Wrecking the Homewrecker Pt. 31

Jasmine gets ready for class

While Jasmine was soaking in the fragrant tub, Sally took her sweet time searching for her stepmother and Bernice, their lipstick stained footwear in one hand, the leash to Madison's collar in the other as she led the pretty college girl around like it was normal. She had gotten so high on power that she didn't even think about it anymore. After all while she was here Bernice's toys were hers and the other way around. Leading a gorgeous near naked girl around by a leash was one of the more boring things she got up to these days.

After a while she found her stepmother kneeling in front of a sink as she scrubbed Bernice's panties clean. Like Bernice she knew where those panties had been all night making the sight just as amusing to her as it was to Bernice who was supervising from the closed toilet lid. "Hahaha, just look at you, dutifully scrubbing those panties, poor slut, the bitch who got to burry her face in them last night seemed a lot happier with them than you are. In any case you happen to be right where I need you. Another eager slut loved these way too much and they are in dire need of a good cleaning because of it, so I guess you have your work cut out for you slut two." Sally laughed dropping her socks and Bernice's stockings down next to her near naked stepmother who only groaned, wondering if she would even be able to get out such intense stains.

As Rose finished with the panties and hung them up to dry she couldn't help but wonder what craziness her Mistresses had gotten up to yesterday when she wasn't present. Had Bernice invited some more of those sluts she had a reputation to invite? It had to be. One thing was certain she was happy not to have been here herself as exposure to Sally, Bernice and Madison was bad enough already. Little did she know that she was currently scrubbing lipstick left by her son's plumped up lips out of the soles of Sally's worn socks. Sally and Bernice had a good snicker over it thought as Sally causally handed over Madison's leash. "Here you go Bernice, this slut was a treat, such a good alarm clock and assistant. She has certainly earned some points towards a release if you care to give her one. In any case, I'm off to grab some breakfast and do some other things so see you later."

"Thanks Sally I'm sure I can think of a good use of slut one while I supervise this other slut here." Bernice smirked as she just snapped down to her feet and raised her skirt to allow Madison to grind her face into her soaked panty covered pussy, getting another pair extra ripe for Cunny's face later today. With that Sally just left under loud laughter while her stepmother groaned and concentrated on the task at hand, happy that at least one of her tormentors left. It was strange that Sally didn't stick around to further torment her, but in the end she was quite happy for that, the last thing she was about to do was question it, let alone aloud.

Out of the bathroom where Rose was unknowingly cleaning up after kids, sally headed straight into the kitchen to grab herself a steaming cup of coffee and a nice tasty chocolate bar with which she headed back up to Jasmine's room right near the end of her long soak in the tub. She checked whether Jasmine had scrubbed washed and conditioned her hair as before placing her breakfast on the elevated 'professor's' desk and stepping back in the bathroom. "Alright Jasmine, I think you've soaked long enough, time to get out of that tub and get dried off. Don't you dare forget your rules either you lousy sissy or I'll bend you over my lap and spank that tush of yours some more." Sally instructed, loving the panic on her stepbrother's freckled face as he realised she could do just that as she was somehow stronger than he was.

Mourning that his small moment of peace, alone in the tub had come to an end Jason got out and dried his smooth legs with a big fluffy pink towel, cringing as he felt just how silky smooth his skin was. The bright hot pink polish on his toenails wasn't exactly helping his self image either as he slid them right into the high heeled mules, scared to stand on bare feet too long with the threat of punishment looming since Sally was around. Standing on his heels he continued drying himself, further up his legs, over the embarrassing pink cage and heart shaped ginger pubic patch and finally his torso, arms, face and long ginger hair as he put on his embarrassing glasses.

"Good job Jasmine, see those rules weren't so hard to follow now were they? All you needed was some proper encouragement it seems. In any case let me show you how to wrap your hair in a towel. Now that you have long hair you should learn to take excellent care of it so you can look your prettiest to attract all that cock you crave." Sally grinned as she started her instruction, practicing a few times until Jason could effortlessly and elegantly wrap his hair in a towel. He felt like such a big fool his usual getting ready in the bathroom took but a fraction of the preparation required of him now. The scrubbing and now wrapping his hair up in that towel were such feminine acts as well. At least they weren't even close to as embarrassing as his morning enema was.

Things didn't quite stop there either as with his hair up in a towel as Sally gave him a big jar of lotion telling him to apply it from his face all the way down his toes in every nook and cranny. Like the products dumped into his bathtub the lotion had a very strong, sweet flowery smell to it, further enhancing the smell of the tub he had soaked up. By the time Jason was finished he was blushing beet red again. Having rub his hands all over his body Jason couldn't help but think of how his skin felt softer than that of any of the girls he had ever slept with. He had always loved brushing his hands over their soft smooth skin, but he guessed none of the girls at college had the time for such an elaborate routine as the one he was made to follow.

"There we go, now put on your bathrobe, brush your teeth and off to your vanity table you mince Jasmine." Sally instructed, keeping a close amused eye on her stepbrother who fixed his glasses in the most dorky way possible just like he had been taught, only to put on the elegant powder pink satin bathrobe that reached down to his mid thigh and brushing his teeth with strawberry scented toothpaste, the braces getting a little in the way as he did. Another few minutes later he was back in the offensively feminine bedroom, his heels clicking loudly on the hardwood floors as he minced. He couldn't help but winch slightly as he sat down on his sore behind. The image looking back at him in the vanity mirror was downright horrifying.

It got even worse as Sally carried on with her instructions, loving his frequent glass corrections without being prompted. "Your hair should be dry enough by now Jasmine, why don't you take it out of that towel and start brushing it until it is nice, and shining?" Seeing his copper coloured hair was even worse than looking at his freckled face under that pink towel. Brushing out his new long locks was surprisingly hard and tedious as well. He ended up needing close to a hundred strokes of the brush to get his long copper hair perfect to Sally's standards, only to get a lecture on how to properly style it like it had been yesterday.

Jason ended up needing quite a bit of pointers and tries before he managed to get his bangs brushed out all nice and evenly across his forehead with two equal pigtails high upon his head, meticulously divided to the point where there was a nice split line running over his head. The big floppy pink satin bows with which he was required to tie off his pigtails took quite a bit of practice as well until they were nice and even enough to pass Sally's inspection. Once he got it down Sally simply took out the bows, ruffled up his hair and made him start over again, ten times in a row until he managed to put his hair into perfectly even pigtails with perfect bows in a decent time without issues at all.

"Good job Jasmine. You'll learn to take care of your makeup another time, the job the salon did still looks good enough. After all you have classes to attend. What you should be able to do however is apply your lipstick immaculately so let's just do that before you get dressed. You better do an instant good job or you'll be punished Jasmine. I never want to see failure on something you should know by now." Sally explained as she took a special makeup wipe to clean up the long lasting smudge proof makeup Suzan had used to clean up his lips.

He couldn't help but be horrified as he saw himself without the pink lipstick he had woken up in after the salon visit. Not because he wasn't happy to be lipstick free for the first time since he woke up in this mess, but because what he had prayed to be a result of the makeup turned out to be his real lips. Even without lipstick his lips looked like a nice plump pair of cock sucking lips any man would love to see wrapped around his shaft. The natural colour was a bit dull compared to when they were painted, but that was about it. With a devastated sigh Jason grabbed the bubble-gum pink tube of lipstick handed to him along with a tube of lip-gloss for a wet looking finish.

Mortified, but with practiced ease Jason covered his lips in a luscious thick coat of lipstick, blotting them to add a second coat to provide perfect coverage before giving them that wet look finish with the gloss. Painting them what must have been more than a hundred times yesterday had worked this so deep into his muscle memory that he could probably do it with his eyes close. The big vanity mirror made it a little easier than having to work with that small compact though. It made things a lot more degrading as well as he had a full overview of his look rather than a closeup of just his lips. He couldn't help but cringe as she saw himself perform such a feminine act even more so when he literally had to look at himself while fixing his glasses in that shameful fashion between each coat of lipstick. It mad him look like an even better dork than he felt like.

"Perfect, you've certainly got the hang of that. Then again that's what's most important. Once you've got your gag reflex under control and stop your eyes from tearing up when you suck a cock too deep, your lipstick will be the only thing that needs fixing. After all every cock in your path deserves the perfect pair of lips to slide in between sissy. In any case it's about time that you got dressed so get that ass of yours off the stool and head over to your dresser sissy." Sally laughed as she waited for her mortified stepbrother to comply with her demands, getting so very hot in the process. Fuck it was fun getting free reign over one of her past tormentor's lives.

"Alright Jasmine, let's start out with the basics of every good sissy's outfit shall we? A good corset! Every sissy needs a nice trimmed in waist and there is nothing like a corset to achieve that. Sadly it means that for the foreseeable future you'll need help to get dressed, but that's a sacrifice I'm more than willing to make. Once we got your waist size down a couple of inches you can switch too girdles which you can put on yourself, but right now the one's we bought you wouldn't fit you yet so corset training it is." Sally smirked as she fished out a hot pink satin corset with a nice elegant white lace overlay on the front, white satin laces to tie it off and a white satin bow decorating the metal tabs at the end of all four garter straps.

Jason didn't like it one bit, but he was helpless to do anything about it as Sally swiftly wrapped it around his lean torso and abs, covering up his previous pride with something so feminine and delicate looking. While it might look cute and delicate, it felt like nothing short of a torture device to Jason when Sally pulled the laces awfully tight before tying them off in a nice floppy bow across his lower back. It was hard to breath with such restrictions and he didn't like the feminine look it gave him at all. With his waist pulled in a couple of inches, his butt looked much bigger in comparison, and the small mounds of flesh pushed up over the top gave the illusion of small breasts. It was simply shocking to see how one garment could change his look so drastically.

"There we go, you look so much prettier already. Now it's your turn to select a matching bra and panties and to put them on as well of course." Sally grinned as she kept a close eye on her sissy stepbrother who's mobility was already severely restricted by the stiff corset preventing any bending of his waist. Having to actively dig through the tons of lingerie he now owned in search of matching sets was so much more mortifying than just letting Sally dress him up. It forced him to be actively involved in this whole horrid process rather than getting to dissociate from it. The confrontation with all the stuff he had unpacked the day before just made all the bad memories rush back as well. Hell he wasn't even allowed to just look for the lingerie as he usually would, instead he had to pick every piece he move up delicately to keep it neatly folded as per Sally's instructions.

Like yesterday's lingerie this matching set covered up painfully little of what actually mattered. The hot pink satin panties also had the word "Grades" Embroidered on the front, white lace decorated the edges of the panties as well as the hole up front for his chastity cage to poke through, further decorated with a pastel pink satin bow sitting above it. His ass was left mostly bare by the large heart shaped cut out trimmed in lace of varying shades of red to mark a grad. His bottom currently matched the F mark. The bra much like the panties covered everything up except for his nipples. It was surprisingly hard to put on, but Sally had him practice until he managed to easily hook it behind his back without problems despite his awkwardly long nails.

While he had thought the bra was hard, the stockings were so much worse still they were made out of Glossy sheer white nylon, with pastel pink back seams and tops. It was insanely difficult to handle them without creating a run with his long nails. Getting the seems straight and that garter tabs hooked was an even bigger nightmare, but eventually after tons of practice he managed to get it just right, with the garters pulled underneath his panties so they could easily slide off.

The remainder of his outfit was way easier to put on, a pair of soft pink nylon ankles socks with a hot pink lace ruffled trim and a hot pink satin bow in the back followed. These were in turn followed by white leather Mary Jane styled shoes with a five inch block heel. The outerwear consisted of a hot pink tartan patterned skirt that started as the narrowest part of his waist and ended just short of covering up his stocking tops. It was separated from his blouse with a white lacquered belt. The blouse itself was made out of a rather sheer soft pink fabric that allowed his lingerie to be clearly visible underneath. It had a peter-pan collar and puffy short sleeves decorated with white satin bows. Around his neck he was made to tie off a hot pink satin tartan patterned bow and last but not least, another pair of fingerless gloves in white lace were put on his hands. Like the previous ones they had stiff boning in the fingers leaving only his thumb and index fingers visible a soft pink satin bow secured them around his wrists.

It might have been easier to put on, it hadn't been any less degrading at all. One look in the mirror told him he looked like the cutest, dorkiest, yet somehow sexy thing on the planet. An image solidified when he swiftly corrected his glasses with a loud snort for what felt like the hundredth time in his dressing progress. Sally's smile on the other hand was as wide as how deep the red colour of his freckled cheeks was. "There we go, you are once again looking like the perfect dork Jasmine. Why don't you twirl in front of the mirror and give a delighted little giggle while you are at it?" Sally asked reaching under the very short skirt to give her stepbrother's exposed sore bottom a mean pinch.

Jason knew Sally well enough to know that was a demand rather than a mere suggestion, so without much choice he did exactly as she had demanded. Twirling was a terrifying experience. Not only made it fly his skirt up to the point where it revealed his entire panties, it was also hard not to fall. He might have gotten the basic hang of walking in these incredibly tall heels, but twirling was a whole other beast entirely, he nearly lost his footing. The twirl had caused his loose fitting glasses to slide down far enough to need a quick snorting correction before he let out an awkward forced laugh.

"That won't do at all Jasmine, that sounded like a fake way to masculine laugh for such a delicate sissy dork. Let me see if I can find an example of what you should sound like." Sally said as she fished out her phone and conducted a quick search. The result of her search horrified Jason as Sally played what sounded like a high pitched giggle laced with multiple loud snorts.

"Much better, that's what I want you to sound like Jasmine, now give me another giggle. Lets get you some practice." Sally said with a grin as she watched Jason struggle to get himself to do it, only to have a good laugh at his first poor attempt. She had him practice it over and over right until she was satisfied with how his giggle sounded. High pitched and ridiculously dorky, just like he looked. She loved it, yet another insult to Jason's very injury ego.

"Now that's a giggle dork. Whenever someone pays you a compliment, or tells something even remotely sounding like a joke, that is what I want to hear. Just like you're a shy schoolgirl with a huge crush on that person. If you fail you get zapped you huge dork." Sally spoke, giving his balls a zap ten seconds later. "To you being called a huge dork is a compliment. I mean just look at you." She added as Jason forced out another one of those embarrassing snorting giggles.

"Much better dork. Now that you are all dressed and ready I guess it is time for class to start, so get that ass of yours behind your desk Jasmine. Oh and don't forget your purse with your sissy essentials." Sally smirked as she herself got up behind the big desk, promptly putting her old worn slippers up on the small desk below and in front of her, Jasmine's desk.

Reluctant, but not wanting to antagonise Sally if he could help it given how she could easily overpower him or deliver those nasty shocks, Jason took place behind that small desk in the very cramped space. He was way too close to Sally's smelly slippers for his comfort, but there was nothing he could do about that. Hell he couldn't even sit how he wanted. The legs of the desk were so close together that he had to sit with his knees pressed together to be somewhat comfortable. Further more there was a bar at about ankle height between the front legs of the desk. It forced him to tuck his feet back underneath himself, paired with the stiff corset preventing any slouching he was forced in a dainty proper pose.

"Good my dorky ginger student. The very first lesson I want to teach you is one in respect. Whenever a teacher puts their feet up on your desk you should ask if you can make them more comfortable by removing their shoes. Make sure to mention how much you appreciate it as you have a huge foot fetish, and if you do remove their shoes, plant a big kiss on each sole. Remember, a sissies lipstick looks perfect at all times." Sally grinned as she wiggled her slipper clad feet in front of her sissified stepbrother's face who giggled just incase dorky ginger was a compliment in Sally's eyes. The snorting high pitched giggle was embarrassing, but better than another shock.