Corey stood somewhere unfamiliar, yet strangely comforting. He exhaled, his shoulders dropping. His body felt light and unburdened. In the distance, he heard easy laughter. “Dude, you coming?” Liam called.
Corey turned. Somehow, they were outside, standing on a street he knew. Emily stood beside Liam, wearing a tilted smile, and Liam suddenly threw a curveball at Corey out of nowhere and... A loud “Good morning” cut into his dream. Shortly after, he was shaken, and Corey shot up, muttering, “Wha- what?”
Looking around, he found himself in a tiny room, as if ripped straight out of a dollhouse. Where was he? Who was the man standing at the foot of his bed? The only person he recognized was Doctor Veronica Keene, leaning casually against the doorframe behind the man. Her arms were crossed, her expression unreadable behind rectangular glasses. Fragments of the strange conversation he had with his dad, or “Tiffany,” threatened to resurface. But every time his thoughts drifted toward it, he pulled away. He wasn’t ready to face what Tiffany had told him. He didn’t even know what to make of it yet.
Beside Corey, Liam was awake now as well and barked an unfriendly, “Who are you?” at the man. He was tall, easily over six feet, with a straight, composed posture. His most defining feature was the full, immaculately groomed, crisp white beard adorning his face. Corey guessed the man was in his mid-sixties, not far off as Alistair Ashcroft was seventy-two. His white hair matched his beard and was swept back neatly, exposing his high, severe brow.
“My name is Alistair Ashcroft, but you’ll address me either as Sir or Headmaster Ashcroft,” he began. He reminded Corey of a strict grandfather, while Liam was only reminded of his fucking stepdad again. Every damn man Liam met who tried to control him reminded him of his stepdad.
"I'm the headmaster of this particular Mercer Sissy Academy, and when Dominic Mercer isn’t here personally, also its highest authority. Now, I don’t usually check in with beginners personally, but as I have been informed that you," he pointed accusingly at Liam, "might be a bit of a problem, I woke up two hours early to make personally sure that you wouldn’t prove disruptive again."
“And since I find myself awake at this ungodly hour solely on your account,” he added, his voice lowered, “I would strongly advise you not to test my patience this morning.” Then he looked at Corey, his expression softening. “You, on the other hand, I have been informed, have been a very good girl so far. And as I understand it, you’re Tiffany’s daughter?”
Not quite daring to make eye contact with the man, Corey settled on staring dumbfounded at his impressive beard. For a split second, something in him had responded to the compliment. He liked the quiet approval in Ashcroft’s tone. The simple but unmistakable fact that he had done something right in the eyes of a man like this settled over him. His dad had been gone from his life as a man for four years now, and even before that point, Terrence hadn’t always been what Corey would have wanted his father to be. So being complimented by Ashcroft sent a certain pleasurable warmth through him... It was unsettling how much a single compliment could impact him.
But it lasted only for a second. Then the disorienting realization, “He called me a girl… and a daughter”, caught up with him. The pleasure the compliment had given him now immediately mixed with humiliation, and to think he had been thankful for receiving that damn compliment too...
Corey noticed he had just been standing there, looking at Ashcroft, and quickly said, “Yes… sir.”
Liam shot Corey a look of pure poison. “Fucking traitor,” he thought. “Does he want to suck that bastard’s dick?” Corey looked back at him apologetically. He had an inkling of what Liam thought of him right now. He hadn’t liked being called a girl, but he had liked receiving a kind word from the only stable masculine presence he had met so far in Mercer’s mansion.
“Hmm…” Ashcroft said, stroking his well-groomed beard. “I think I’ll handle you alone.” He said to Liam, “And you take Madison and deal with Corey, Veronica,” he added, addressing Doctor Keene.
“Sounds good,” the doctor answered, and Corey felt a pang of disappointment and fear. He had already met Keene yesterday, and she had been a sadistic bitch who enjoyed humiliating him.
Following Keene and Ashcroft out into the corridor soon revealed Madison standing there at attention, and attention was exactly what she seemed designed to draw. It was clear the uniform she wore was supposed to resemble a school outfit, but its real purpose leaned far more toward humiliation than education. Not that it worked. To Corey, Madison looked just as bright and cheery as she had the day before.
Her pretty hands, with neatly manicured, glossy almond-shaped nails painted a soft pink, were folded in front of her thin waist, made so by the surgical removal of several ribs. The pink, pleated skirt she wore high on her waist barely reached mid-thigh, leaving most of her legs exposed, legs that were covered in sheer, faintly glossy, thigh-high stockings. They didn’t fully disappear under the skirt, leaving the garter straps visible. The line of her thighs looked smooth, carefully maintained, and the stockings only emphasized their shape. Liam especially, who had always had a thing for legs, felt his dick harden. This in turn made him look away, ashamed of getting hard at a guy. Not just any guy, but Madison, in front of whom he had been humiliated by Mercer yesterday.
On her feet, she wore black high heels that forced her weight forward onto the balls of her feet, subtly arching her posture. The added height from the heels lifted her just enough that, despite Madison being relatively small by nature and having undergone height reduction surgery, she now stood eye to eye with Liam and even slightly above Corey.
Her glossy black hair fell in soft waves over her shoulders, clearly carefully styled. Her makeup was done in a way that made Corey shudder. The thought of one day looking like that, on what was apparently a normal day for Madison, unsettled him. While her look was clearly professional, it felt more like something a real girl would wear for a porn shoot than for an ordinary day.
Her eyes were darkened and stretched by precise liner. Her lashes were so long, thick, and heavy that she appeared doll-eyed and incredibly vulnerable. A shimmer clung to her lids, drawing attention to her gaze. Her cheeks were warmed with blush in a way that made her look constantly embarrassed. But it was her lips that held everything in place, full, carefully overlined, and coated in a glossy finish that made them look wet, plush, and very easy to imagine wrapped around Liam’s cock. And that was exactly what Liam imagined them doing.
“Fucking hell…” he thought, disappointed in himself. But what could he do? Telling himself that she was a guy clearly had no impact on what his cock thought of her. He wanted to bend her over a table and recreate several very hot porno scenes he had seen just before this nightmare in the mansion began.
Madison squealed, “Good morning, girls,” as she saw them, to which Corey muttered, “Morning,” and Liam said nothing at all. Ashcroft, meanwhile, gave Madison a kind, almost fatherly smile. She had come so far since Matthew. Madison, catching his look, primly lowered her eyes, which let Ashcroft see her pink-accented eyelids, and smiled contentedly. She liked the headmaster: he brought a fatherly energy into her life that Dominic sorely lacked. Ironic, of course, as it was Dominic she called her daddy. Dominic was many things in Maddie’s mind, hot, dangerous, single-minded, but certainly not warm or fatherly.
Then she glanced uneasily at Liam. While she had decided to forgive him for yesterday’s outburst, she still wasn’t quite sure what to make of him. Perhaps the reality simply was that they had been an unfortunate pairing yesterday. She enjoyed her sissification, and so she had wanted him to enjoy it as well, the way she enjoyed getting fussed over and beautified. But it seemed to her that he would be one who would always hate his sissification, a bit like her bestie Jessica.
They fell into step behind Keene and Ashcroft, Maddie’s heels clicking softly against the floor and echoing down the hallways. The mansion felt different at this hour, almost eerie, as throughout the day it was never this empty or silent. Outside the tall windows lining the hallway, there was nothing but darkness visible. No city glow, no passing cars, just the faint, heavy outline of the trees outside. For Corey and Liam, who had both grown up in the busy bustle of New York City, the silence and isolation felt deeply unnatural. This kind of stillness, so far removed from anything they knew, made the place feel even more out of time.
Veronica Keene, meanwhile, was already considering their best strategy going forward. Waking them early had already ensured that they would be disoriented. Fatigue reduced cognitive clarity and slowed reaction times, after all. It was also good that Alistair had decided to separate them. Left together, they could have reinforced each other.
The group moved through the corridor in silence, footsteps echoing softly against the manor floors. When they stopped at a junction, Ashcroft put a hand on Liam’s neck, saying, “You. With me.” He opened a door, and the two were gone. Doctor Keene led Corey and Maddie into another room. Madison fell in step beside them, the clicking of her heels feeling like a countdown for Corey.
Keene led Corey and Madison into a room not far from the one Liam had disappeared into. When Corey stepped inside, what he found was not at all what he had feared. It wasn’t clinical, it wasn’t a torture room. Instead, it was… nice. Still very feminine, of course, but nice. The wooden walls all around reminded Corey of a sauna. Warm lighting highlighted a padded reclining table in the center of the room. A folded blanket sat neatly at one end, and beside it stood a small wheeled tray already arranged with jars, strips, and other tools.
“This is a massage parlor,” he realized.
“Go change and prepare the waxing set,” Keene said to Madison.
“Yes ma'am!” Maddie chirped brightly, flashing Corey an encouraging smile before slipping through the side door with feminine grace. Corey caught himself watching her go, and it struck him how delicately she moved. Every step of hers was as light and fluid as a dancer’s. And all that in heels. He found himself wondering, not for the first time, how someone who had once been a guy could carry themselves like that. Unlike Liam, Corey had decided it made more sense to see these finished sissies as what they were now, rather than trying to think of them as the guys they once were.
Corey simply stood in the room for a second, looking at the table, then at Keene. “Waxing… like full body?” he asked, though he already knew the answer.
“Naturally,” Keene replied. “Clothes off.”
The abruptness with which she had said that almost made him laugh. He hesitated for a second, his hands hovering uncertainly at his sides before he forced himself to move. It shouldn’t have been this hard. He’d been undressed in front of doctors before, of course. But this felt more humiliating. He felt as though she was judging every part of him in terms of sissification potential. “Like I’m fucking livestock, sissy livestock,” he thought grimly.
By the time he was fully undressed, Keene simply ordered him onto the table. Its padded surface was softer than he had expected, dipping slightly under his weight.
The side door opened again, and Maddie minced back in. She had actually changed into a pink “nurse” outfit that looked less like anything worn in an actual hospital and more like something pulled straight from some porn site. A tight, glossy latex bodice in pink clung to her body in a way that made her look wet. The material hugged her waist and chest, creaking faintly with each step. The skirt was cut absurdly short, leaving most of her thighs exposed above her stockings, and a decorative small white apron with a red cross in the center was attached at the front.
She had tied her long black hair back into a neat little bun, a playful nurse cap perched atop it to complete the look. But between the shine of the latex, her glossy lips, and the easy, bubbly way she carried herself, she looked more like she was about to get railed in a scene than assist any patients.
It was so silly Corey couldn’t help but laugh. To his relief, Madison only gave him a small, bashful smile in return. She didn’t seem offended. And it wasn’t even really her he was laughing at anyway. It was the sheer absurdity of it all. Doctor Keene making her change out of her elaborate academy uniform into this ridiculous outfit for no real reason.
Madison pushed the tray closer, checking everything with quick, practiced movements, then looked down at Corey lying there, naked, shielding his genitals from view.
“Okay, first time, right?” she said cheerfully. “Don’t worry, it’s honestly not that bad. People always make it sound worse than it is.”
Corey gave a short, skeptical breath. “That’s not reassuring.” Maddie giggled, dipping the applicator into the warmed wax. “You’ll see,” she said, stepping closer. “Just try not to tense up. It actually helps.”
He tensed up right away. But her first touch surprised him. It was pleasantly warm. She slowly began spreading the wax across his skin, and he felt his lids grow heavy again. All the adrenaline from being woken up earlier was leaving his body, and he was soon fighting off the urge to sleep. Madison’s soft touches didn’t help at all.
He felt her slender fingers gliding over his skin as she worked the wax. Every now and then he felt the faint, delicate trace of her long nails brushing against him, not enough to hurt, but enough to send small, unexpected shivers through him. Lying there while a girl, even just a sissy girl, applied warm wax to his skin soon had the expected effect, and his eyes shot open.
For a second, he just stared at the ceiling, disoriented. Then it hit him. “Oh, come on…” he muttered under his breath, his face heating instantly. Maddie paused, then let out a soft, breathy giggle. “Aww… already?” she said brightly, like it was just something cute. Maddie took it in stride. After all, Corey was simply new, an as yet uncaged sissy. He couldn’t be expected to control himself, and if anything, him getting hard so easily in her presence was a compliment. Then she thought of Jessica and how furious she would be if she knew her train of thought, and giggled again. Jessica was still so stuck up about it all, but she was a good friend.
Corey, meanwhile, stuttered, “It’s not… I…” He was cut off by Doctor Keene letting out a quiet chuckle at his predicament. She stepped closer, her eyes lingering on his hands as he tried to shield his hardening cock. She made no attempt to hide what she was looking at. “Hands off,” she barked so suddenly that both Corey and Maddie winced. Corey only hesitated a moment, then revealed himself.
“Hmm…” she murmured softly. “Five inches, perhaps, when fully erect. And you got hard disappointingly quickly.”
“But there is room for improvement,” she thought. With proper hormonal suppression, the ease of his arousal would fade. One day he would become like Maddie, who only wore a chastity cage, and a flat one at that, because it turned Dominic on. She no longer got erections.
Maddie, in contrast, just leaned in again and said in a reassuring tone, “Don’t worry. That’s what the cage is for.” The word landed heavy as Maddie peeled off the first strip of wax. The motion was quick and practiced, like she did this often. The brief sting cut through Corey’s thoughts before the warmth of her palm followed to soothe the skin.
“See? Doesn’t hurt at all,” she giggled. “That’s why I didn’t warn you before peeling it off. The anticipation is always worse.” She was strangely right. He had expected it to hurt far more, but instead there was only a short, sharp pulling sensation. Where his hair had been removed, his skin felt different. Bare and sensitive. Every faint brush of air was suddenly noticeable, cool and direct against skin that now felt everything intensely.
That scene when Rick allows Morty to experience “true level” flitted across his mind, making him smirk despite himself.
“There we are,” Maddie squeaked eventually when she was finished. Corey lay there for a moment longer, almost hesitant to move, his entire body feeling unfamiliar. Everywhere the hair had been removed felt smooth. Even the slightest movement sent faint tingles across his body.
“Hey, uh… Doctor Keene, what happened to my clothes?” Corey asked after noticing that the pile had disappeared. Keene, for her part, noted with satisfaction that Corey had already bypassed Maddie in his question. He had directed it at her immediately, because he was beginning to understand that a well-trained sissy like Maddie wouldn’t have acted on her own.
Keene’s lips curved faintly at his question, as if she had been expecting it. “You won’t be needing them,” she said simply. Then she slipped a hand into the pocket of her coat. When she withdrew it, there was something small and pink between her fingers.
Corey’s stomach dropped. He already knew what it was before she even spoke.
“Up,” Keene said. He pushed himself up slowly, trepidation slowing his movements. The sensitivity from the waxing caused goosebumps all over his naked, newly smooth body. Standing there naked in front of her had a different quality now than before. It was as though, for the first time in a long time, he was truly naked. He had no idea what a massive difference body hair could make. There was nothing left to hide behind. Not even hair.
Keene stepped closer, holding the device up between her fingers. “You’ve already been introduced to the concept,” she said, almost conversationally. “But this one is not nearly as severe as the ones advanced sissies wear.”
She turned it slightly so he could see it better, the soft pink plastic catching the warm light of the room. “This is our standard model for beginner girls like you. Lightweight, easy to wear, and relatively non-restrictive.” She put real emphasis on the word “relatively.”
“If you leave us in three months again, it will also be the only one you’ll have to wear,” she added, to which Corey said nothing but thought, “You can count on that, you sadistic bitch.”
Her lips curved slightly as she continued, almost as if she knew what he was thinking. “The advanced variants are rather different. Metal, for one. Precision-fitted. Flat.” She tapped a fingernail lightly against the plastic cage.
He hesitated briefly before figuring out the parts, then shifted awkwardly as he guided himself through the small ring first, the motion clumsy. The material was cool and harder than he had expected the plastic to be. After that, he positioned the cage itself, aligning it with unsteady hands, having to adjust once when it didn’t sit quite right.
But eventually, there came a soft final click, and Corey realized he had just locked it. Keene dangled a small key on a chain in front of his face. “For hygiene purposes, you will be unlocked once in the morning and in the evening. Otherwise, you’ll wear it until Friday. You’ll be unlocked completely for the entire weekend,” she explained.
Corey froze for a moment, looking down at himself. The cage felt immediately present, a constant, unfamiliar pressure that moved with him, impossible to ignore now that it was there. When he shifted slightly, the restriction became clearer, a subtle but undeniable reminder that he wasn’t the only owner of his body anymore. He wondered how his earlier erection would feel inside this. Likely painful.
“Good,” Keene said quietly. “Already more presentable.”
Right on cue, the side door opened again, and Maddie slipped back in, still wearing her mock nurse’s uniform. Corey immediately got confirmation of how it felt to attempt an erection inside the cage. The pressure built quickly, but with nowhere to go, it filled the entire cage. He groaned in discomfort, and his first reaction was to adjust it. But not only did that do nothing, it gave away what was happening, and a hot wave of embarrassment rushed through him at the thought that both of them could now see exactly how little control he had.
Madison was carrying a stack of neatly folded clothes and a blonde wig. Her eyes immediately dropped, and her expression lit up. “Aww, you got it on already!” she chirped, stepping closer without hesitation. “It looks adorable on you, girl.”
Corey felt his face heat again, but there was nowhere to look that didn’t make it worse. He wondered what kind of guy she would have been before all this as she set the folded stack of clothes and the blonde wig. For a moment, no one said anything, the expectation just hanging in the room until it became impossible to ignore. With a reluctant exhale, Corey reached for the clothes.
He glanced once toward Madison, who took the cue and turned away, unlike Doctor Keene. Resigning himself to the fact that Doctor Keene would keep watching, he tried to angle his body away from her gaze, but a single movement from Keene, who was observing him with interest, dissuaded him.
Madison knew how he felt, though she also knew that sissies saw each other naked all the time. Eventually, she thought, he would be glad to have people who accepted his body no matter how it looked.
The white, ruffled panties he put on quickly to cover the embarrassing cage. Next, he reached for the stockings, and he thanked his lucky stars that these were much thicker than those Madison was wearing. “What happened to me?” he asked himself. “Now I consider myself lucky if I only have to wear normal stockings instead of slutty ones?” It was disorienting how much his life had changed in so little time.
A week ago, he had been sitting on his bed in worn jeans, scrolling through his phone, half-listening to music, thinking about nothing more serious than the weekend and chicks. Now he stood there pulling fabric up his legs, hyper-aware of every inch of his body. His stomach tightened in a sick, fluttering way, like he had been caught doing something he couldn’t explain, and the thought of his friends somehow finding out forced itself into his mind.
Next came the blouse, and finally the skirt. It was a full, pleated piece that ended just above his knees, unlike what Madison was wearing. In effect, his outfit looked almost sensible. “Well, if I wasn’t a guy, it would,” he thought, embarrassed.
Finally, the black ballerina slippers. He slipped them on, one foot after the other, the little bows centering over his toes. They were so dainty and light that he immediately felt self-conscious. Every small movement of his feet became impossible to ignore. Their thin soles made his feet feel very close to the ground, almost as if he were wearing socks. The lack of heel support or weight made every step nearly silent.
Strangely enough, it was the shoes, more than any other part of his outfit, that made him feel incredibly feminine. Feeling every detail on the ground beneath his feet, seeing the black bows centered over his toes, and the contrast between the black of the ballerinas and the white of his pantyhose sent an intense shiver down his back. It was worrying how electrifying all of this felt...
For Dominic, the feeling Corey was experiencing at this moment was part of his design philosophy for sissy outfits. High heels were worn to be sexy, to draw attention to the sissy and her legs, and to render her relatively helpless atop them. Ballerina flats, meanwhile, were worn to be soft, silent, and proper. They were used when a sissy needed to be a quiet, good girl.
Walking in these clothes felt different from anything he had ever worn before. Not just softer, but wrong in a way, demeaning. The white pantyhose rubbed over his hairless legs so intensely that it sent shivers down his spine and made him acutely aware of his body. The folds of the skirt swung with him whenever he moved.
The way the blouse revealed his arms was awful. He had been self-conscious about how skinny his arms were ever since fifth grade, when his friend Daniel had wrapped his fingers all the way around Corey’s wrist, his thumb and middle finger touching with ease. Daniel and several others had laughed, and even though he was 19 now, that memory still affected him.
What Corey didn’t know was that Dominic was aiming at exactly that. Corey was far from the only sissy who was embarrassed about how weak and skinny their arms were. Dominic loved highlighting that, not only because it was humiliating, but because weakness in his sissies, whether emotional or physical, was deeply arousing to him. The trembling it caused, the softness, the physical delicacy, the need for protection.
“Oh, right,” Madison said lightly. “We almost forgot.” Before he could react, she lifted the blonde wig and settled it gently over his head.
The sensation was strange at first. The inner lining pressed snugly against his scalp, as she pulled it into position. Strands of synthetic hair brushed against his cheeks as she adjusted it, tucking it neatly into place with quick, little movements. The cut was a soft, girly bob that framed his face closely, the ends curving inward toward his jaw in a way that made his features look smaller, softer, and unmistakably feminine.
The door shot open, causing Maddie to jump a little and gasp. Liam was led in by Ashcroft, one firm hand resting at the back of his neck. For a second, Corey didn’t even recognize him. He was wearing the exact same uniform Corey was, but with a different wig. His was dark brown, longer than his natural hair, and styled into layers that brushed past his ears. It framed his face in a way that was already undeniably feminine, though if you looked closely, it was still clearly a wig.
Liam’s burning eyes snapped to Corey immediately, and whatever control he had been holding onto slipped for just a second. His gaze flicked over Corey’s softened appearance, and something ugly twisted in his expression. Then, to both his own and Corey’s surprise, Liam managed a grin.
“How did yours behave, Veronica?” Ashcroft asked Keene as if they were talking about pets.
“Quite well, actually,” she answered. “I take it yours didn’t?”
“No,” Ashcroft growled, but didn’t elaborate. Then he turned his attention to Corey.
“Punishments for sissies are, as a rule, collective. It fosters a sense of shared responsibility and ensures that you girls want to help each other thrive. However, as Doctor Keene says, you were very well-behaved with her. As such, I am prepared to offer you a choice. You may wait until I am finished, in which case Liam will receive forty strokes. Or you may join him, in which case each of you will receive fifteen. There is, however, a small condition,” the headmaster said.
“Ah, fuck off, you perverted old bastard,” Liam thought, but didn’t say it. Dominic’s speech yesterday had shaken him more than he liked to admit.
“What… what is the condition, sir?” Corey asked uncertainly.
“You’ll have to kiss during the entire spanking.”
Corey’s eyes widened. Liam recoiled and twisted in Ashcroft’s grip but wasn’t strong enough to break free.
Ashcroft chuckled at their reactions. “Of course, I won’t force you to do that. It’s entirely up to you.” But Corey already knew he would do it for his friend, if Liam wanted it. Liam had gotten his bike back years earlier when Brock Lynch and his friends had stolen it and ridden it around right in front of him. For that alone, he owed him.
Corey looked at Liam, waiting for him to decide. Liam did.
“Doesn’t fucking matter. Let’s just do it.” Getting fifteen strokes and having to kiss Corey was better than taking forty alone. But accepting that trade planted a dark thought. He was already beginning to exchange pain for humiliation.
“This is so fucked up. Why do you want to see two guys kissing, you fucking fa-” Liam started, but before he could finish, Ashcroft had already sat down, twisted Liam’s arm up, and bent him over his knees.
“Since you’ve been good,” Doctor Keene said to Corey, “Madison will be administering your spanking, not me.” She turned to Madison, who looked uncomfortable with the order. “Now, Madison, if you go too soft on him, it will only increase the punishment.” Then she addressed the room. “But since Madison is quite weak, even when she gives it her all, it will still be less painful than if I do it.”
“Have a seat, Madison,” Ashcroft added calmly. “Now, since you’re usually on the receiving end of a spanking, I take it you’ve never given one?”
“That’s right, sir,” she answered.
Ashcroft nodded slightly. “That’s something you learn quickly. In the beginning, they need force. Later, as you yourself know very well, a simple order is enough.” He adjusted Liam over his lap with ease, one hand holding him firmly in place. “Now watch closely.” Madison hesitated only briefly before sitting beside him, smoothing her skirt automatically. Corey, after the smallest pause, lowered himself across her knees, mirroring Liam’s position opposite him.
A strange thought crossed Liam’s mind at that moment. All four of them involved in this spanking were male, even if you wouldn’t believe it at first glance.
The arrangement left them facing each other, close, far too close, caught in the same posture.
“Well, what are you waiting for, girls? Get to kissing, and I don’t want to see that kiss break during the entirety of your punishment. Is that understood?” Keene said coolly.
“Y-yes…” Corey murmured. Liam didn’t answer. He just leaned forward.
Their lips met awkwardly, teeth almost knocking. Liam clearly didn’t care, trying to rush through it, to get it over with. But the position made that impossible. Held in place, there was no pulling away without consequence. Liam’s lips were warm, dry at first until contact with Corey’s began to wet them.
Ashcroft’s hand came down hard. Liam flinched sharply, a muffled sound forced into Corey’s mouth as the impact drove him forward. “You see?” Ashcroft said calmly. “The first strike should be firm, to set the tone.” Another slap followed, just as harsh. “Like this.”
Madison hesitated, then raised her hand. Her first strike against Corey was soft. Keene sighed. “Harder, girly.” Madison nodded quickly. “Yes, Doctor.” This time the slap landed properly. Corey tensed, a quiet sound caught between their lips, but he didn’t pull away.
Ashcroft continued his steady rhythm while Madison tried to keep pace. Each strike forced reactions out of them, breaths, small sounds, all swallowed into the kiss. Neither of them could escape it, every movement pressed into the other. Ashcroft’s next blow landed hard on Liam again. He flinched and inadvertently pushed closer, their noses brushing.
Doctor Keene laughed. “Look at the lovebirds.”
It wasn’t just awkward anymore. There was a strange intensity building, fed by the closeness, the lack of escape, the way every reaction echoed between them. Liam’s hand twitched slightly, like he wanted to grab onto something but couldn’t. So instead, he focused forward on Corey. Even their foreheads almost touched now, their breaths overlapping completely. There was no clean separation between them anymore. Every small movement from one echoed into the other. For Corey, this kiss was more intense than any he had ever shared with Emily. He just thanked God she didn’t know.
The moment stretched, held in place under watchful eyes.
Observing the scene from security camera D4-03 was... not Emily, but Dominic Mercer. He had woken up half an hour earlier to get ready for his drive back to New York. It was Monday, after all. So he had called a sissy maid on night duty into his room to help him get ready while he let Tiffany sleep in, as a reward for her admirable performance in bed yesterday.
But then, knowing Ashcroft and Keene would be dealing with Liam and Corey, he had taken his maid to the control room, clicked camera perspectives around until he had found them, and now, instead of preparing his breakfast, his maid was kneeling under the table the monitor sat on, working on getting her own breakfast out of his cock.
He didn’t even know this sissy’s name, neither her old name nor her sissy name. They were rotated in and out, and with over 140 in the US alone, he couldn’t be expected to remember every single one. She was Asian and very good, though, so he considered taking her with him to New York. Have her rotated out of maid duty into secretary duty.
On the screen, Liam and Corey were still kissing, and Dominic had never been more glad that he had decided to be a little voyeuristic this morning. He could already be on his way to New York, of course, but he could also just work longer into the evening today. He was glad it was Veronica and Alistair this morning and not Clara. If it had been Clara, he was sure the two sissies would, instead of a spanking, be sucking on toes right now. Which he didn’t find so arousing, but Clara liked it, and he wasn’t one to judge her for it.
Watching these two kiss each other made Dominic realize just how much potential there was in their friendship. It could bloom into a real sissy friendship. They would hold hands, do each other’s makeup, kiss each other as greetings, gossip together, hold the other while she was getting fucked, tease each other about their shrinking clits and growing plugs. The next two years would appear to become very interesting ones indeed.
He groaned as the Asian sissy’s tongue stud played around with his head. "Fuck, she’s good," he thought, but he couldn’t cum yet. He had decided to take her with him to New York. "Listen, sweety," he said. Her pretty eyes looked up at him. "Don’t make me cum yet, we’re gonna drive to New York. You’ll be on secretary duty for, at least, this week instead of maid duty." He was going to bend her over his desk there, at some point.
Miu released his cock and squeaked, "Yes, sir." She was actually glad, as in her mind secretarial duties were far superior to working the night shift in one of Mercer’s mansions, and everything was better than working the streets.
"What’s your name, by the way, my sweet girly boy slut?" Dominic asked.
"Miu, sir," she answered, and thought, incredulous, "You were the one who gave it to me."
Before he got up, he tabbed over from camera D4-03’s live feed to the mansion’s security monitoring system. A top-down schematic of the entire estate appeared. Every wing, every corridor, every room was mapped out. But it wasn’t the layout that interested him.
It was the many tiny green dots. Currently, thirty-six such dots were present in this particular property, most of them stationary right now, as most of their occupants were still asleep. The system was still locking their rooms for the night. It happened automatically every evening at 9 p.m., doors sealed, access restricted. But in half an hour, at six in the morning, they would open again as another day began.
Each dot represented a sissy, provided she had been implanted with a tracking chip. Liam and Corey, for example, were not yet. The chip itself transmitted location data, that allowed Dominic to follow their every movement wherever they were.
Each dot was infinitely precious to him as he looked down on them. Because while the chip tracked them, it was connected to a function embedded in each of their chastity cages. If he wanted, he could walk to the console right now and type in “stim S023 shock 2 1500,” which would cause subject 023’s, or Celine’s, dot to turn red. A red dot meant a shock was being administered through the unit in her chastity cage, and when it was done, her dot would turn green again. But of course he wouldn’t. Celine had been a good girl. There was no reason to punish her. But he could, at any time.
It was intoxicating to just think about. That he, the wimp of Westbrook High, now held this kind of power. The ability to administer “corrections” to his sissies from above, at any moment, without the possibility of resistance. Just how incredibly far had he come?
“God, fucking damn it,” Dominic thought. “Now I’m harder than ever.” Driving while hard was inconvenient and distracting.
Had Dominic still watched the feed, he would’ve now seen Liam and Corey get up, clearly shaken from their ordeal, and being led out of the room by Ashcroft. They followed him through the corridors of the manor, as outside the sun came up and the many floors began showing signs of life. Every now and then Ashcroft greeted a sissy or a member of staff, but neither Liam nor Corey made eye contact with anyone.
Soon enough, they arrived at the classroom where their first ever lesson in sissification would take place.
Ashcroft knocked briskly at the door. Shortly after, he heard Clara Bell’s lofty voice, muffled by the door, say, "Enter."