The offer of more money was awfully tempting. But after the experience as Santa’s helper in that humiliating costume, Tommy wasn’t eager to repeat it. Deciding to avoid the risk of an even more embarrassing situation, he took the secretarial position instead.
On Wednesday morning,...
2024-10-11 17:38:30 +0000 UTC View Post
At seven-thirty, as the city lights shimmered against the evening sky, a taxi pulled up to the curb outside a towering glass building. On the thirteenth-floor an overpriced cocktail bar awaited, promising a night of business chat and casual flirting. In the cab's backseat, two feminine ...
2024-10-10 18:28:19 +0000 UTC View Post
“Erm... hey Henry. Maybe we can talk somewhere a little more private?” Tommy said nervously, glancing around at a group of girls he used to go to school with, all eagerly listening in.
“Er… yeah... sure,” Henry replied, looking shell-shocked at the sight of his oldest frien...
2024-10-04 13:40:48 +0000 UTC View Post
Chapter 1: NINA
In a room devoid of personality, three agents, whose names would never appear on any official records, began their secret meeting. The space was as bland as it was functional - no windows, no decorations, just neutral walls and a dim overhead light. A large round table dominated the room, its smooth surf...
2024-10-01 13:10:00 +0000 UTC View Post
After overindulging on Christmas Day, Tommy’s stomach had churned with discomfort, making the idea of a detox seem almost appealing. However, after a few days on a strict liquid diet, those thoughts had vanished. He felt perpetually hungry, and although there was no limi...
2024-09-13 09:13:01 +0000 UTC View Post
Mr Wright shifted uncomfortably on the hard plastic stool in the cramped bathroom of his overly feminine apartment. His lower back ached, and his pantied backside had gone numb as he fidgeted under the salon cape draped over his altered body. A clear plastic sheet wrapped around his ...
2024-09-10 14:23:00 +0000 UTC View Post
"Maddison, I don’t think going out tonight is such a good idea," Tommy said, his tone giving away the anxiety churning inside him.
Maddison rolled her eyes and scoffed. "Come on, Tammy. It’s the Saturday before Christmas. Why wouldn’t you want to go out and have fun?"
... 2024-09-06 09:35:00 +0000 UTC View Post
Shaking atop a pair of Sarah's stiletto-heeled boots, Tommy waited nervously after ringing the doorbell. His trembling wasn’t just from the cold, though the December wind bit through his sheer tights as if they weren’t even there. The main reason was that he was waiting outside his long-term c...
2024-08-30 22:47:11 +0000 UTC View Post
With little choice in the matter, Scott was forced to fully step into Amy's life, taking over her apartment, her extensive wardrobe of designer clothes and shoes, and even working the occasional day at the family business. To Amy’s friends and family, Scott was - and always had been - Amy. As days turned in...
2024-08-28 14:45:53 +0000 UTC View Post
Stretching out his aching body in a rare moment of quiet, Tommy cursed his luck for landing what felt like the worst job imaginable. Standing in a bustling shopping centre with a forced smile plastered across his painted red lips, he had been tasked with greeting parents and their children before...
2024-08-23 09:35:00 +0000 UTC View Post
With his towering high-heeled pump pressed firmly on the accelerator, Scott raced back to Epsford. His entire body ached, every muscle sore from the feminine attire he had endured for what felt like an eternity. Yet, despite the physical discomfort, a strange sense of calm began to wash ove...
2024-08-21 10:46:37 +0000 UTC View Post
The room fell silent after the possible forfeits were pulled from the hat. Everyone seemed to realize these choices were perhaps the most extreme yet. Breaking the tension, Sarah finally spoke. "So, what will it be, Tammy? New lips or a new man?"
Monica suppressed a giggle as Tom...
2024-08-16 08:45:00 +0000 UTC View Post
Mr Wright took a deep breath and cautiously stepped out of the coffee shop, the sharp click of his stiletto heels on the concrete echoing in his ears. The door snapped shut behind him, and he flinched, the sound jolting him like a slap on the back. He felt exposed and vulnerable as if the w...
2024-08-14 16:42:27 +0000 UTC View Post
“I hate my sisters,” Tommy thought to himself as he stood in a high end boutique watching the clock tick down towards the end of another long and boring shift. His feet throbbed having been on his high-heeled feet all day, clomping around the shop floor folding and re-folding items of clot...
2024-08-09 10:12:01 +0000 UTC View Post
'How on Earth has it come to this?' Scott wondered as he sat down, causing the hem of his short dress to ride perilously high up his pantyhosed thighs. Attempting to maintain some semblance of modesty, he crossed his legs, which only increased the tightness and discomfort inside his silky bla...
2024-08-07 15:24:34 +0000 UTC View Post
On Monday morning, Tommy was jolted awake by the shrill sound of his alarm, feeling utterly exhausted. It was a strange experience to be up so early, meticulously applying makeup to ensure it was perfect for his interview. Despite the sleepiness weighing on his eyelids as he carefully blended his ...
2024-08-02 16:57:06 +0000 UTC View Post
Mia strode confidently out of the hotel, warmly greeting the doorman with a "Good morning." It was a typical late autumn day - the last leaves clinging stubbornly to the trees and a crisp chill hanging in the air, though not uncomfortably cold. Dressed in jeans, a cashmere sweater, and ankl...
2024-07-31 16:35:28 +0000 UTC View Post
Tommy looked up slowly, his eyes meeting those of his sisters, who loomed above him with amused smiles. "You can't be serious! These choices are awful," he exclaimed, his voice cracking.
"Come on, Tammy! Are you sure you're not secretly loving this?" Sarah teased, a mischievous gl...
2024-07-26 16:26:28 +0000 UTC View Post
Scott sat shaking in the chilly embrace of an ancient stone church, his shivers partly from the cold and partly from the crippling fear of the eulogy he was about to deliver. The surreal experience deepened as the priest began the funeral ceremony for a person Scott had never known.
... 2024-07-24 23:47:28 +0000 UTC View Post
With Monday's interview at the forefront of his mind, Tommy faced a critical decision. He had never had long nails or work false eyelashes before, meaning he wasn't sure how easy either would be to remove. However, his decision was ultimately influenced by a memory of Ruby O'Shay, an o...
2024-07-19 08:34:00 +0000 UTC View Post
Glancing to her right, Mia couldn't help but smirk. The sight of Mr Wright perched on a high stool was nectar to her soul. With his curvaceous thighs pressed tightly together and his nylon-covered ankles crossed neatly, he stared blankly at the far wall of the room, his expres...
2024-07-17 17:08:18 +0000 UTC View Post
"I can't pick one of these!" Tommy exclaimed in despair, throwing his arms in the air. "It's too much! Please, can I pick again?"
"Sorry, Tom," Monica replied sternly, her tone brooking no argument. "You know the rules."
Shaking his head, Tommy let out a heavy sigh as he...
2024-07-12 09:54:01 +0000 UTC View Post
Scott gazed at his reflection in the hotel bathroom mirror as a wave of anxiety washed over him. It was the eve of the funeral, and he would be spending the next few hours at the Brooks family estate for a meet and greet that promised to be both emotionally charged and socially challenging....
2024-07-09 21:14:43 +0000 UTC View Post
"Oh, goody!" Monica exclaimed, clapping her hands together excitedly as she saw the two options Tommy had pulled out. "Time for a trip out. You’ve been cooped up inside for weeks."
"What?! No way! I can't go out!" Tommy protested, a hint of fear creeping into his voice. "I don...
2024-07-05 09:24:01 +0000 UTC View Post
Later that evening, Mia and Mr Wright sat side by side in the hotel lobby, awaiting their taxi to Giovanni’s Italian restaurant. The restaurant was a mere ten-minute stroll away, but given the height of Mr Wright's new shiny leather pumps, navigating the distance on foot would have b...
2024-07-02 21:14:56 +0000 UTC View Post
Tommy gazed down at his legs, encased in thick, stretchy material and peeking out from beneath a pair of Monica's shorts. Over the shorts, he wore her hoodie and a T-shirt beneath it. Looking up to see Russell the bear smiling at him, Tommy let out a deep, growl-like groan. "Don't say it, Russel...
2024-06-28 09:36:00 +0000 UTC View Post
Emily's salon was a serene oasis of calmness, punctuated only by the soft hum of hairdryers and fragments of conversations drifting from nearby chairs. In this tranquil atmosphere, Scott sat, his hair divided into neat sections and wrapped in foils, while his mind was anything but calm. ...
2024-06-25 18:56:35 +0000 UTC View Post
Tommy gritted his teeth, staring in horror at his reflection. His brows, once thick and bushy, had been plucked into almost non-existence. He had agonized over his decision, flip-flopping between daunting forfeits, before finally settling on this one. Monica, visibly surprised by her brother’s cho...
2024-06-20 10:12:00 +0000 UTC View Post
After thanking Madame Maria for her exceptional work and for coming on such short notice, Mia escorted the large woman out of the door of her luxurious penthouse suite. Turning to face Mr Wright, she found it hard to believe the pouting, feminized figure before her was the same imposing boss she h...
2024-06-16 09:24:00 +0000 UTC View Post
