Wrecking the Homewrecker Pt. 39

Jasmine's first morning on her own

It was still very early in the morning when Jason got woken up by the loud blaring of his new alarm clock, only this one didn't have the standard noise but rather Sally's recorded voice constantly screaming "Wakeup sissy, wakeup!" Not only that, but a light worked into the centre of the cock shape sitting on top of this clock flashed constantly with a bright pink glow. It was a horrible call back to reality as he quickly became aware of so much more than just that horrible clock. There was the sensation of the silky sheets sliding over his sheer lingerie clad body, the restriction of the corset, the mild taste of cum still in his mouth, a dull burning pain in his bottom from the spanking he had had, a by now no longer uncomfortable fullness from the plug and a sharp ache in his cock as it tried to grow hard within the tight fitting steel cage. Groaning loudly he just wanted to make that horrible sound stop, but hitting the way too real feeling thing even stroking it didn't help. He remembered sadly what Sally had told him, the he needed to deepthroat it to make it stop.

Trying to make it stop in other ways a few more times he eventually gave in just wanting the sissy chant to stop. With relative ease he sucked the dildo mounted on top of his alarm all the way inside his mouth only for it to finally shut up, leaving him mortified that he had started his day by sucking a cock all the way to the back of his throat, only verifying that horrible sissy chant. He really needed to get out of here before Sally could put him through more of this shit, and given that she wasn't here and that it was probably way to early for her to be awake, hell it was way too early for him as he had always liked sleeping in. ow was his chance to try and get out though he figured as he turned on the lights, shuddering as he saw the naked men staring at him all around his bed, his own image in the mirror above and the discarded tools of yesterday's intense but most embarrassing orgasm ever, discarded lipstick stained socks, and empty small pink condom and that horrible realistic looking dildo he had fucked himself with.

All these horrible things brought last nights shame back in full force which only increased his need to get out of here as he really wanted to avoid more of that shame from getting to him which could only be done by avoiding Sally to get to him, he was ashamed to admit that he was no match for his stepsister at all. Getting up he neglected to put on his heels or his glasses as both simply got into the way of doing pretty much anything, he didn't need those horrible glasses anyways. Moving around on his flat stocking clad feet felt rather strange after taking nearly every step on heels since yesterday evening. He couldn't believe how fast his feet came to expect that rather awkward position they had been forced in for so long. It felt great though to finally put his feet flat on the ground.

Jason's first stop after he got up was to go and check the door, he may have heard the lock click last night, but it was worth a try to see if he couldn't pry it open anyways. A few silent tries later he gave up. He didn't want to rattle it too much after all, there was no telling who he might wake up if he did so. His next stop was the large window between his dresser and vanity mirror. It was still quite dark outside, but he figured he must be in Bernice's house so if he made it to the street he should be able to find his way home. From there it would be easy to get up in his own room, get changed and get rid of whatever Sally did to his hair and face. Seeking help for it would be embarrassing, but nowhere near as embarrassing as this whole ordeal was. Hell, once he got out of here, he would be able to get back at that bitch for all she had done to him, her and Bernice both. Kidnapping, drugging, abuse,... there were plenty of things to tack on to make sure they would do some jail time. It was a huge motivation to push through the shame that would follow his escape.

When it came to the window Jason tried way way harder to get it open, he tried with all his might, but just like the door it wouldn't budge either. Desperate to escape he kept on trying for twenty minutes straight until he had downright exhausted himself. It was clear the window wasn't going to budge either, but maybe, just maybe it would break Jason thought as he went for the chair to his vanity table. Figuring he could throw that through the window for a hopeful escape. It would be way more dangerous, the noise would certainly alert someone, and there would be glass shards, but it was better than staying here, a risk he was willing to take only to feel shocked once more as he tried to lift up that vanity chair. It was incredibly heavy, and it took all of his force to just lift it off of the floor. There was no way he would be able to lift it up to the height of the window and swing it with enough force to break it so he gave up on that as well, sitting down a moment to catch his breath.

Had those bitches weighed this thing down with lead because they knew he would try something like this he wondered unaware that Sally hadn't grown stronger, or that this chair was exactly that much heavier than it's weight in solid wood, but that it was him who had grown so much weaker due to the formula he was fed, the muscle relaxant keeping him temporarily weak while the muscle deterioration component worked on making it a permanent weakness. Instead of pondering over why he had so much difficulties fighting Sally or lifting things, he thought about his alternatives to smash that window, escape from this room and place still the most important thing to him.

Thinking on it for a good long while Jason simply couldn't come up with anything that would enable him to smash that window to pieces, the only things he could realistically pick up for a good swing were the various dildos he had in his room. Then again there was no way the silicone could break the glass, his fists would do a better job as they were harder, but given how thick the glass looked he thought he would sooner break his wrists than actually punch through it so that was no option either. He didn't want to give up, not now that he finally had the time all alone with everyone asleep to really try something. At the same time, fear of what Sally might do to him if he wasn't ready as she had demanded was also starting to creep in.

He had wasted a lot of time by now and there was just no way in hell he was going to be able to do all Sally had demanded in time for her arrival. He was going to be punished no matter what he did at this point so he might as well throw everything he had at an attempt to escape. With that in mind Jason decided to hide behind where the door would open, hoping that he would escape camera detection pressed into a corner of the room. Sally might be stronger than him, but if he could catch her by surprise and run then maybe he had a chance to get out of here. Yesterday morning she had been the one to catch him by surprise with that horrible cock shaped teat on that bottle pressing into his face. Then he had been asleep though right now he was prepared. He just hoped it would be enough of an advantage as he nervously waited, feeling like the complete dork he was made to look like standing there in his night time lingerie, his cock cage and plugged ass visible through the thin sheer nightie. It wasn't like he had anything better to wear, and he hadn't bothered with the plug until now wanting to use every moment he had for a potential escape. Right now he didn't bother either, he wanted to remain as still as he possibly could, keeping himself ready for the moment Sally would finally walk in.

Meanwhile in the guest bedroom that was put at her disposal Sally was still fast asleep for close to an hour. She was one to really like sleeping in yet she had still set an alarm for very early at least to her own vacation standards. After all she was just too eager to have some more fun, a whole Sunday to toy with her stepsiblings without needing to spread her attention to her stepmother. She loved toying with Rose, but she had had plenty of opportunities to do so already and she still needed to be careful not to do anything that might give her whole plot away to her dad. With her stepsiblings she had absolute freedom to do as she pleased and the novelty of toying with them was great as well.

Her alarm going off didn't mean that she instantly had to get up unlike her sissy stepbrother though. Sally was able to take things at the exact pace she wanted while it was Jason's problem to move at the exact pace she wanted as well, it was fantastic, the thought of being fully in control of his now drastically feminised life was thrilling beyond compare. She really owned him and it got her sopping wet. The fact that she hadn't had an orgasm since the last one her stepmother had been forced to give her wasn't helping either, but that was one thing she didn't have her sissy stepbrother's help with. Making him absolutely pussy free was just too great a goal to sacrifice for an orgasm. She didn't really want to use toys either, so she guessed she would have to go see how her stepsister was doing under Bernice's training. Oh the look on that now literal bitch's face when she realised she was in on this and when she got confronted with her pussy was bound to be amazing, but first she wanted to see how her sissy stepbrother was doing.

Pulling out her phone Sally pulled up the camera feed starting with the moment Jason's alarm had went off. She couldn't help but chuckle as she watched him trying to come to terms with the way he needed to shut off his alarm, trying everything possible not to have to suck it like he eventually resorted to. Her grin only grew as she watched him defy her, not putting on his high heeled slippers, nor his glasses. It were all just reasons to give him a good punishment and to let him know she was in fact watching. His defiance was to be expected, trusted to take care of himself so soon after she had brought him here. In fact she had even been hoping for it as she was dying to teach him a lesson to knock the fight right out of him.

While he was defying her, the futile attempts at an escape that followed were down right hilarious to her. She was very pleased to see the muscle relaxant was still doing it's work well enough to inhibit him from finding a way to break that glass, something that would only grow more pronounced when he started actually losing muscle mass. She really couldn't wait to see that change, with thinner limbs that showed no visible muscle, he was bound to look even more like a pathetic dork than he already did. She had to admire his courage though as he didn't resort to doing her bidding after figuring out that he couldn't escape, there was no attempt to cover up his disobedience, instead he appeared to try and set a trap for her, a trap she was now more than prepared to deal with and teach him a lesson. Throughout all of this Sally had also been very pleased to notice how much his mannerism had changed already. It was still subtle, but there was a definite proof of progress. His steps were already smaller than they used to be his feet moving a little more in front of one another instead of side by side nowhere near a good mincing step, but definitely more elegant than how he used to walk. He moved a little more on the tips of his toes as well, it was hard to tell if that was because of his heels, or because of the fact that he was trying to sneak. It didn't really matter, she was just glad to see effects as his arms and hands seemed more animated than they used to as well. All yesterday's training was definitely rubbing off on him.

In any case it was time for Sally to go and pay her sissy stepbrother a visit, oh she couldn't wait to show him who was boss again as she slid her white knee high sock clad feet in her well worn comfortable slippers. She had worn them over her well worn opaque black pantyhose all night to really smell them up to continue working on Jason's foot fetish, the only sexual attraction he was allowed to women from this point forward. Other than that she was wearing a baggy t-shirt, caring more about her own comfort than anything else, she didn't care about looking classy like Bernice did. Making a first stop in the kitchen to prepare Jason's breakfast, this time with a life like seven inch cock shaped teat attached to it, Sally strapped the bottle to her crotch and headed straight upstairs. After all she wouldn't want the muscle relaxing drugs in his system to stop working at any point. She still had the shocking device to his cage, but she didn't want him to have any way of fighting back.

As Sally started fumbling with the lock Jason was put in the highest state of alert once more. It had wavered slightly due to the sheer length of time he had spend just standing there, but hearing Sally's arrival his adrenaline was surging once more. He anxiously awaited these last few moments it would take for Sally to walk through the door and into room. Certainly he really hoped she would be caught off guard, trying to find him so he could attack him from behind. It may be fighting dirty, but he didn't care about such shit right now, all he wanted was to get out of here and away as soon as possible.

Instead of surprising her, Sally surprised him, startling him completely to the point of letting out a loud scream and making him jump up a little when instead of walking past the door she walked around it, instantly facing him with a big grin as she shouted. "Boo!" Only to burst out laughing at his reaction. Before Jason could gather his senses Sally grabbed his wrist, slammed the door shut and dragged him off to the edge of the bed with her where she quickly threw him over her lap. Turning his hope for an escape into dreadful worry. He couldn't believe she had caught him off guard like that, it could mean only one thing, that she had indeed been watching the cameras. Jason knew he was in big trouble now, but there was nothing he could do about it. Even trying to dig in his heels was useless as Sally still seemed much stronger than him. His only option was to brace himself for the punishment that was to follow.

"You have been one very naughty sissy Jasmine, you haven't gotten ready like I asked, you have neglected putting on your heels and your glasses, you tried to escape and just now you were laying in wait for me to do god knows what. Oh yes I saw everything you did and you know very well that I can't tolerate it. Naughty sissies like you need to be punished, and to get started lets give you a proper spanking shall we? Between each slap I want you to count and apologise for being such an ungrateful sissy dork. Now lets get started while I think about your real punishment shall we?" Sally asked with a huge grin as she put the button to the shocking device attached to his chastity cage in the palm of her hand only to give him a hard slap, leaving the exposed area through the heart shaped cut out of the panties a little redder than it was while jolting his cock with a nasty shock as he screamed it out in pain.

"One, I'm sorry for being such an ungrateful sissy dork Miss Sally!" Jason cried out with a best lisp, trying hard to maintain the voice he had practiced the day before, not because he wanted to, his only desire remained to get out of here and to get rid of all this crap, but right now bend over his stronger stepsister's lap all he could do was try not to fuck up any more. He was already in huge trouble as it was and he really didn't want to add to that with any further disobedience. He had learned the hard way that when Sally was in the room not screwing up was of the utmost importance, and apparently she knew if he had been bad in her absence as well, she really did watch what those cameras showed her and he was paying a heavy price now as painful blow after blow kept on landing.

Sally didn't stop the vicious spanking until she had her sissy stepbrother sobbing lightly which happened around the time where his count reached 27. His ass was really red and sore and so was his cock, the pain had overtaken even the shame of this whole ordeal, but finally Sally had stopped. "Alright Jasmine, I think I've come up with a good punishment for what you did, but first it's time for breakfast and to get ready for your day, I guess I'll need to supervise your morning ritual once more. You really should have known better you pathetic snivelling sissy, now put on your heels and glasses and start eating." Sally viciously instructed with a wide grin, simply pushing Jason off of her lap and opening her legs wide to give him good access to the by now rather large cock shaped teat at the end of the large pink sissy formula containing bottle which hung down under its own weight.

Sobbing from that shameful painful spanking he had just gotten Jason couldn't help but really feel like that pathetic snivelling sissy Sally had called him. He couldn't believe that this wasn't even his real punishment yet after this horrible spanking he really dreaded what Sally had in mind, but he knew asking or arguing that he had been punished enough was out of the question. He knew for certain that slightest test of Sally's patience would have harsh consequences. Something Sally had been glad to show off on multiple occasions by now. She was stronger than him and could zap his balls in an instant, as long as Sally was around there was nothing at all he could hope to do to get out of here. He sadly had to wait until the next time he would find himself alone and able to roam, probably next morning when everyone was asleep still. Then again after how things had gone this morning he wasn't even sure that was a good plan anymore. Until he could find something new to try he was stuck here and he better do as Sally said or face the consequences.

With that in mind Jason rushed to put on those stupid glasses and slide his feet into those horrid high heeled slippers, only to quickly kneel between Sally's legs to get started on his shameful breakfast, snorting up his glasses for a first time today the moment he felt them slide down a little too much. With he teat angled down under its own weight Jason had little choice but to grab the bottle between his daintily manicured hands and lift it up until the tip of the by now rather large teat lined up with his swollen lips. It looked huge to Jason, especially up this close, he doubted he would ever be able to drink his shake through this thing, but he knew he had to at least try as he started by taking the head between his lips and circling it with his pierced tongue like a pro. The head just like the rest was a bit larger and he had to open his mouth wider to accommodate it, but it was the easy part, giving him no trouble at all. When he then proceeded to suck down the length of this silicone cock he was surprise to notice just how easily he managed to take a large part of it down. It was only the last inch that gave him some trouble, pushing past the back of his throat he couldn't help but gag as he deepthroated it, but at least he got it deep enough with a minor struggle to suck some of his formula down.

Time after time Jason wend down on the silicone shaft, gagging while slowly getting his sobbing under control as he drank gulp after gulp of his sissy formula, looking up in Sally's grinning face with nothing but worry. He was terrified of what she planned to do to him, not knowing he was ensuring he would stay weak for a while longer with what he was doing right now. Sally loved seeing how skilled Jason was becoming at this, swirling the head five times, going down the shaft five times and repeating without skipping a beat. He was getting a pretty nice steady rhythm going as well, occasionally snorting up his glasses in the process without slowing down. Her sissy stepbrother was really starting to get this process down to a real skill.