body and legs in your tights. Even now you come down here dressed like a puta in your little skirt, your makeup and high heels! Those fucking signals!” Carlos glowered and then turned his back and began to tinker with the grass trimmer.
Any conciliatory thoughts that Alex had vanished immediately. How dare he talk to her like that? How dare he be so right!
She took a step closer and she could smell the sweat and engine oil on him; he reeked of manliness.
“And another thing! How many times do you have to be told not to block the cars in the garage?” Alex said in whiney tone that even she found abrasive.
Carlos ignored her and continued to fidget with the power tool.
“Look at me when I’m talking to you!” Alex put her hand on his shoulder and squeezed.
Her delicate little fingers with their long painted nails grasped his hard muscled flesh.
Carlos spun around; his nostrils flared, his eyes blazing.
“Shut up you spoiled little brat. You little Lolita! You fucking precocious prick tease,” Carlos hissed, his face inches from hers.
Alex recoiled and took a step back.
“You’re fired!” Alex screamed at him; she had finally lost control of her temper.
“Good. Now I can do this,” Carlos reached out and pulled Alex into a bear hug.
He smashed his mouth against hers and drove his tongue into her mouth; one hand went to her ass and squeezed it brutally while the other held her close.
Alex was stunned and at first she went limp and then she began to struggle violently. She squirmed in his grasp but was unable to move very much. Carlos was so powerful and he radiated masculinity and Alex felt like a princess being ravished by an ogre. Somewhere deep inside she liked it but she continued struggle even as Carlos kisses became less fervent and more tender.
He relaxed his grip a little so that he was no longer crushing her but was holding her close. His hand stopped squeezing her buttocks but remained there and began to stroke them and caress them. Alex could probably have extracted herself from his embrace at that point but she didn’t. But she was not responsive either. She allowed him to kiss and fondle her but she took no active part.
Carlos inhaled her perfume while he kissed her, his lips soft on hers, his tongue gently probing, his cock uncoiling as he held her close and felt the delicate femininity of her. He knew who she was. He knew what she was. And it excited him, fuelling his ardour and his need for her.
He knew he had crossed a line. His future employment was doubtful and if Alex complained he could be in serious trouble with the law but he didn’t care. He kissed her softly, cupping her face in his hands. He broke the kiss and looked into her emerald green eyes.
“You are beautiful. Irresistible. I know that I shouldn’t but I want you… I need you,” Carlos whispered.
He kissed her again, his lips full. Hers felt bruised but Alex thought it was the most wonderful kiss she had ever experienced. She could sense the passion, the yearning and the adoration in that kiss. She opened her mouth and reciprocated, slipping her tongue into Carlos mouth and tasting the spiciness of him.
She pressed her soft body against his muscled frame and felt the bulge of his cock on her belly. She wrapped her arms around him and Carlos lifted her off her feet and sat her on the workbench. Alex didn’t care that her designer skirt was resting on a filthy wooden bench. She wrapped her legs around Carlos' waist and pulled him in closer.
Carlos liked the feel of Gloria’s pantyhose on his flesh but she wore cheap practical Kmart hosiery, the feel of Alex’s gossamer silken hose on his flesh felt wonderful. He began to unbutton Alex’s blouse.
“There is nothing in there,” Alex whispered sorrowfully; ashamed that she was a sham of a woman.
“Shut up,” Carlos said firmly but lovingly.
He opened her blouse and kissed Alexis’ shoulder and she gasped at the feel of his raspy face on her tender flesh. His lips and tongue followed the hollow of her neck and then down her sternum. His hands rested on her thighs, stroking her diaphanous-sheathed skin, relishing the feel of it, sending little ripples of divine pleasure up Alexis’s legs.
His mouth came to the top of her lace bra and Carlos took a hand from Alexis’s thigh and unclipped her brassiere. He tossed the ‘chicken-fillet’ breast enhancers into the corner and lowered his face to her meagre little buds. Alex gasped as Carlos suckled her nipple, using his lips and his tongue to nurse her swollen teats whilst nipping at them gently with his teeth. Alex moaned and when Carlos began to stroke her legs and snake his hands under skirt she shuddered with lust.
Alex entwined her fingers in Carlos chest hair; she kissed the top of his head as he tended to her meagre breasts. He expertly suckled her nipples while his hands moved further and further along her nyloned-thighs until they reached her panties where the fingers of one hand circled her satiny pubis while the other stroked the top her left thigh. Pleasure radiated though her body and Alex threw back her head and moaned.
She snaked her hand down his body and struggled with his shorts until they fell down to his ankles. She eagerly slipped a hand inside his briefs and extracted his thick meaty cock and bulging scrotum. Carlos growled as Alex began to stoke him. His shank was so big that her fingers didn’t close fully around it and she slowly worked her fingers along the veiny, steel-like shaft.
Carlos kissed Alex, this time with more passion, his tongue insistent. His fingers slipped inside her panties and Alex panicked and slapped at his hand.
“Don’t. Please don’t. I’m ashamed,” Alex whimpered.
Carlos shut her up by kissing her and prying away her hand from his. He found her penis and freed it, squeezing it gently though her pantyhose and Alex shuddered with desire.
She stroked Carlos’ hard rod, using the dribbles of precum to lubricate it while Carlos caressed her engorged penis through her pantyhose, feeling the silky fabric become damp as she leaked pre-ejaculate. Alexis’s cock was sensitive; rings of pleasure radiated form it. Her mouth was on fire from Carlos’ kisses. She hooked her ankles around his legs trying to pull him closer but he wanted to see what he was doing to her.
He lifted her up quickly and flicked her dress out of the way exposing her panties and then he dropped her down on the bench. He could see the bulge in her panties, the shape of his hand inside them as he caressed her cock through her pantyhose. He felt Alex stroking him, teasing him with her fingers. She had a featherlight touch and he was glad; if she gripped him too hard he was afraid that he would climax.
Carlos alternated long languid kisses followed by periods where he stared down at her pantied cock and she looked down too, impressed by his huge manhood. Carlos pushed his cock onto her panties and rubbed it on her pubis, leaving a smear of pre-seminal fluid that soaked into the slinky satin. Alex felt the girth of his cock on hers as he did it. It was similar to what she had felt when Brad did it but Carlos’ cock was so much bigger.
Carlos desperately wanted to fuck this pretty young travestida but he had no idea if she was virgin or not. As far he knew there hadn't been any boys around during the day but who knew what she got up to at night.
He snaked a finger inside her pantyhose and snagged the crotch. He ripped it open and took her hard cock into his hand and stroked it, feeling the bare flesh of her penis for the first time. Alex looked down and saw her penis sticking out of her panties lying in Carlos’ huge calloused paw. His fingers were rough but somehow that seemed appropriate. He was such a brute of a man he should manhandle her and be a little brutal. She’d had a sensual feminine encounter with her sister and a gentle canoodling session with Brad. Now she wanted to be ravished by a real man.
It was a form of self-justification. She had no choice. She was coerced, misused, unwilling, beguiled by this brute. She kissed him passionately and squeezed his cock until it released a dribble of precum and she smiled around the kiss.
She stopped smiling when Carlos removed her hand from his cock and pushed it inside her panties.
“What are you doing?” Alex was suddenly cautious.
“I’m going to fuck you,” Carlos’ said nonchalantly.
“Not you’re not,” Alex grinned at him, scooting back away from away from him.
Carlos dipped his hand in a tin of grease on the bench and generously slathered it on his huge member. Alex was struggling again, trying to slew her ass away from him on the table but Carlos held her tight with one arm around her waist. He kicked her legs open and scooched her toward him, her panties picking up spinsters from the table.
“Stop it you brute!” Alex hammered her fists on his shoulders but Carlos ignored them.
He pulled the crotch of her panties aside exposing her puckered bud inside the torn pantyhose. He pressed the huge purple glans of his cock into the wrinkled aperture and began to push.
“God no! You’ll kill me!” Alex screamed but there was no one to hear her.
She had watched plenty of crossdresser and transvestite porn online and they seemed to enjoy being taken anally. She had used her vibrator on herself almost daily, thrusting it in out of her anus and enjoyed it. But the thought of Carlos’ enormous penis ripping open her asshole was terrifying.
Carlos pushed again and this time he entered her.
Alex nearly fainted with the pain of it.
“Stop! Stop! Stop!” she whimpered; tears running down her face.
And Carlos did stop. But he didn’t take it out. He left the first third of his manhood buried in Alexis’ anus and leaned into her and kissed her. She’d stopped struggling because that only made it hurt more and now the pain was tolerable. She felt Carlos take her penis in his hand and begin to stroke it. Amazingly it had remained erect during the assault on her asshole and Carlos’ passionate kisses and his gentle manipulation of her penis contrasted with the burning pain coming from her sphincter.
Carlos took a chance and pushed another inch inside Alex and she gasped but didn’t scream. She felt stretched to breaking point and fuller than she had ever felt but she also felt something else through the burning pain. She felt little ringlets of pleasure radiating from her distended sphincter. Alex concentrated on relaxing her anal muscles as Carlos kissed her and stroked her trembling penis.
Carols sensed her compliance and pushed a little harder, sliding the last of his engorged manhood into Alex’s distended anus. Alex felt his pubis slam into hers and his scrotum slap against her ass as his cock lay nestled deep inside her.
She put her arms around his neck and legs around his waist and hung onto Carlos, returning his kisses as he slowly began to fuck her. She couldn’t control herself and semen began to dribble from the eye of her cock immediately Carlos gripped her hips and drove his cock slowly in and out of her stretched anus. The feel of her tight tunnel clasping his bloated penis was unbelievable. He could feel her shaking as a prolonged orgasm wracked her body. She clung to him with her arms and legs, her silken-sheathed limbs caressing his flanks, her heels scratching his back. He looked down briefly and was amazed by the continual flow of semen dribbling from her cock but she pulled his face to hers and kissed him frenetically.
Alex was in total bliss. Carlos’ bloated cock was distending her sphincter and her anus, his glans pressing on her prostate, his lips crushing hers his tongue slithering in her mouth as he began to fuck her harder. It hurt but it hurt wonderfully and her prolonged orgasm finally peaked and she felt magnificently filled and content.
Carlos felt his climax approaching and there was no stopping it. He slipped his hands under Alexis’ buttocks and lifted her off the table and began to jackhammer his cock in out of her tight hole and she clung to him moaning and sighing. She didn’t think Carlos cock could get any bigger but she felt it suddenly expand and then begin to pulsate as he filled her back passage with his load. His scalding semen filled her and dribbled from her tight ring, running down the crack of her ass and her thighs. Another orgasm washed over Alex; this one intense and earthshattering.
She clung to Carlos like a limpet to a rock while he ravaged her anus with his huge cock. It bruised her and battered her innards but it felt wonderful; circlets of pleasure pervaded her prostate, her sphincter was on fire her cock pressed against his hard belly and was spewing forth her spend.
Carlos felt her warm seed on his belly but he was not repulsed; on the contrary it amplified his own pleasure as he continued to ejaculate; Alexis’ pulsating anus milking him of every drop of his spend. He dropped Alex back on the table and drove his cock all the in her as far as it would go until she screamed. He stifled her scream with a passionate kiss and she scratched his flesh with her nails and drummed her heels on his back as his climax peaked and subsided. Her aching anus stretched, bleeding and sore but still emitting weak pulses of pleasure and delight.
Carlos thought his cock was going to split open it was so bloated, gripped tightly by Alexis’ anus but as the last of his issue dribbled from the eye it slowly began to shrink.
The lovers clung to each other, mated like a bitch and a dog. Carlos scared he would prolapse her anus if he pulled out while his cock was still hard. They mewed and kissed and fondled; neither of them saying anything coherent, both lost in post coital bliss until finally Carlos’ penis plopped from her anus like a cork from a bottle releasing a flood of semen, grease and blood.
Alex gently pushed Carlos away and he stepped back from her but he helped her down from the bench. Alex felt like her ass was on fire and her legs were shaking. She did the best she could to rearrange her panties and pantyhose so that they absorbed the mess dribbling from her sphincter. She hooked her bra and buttoned her blouse. Carlos pulled up his underwear and his shorts and reached for his shirt. He handed Alex the silicon breast enhancers he had thrown in the corner and she tucked them into her bra.
Try as she might to tidy herself up she still looked a shambles. Her hair was a bird’s nest, her makeup ruined, her lips bruised and her clothing dishevelled. She could hardly walk and she gingerly made her way to the door and stopped and glanced back at Carlos who was looking at her thoughtfully.
“You’re not fired,” Alex smiled wanly at him.
“And?” he asked expectantly.
“And… I don’t know. I’m confused. I’m not angry so you don’t need to worry about that, but I’m not sure what I have just done,” Alex said honestly.
“Did you like it?” Carlos grinned at her a little salaciously.
Alex just smiled meekly at him and limped away.
*****
Alex Dupree stayed in her bedroom for next two days, coming out only after the help had left for the day. She needed the time to heal. She felt like someone had driven an express train through her ass. Gloria fussed over her asking repeatedly if she was ok through the closed bedroom door, leaving snacks and drinks that Alex didn’t touch.
Carlos fretted. Fucking the young trans woman had been delightful but it might have cost him his job and jeopardised any future employment, at least in the Sydney Metro area. He didn’t tell Gloria what had happened, even when he fucked her on same work bench where he had fucked Alex. Try as he might he just couldn’t conjure up visions of Alex while he was fucking Gloria in her pseudo-sexy housemaid’s uniform. His lust for Alex had dissipated and had been replaced by fear.
Alex thought long and hard and made some decisions. There was no doubt that she had felt different all of her life. Her inseparability with Monika was not just because they were twins. Alex realised that all along she had really seen Monika and herself as sisters not as brother and sister. Her androgyny, her fascination with women’s fashion, her pursuit of feminine activities, her secret crossdressing and more importantly the way she felt when she was with Bradley and Carlos, were all indicative to her that she was indeed a transgender woman.
Alex also realised that she had been using alcohol to try to supress her real feelings. As much as she loved presenting as femme she was scared to make a whole of life commitment to womanhood and decided that she would take affirmative action to remedy the situation.
At eighteen years of age she was young but she was still legally an adult and could make her own life changing decisions. She was extremely lucky that she had almost limitless resources and had a gap year before she started university and she would take advantage of that.
Alex studied gender reassignment online and made some decisions. She was booked into an exclusive medical facility in Manila to undertake breast and buttock augmentation and a tracheal shave. She would also begin feminising hormone therapy. She would convalesce between surgeries at a luxury hotel.
Having unlimited access to money and the Dupree name meant bypassing the requisite mental health screening and psychotherapy. She had already applied online to the NSW Registry of Births, Deaths & Marriages to legally change her name from Alexander to Alexis. This was a simple process and cost a pittance.
Alexis had taken the bold step to come out to her mother. The conversation wasn’t as brutal as she’d thought it would be. Susan Dupree told Alex that she had always known that her son was different and suspected that there might be some deep underlying issue that caused Alex to pursue a lifestyle that was unconventional. Alex suspected that the truth was that her mother saw another opportunity to use her children as an advertisement for how progressive she was as a mother. It was very de rigueur to have a transgender progeny at the moment and Susan never missed the opportunity to exploit a fad.
She decided that she would not come out to her father until she had recovered from her surgery but she told Monika of her intent and Monika was over the moon. She would join Alexis in Manila and nurse her through her procedures.
For the first time in her life Alexis Dupree felt truly content and happy within herself. Having made some life changing and life affirming decisions she was ready to face the world.
When she emerged from her room she was dressed in her dazzling white swimsuit and a transparent beach robe. Her hair and makeup were perfect and her heels click-clacked on the sandstone patio as she strode purposely to where Carlos was trimming the ornamental hedges. She had her handbag slung over her shoulder and was carrying an espresso.
Carlos turned and looked at the little teenage goddess and appreciated her but his lust for her was spent. He had tasted the forbidden fruit and as much as he had enjoyed it he was not prepared to pay the price if the snake turned and bit him.
“Come with me,” Alex strode past Carlos purposely and he dutifully followed her with his head down waiting to be sacked.
Alex stopped and sat on a stone bench in a small arbour that gave magnificent views of Sydney Harbour. She didn’t invite Carlos to sit.
“First off I want you to know that if you keep what happened between us a secret your job is safe,” Alex took cigarettes from her handbag.
“Of course…” Carlos tried to reply but Alex held up a finger and stopped him.
“One little hint that anyone knows what happened between us and you're fired and you will never work in Sydney again. Gloria is probably going to be suspicious; she’s quite nosey but she’s kept our family secrets for years. I know that you two are fucking and I don’t really care; just make sure that my moral integrity remains intact,” Alex lit her cigarette and blew out smoke.
Carlos was about to reply but Alex sipped her espresso and glared at him and he remained silent.
“Don’t get me wrong I enjoyed what we did in your little shed but that’s the problem. I don’t want to make a habit of it. I’m not Lady Chatterley and you are no Oliver Mellors, nor am I going to play Lolita to your Humbert Humbert,” Alex took another sip of coffee and smiled at the bemused look on Carlo’s face as he tried to decipher the literary references.
“We will no longer be fucking,” she said dryly to answer his unanswered question.
“Keep your distance from me and show me the respect I deserve and I will no longer go out of my way to provoke you. As I said, I enjoyed what we did, there will be no repercussions I assure you but it will not be happening again,” Alex blew smoke out towards the vista of the harbour and stood.
Carlos nodded silently, his head bowed.
Alex crushed out her cigarette on the sandstone flagstone and left her coffee cup on the bench. Carlos would pick up the butt and Gloria would collect the cup. They were the help and she was the lady of the house after all.
The End… for now.
Author’s Note: I hope you liked my little tale. Alexis, like most of my protagonists, is nowhere near perfect. In fact she’s quite the little rich bitch but I like her. Maybe we will visit her again sometime down the line.
As always I welcome your comments and critiques.
Michele Nylons, June 2022