Saving Amy

Please find enclosed a story for inclusion in the Transgender Control section. It is a continuation of a story that started with Saving Amy.

• Amanda Stern

SAVING AMY PART 3: TIFFANY ON TOP

There are surprises waiting for the sissified Tiffany as she undertakes her probationary assignment for the SiFu Club. A lot more than food is on the menu when she dines with her former boss!

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"Is there something wrong?" Mr Harper stood at the door, his handsome face creased into a frown of concern.

Tiffany stared at the man who until a few months ago had been her former boss -- or rather, Eric's boss. She had certainly never worked for him as Tiffany. And strangely, he didn't seem to recognise her as a feminised version of the young lawyer he'd fired for poor performance.

"No sir", she managed to say. "Just a bit nervous."

His face relaxed into a smile. "Ah yes, I gather that you're new to this line of work?"

"Very, sir", answered Tiffany, "but I'll try to do my best." So not only did he know what she was, but that she was on probation. Well, Nancy had told her that he was a long serving member of the Sissyfuckers Club.

"Good girl -- I'm sure you will", he said, gesturing for her to come inside. She stepped across the doorway, conscious both of the heels she was wearing and the weight of the fluid that had been injected into her chest to give her a temporary pair of breasts. She had been practising for a couple of weeks in high-heeled shoes, but the feeling of having boobs was still entirely novel. Combining the two was presenting a challenge, just in keeping her balance.

He shut the door behind her, then led her down the hall and into an elegantly furnished sitting room. "Would you like a pre-dinner drink?" he asked, as she sat down on an attractive though not especially comfortable couch. "Some champagne, perhaps?"

"Thank you sir, that would be lovely." He went over to a drinks cabinet, which he opened to reveal a small refrigerated compartment. As he worked on the cork of the champagne bottle, she studied him closely. He was slim and clean cut, with greying hair and sparkling eyes. If she had to guess, he would have been in his mid-forties.

He also had the ease of someone who was born into privilege rather than ever having to work for it. Not that he didn't work hard, Tiffany thought. There'd never been a day when she could recall Eric getting to work before him, or leaving after him. You didn't get to be a managing partner of a law firm if you were a slacker. But the point was, he never had to struggle to get where he was. He wasn't especially arrogant, or dismissive of those who came from less fortunate backgrounds. But nor did he conceal just how comfortable he was with a life of wealth and power. Whether intentionally or not, he projected an aura of natural superiority.

It was the same now. He'd just paid what Tiffany assumed must -- given the sizeable fee she'd been promised -- be a very large sum of money for a night with a pretend woman, and an inexperienced one at that. Yet there was no trace of awkwardness or embarrassment in his manner.

"Here you go", he said, handing her a glass and sitting down next to her on the couch. "Good health", he added, clinking her glass with his own. She sipped the champagne, which was plainly French, and very good quality.

"Mmmm", he said, and for a minute she thought he was appreciating the bubbly. But then she realised he was looking at her bosom. "Those are new, I gather?"

"Yes sir", she answered, "but they're just temporary". He smiled. "What a shame. Do you mind if I, ah, test them out?"

Tiffany bit her lip, but she was fully aware that she was not in a position to resist the request. Not if she wanted to get paid, at any rate. Besides, this was who she apparently now was -- just a sissy for sale. So she meekly replied: "Of course not sir."

She sat stiffly as he reached over and felt each of her tits in turn through the cocktail dress. "My goodness", he said approvingly, "they certainly feel nice."

"Would you like me to get undressed sir?" she asked. Mr Harper laughed. "Oh no. Well, not until later, at least. We'll have dinner first. And you can forget the sir, by the way. Just call me Ryan, okay?"

"Yes sir -- sorry, I mean Ryan." He grinned at her slip, and for the first time since she had arrived, Tiffany gave a smile of her own. At least he was being polite, even if he had just been fondling her like a piece of merchandise.

Somewhat to her surprise, he kept his hands off her from that point on, as they sat, drank champagne and chatted. Tiffany found herself relaxing as they talked about current events and the latest films and tv shows. Mr Harper even made her laugh from time to time -- something that she couldn't remember Eric having done since ... well, since he had been kidnapped and tricked into working for the SiFu Club.

Their conversation was interrupted by the appearance of a very pretty young woman dressed in what was recognisably a maid's outfit, though it was far plainer than the fantasy uniform Tiffany had been forced to wear at Vance's mansion. "Dinner is served, sir", she announced, the accent suggesting that she had been born elsewhere.

"Thank you Juanita", said Mr Harper, rising to his feet and helping Tiffany do likewise. He ushered her through the door and said: "The girl will show you to the dining room. I'll join you there in a minute."

As he strode off, the maid gave Tiffany an encouraging smile and said "This way please, miss." She was led into a room with a lengthy table. Sitting at one end was a woman who Tiffany certainly recognised -- but had definitely not expected to be present . She rose to her feet and gave a warm smile. "Hello Tiffany, I'm Miranda Harper. Do please take a seat."

Miranda was, Tiffany knew, Ryan Harper's second wife. Eric had seen her on a number of occasions at firm functions. Like many other young men at the firm, he had lusted after her from afar. A former model, she was well into her thirties now, but still turned male heads. The sparkling blue low-cut dress she was wearing tonight was designed to emphasise her heavy boobs, which together with her long and lustrous auburn hair had always been her trade mark features.

What Tiffany simply couldn't understand was what Miranda was doing there. She had assumed that her client's wife must be away, and Ryan certainly hadn't mentioned otherwise. Yet here she was. Did this mean that she was going to be joining in whatever sexual activities her husband had planned?

More than a little rattled, Tiffany took a seat at the place indicated, next to Miranda. After accepting a glass of wine from the maid, she nervously looked over at her hostess and said: "It's nice to meet you Mrs -- I mean, Miranda. But I didn't realise you were going to be joining us."

Miranda arched a perfectly manicured eyebrow. "I can't think why not. You're not put out by my presence, I hope?"

"Oh no", said Tiffany hastily. "I just, er ..." Unable to think what to say, she took another sip of her wine. Miranda seemed amused by this, but made no attempt to call attention to her guest's discomfort, or indeed increase it. To the contrary, she engaged in light conversation, which continued when her husband joined them, and indeed throughout the dinner.

Tiffany was so out of practice at feeling relaxed and comfortable that it took her a good hour to settle down. But eventually she realised that she was actually enjoying herself. The food itself was of the highest quality, though not so plentiful or heavy that it created problems for someone who was thoroughly out of practice with big meals. The wine was delicious and the Harpers were splendid company.

Indeed so good was Tiffany feeling that she had completely forgotten the purpose of her visit. Until, just as Juanita was clearing away the dessert plates, Miranda brought the subject up without any warning.

"So, Tiffany", she said brightly, "I assume your cock's in working order?"

The subject of her inquiry blinked and stared at her hostess. Her mouth opened and closed. Then she looked round at the maid.

"Oh don't worry about Juanita", said Ryan jovially, seeing the direction of her look. "She knows all about our little, ah, peccadilloes. Don't you dear?"

"Oh yes sir", said the maid, shooting a smile at Tiffany, then resuming her work.

"So", pressed Miranda, "is it?"

Tiffany swallowed. "I, um, think so ... It's just that, well, I haven't actually used it in, er, quite a while really ..."

In fact, she couldn't remember the last time she'd even had an erection. She'd been aroused for a good part of her night at the mansion, very much against her will, but had been prevented from getting hard by the drugs her captors had given her.

"Well, I'm sure you'll do just fine", said Miranda. "Perhaps we might start by getting you, ah, up to speed. Ryan, get under the table and do something about that."

Tiffany was shocked by the casual nature of the instruction, but even more so by Mr Harper's reaction. "Of course dear", he said, then got down on his knees and crawled under the table.

"Spread your legs and lift your dress up a little, please dear", said Miranda. Her voice was still calm, as if nothing out of the ordinary was happening. But it also had a strangely compelling tone.

Tiffany was feeling a little light-headed from all the wine she'd drunk, not to mention the medication she'd received earlier at the clinic. In something of a daze, she lifted her bottom and pulled her dress up so that it bunched around her waist. She opened her legs and felt Ryan take up position between them, though she couldn't see him. Then she gasped as she felt him rummaging in her panties.

"Just relax dear, there's nothing to worry about", said Miranda in a soothing voice. "But just to make things a little easier, perhaps I can distract you a little." She rested a hand lightly on her chest, one finger tracing her cleavage. "You've been looking at these all evening. Do you like them?"

Tiffany blushed and nodded, then gasped again as she felt Ryan's fingers close around her flaccid member.

"Well then, perhaps you'd like a better view", said Miranda. Without taking her eyes off Tiffany, she called out: "Juanita!" The maid appeared behind her. She rested her hands on the older woman's shoulders, then slid them down her front. Working without hurry, she freed first one breast from inside the slit in the front of the blue dress, then the other.

"Oh my god", whispered Tiffany. But whether this was because of the sight of Miranda's large, creamy white boobs spilling free, or the wetness of Ryan's mouth as it closed over her cock, she couldn't say. All she knew was that she was suddenly so turned on that it hurt. Her groin was radiating heat like a furnace. From beneath the table, she heard a choking sound as her organ rapidly expanded to fill her host's mouth.

"That feels good, doesn't it?" remarked Miranda dreamily. "And so does this, I can assure you", she continued, as the maid massaged her breasts. "Mmmm", she said appreciatively. She looked up at the young girl who was fondling her. "Come and sit on my lap."

"Yes ma'am", said Juanita. She did not look the slightest bit perturbed about what she was being asked to do. She waited for her mistress to pull her chair back from the table, then sat down carefully on the older and much larger woman, allowing herself to be cradled as if she were a baby. The impression was only increased when her head was guided to one of Miranda's loose boobs, which she began to suckle.

Tiffany was torn between this astonishing tableau and what was happening in her own lap. Her cock, now fully hard, was completely enveloped in Ryan's busy mouth, so much so that she could feel his lips on her belly. And then, incredibly, she felt him open his mouth wider still and engulf her balls as well. Tiffany had never experienced anything like this from her (or rather Eric's) girlfriends. The feeling of her genitals being swallowed was amazing. How on earth he was able to breathe, she had no idea.

Lifting up the tablecloth, she looked down to see his head buried in her groin. As she watched, he finally withdrew, gagging a little as he did so. Streams of saliva ran down her shaft, which he quickly covered once again. This time though he did not take it all in. Instead, he began sucking on it vigorously, making an O with his lips and driving his mouth up and down the top of her shaft. His eyes opened as he did so and he looked up into Tiffany's face. As she stared back at him, he gave a brief grimace that might have been an attempted smile, but then got back to work.

"By the look on your face, I'm guessing he did that deep throat thing?" Tiffany swivelled her head to look back at Miranda, who was smiling at her. "Yeah, that's a real party trick of his." She was gently stroking the cheek of the maid, who was still busily kissing and licking one of her large tits. "Bet you'd like to be doing this, wouldn't you Tiffany?" she asked in a teasing voice.

"Oh yes ma'am", said Tiffany at once, her attention once again captured by the scene across the table.

"Of course you would", answered Miranda. With the hand that was not cradling Juanita's head, she reached down and lifted the maid's skirt. With a thrill, Tiffany realised that the girl was not wearing any underwear. Either she never did so, or she'd been well and truly prepared for what was now happening. She was also completely shaven. The older woman slipped a finger into her hairless quim and was a rewarded with a moan from both her young companion and Tiffany.

As Tiffany watched the two women, she became aware of a rising tide within her. All that she wanted in that moment to do was to let it roll through and over her. But she was also aware that it wasn't up to her to make that decision. Reluctantly, her breath shortening, she gasped: "Sir, ma'am, I think I'm going to come ..."

Miranda's reaction was immediate. "Ryan, enough", she commanded in a firm tone. Tiffany felt her cock being released and fought down an urge to grab it herself and finish the job that Mr Harper had started.

"Time for bed, I think", announced Miranda. "Juanita, please take our guest upstairs and get her ready, will you?" The girl gave the breast she was playing with one last kiss and got to her feet, smoothing down her skirt. "This way please miss", she said, walking over to the door.

Tiffany got up to follow her, but struggled to get her rock hard cock back into her panties. She wasn't especially well hung, with perhaps five and a half inches when fully erect as she was now. But even so, she simply couldn't hide it under her dress. "Don't worry about that", laughed Miranda.

Tiffany stopped trying to smooth down her dress and followed the maid out of the room, her cheeks burning with a mixture of embarrassment and the strange heat that seemed to be suffusing her body. She was led upstairs to a large bedroom.

"Okay, you take off that lovely dress", said Juanita. Tiffany obediently turned around and allowed the maid to unzip the dress, then let it fall to the floor. "Bra and panties too, I think", said the girl. "But leave shoes on. And stockings of course."

Tiffany hesitated, but then removed the requested items. She was wondering whether she should cover herself up. But when she turned around, she found that Juanita too was stripping out of her uniform, so she didn't see the point. The girl had a slim body, with tits so small they were scarcely bumps on her chest. She seemed a lot more interested in Tiffany's boobs, however.

"Oh wow", she said, reaching out tentatively to touch them, as if afraid they'd burst. "These just ... what the word, temporary, right?" Tiffany nodded, then shivered as the girl gently fingered her nipples. They were a lot more sensitive than she could ever remember, though whether that was because of the injections, the drugs she'd been given or just the fact she was so aroused, she couldn't say.

"Well, they look strange", said the maid in a critical tone, but then grinned. "But feel okay. And you look real pretty. This the first time you be a girl?"

"Second", said Tiffany. Juanita nodded. "Pretty good. Just shame about that." She indicated Tiffany's cock, which was still standing proud.

"You don't like, um, penises?" asked Tiffany.

"No", said Juanita emphatically. "And if I did, mistress not allow it."

"So you don't, I mean, sleep with Mr Harper at all?"

The maid laughed. "Oh no, only with mistress. Unless ..."

"Unless what?"

"Well..." Juanita looked around, as if afraid she might be overheard. She lowered her voice. "Sometimes if she not happy with him, she make him stay in bed with us while we, you know, have sex. Just make him feel bad I guess."

"So they don't normally sleep together, even though they're husband and wife?" asked a mystified Tiffany.

"Never. That husband wife thing just -- how you say, just for show, right?" She looked round as there was a clanking sound outside in the hall and gave a little giggle. "You see right now!"

If Tiffany had been shocked by the behaviour at the dinner table, she was downright stunned by the entrance of Mr and Mrs Harper. She entered first, wearing the same dress she had donned for dinner, with her large breasts still hanging free. She was holding a chain, which was attached to her naked husband. She pulled it taught, causing him to stumble into the room.

Tiffany had to look twice to work out what the chain was attached to. It was a metal device that tightly encased Ryan's flaccid cock in a series of rings. The one at the base was tucked behind his balls, which seemed slightly enlarged. The whole contraption looked incredibly uncomfortable. Yet if its wearer was suffering any distress, he wasn't showing any signs of it. Nor, however, was he looking at Tiffany. His eyes were downcast, and his whole attitude conveyed a submissiveness that was at odds not just with how he had behaved at dinner, but with everything Eric had previously seen when they worked together.

Miranda laughed. "Not quite what you were expecting?" She walked over to her husband and unclipped the chain. "Ryan, tell our guest what this is and why you wear it."

"Yes mistress", he said obediently. Without looking at Tiffany, he explained: "This is my chastity cage. It stops me ... getting too excited. Wearing it is part of the agreement I made with mistress."

"The agreement?" asked Tiffany, looking first at Ryan, then Miranda. It was the woman who answered. "A couple of years ago, I discovered that Ryan had been fucking his secretary. I gave him a choice. He could have an expensive divorce, or he could agree to be my property. We'd already been playing a lot of discipline games, so I knew he was the submissive type -- at least where I was concerned. The cage sealed the deal, if you like. It's locked, and only I have the key."

"So he wears that all the time?" Tiffany couldn't decide if she was horrified or fascinated. Probably both, she thought.

"Oh yes. Except every now and again when the cage needs cleaning, and I can assure you he is very strictly supervised on those occasions."

"But wouldn't that mean he can't ..." Tiffany trailed off, too embarrassed to complete the question.

Miranda laughed again. It was clear she found the whole conversation hugely entertaining. "He can't come? No, orgasms are perfectly possible ... just very, very hard to achieve. And as enjoyable as they used to be. Especially as he doesn't get to touch women any more. Not real ones anyway. But if he's been good, then he's allowed to have a pretend one. He joined the Club you work for a long time before he met me, so it's one of the few perks he's still allowed -- though only when I permit it of course."

Tiffany still couldn't process what she was hearing. "But he wasn't like that at all when --" Her hand flew to her mouth as she realised her mistake.

Miranda's smile was positively malicious now. "When you worked together, you mean? Don't worry, I'm perfectly aware of your connection with Ryan. He recognised you when the Club sent through details of possible candidates for tonight. And like a good little slave he told his mistress all about you and why it would have to be someone else."

She gave a delicate shrug. "So of course I told him it would have to be you. And that not only was his former employee going to come and fuck him, but he would have to endure the shame of having our domestic arrangement exposed."

Miranda cocked her head sideways and gave Tiffany a piercing look. "You're one of the few people outside this house to find out about how Ryan really lives his life. For everyone else, we maintain the charade of being husband and wife. But I thought it was too delicious for you not to know. Understand this though. It remains a secret, even from your employers. Got that?" Tiffany nodded.

"Good. Because I have my own connections with the Club and if I ever find out you've opened your mouth, I can make your life a living hell. Now, let's get on with this, shall we?"

"Yes ma'am", said Tiffany, but then hesitated. "It's just that ..."

"Just what? Spit it out."

"Well, I was told that Mr Harper , I mean Ryan ... that he was going to be ... I think they said a top as well as a bottom? Only I'm not sure how ..." Tiffany gestured at her former boss' caged cock.

Mrs Harper gave a guffaw. "Oh, so that's what you're worried about! If you like, I have a nice big strapon that Juanita could use on you. Or if you prefer the real thing, we do have a rather, ah, rugged gardener. I could give him a call and see if he's free?"

Tiffany swallowed. "Uh, no thank you ma'am, I'm happy to go without."

Miranda sniffed. "Well, suit yourself. Now, enough talk. Ryan, you can give Tiffany here a kiss and a cuddle and pay some attention to those artificial tits you seem unaccountably fond of."

"Yes mistress", intoned her husband. For the first time since entering the bedroom, he looked up. "Tiffany", he said gently, his face strangely serene, "would you mind joining me on the bed?" He took her unresisting hand and led her to the large bed. Heart pounding, she lay down on it next to him, turning on her side to face him.

She had no idea what to do next, but it didn't seem to matter. He reached out one hand to grasp her now semi-erect cock, while simultaneously leaning in to nuzzle and kiss the side of her neck. He worked his way slowly downwards, lavishing attention to her smooth, perfumed skin, while alternately fondling her shaft and running his hand over her stockinged thigh. When he reached her breast, he ran his tongue around and under the fluid-filled mound, until finally his lips closed on its centre.

Juanita's touch earlier had been exciting, but it was nothing compared to the electricity that ran through Tiffany as Ryan's mouth did its work. She felt both her nipple and her cock stiffen in response to the man's rapt attention. As if by instinct, she reached round with her free arm and stroked his back. He was clearly someone who kept in shape. His body was firm, well-muscled and covered by a pelt of hair that was largely black, except for a patch of grey in the centre of his chest.

Somewhere in her mind, she knew she should have been revolted by the idea of caressing a man. And in truth she was. But nor could she ignore the stimulation to her sensitive parts.

But an even bigger challenge was to come. Relinquishing her boobs, Ryan lifted his head up and brought his mouth down on hers.

She had never been kissed by a man. On that horrible night at the mansion she had been forced to endure all kinds of indignities at the hands (and more especially cocks) of the guests. But none of the men had tried to kiss her. And besides, their control over her had been absolute. She had thought she was saving a young woman, and there had also been an implicit threat of violence. But she had chosen to come here. She didn't have to submit to the indignity of letting this man kiss her, even if he had once been her boss.

But in the end, it was precisely because she had chosen to be here that she submitted. The twisted logic that had prevailed in her mind since her violation at the mansion told her that if she allowed herself to be sissified and prostituted, then that's what she deserved. She was a sissy whore, so that's how she had to act -- no matter how shameful and humiliating it felt.

So she didn't just let him kiss her. She kissed him back -- and not softly either. The sensation was a strange one. She tried to imagine that she was kissing a woman, but his lips -- and especially the stubble around them -- felt totally wrong. Far easier to play the part of who she feared she was -- a man who'd been paid to dress as a woman and not just kiss another man, but fuck him too.

She felt him respond, allowing his tongue to probe her mouth. She pulled his upper body hard against her, so that she could feel his chest hair rubbing against her pseudo tits. But she was careful not to get in the way of the hand that was busily stroking her rigid member.

After a few minutes of this, she heard a voice say: "Enough kissing. Get on your knees and elbows and let me see that ass of yours." As Ryan moved to obey, Tiffany was surprised to realise that it was she who had given the order, not Miranda. So why had she done that? Well because she was playing a part -- the sissy slut who was being paid to fuck her client. And because, despite everything, she was feeling horny as hell. The need might have been shameful, but it was real.

She found herself kneeling behind Ryan, who as instructed was down on his knees and forearms, with his butt in the air. With a thrill, she realised that he too had been shaved, so that his puckered asshole was fully visible.

She was wondering how to go about penetrating him, when she felt a tube being pressed into her hand. She turned to see Juanita's grinning face. "Lubricant", said the maid. Tiffany nodded her thanks, then took the top off and squeezed a clear, viscous fluid into the palm of her hand. She daubed some on her cock, then let the rest slide off her fingers and pool around the exposed rectum beneath her. She thought for a moment about using one of her fingers to open it up, but recoiled from the idea. Besides, she was feeling too desperate to delay her gratification any further.

Eric had never experienced anal sex, nor even thought of suggesting it to any of his various girlfriends. And while Tiffany had been on the receiving end, both at the mansion and on the way back from that ordeal, this form of it was new to her too. But she did not hesitate. Manoeuvring herself into place, she pushed hard against Ryan's rear entrance. There was a brief resistance, but then she slipped inside.

It was easier and less tight than she would have expected. She wondered if Ryan was routinely forced to keep a plug in his bottom to keep it stretched, as she had been at the mansion. Even so though, it felt different to a woman's pussy. She was not sure she liked it, but that wasn't the point.

"What do you want, Ryan? Nice and loud now ..." Tiffany marvelled at how much in control she sounded, when in fact she was a prisoner to her shame. But it seemed she could at least play at being on top. She waited for the answer with her cock buried deep inside the man's back passage.

"I want you to fuck me. Please Tiffany, please fuck me hard!" The response was a compelling one, but even so Tiffany looked around.. Miranda was sitting on an armchair, idly fondling the naked maid on her lap. She smiled and nodded her permission. So Tiffany gave Ryan what he wanted.

There was nothing remotely subtle about it. She simply pounded her pole in and out of his behind, going as far inside as her modest length would allow. With each smack of her pubic bone against his buttocks, he grunted. Though whether this was pleasure, pain or discomfort she didn't know and didn't really care.

There should have been nothing erotic about fucking a naked man. Yet something about what she was doing turned her on, though whether it was the physical sensation of his anal passage clenched around her inflamed glans or the sheer wrongness of what she was doing, she couldn't say. The only thing she was sure of was that any satisfaction did not come from the fact that she was buggering the man who had fired her. Eric might possibly have felt that, but not Tiffany.

Whatever was driving her, she didn't have much time to reflect on it. She had been hurling herself down and into him for what seemed like only a few minutes before she was overtaken by a toe-curling orgasm. Urged on by her partner, who seemed to relish being used in this way, she sent wave after wave of pent-up sperm into his hole, until she felt that she must be sloshing in her own cum. Then, still locked inside, she collapsed on top of him.

She was roused from her torpor by a slow handclap from behind. "Very nicely done dear", commented Miranda, "that was certainly an excellent start. But we do have a rule here -- Ryan has to swallow anything that gets put either into or onto him. So you'll need to help with that, okay?"

Tiffany nodded, but the distaste must have shown on her face, because the older woman laughed and continued: "Don't worry, he's perfectly clean back there. Juanita gave him an enema herself this afternoon, didn't you?" The maid took time out from the enjoyment of having her pussy fingered to nod her assent.

Pulling her still hard cock from out of Ryan's ass, Tiffany thought for a minute, then manoeuvred her head until it was underneath his bottom, her feet pointing away from him. She then asked him to kneel upright. As he did so, her cum began to dribble out of his rectum. There was an awful lot of it and it took three goes to gather it all on her mouth. With each portion she kissed Ryan and transferred her fluids into his mouth, then waited for him to gulp it all down.

The whole process should have nauseated her. Yet the very sluttiness of sucking her cum out of his bottom and dribbling it into his mouth seemed perfect for the part she was playing. There was nothing enjoyable about it -- but then, she thought, sissy whores weren't supposed to enjoy their work. They just got on with it.

And to her surprise, she didn't lose her erection. The chemical she'd been given at the clinic was plainly working its magic. No sooner had she finished cleaning up her first orgasm when she began the journey to the next. Laying back on the bed, head comfortably propped on a pillow, she divided her attention between Ryan's enthusiastic blowjob and the sight of Miranda sitting with her legs wide open, dress hiked up around her waist and Juanita energetically lapping at her hairy quim.

Miranda had already come twice when Tiffany spurted into Ryan's hungry mouth. There wasn't so much to clean up this time, fortunately, and the two couples took the opportunity to rest and recover in each other's arms. Tiffany felt strangely at peace lying there naked with her former boss, his head resting on her steadily deflating boobs. It was disgusting, but also somehow right. She knew that in the days to come, she would remember her actions with the deepest chagrin. But she would also recall how much she had enjoyed her orgasms. They were proof that she was indeed a slut. Maybe she wasn't playing a role after all, just a darker and more perverted version of herself.

Soon enough, both Ryan and Miranda wanted more. They swapped places, at the older woman's insistence. She and her young lover lay on the bed with their legs entwined, both fully naked now and grinding their snatches against one another. Tiffany leant back in the armchair, with Ryan sitting on top and lowering himself until he was impaled on the sissy's rampant cock. At his mistress' insistence, he did the work, using both his hands and feet to lever himself up and down.

Tiffany, although distracted by the amazing scene on the bed, noticed that Ryan seemed to be varying the angle of her penetration of his by now well-greased passage. A series of moans eventually suggested that he had found what he was looking for and he increased both the speed and power of his plunges. When Tiffany reached round and started to play with his nipples, the volume of his cries only increased.

On the bed, Miranda and Juanita interrupted their own lovemaking to watch the two on the chair. Tiffany could feel her own orgasm approaching and was now pushing her pelvis upwards to meet Ryan as he took her cock. But it was her partner, unexpectedly, who came first.

Looking down over his shoulder, Tiffany marvelled at the sight of the man's tightly caged cock twitching and spurting, without anything touching it. She knew from her own experience at the mansion that it was possible to reach an orgasm purely from anal stimulation. In her case there had been no joy whatsoever in the release and her semen had simply dribbled out of her chemically inhibited organ. But this looked more dramatic, and Ryan's groans of relief certainly suggested as much.

But she had little time to reflect on it, because now her own orgasm was upon her -- and strangely, it was the most intense yet that evening. She was left gasping as the sensations coursed through her. In the background she could hear the women on the bed giggling, but all her thoughts were on the hard spike that she had driven deep into her former boss, and on the feel of his sweaty, shuddering body against her own.

As her breathing slowed, she turned his head to face her and kissed him. They stayed there for a while, lips pressed together, tongues gently intertwining, her twitching cock still inside him. Finally, he broke the kiss and murmured something that at first she couldn't make out, but then realised was simply "Thank you". A single tear ran down his cheek.

And just like that, the spell broke. Ryan climbed off her and there was cum all over the place, which had to be cleaned up. The sense of shame had returned, just sitting in the background to remind her that what she was doing was disgraceful and wrong. And Miranda was berating her husband for daring to come without asking permission and promising all kinds of retribution. Plus, Tiffany was still hard ...

By the time morning came, she was drained and exhausted. Although unable to come again, she had been required to fuck Mr Harper for what felt like an eternity, in all kinds of position, before finally being allowed to grab a few hours of sleep in a guest bedroom. The man himself had been led away, with his mistress threatening to hang him up in chains for the night. Tiffany had no way of knowing whether this was an idle threat, but he did seem a little haggard in the morning.

Even so, as he walked her out to the limousine that had arrived to pick her up, his manner was very much calm and relaxed, just as it had been when she arrived. Looking around to make sure they could not be overheard, she whispered the question that had been on her mind for the last several hours: "So are you really okay with this? I mean, about being a slave when you're at home? It seems ... pretty extreme."

She could not help but cast a glance down at his groin. There was nothing to give it away, but she knew the cage was still there underneath his pants.

He smiled. "I've never been happier. All the stress I have to put up with at work? None of it comes home with me now. Any decisions that matter are taken for me. If I'm punished, I usually deserve it. And if I don't? Well, let's just say I've done bad things before in my life, and the ledger has a way of balancing itself."

His face turned more serious. "But what about you? When I last saw you, it seemed things had gotten pretty desperate. Now look at you! I mean, you could probably do with putting on a few pounds, but you make a sensational woman ..."

Tiffany gave a sad smile and leaned in to peck him on the cheek. "That's sweet of you. You know, I don't blame you for firing me .. and I'm really glad we had such a good time. And as for me, well, I'm still trying to figure out who I am and what I'm good for."

Ryan looked at her for a minute and then said: "Well, I'll certainly be giving the Club a glowing report on how you did. I can understand if you don't want to make a career out of this kind of work -- but you do seem to be a natural!"

And that, Tiffany reflected as the car drove her away, was precisely her problem. She had done "this work" twice now -- once out of a mix of compulsion and necessity, and once through choice. It ashamed and humiliated her ... and yet all she had to show for it was satisfied customers. So maybe she really was what she most feared: not just a sissy whore, but a good one ...

To be continued in Part 4: School's Out