Wrecking the Homewrecker

Rest day

When Monday morning arrived Jason woke up with a loud groan once his alarm went off. He was still sore all over, especially his throat and ass and he felt utterly gross to boot. A strong waft of feet and stale cum instantly assaulted his senses as worn socks and hosiery had hardly been adequate cleaning for his utterly cum soaked body. It may have gotten the majority off, but it had left a thin layer of cum behind, cum the socks and hosiery had saturated with sweat from a variety of different feet. A thin layer which had by now dried completely making it feel like something was pulling on his skin and breaking with every move he made. Similarly the taste of stale cum was very strong in his mouth, making him shudder at flash backs of how his day had went by.

His ass and throat had been sore before when growing used to increasingly large plugs, or getting fucked by Sally's strapon or the first guy who had paid him a visit up in his room, but never like this. This was on a whole new level, no matter how much his ass had gotten used to. Still sore or not, he knew he should better get on with his morning routine as he didn't want a sound spanking on top of everything else, or worse than that, and he had no doubts that Sally would diss out a severe punishment if he failed to comply with his duties. It was horrible, but it was something he had come to accept by now. Plus for the very first time, he was actually looking forward to his morning routine. At least partially, it remained mortifying, and he would want nothing more than to return to his old quick and simple morning routine, but above all he wanted nothing more than to get clean right now. Smelling like a flower shop and getting his skin as smooth and soft as a baby's with all the scrubs and lotions he had to use, was way preferable to how he currently smelt and felt. As horrid as his morning routine was, it would at the very least allow him to feel somewhat clean again which right now was about the best thing he could possibly hope for. Hell even letting the warm soothing water of an overly fragrant bath relax his sore body sounded good to him now. Even if he had been in control he might have still preferred a bath to a shower with how he currently felt.

Getting an actual move on however remained hard, and rather painful to boot, yet he knew better than to waste time as he slid his nylon clad feet into his high heeled mules groaning over the fact that he was still dressed in one of his day time outfits. Then again, they were hardly worse than his night time wear, he guessed as he did his best to mince to the bathroom, still walking a little bow legged and clumsy despite his efforts. The walk there made him feel all the grosser as well as he could very clearly feel the cum slush around deep inside of him, it was hard to tell how many loads from how many men there were still sloshing around hiss stretched out ass, as tons had just leaked out as well and there had been so many guys who had fucked him that it had been impossible to keep track. The fact remained that it was making him feel even dirtier. Hell it made him feel dirty enough that part of him was even looking forward to his morning enema which was saying a ton as it had remained one of the most mortifying, invasive and uncomfortable things about his day. Ever since he had started with those, he hadn't needed to take more than a leak, but he vastly preferred it the natural way. Not with this cum though, the sooner it was all out of his system, the better as far as he was concerned and without that enema it could be an eternity. Besides it wasn't like Sally would let him get away with not performing his enema.

Feeling as dirty as he did made Jason put on a hurry when it came to performing his morning rituals. After stripping, prepping his enema and his bath, he found himself on all fours, with the cock shaped nozzle of his enema in one hand and the other ready to remove the plug. The moment he pulled that out, a big gulp of cum gushed out of his ass to pool on the floor between his legs, cum which had been up his ass since yesterday and the only way to stop the flow seemed to be to plug it back up with the cock shaped nozzle this time, something which he couldn't do soon enough. It went in way easier than other days, although it also made him winch a little with how sore he was back there making him really fear for the integrity of his ass and whether some real damage had been done. Either way with the tattooed on freckles real damage had definitely been done and as far as his ass was concerned, that had been just to pay for those freckles.

With the silicon cock stuffed all the way up his ass Jason didn't waste any time using it to fuck himself to an orgasm. In a way it was more embarrassing than getting fucked, doing this to himself, rather than having it done to him, but that was exactly why Sally loved it so much and had insisted on it as part of his ritual for every enema. He had to reach an orgasm before he was allowed to let the water flow leaving him masturbating like a true pathetic sissy. Plus it left a puddle of his sissy cream as she called it on the floor for him to enjoy to start and end his day. Due to his soreness, actually reaching an orgasm was more challenging than it had been before, but eventually he got there and was finally allowed to let the water flow into him, heavily cramping up by the time the full bag had made it into his now swollen looking belly.

It was a straining feeling which left him aching to expel the large amount of liquid, but first he needed to clean up the mess he had made with his tongue at that. Unfortunately for him, his sissy cream had mixed with he pool of cum which had leaked from his ass when he had removed the plug, leaving him to clean up the shamefully large pool of cum from various men which had spent a night up his ass. Suddenly he was glad for his very regular enemas, or this would have been a whole lot nastier. Stil, not having to deal with any of this would have been even better, but sadly that was completely out of his hands, he thought feeling utterly pathetic as he lapped up that mess and swallowed in a hurry just to get to relieve his cramping belly.

Clean inside Jason finally rushed to the tub for a nice long soak to finally get the rest of the cum off of him. It took a lot of scrubbing and washing to get it all off, especially that which had been caked into his hair, but then again, a thorough wash and scrub was what he was supposed to do anyways. His morning routine had barely changed at all with the exception that he actually got to feel somewhat clean again rather than just like a complete pathetic sissy. Not that he could feel like anything but a sissy, remembering full well why his ass and throat were this sore. Aside from that the way he smelled like a flower shop mincing in high heeled slippers which he had put on right after drying and lotioning himself up, didn't make him feel even the slightest bit manly either.

It was taking a seat at his vanity table which turned out to be especially painful, having to put great focus on his face for his elaborate makeup, deeply confronted him with the freckles he no permanently sported. Unlike those henna ones, these wouldn't just slowly fade away into nothingness, no matter how much he wanted them to, or how much he would scrub his face. Paired with his long ginger hair, and pouty severely filled up lips, he looked pretty girly even without any makeup on, he also couldn't help but notice how his limbs were starting to look more slender than when he had first arrived here. Quite a bit more in fact. Painful as it was, Jason didn't ponder on it too long as he started expertly applying his makeup which had been one of the lessons he had gotten since arriving here. After all he really wanted to avoid a punishment.

The hope that he would get to do that, quickly vanished when Sally barged into the room in the middle of him applying his makeup, he wasn't finished with his makeup yet, and not dressed as he was supposed to be which had lately been more than enough grounds for Sally to punish him. He couldn't help but wonder where he had gone wrong, he hadn't really lost a lot of time anywhere so he didn't understand why he was so behind. There could only be one explanation and that was that Sally had arrived early which she probably did just to have an excuse to punish him, not that she needed one. Nevertheless he was about to minimise the risk and so he instantly rose, dipped into a deep curtesy greeted Sally with an excited high pitched lisp as he automatically fixed his glasses with a loud snort. They always slid down when he lowered his head to curtesy. With that he minced straight up to Sally only to drop down on his knees, kiss her feet and apologise profusely for not being ready yet.

Sally absolutely adored it being hard on him had clearly given her now sissified stepbrother a deep fear of her, and the constant extreme expectations she had for him had left him feeling worried and now clearly apologetic even for not being perfect at all times. His pathetic apology was met with loud laughter before Sally eventually despite how much she loved seeing him squirm, did put his mind at ease. Well at least a little. "Relax Jasmine, I didn't expect you to be ready yet. In fact I wanted to catch you before you were dressed because today you will get a break from being a school girl, you'll get a whole new lesson, nothing school related but definitely something essential if you ever want to keep a man really happy. Today you're going to be learning everything about doing household chores, and what better way to do so than while wearing a maid's uniform?" Sally gushed with a big smirk as she dropped a big pink bag with he CC's logo on the floor, instructing him to get ready wearing that while she went to fix his breakfast.

Relieved not to get punished Jason hurriedly agreed and continued getting ready. His hair in a high ponytail rather than the standard pigtails this once. The maid's uniform much like his school uniforms resembled a traditional one, only way sexier, way pinker and way frillier than anything an actual French maid would wear. For lingerie he got a soft pink corset which squeezed the flesh he had on his chest up into the padded half cups to create the illusion of small, but definitely there breasts, which was mortifying, especially because the way it nipped in his waist more severely only enhanced that image of a womanly figure. The corset had a trim of white lace both at the op, the bottom and running over the wired boning. A white satin ribbon laced together the back of the corset tied off in a big floppy bow just above his ass. Six pink garter straps dangled from the bottom of the corset with white satin bows decorating the clasps. It came with a set of soft pink nylon full cut panties, trimmed in white lace with a hole for his cage to fit through up front and one to expose his bottom in the back, in other words a completely regular pair of panties for him aside from the from the fact that the words. "I live to serve." Were embroidered across the back hole. Finishing the lingerie, there was a pair of glossy sheer white stockings with soft pink Cuban heels, a back seam and tops.

The dress itself a plain soft pink satin with a white lacy peterpan collar, puffy sleeves, ending in a white lace trim, and a white lace trim surrounding the incredibly short skirt puffed up by multiple layers of white petticoats. The skirt didn't even cover the stocking tops, and any bend, even a slight one would end up exposing the panties outright. On top of the skirt a white satin apron was fixed, tied behind his back with a big floppy bow. A pink sating chocker trimmed with white lace, a matching maid's cap to be pinned just above his bangs, a pair of white lace fingerless gloves, tied at the wrists with big floppy pink satin bows and a pair of pink leather heels with white soles and a white heel finished the look. Although overly frilly, it was an outrageously sexy look yet looking in the mirror between his ginger hair, the bangs, the freckles, the braces, and especially his thick framed glasses, he still looked like little more than a complete dork. It was mortifying, but then again not any worse, or better than what he wore on other days. Hell doing menial chores might actually be better than the kind of lessons he got.

Jason ended up getting abruptly torn from his thoughts when Sally stepped back in the room with a big bottle which had a cock shaped teat attached to a strapon harness like he had gotten all of his meals since he had arrived here. At least the teat on this one was only 6 inches long, while above average it was rather small for him compared to the monster cocks she had mounted on his feeding bottles and with how sore his throat was, he was more than a bit relieved for the smaller model. At least that was until he actually got a closer look at the bottle itself. Rather than the usual pink, it looked slimier, a slightly yellowish white which looked an awful lot like the puddle he had licked from the bathroom floor earlier. He kind of remembered the talk of the funnels and the reservoir back at the salon, but spent as he was, and not reminded of it at the end of his ordeal, he had forgotten all about until now when he saw that bottle. His freckled face turned beet red at the idea of sucking it, not just a load, but actual mouthful after mouthful of cum, an actual entire meal's worth at that. It was horrible, and yet he instantly minced over to Sally, knowing better than to make a fuss as he tried hard to keep a smile on his face. "Welcome back Mistress Sally, thank you for serving me my breakfast." He lisped, the nerves clearly visible on his face. Sally absolutely loved it, and she loved ordering him down on his knees to suck it all out.

Grossed out as he was Jason couldn't help but resist a little, the thought of drinking a whole huge bottle of day old sperm made his stomach turn. He was well aware that the had probably swallowed nearly as much the day before, but spread out over most of the day one load at a time. It had been less revolting somehow which if he thought about it was absolutely ridiculous. After all yesterday it hadn't just been the cum he had had to deal with, but literally over a hundred cocks. Still about to have nothing but cum for breakfast, he couldn't help but feel a little hesitant and more than a bit reluctant to actually do it. Nevertheless by now he was so far under Sally's thumb that all it took to motivate him into obedience was a little impatient cough. With that Jason pretty much instantly dipped into a curtesy and fell down on his knees, shuddering as he took the tip of that horrid cock shaped teat into his mouth only to work the mechanism in a way that had pretty much become habit by now.

As Jason got his first dose of cum out, a big mouthful, his eyes went wide in surprise. The salty gooey load was lukewarm rather than cold, pretty much body temperature, obviously heated by Sally who couldn't help but chuckle at his reaction. It made the whole ordeal so much grosser still for some reason, drinking cum that felt as though it came straight from a cock, only at a rate of multiple loads at a time. It was especially painful to realise that some of the loads in there where his own. While he definitely preferred his own over the loads of random guys, it hardly mattered here, as it was an indiscernible fraction of the loads in that horrid bottle, all the reminder was, was a painful memory of how he had gotten off time and time again over being used as a barely sentient fleshlight. It was a memory which persisted throughout his whole breakfast as he ran his tongue over the teat, and bobbed his head on it like a well trained whore. Every rotation was rewarded with a big gooey mouthful of cum, followed by another and another,... The supply was seemingly endless, and when he did eventually finish his breakfast, having swallowed every last drop, he couldn't help but feel rather full, like he had overeaten with nothing but cum in his stomach. It was utterly mortifying, yet he did give the tip of the teat a kiss, thanked Sally for feeding him that delicious breakfast, then minced back to his vanity table to touch up his lipstick maintaining the perfect makeup look.

"Now wasn't that just the most tasty breakfast ever Jasmine? Don't you ever dare say that I don't spoil you. In any case dork, I think it's time you finally started cleaning. You can start by changing the sheets on your bed, after all you were downright dirty when she went to sleep on them last night and they've been there for a week. You wouldn't want a man to have to fuck you on dirty sheets now would you? Of course not! Oh and while you do your chore I think it would be good to start prepping for your final chore of the day, doing laundry. You've dirtied up quite a few socks, stockings and pantyhose yesterday just to get presentable after paying your debts, and they need to be cleaned so they can find their way back to their owners. The problem is they are all dried up and crusty by now so they'll need a good pre-soak to make them a bit easier to wash, and I know just the perfect way to accomplish that. Trust me sissy, given your pathetic fetishes you're going to absolutely love this." Sally exclaimed with a big smirk which told Jason the opposite was true as she put a basket full of well worn cum stained foot wear, Jason had no clue where this was going, but he doubted that he would like it.

It didn't take long for his doubts to be confirmed as Sally took a black over the knee sock with plenty of dry white stains on it from the basket and told him to open up. When he quickly did just that, she slowly but surely stuffed the well worn cum stained sock deep into his mouth, his cheeks bulging out from the sheer volume as strong taste of sweaty feet and stale cum overwhelmed his tastebuds. It was gross, but sadly familiar. "Isn't this great Jasmine? Your two favourite things combined, cock, or well at least those loads they shoot out which you like so much, and feet, or well foot sweat at least. Now you suck on this sock real good, try to get as many stains out of it as possible and you better do a good job cause I will check and if your pre wash soak in the form of you sucking proves to be too ineffective, then you will get punished." Sally grinned as she pushed his chin up to close his mouth. Nasty as it was, Jason did start sucking on that well worn cum stained sock, hoping to avoid a punishment. It did taste like he was getting quite a bit out, but he just hoped it would be enough please Sally.

Sally was not yet done though. Up next she grabbed a white ankle sock, the cum stains on this one way less clear, but the discoloration of it having been worn intensely was all the clearer. While he somewhat expected another sock, he was confused then horrified by the next item Sally grabbed. A mouth mask, made out of pink satin with white elastics and the words "Foot Sniffer" Embroidered on the front. With a big grin she laid the sock, sole up into the mouth mask, then put it on him, tightly pressing the sock against his face, over his mouth and nose in particular. The mask matched the rest of his outfit perfectly, masking the dirty sock stuck to his face completely, but for Jason the scent of that sock, a mixture of feet and stale cum, was overwhelming. With this mask on he had no choice but to draw his every breath filtered through that sock, and with the two layers of fabric over his nose, his mouth otherwise preoccupied, he had to sniff rather deeply to even get air making him catch an even stronger whiff with each breath.

"And here we go, something for you to savour, and something for you to smell. You have a whole basket to work through so you can't keep sucking on that same sock forever. Then again I wouldn't want you to have to watch the clock all the time while you're cleaning, but don't you worry Jasmine. I've found you the perfect solution. When fifteen minutes have passed by your plug will automatically vibrate you to an edge, after which you may drop the pre-soaked sock into this empty basket here, stuff the one you've been sniffing into your mouth for a good soak, and lay another one into your mask. If your sissy condom is getting a little too full from all the excitement I'm sure you must be feeling over this task, then you'll change it before you make a real mess. Don't forget you'll swallow the contents of each when you change sissy condoms. In either case, it's time to get to work now sissy. I'll be in occasionally to check on you so make sure you are on your best behaviour and making progress at all times." Sally instructed with glee as she just crossed her arms intending to watch for a little while. There was no use in protesting, not that he could with his stuffed mouth and defying Sally was a bad idea as well, so with a mortified groan Jason just curtsied and went to work changing his bed sheets feeling utterly pathetic as he did.