Wrecking the Homewrecker Pt. 30

He might have not been aware of the real reason Sally was stronger than him, but it hardly mattered. The fact remained that she was and that was a terrifying realisation for Jason. He couldn't believe that his younger stepsister was stronger than him, that alone hurt his ego, but worst of all it made him feel even more at her mercy than before. A fact he had no choice but to recognise as Sally who had broken out of his arm twist soon turned the tables on him once again and had him bent over, howling over his twisted arm and the spanking Sally kept up right until he started sobbing. Even without that button she had full control over him as he begged her to stop. "Please Miss Sally, no more, I beg you, I swear I have learned my lesson! I swear!" he lisped.

"Haha, see nothing but a weak pathetic snivelling sissy dork. Now do as you have been told and I might consider not spanking you yet again for walking without heels." Sally laughed as she released her stepbrother's arm sending him stumbling forward once more. The spanking might not have been as painful as the one in sync with the shocking device she had given him yesterday, but she was very pleased nonetheless, straight up overpowering him, not once, but twice to eradicate all doubt was sure to devastate him more than any other spanking she could have given.

It seemed to have worked wonders as Jason minced straight to his high heeled slippers and slid his stockinged feet in. His glasses which had once again slid down were quickly corrected with a quick push down the middle and a loud snort. This time Jason caught himself right as he had moved his finger up to his glasses, but he completed this horribly embarrassing action anyways, after Sally's display of strength he really didn't want more punishment.

Now wearing his heels and glasses like Sally demanded he wear all the time Jason minced right back to his smirking stepsister. The three inch heeled slippers were surprisingly easy to manage after the five inch heels he had worn and constantly walked around in yesterday evening, although the fact that there was no support to keep the sipper on his feet at the back die make them slightly challenging.

Mortified, but knowing better than to refuse Jason knelt down, corrected his glasses yet again and kissed the front of Sally's comfortable well worn slippers, the faint smell of her feet entering his nostrils much to his disgust. "Good morning Miss Sally." He lisped looking up at her, before bowing down and kissing the toes of her comfortable slippers once more. "Thank you for my delicious breakfast and those cock sucking lessons Miss Sally." Jason then lisped completely degraded as he had to thank this bitch for the humiliations of this morning.

"Much better Jasmine, you seem to need a strong stern hand, but don't worry, we'll make you in a demure obedient sissy in time. Now I think a special thanks is in order for showing you that you are nothing but a weak pathetic sissy dork don't you?" Sally asked, clearly a rhetoric question as she further rubbed salt in the wound she had created by overpowering him on nothing but sheer strength.

Mortified Jason just did as she demanded, kissing both slippers for a third time as he lisped. "Thank you for showing me I'm a weak pathetic sissy dork Miss Sally." It was a severe blow his already very diminished self esteem, all the more since he couldn't help but feel it was true. With how Sally had manhandled him he really felt weak and pathetic. Between the ginger hair, the glasses and the delicate lingerie he wore it was very hard not to feel like a dorky sissy either, especially when she once again corrected her glasses with a loud snort.

"Yes you are Jasmine, now get up and mince off to the bathroom. I know how much you love kissing my feet, but it was about damn time we got started on your morning ritual. The time of hopping in the shower, then hopping in some clothes is over sissy, such delicate look as yours is high maintenance. After all you need to get clean inside and out, you need to take popper care of that skin and hair of yours, both need to be silky soft to the touch and of course we need to make sure that a sissy like you always smells as pretty as she looks." Sally grinned as the sissy at her feet rushed to get up, once again fixing his glasses.

Jason was mortified as he did his best to swish and mince like his hated stepsister expected, the heels clicking loudly on the hardwood floors, and his plug shifting with every step serving as constant reminders of his sissy status. Going from the offensively girly bedroom straight in the overly feminine bathroom didn't make him feel any more at ease at all. "Alright sissy, since you need lots of time to get ready you'll need to be efficient so the first thing you'll do whenever you enter the bathroom for your morning and evening rituals is filling the tub. You can do that now, when you do you'll always pour in a cap of that oil there and that bubble bath solution." Sally ordered, pointing at two bottles.

It was highly unpractical to handle those two bottles having only his thumb and index finger to use, but after a little bit of fiddling Jason managed to do just that, groaning softly as the room filled with an overpowering flowery scent. "Good sissy, now while the tub is filling up you can prepare your enema and get it over with. Grab that bag, put in a few drops of that bottle there and hang it up on the wall. You may lube up the nozzle if you want or you can leave it at that." Sally ordered as Jason pushed his glasses back up with a snort and minced over to prepare his enema with a few drops of rose scented soap as demanded.

Once that was done Sally continued her instructions. "Good job Jasmine, now I bet you can't wait to fuck that sissy pussy of yours again, so strip, be careful not to damage your delicate stockings. When you do. Leave your glasses and heels on though, and pull out your plug as the last thing. When you give yourself that enema, I don't ever want to see that nozzle staying still understood? Even if I'm not here to supervise and you'll be expected to do it on your own you better think twice before disobeying cause I have camera's everywhere and you'll regret every miss step Jasmine."

With that said Sally simply helped her sissy stepbrother with the corset and the restrictive fingerless gloves leaving him to take care of the rest. Once he was completely naked the mortified Jason got down on all fours, pulled out his plug with a grunt only to hesitate when he was supposed to push the nozzle up his ass. At least until Sally cleared her throat. With a reluctant whimper he pushed the nozzle in and started slowly fucking himself with it, trying hard not to go fast or to rub against his prostate as the water rushed in like Sally had done yesterday. It was about the only thing he could do to make this any less mortifying, not that it was a great help at all, the tip involuntarily brushed over his prostate every once in a while anyways forcing out the occasional moan much to his horror, his previously edged and denied cock was very responsive to any stimulation as it painfully tried to grow hard in the tight cage.

It didn't take long for the cramps to start appearing only to grow worse and worse until finally all the water had drained out of the bag and into Jason's bottom. Without hesitation he pulled the nozzle out, got up and rushed to the toilet as fast as his heels could carry him. The relief felt fantastic for a moment until the reality of what had just happened sunk in full force again. His freckled cheeks turned beet red as he looked up at his smirking stepsister holding a butt plug similar to the one he had been wearing, but bigger.

"Good job you pathetic snivelling dork. Now put this in and get in the tub, you are to soak for 45 minutes. In that time you are to scrub your whole body with that salt scrub you've been left, wash yourself with soap, shampoo and condition your pretty hair. If you need some release there is a basket of toys at your disposal to play with if you wish. Now using those toys is the only reason for you to take that plug out, if you aren't playing with yourself you shall remain plugged throughout your bath. In any case. I'll shall be going now as there is nothing left for me to do right now. Enjoy your bath sissy." Sally grinned giving him a small wave before walking out of the room, collecting the socks and stockings she and Bernice had worn yesterday for her stepmother to wash. Oh it was going to be precious, she would have a lot of work washing all that lipstick her son had applied yesterday out of them. Not that she would know, but to her and Bernice it would be hilarious.

Jason for his part just sighed as he got into the fragrant bubble bath, the warm water making him feel better than he had all morning, even if that new bigger plug was stretching him uncomfortably once more. Under the cover of the thick layer of fragrant bubbles Jason tried to get that damn cage of his cock, but without any success. With a deep sigh he ended up giving up as he went through the thorough cleaning ritual Sally had demanded. He couldn't help but shudder as he felt how smooth his skin felt and how it somehow felt even smoother after scrubbing it. He didn't like it one bit, but he was afraid that Sally was in fact watching him and standing up to her had proven to be a very bad choice time and time again. He'd just have to see this through until he saw a chance to escape, a chance that would hopefully arrive soon.