AliExpress and Sissy Downfall Pt. 10

As Charlie with her head raised off the cushion admired her new sissy pussy, she felt a complete head rush. As she and Tim had discussed just one guiche piercing at such length, over and over, texts flying back and forth on the crest of a wave of horniness and a submissives deep desire to please, she had fixated on the idea of being pierced without her wife knowing. Yet here she was with her wife choosing multiple piercings and by the sounds of it, a whole lot more and Charlie instead of being horrified was captivated by the idea. Looking from her new pussy to the smile on her wifes face, the shimmer and gleam in her eyes made Charlie happy. As Tim had intended, his slut was not only resigned to what was about to come, she was excited and wanted more, as much as could be done to make her more appealing as a sissy faggot. She knew her place was to make Real men hard and to give them holes to place that hardness and find relief.

Emma began to unstrap Charlie, "Woah there baby aren't you forgetting something?" Said Tim firmly to her.

"Oh shit, how thoughtless of me, sorry she can't be empty can she?"

"No she can't, from here on in, I want her to feel full and fucked all the time and I mean at all times, it's only when she needs to shit or when she's being used that she can be empty. I want her to able to take not just your slim fist, but mine at a moments notice at any time. She's had long enough of just playing at this game, now she will be fully trained as I always planned."

Emma picked up the slippery Bad Dragon plug and began once more to work it into her husbands sore sissy pussy. This time, post the fisting it went in far more easily than before, although it still elicited a scream into the cum soaked gag in Charlies mouth, forcing her to swallow more cum and spit as she screamed. Emma didn't just push it in place, she fucked him with it for a few strokes making sure the big ridge opened her fully with each stroke before she then rammed it home. The feeling

She pushed it in deep and carefully pushed and prodded her husbands new pussy inside the zip of the PVC body as she bit by bit closed the zip., pushing and squeezing the big base of the plug under the zip. As the zip closed fully, Charlie let out a moan, the pressure of the zip seam on her exposed clit head was intense. Emma then rubbed her fingers up and down on the zip, concentrating on the slight bulge of her husbands clithead, giving her a complete overload to her senses.

The sensations of her asspussy being completely full again after having taken her wife's fist for the very first time of her life and now the sensitivity of her clithead had Charlie on the precipice of another sissygasm. She was beside herself as she moaned into the gag, saliva dripping down her throat and out of her mouth onto her new PVC clad boobs.

Emma leant forward and kissed the little camel toe bulge on the PVC covering. "So much better now hubbie, you don't look like a pathetic guy in drag, you look like a true sissy slut faggot. The dirtiest fag wife for Tim and for me, I love the look, you're rocking it and every real man i show you too is going to want a piece of your ass or to use your mouth as a cock sleeve and that thought turns me on more than any other.

Emma unfastened the straps holding Charlie down and lowered her high heeled clad feet to the floor, giving Charlie the time to get some blood back into her legs and to try and accommodate the huge base of the bad dragon plug which was rammed deep within her ass pussy.

Her breaths were coming in short sharp shocks, then Emma released the gag from her mouth and withdrew the dirty panties too. She stood very carefully still holding onto the stirrups that her legs had been held in and couldn't help but moan with the intense pressure on her clit head mixed with the sheer pain of the new piercings as she bent forward with the pain and pleasure overload.

Emma scooped up the trail of saliva from her husbands PVC clad breasts and pushed her fingers into Charlies bright red lips, Charlie did as she knew she should and licked her wife's fingers clean. Emma leaned in and kissed her slut of a husband full on the lips. "I love you baby, and and I love the new you even more, this is going to be a truly wild ride."

"Thankyou Mistress and i know it's going to get even more wild that it already has." Charlies smile was tinged with a little sadness.

"But you will do as you are instructed won't you?" it was a question, but also a statement from Emma.

"Yes Mistress, slut will do as she is told, without fail."

"Good girl, that's my girl, the right attitude is so important for a fag wife, you know that, don't let me down. The consequences would not be pleasant for you."

"No Mistress I won't and thankyou for my new pussy, it hurts but it is very lovely."

"It is, but once we've done the next bit it will look all the more lovely, of that I'm sure."

"Yes Miss, thankyou Miss."

"Put the dress on the slut and let's get back to the hotel, time she did some more work while we have dinner." Tim was completely matter of fact.

At his comment Charlie realised she was the hungriest she'd been for years, she'd not had anything to eat apart from cum for the last 24 hours. "Please Master may i be allowed a little food, I'm beginning to feel faint." Emma then pulled the gold dress down over Charlies PVC body.

Tim looked over at Charlie sternly "That's just how a stupid vapid slut like you should feel, constantly hungry, we have to make that fat ass of yours a little slimmer and shed some of that belly fat, you look like a pig stuffed in a blanket and I just won't have that slut. You need some more exercise and possibly a drink, the most you'll have tonight is some more protein."

Charlie thought she might cry, her Masters comments truly hurt her to the very core, she recovered enough to reply. "I'm sorry Sir, i will do better and make myself more beautiful for you and Mistress."

"You'd better, I expect you to me a smoking hot slut, a good diet of cum and piss for a week or so will help kick start the weight loss, but you'll need to work out too and once we get back to the hotel we can start that process. You won't recognise yourself in 6 weeks, it'll be intense, but you'll be truly beautiful."

Again Tim was playing through the proven process of breaking sluts down, make them feel bad about their bodies and in his view it simply made them very keen to please and do exactly what you wanted, and made them desperate, truly desperate with a deep seated hunger to please, just as he wanted them to be. The piercings were as effective as any chastity cage would be, the fact that having an orgasm would only come with being fucked anally for Charlie would make her keen to please too.

"Yes Master please make me work out to be the best i can be for you, to transform this ugly body into something you could want."

Tim moved over to Charlie and put his hands on her slumped shoulders. "Now wife, stand up straight and be proud, both Mistress and I do want you, but I want everyone who casts eyes upon you to crave and desire you, to long to fuck you, that's the end game, ok slut, do you understand."

"Yes i do thank you Master."

"Right well lets leave Andy to clean up and we'd better get some more clothes for you before the shops shut and then we can get you working out."

After Emma finished getting her husband dressed and tidied up a little, they left Andy to it, as they went he smiled at the thought of the work out Charlie was likely to get this evening, it would be a long one for her, he'd heard stories before of how Tim trained and perfected his sluts.

A short taxi ride and they were back at the hotel. Charlie had been dressed for a few hours now and was becoming used to how she looked, the horror she'd first felt at being around others in her slutty heels, outfit and wig were now distant memories, she was almost immune to the sniggers and whispered comments of the vanilla people they passed.

Tim and Emma led Charlie to the nearest shopping mall and straight into an exercise clothing store. The beautifully made up, svelte althletic sales girl came up to Emma, "How can I help Madam what are you looking for."

Emma didn't need to ask Tim she knew, "Well this little one needs to lose a bit of weight and so i'd like some nice and tight yoga pants for her and also a nice tight top, she'll be slimming down so i don't want her to grow out of it too quickly."

"Ok no problem, dark or bright colours."

Tim responded, "As bright as can be, we don't want her being shy in the gym."

"Of course Sir. We have just what you're after." The sales girl didn't bat an eyelid at Charlie's look, she'd seen some pretty wayout people over the years.

She showed they all manner of clothes, Tim and Emma settled on some white Capri pants and a bright pink cropped top which showed off a little too much to Charlies stomach. Tim thought it would give her something to focus on during her workouts.

As Emma had helped her husband out of the dress and then had Charlie try the clothes on over her PVC body, the sales girl had taken a big intake of breath as Charlie turned on her heels she could clearly see the bulge of the butt plug pushing out between her big ass cheeks, the tightness of the yoga pants making everything clear and then there was the PVC. Nothing was said, the humiliation was intense for Charlie.

They redressed Charlie, paid and went back to the hotel.

Back at the hotel they went up to the room and Tim said to Emma. "Get her ready for her workout and I'll freshen up for dinner.

Emma stripped the dress, shoes and pvc body off her husband, who simply allowed her to undress her like a shop person with a mannequin. Her sissy hubbies breasts still glued on tightly and the false nipples sticking out provocatively as she pulled the bright pink cropped top over her heaving breasts.

Then as she stood legs wide apart, her pierced pussy, bright red and sore and her pierced clit head still oozing a little. Emma pulled a white pair of heavily padded panties to hopefully prevent any discharge from staining through the white yoga pants, but still allowing the tight seam of the yoga pants to accentuate the look of the big base of the bad dragon plug. Everyone who saw her on the way to the gym or at the gym would know what was deep within her unless they were very vanilla.

Then Emma reapplied Charlies make up and smiled. "You look so much hotter with your little camel toe. No unsightly bulge anymore and tomorrow we'll make it even better."

Charlie was pleased to hear that she looked good after Masters recent comment about her weight. But she knew she had to do more and be better.

Once Tim and Emma had quickly freshened up Tim said it was time to leave. Emma got Charlie's gym shoes out, which looked somewhat masculine with her new outfit, but it couldn't be helped. It was finally dawning on Charlie in her light headed state that she was really going to have to go out dressed like this and not only that she was it seemed, expected to work out like this and she was hungrier than she'd ever been.

"Here Emma fill her drink bottle up will you." Tim passed it to Emma with a naughty smile.

"I take it you mean fill it personally Master?"

"Indeed I do, nice and fresh, from now on every drop you pass has to be consumed by our girl.

The comments weren't registering with Charlie, she was still considering how on earth she could work out with this huge fucking plug despoiling her asshole.

Emma walked into the bathroom and let a stream of beautiful fresh amber nectar go into the bottle, filling it almost to the brim, as it was one of the insulated style of bottles she couldn't feel the warm piss through the bottle. She put the lid on, wiped a drop up with her finger which she then licked and straightened her skirt.

She walked over the Charlie and gave her the bottle, "No drinking until your working out and I expect the bottle to be empty before you finish."

"Yes Miss, thank you Miss."

They left the room, Tim leading the way and Charlie finding walking in gym shoes much easier, but somehow it made the large base of the dragon plug feel even bigger. She knew she was walking a little bow legged, but it couldn't be helped.

Tim led them into the gym, a petite well endowed girl with a pierced lip and tongue and a dragon tattoo peeking from under her sleeve was standing behind the desk, she looked up at Tim and was plainly ready to flirt until she clapped eyes on Emma and then her jaw dropped as she saw Charlie.

"Our little Charlie here needs a good workout, as you can see she needs to lose a few pounds. The problem is the two of us are off for dinner and I need her to keep at it, but we won't be here to supervise, is there anyone who can ensure that she does a really hard workout?"

"I can do that Sir, I have Chantel coming into relieve me on the desk shortly and I'm a fully trained personal trainer so you can hire me to train her for an hour if that's what you'd like, i can be as hard as you like on her Sir, I'm Brittany."

"Well Brittany, we do want it to be a truly intense session, although she's already a little sore after being pierced today."

"Umm pierced, may I ask where, I can't see a piercing, but I have a major thing for them."

"Should we have you show Brittany you're piercings Charlie? I think she'd really like to see them, what do you think, should she see all 9, at the word 9 Brittany took a large intake of breath.

"Please no Sir, don't make me do that." Then it dawned once more on Charlie.

"But of course, if you do want me to show her Sir I'll do it straight away, should it be in here or in the changing rooms."

"Well, in here slut, there's no one else around and I don't think Brittany will be too shocked by it, well hopefully not." Emma was loving this, absolutely loving it.

Charlie set his bottle down on the side and hooked both his thumbs in his new white yoga pants and lowered them, the thick panties underneath outlining the new piercings, then Emma reached forward and pulled her panties forward as Brittany leant in to look at Andy's masterpiece.

"Ohh my God that is fucking amazing, shit where are his balls."

"Her balls Brittany, Charlie is a sissy girl as you can see so we like to refer to her by the female pronoun."

"Sorry Sir, of course she's a she, i can see that. That pussy of hers looks amazing, but really sore, I'd love to have a closer look." she was twisting her head from side to side trying to get a better look.

"Well after you've got her truly tired out and sweaty after a good workout she can show you in the showers if that suits." Tim knew this was a girl who'd make the most of this opportunity he was giving her.

"And I take it that bulge is some sort of plug for her training?"

"Yes it is and a bloody big one at that, the Bad Dragon brand." Emma said it with pride.

"Ohh fuck they're so so sexy, I love those, I have one of the dildo's myself. So fucking horny. I take it that you want the plug to remain in place whilst she's training."

"Hell yes that's the crucial bit of pain and pleasure which she is going to need to work through, both her pussy and asspussy will be sore but she just needs to deal with it. Once she has the shower you can take it out to have a proper look if you like, but make sure it goes back in, pretty quickly." Tim was just rolling with the situation and making the most of it.

"What about more of the extreme training Master, should Brittany do some of that." Emma played along with Master Tim to make the most of the situation.

"Fuck yes what a great idea little one, Charlie here took her wifes fist for the very first time today and before long she'll be taking mine regularly, so not sure if this is something you can stomach or if it is a bit wild for you, but fisting is possible too."

"Ohh my, oh my, that's fucking brilliant, I love fisting it's fucking awesome, I love a good one in my pussy but can't take it in my ass yet." she smiled naughtily as she said that.

"It's all a matter of training Brittany, in fact on that, I could happily be your personal trainer and help you get to your goal if you'd like."

"You are kinky aren't you Sir, very fucking kinky."

"In my experience finding dirty little girls like you at the right time is crucial, so that your innate kinkiness can be set free to grow to it's full potential."

"Well my level of kinkiness is growing all the time, that's for sure. Just getting wilder and wilder."

"OK well you go for it, enjoy this slut, train her till she wants to drop, then train her some more and then enjoy showering and exploring her, she makes a good urinal too in case you enjoy watersports."

"Perfect, i do feel the need to pee coming on, can I just use her before we start?"

"Of course you can, she's your's to train and use, you set the programme. I should have said, her bottle was filled a short time ago by Emma, so keep her well hydrated and if she needs to pee every drop has to be recycled over and over, ok."

"Wow every drop, she'll be as full as can be." Brittany was truly loving this, it was like being in a porn film.

"Full of piss and that brutal plug, just how I like her to be the dirty little fuck slut. If only I could plug her and stop her pissing herself. but then again I guess the simple solution to that is that we'll send her straight back for a longer trip to the Basement if she does lose control." Emma had raised the stakes, now Charlie couldn't even piss.

At that comment Charlie winced, she had no intention to go back there, ever.

"I'm guessing that's an incentive, having heard a little about the place. Anyway I really need to pee." With that Brittany lifted her short skirt and pulled her sopping G string to one side of her shaved pussy, saying as she stepped forward "Open wide slut, it's time for your next drink, I wonder how differently I'll taste compared to your Mistress."

Charlie leaned her head back and opened her mouth wide as Brittany straddled her face, one delicate, slender, shaved white thigh either side of Charlies cheeks. Charlie saw the piercing in her lips and couldn't help but reach out her tongue to lick it just as Brittany let her warm stream go straight into Charlies open, waiting mouth. Charlie opened wider swallowing as quickly as she could trying to get every drop but failing, as drips dropped onto her gym clothes. She managed to get most of the warm fresh piss down her throat and as the stream reduced to a trickle she moved her head forward and licked Brittany's lips clean focusing on the ring. She was getting full now and her belly was tight, but she loved the taste of this new girl, fuck she wanted more, it was fresh and slightly sour, but truly satisfying.

As Charlie continued to lick, Brittany let out moan after moan and with each moan and contraction another stream of fresh piss eeked out into Charlies mouth, as she reached her climax she grasped Charlies ears pulling the sissies face deep into her own pussy and grinding on it, as she squirted directly down Charlies throat.

Charlie was on heat and continued to lick and suckle as best as she could lapping up every last drop of her juices reveling in the taste and heat between her thighs.

Tim smiled down, with each action he was taking his new acolyte deeper, getting so deep it would be almost impossible to claw her way back to any vestige of manhood, that was even if she ever made that decision, which he genuinely doubted. Before long the work would be irreversible mentally. That was the point that made him so turned on, he was as hard as he had ever been, just thinking about transforming Charlie forever.

To take a guy who, even though he accepted that he had kinky proclivities when he played, still retained his manhood in daily life and to genuinely turn him into a her, into a true cocksucking, cum guzzling, piss swilling sissy slut was the thing that turned Tim on more than anything else. To create a true fag wife bit by bit was the most exquisite turn on. But the best bit was that he wasn't doing this alone, Charlies wife was not only going along with his plans, she was in some ways leading them and choosing to go faster than he would have naturally taken her.