Wrecking the Homewrecker Pt.52

The Party Ends

Now that all guests had gotten as many orgasms as they had desired, along with as much food and drinks as they wanted, and they had all witnessed Slut's amazing depravity, the bet having come to a close. Elisabeth shoved her chair back, the sudden movement giving Rose on her lap a near panic attack, fearing she would fall, but luckily, or unluckily depending on how you looked at it, Elisabeth held her real close. Eventually the woman pulled her fingers out of Rose's pussy and just kind of gave her ass a slap. "Off you go slut two, I need to use the toilet. Bernice I was wondering if after such an amazing time down here we could go check on my husband. I can't help but be curious to see the sissy and it's already getting a little late. It would be a real pity to leave here without seeing it for ourselves rather than hearing all about it on the way home." Elisabeth casually spoke while Rose struggled to get back on her feet, her legs shaking from the many embarrassing orgasms she had just had and these ballet heels not helping one bit. Nevertheless she was more than happy to finally get away from this woman.

"That's a wonderful idea Elisabeth we'll get to that once your back. By the way, could I perhaps suggest taking Cunny here with you? If Sally is okay with that of course as she seems to be enjoying herself quite a lot, not tired of that tongue yet. I'm trying to become a little more environmentally conscious so I'm trying to cut back on my toilet paper use. I've made the switch to letting Cunny's tongue wipe me clean and I was wondering if you would like to try that as well. I swear you won't regret it, in fact Cunny's tongue is so much nicer that I doubt I could ever go back to using toilet paper." Bernice smirkingly said as she got up from slut's face, allowing her and Nyx to get out from under the table. Meanwhile Jessy was starting to panic slightly between Sally's legs. She didn't like eating her step sister's pussy, not one bit, Elisabeth's pussy had been preferable, but the mere thought of licking another piss soaked pussy, hell to be given along as a mere roll of toilet paper was horrible.

Of course she should have known that her fate was sealed the moment Bernice had made the proposition as looking down on her with a broad smirk Sally yanked one of her tails to drag her face away from her pussy, having enjoyed quite a lot of orgasms with her tongue by now. "Of course I'm okay with that. We all have to do our part for the environment right? Go ahead Cunny, go be a good roll of toilet paper." Sally laughed with delight. She could have taken an orgasm or maybe even two more, but she was plenty of satisfied and the thought of her stepsister being reduced further from cunt munching pet to toilet paper was too hilarious for her to get in the way of. No the thought of her doing something so degrading and vile was better than another orgasm, not that she had been lacking orgasms at all.

"Hmmm, who am I to say no to such an offer right? Cunny's tongue has felt nothing but amazing and I'm sure now is going to be no different. Cunny, heel!" Elisabeth instructed with glee as she got up from her chair, and despite her disgust Jessy complied immediately, crawling underneath the table, those infernal bells on her pussy ringing loudly as she made her way to the imposing older woman's side, only to crawl along side her as she casually made her way to the toilet. It felt awful, knowing exactly where she was crawling and knowing exactly what she would be doing, but she had to be incredibly close to earning her orgasm and she wasn't going to screw this up, wasn't going to lose that which she needed so very much by now. Rose for her part, now back to balancing on her heels couldn't help but judge this Cunny even harsher. Slut loved Bernice's farts for some reason, and this puppy girl loved pee soaked pussies? It was disturbing. Having only been able to discern the enthusiastic bells headed towards Elisabeth, and now deeper into the house towards the toilet, she could only assume eager compliance like Slut. She remained completely unaware that it was actually her reluctant daughter, about to lap clean the pussy of the woman who had just fingered her.

Arrived at the guest toilet the room wasn't very small or anything, but still rather cramped to fit two people into not that Elisabeth cared as she let Jessy go in first only to follow soon after and lock the door. Jessy might now that the woman probably wouldn't do any worse than what she had already set out to do, but still the sound of the lock made her shudder. There really was no escape now, well not that there ever was, a doorhandle was as good as a lock for her, this was all just about Elisabeth's privacy which made it sting all the more, the fact that she was considered a person or an intrusion on that privacy. "Cunny sit!" Was all the woman said with a big grin, as Jessy quickly complied, knowing better than to resist a direct order even if her owner wasn't here to witness it. Whimpering softly she got into the very exposed sitting position, revealing her breasts and pussy to Elisabeth, which sadly wasn't the first time the woman was seeing them by now. She had only met the woman a couple of hours ago, and now she was already about to eat her piss soaked pussy, it made her feel beyond low, yet she kept on feeling so very horny.

Elisabeth for her part could only chuckle at the obediently sitting girl, quite envious of Bernice for having such a cute and obedient pet. Then again she was sharing in the fun now and probably on many other occasions in the future so she definitely didn't mind. Instead she just casually hiked up her skirt and lowered her panties only to sit down on the toilet right in front of this wet faced girl, unable to taunt her a little as a strong stream of piss started hitting the toilet bowl. Casually sniffing the air and flicking one of those nipple piercings Elisabeth remarked. "You reek Cunny, you smell like,... Well Cunny so I guess it's very befitting of the kind of pet you are. I wouldn't have guessed you were into water sports as well, but I guess you are a huge fan of everything involving a cunt aren't you? This afternoon must have been a dream come through for you." She grinned while Jessy could only sit there and take the shame as well as possible.

When the stream of piss finally stopped hitting the bowl Elisabeth instinctively reached out for the roll of toilet paper, but before her hand made it even half way there she pulled back. Instead she leaned back and spread her legs a little further revealing her piss dripping pussy to the mortified girl. "Well Cunny go ahead, lick, and don't you dare stop until you have my permission." Elisabeth chuckled as Jessy had no choice but to come back down on all fours and move in deep between Elisabeth's legs, right above the toilet bowl. The pee fumes were rising out of it, noticeable even through the scent of the numerous pussies stuck to her face. It was disgusting, Jessy definitely preferred the scent of just pussy, but she didn't hesitate, starting to lick with long broad laps to get it all. The taste was worse than the smell was, but after three or four laps the taste of pussy was starting to take the upper hand again as she drove her tongue inside Elisabeth's pussy to properly pleasure the woman rather than just clean her. It's what her owner liked and Elisabeth appeared to be no different as she held onto the puffy pink pig tails, keeping Jessy securely in place. Not that Jessy would have even dared to pull away without the proper permission. She obeyed Elisabeth like she did her own owner, cause she knew her much needed orgasm depended just as much on this woman as it did on Bernice. Sure Bernice could give her one whenever she wished, even if she were to displease guests, but Jessy knew that wouldn't happen as she was kept in place until Elisabeth had a wonderful orgasm right there on the toilet. One she was made to clean up before finally getting permission to back up as Elisabeth pulled her panties up again. With that she just cried out heel once more and led Jessy back to the party.

Jessy had barely gotten time to crawl under the table or anything when a once again Standing Nyx approached. "Bernice Sally, I could use a bathroom break myself, would you mind me taking the bitch along as well? You know for the environment of course." Nyx grinned, even throwing Jessy a wink while the girl could only whimper, knowing her fate was as good as sealed by Nyx's request and that reason which was only a mockery really. None of them cared about not using toilet paper, they all just wanted to use her tongue and of course Bernice and Sally eagerly gave permission as she was right back to the toilet she had just came from for what basically ended up being a repeat of going with Elisabeth, licking yet another piss soaked pussy to an embarrassing orgasm.

By the time she finally came back again everyone was on their feet, slut two was still standing where Elisabeth had told her to get off her lap. Blinded and on those heels she had no where to go afraid to trip or lose her balance unless she had someone to guide her and up until now no one had bothered. It seemed like no one would bother either as they left her there with the serving tray stuck to her chest. "So shall we go have a look at the sissy now? Slut while we are up there I want you to take cunny here out for a pee, then give her her diner so she's fed, hydrated and ready to serve by the time I get back down." Bernice instructed while Jessy whimpered yet again, mortified that these people now knew she pissed up against a tree in the garden like a real bitch. Going off of the snickers, they all found it quite amusing. While she would never be more than a bitch here and while she still hoped about getting out of here and seeing none of these people ever again, it shouldn't matter that much what they thought, but it still brought Jessy great shame. Luckily they soon headed up stairs, leaving her alone with slut to take care of her while slut two remained standing there doing nothing. Clipped on a leash she was led out of the back door to go find a tree again.

Sissy Exam

Jason was on his knees, holding Master Frank's cock and dutifully flicking his tongue over the urethra, having passed every single term Frank had quizzed him on so far now that it was for real rather than just a practice run. He knew this was far from the worst part where he would have to stick his tongue, and he was already dreading the prospects of pointing out that prostate. Still Frank's cock was rock hard and Jason was aching to get some desperately needed relief. He needed to do this so he could finally get fucked which as shameful as it was was his only chance to find the relief he needed. Frank was right about to give his next instruction when without knocking to the both of their surprise the door swung open and Bernice, Sally, Elisabeth and Nyx all came pouring in. Frank could only grin while Jason was so shocked and mortified he stopped flicking his tongue, just resting it on the slit in the head of Frank's cock. His face turned redder than ever that his old neighbour, his step sister and two strange women were now seeing him kneeling and licking the cock of an older man. Sally was quick to laugh long and hard while the other women just snickered. "You weren't kidding, the sissy does look like a complete dork, pretty, but a dork, a cock loving dork at that." Nyx spoke up with a smirk as Jason only whimpered, nearly instinctively fixing his glasses with a loud snort which only drew more laughter, verifying the statement this new woman had just made. This whole ordeal was embarrassing enough on its own, but now he had a real audience, it was horrid.

"Sissy, come over here a moment and say hello to our guests, I know you're busy with way more fun things for you then women, but not saying hello is rude." Sally instructed, starting yet another round of chuckling at his expense Jason certainly didn't like cock more than women, but right now the fewer people who were around the better for him and as bad as it may be, Frank was the only one he needed, because he needed that cock. Jason knew he should obey Sally, but at the same time he didn't want to fail this test with how horny out of his mind he was. It was almost instinctively that he looked up at Frank who gave a nod of permission, only to blush an even deeper shade of red as he realised what he had just done when everyone started laughing at him again.

Getting up Jason quickly minced over to the four ladies, keeping his eyes low, aimed at their like he had been taught. Even if he hadn't been taught his eyes probably wouldn't have gone up much further. He was so mortified that looking either of them in the face simply was out of the questions as he dipped into four, perfect, but nervous shy curtsies, greeting each of the women separately, before turning his attention to those two new commers and lisping. "I'm sissy Jasmine, and I'm very very sorry for staring at your feet. I'm just a huge pathetic foot perv and I can't help myself, please forgive me." He said, unable to keep his voice from quivering slightly, nor to keep himself from squirming in place. It was awful, but he knew better than to screw up or Sally may forbid Frank from fucking him anyways. He just hoped the stammer in his voice wasn't too annoying for Sally as she got pissed off over even the slightest infractions.

Sally didn't mind at all, she loved it. She loved how her sissy stepbrother was falling naturally into the shy nervous sissy role she wanted him to take on. It was simply precious, and she wasn't the only one to think so as everyone else also had a good laugh at his expense. "That does sound pathetic indeed, but we're not cruel. We would love to help you indulge in your pathetic fetish, if you deserve it that is. It seems like you were busy doing something with my husband. Would you care to explain what you were doing sissy? I'm extremely curious and I would love to hear it from you." Elisabeth grinned as she slipped one of her stocking clad feet out of her shoes, and wiggled her perfectly painted toes before him, as if showing him a preview of his potential reward which only made Jason cringe all the more.

Hard as it was to explain what he was doing, he knew he had to and so he started. "Master Frank has been so kind as to give me a lesson on my very favourite thing in the world, the anatomy of a cock and all its surroundings so I can gain a deeper knowledge regarding my favourite subject. Master Frank was just quizzing me and I was pointing out the urethra. If I score well on this quiz Master Frank has promised he'll fuck my sissy pussy like I've been craving all afternoon. So I'm trying my very hardest to successfully finish the quiz." Jason lisped enthusiastically, clapping his glove covered manicured hands like Sally had shown him to do when he was thrilled about something. Saying it out loud to this audience made him feel so much worse about it all, especially with everyone laughing at him, but in a sense it was also a relief. If he had upset Sally he would already know.

"Well that's simply precious Jasmine, tell you what if score well on your quiz you can worship mine and Nyx's feet while you get fucked. We've been in our shoes a while now so they are certain to be nice and smelly for a pathetic pervert like you. In any case, why don't you get back to your quiz, I would love to see how well you've studied your favourite subject." Elisabeth mocked while everyone laughed, even more so when Jason actually curtsied and thanked her for her generous offer before mincing back to Frank in front of who he fell on his knees, awaiting the next term to point out, while he audience just made themselves comfortable sitting on the edge of his bed in eager anticipation for the show.

"Alright Jasmine, for your next term, could you point out the testicles? Oh and by they way, one of you might want to pick up those papers of there. Jasmine wrote a lovely piece about how much she simply adores my cock. Trust me it's a great read." Frank spoke up with a big smirk as mortified Jason touched the tip of his tongue to one of Frank's hairy balls after lifting his cock in front of the women. It didn't take long thereafter for him to take that same testicle in his mouth and gently massage it with his tongue like he had been told to do before, much to the hilarity of the women who were watching. A very eager Sally meanwhile rushed over to the desk to pick up the sheets of paper only to sit back down and start reading aloud.

Slobbering on Frank's balls while Sally laughed reading his notes about how amazing those delicious juicy cum filled orbs of perfection were compared to the pathetic lump of skin sitting beneath his sissy clitty was awful. Coming up with those words had been awful enough, but hearing his own words now that he was putting them in practice was so much worse still. Especially when it went accompanied by loud laughter from all four women who took turns pointing out specific wordings they found hilarious or even just his sissy handwriting. "I'm kind of curious to see how pathetic that clitty is, if it's only a half as pathetic as the sissy herself described then it just has to be the most pathetic excuse of a cock I have ever seen." Nyx laughed as everyone agreed.

Meanwhile Frank just continued to instruct Jason on what part to point out next, while the writing read for him grew more and more pathetic. He couldn't help but feel like he would actually die of shame when the most extreme fantasies to fill those last pages were read for the entire room to the over shock and hilarity of the crowd just as Frank was telling him to point out his prostate. Rimming this man's ass while listening to how he wanted to be a condom or a fleshlight for cock was horrifying as the women didn't know what to laugh at first. His shockingly pathetic fantasies or the fact that he was eating ass with seemingly great passion. It was so bad that even his intense arousal and the promise of relief was barely enough to keep him going, but he did end up making it.

He had been eating ass for at least ten minutes while the last pages got read aloud, frequently interrupted by loud laughter and mocking rewards, but finally the ordeal ended, tears of laughter in the eyes of all women as Frank spoke up. "Alright Jasmine, you haven't made a single mistake meaning you now officially know as much about cock as you love it. That calls for a celebration don't you think? And what better way to celebrate than with that which you love most, my big manly cock. I might not be able to make your dreams come true and turn you in an actual fleshlight, but you've earned the privilege of getting that sissy pussy of yours turned into my personal fleshlight the way you been yearning for all afternoon." He smirked as much to his shame Jason actually felt his ass clench around the base of his plug in anticipation, anticipation to get fucked despite everything. It really made him feel as pathetic as his own writing had made him out to be.

"Frank if you don't mind, I think this carpet here will do nicely for the two of you to fuck on. It'll grant us a perfect view, plus it'll allow your wife and Nyx to give the sissy the feet she so desperately craves like the true pervert she is." Bernice suggested pointing to the plush rug next to the bed. Jason still had his tongue buried deep up Master Frank's ass in the mean time, not yet having gotten permission to remove it and he really didn't want to screw up now. He was mortified hearing the suggestion though, here he was tonguing the ass of the man who would pop his anal cherry and it wouldn't even happen semi dignified on the sissy bed that was now his. Instead he was bound to be fuck on the floor with some smelly feet in his face.

Jason's fate was sealed as Frank happily agreed. "That sounds like a great idea, sissy you hear that? You're going to get fucked on the floor, but you don't mind do you? As long as you get to enjoy a real cock right? Either way, I know what a kiss as you are, but get that tongue out of my ass so I can stuff my cock up yours. Down on you back with your head towards the bed you go." Frank grinned as Jason was mortified, but all to happy to comply. He had wanted the rimjob to be over with before it had even begun so he really didn't need to be told twice to get his tongue out of Frank's ass. Regarding the fucking, for as embarrassing as it was, he was dying for some relief and it was what he had been trying so hard to get all afternoon. Now the moment was finally here and he grabbed it by quickly getting into position, looking up at the laughing women was even more intimidating now that his ginger head was on the floor right before their feet, barely reaching up past their ankles as they all looked down on him.

In no time at all Frank knelt down before him, being none too gentle as she spread his stocking clad legs wide open and flipped up his short pleated skirt, revealing Jason's sissy panties with his pink cage hanging out, decorated by a half full sissy condom as Nyx joined by the others laughed at how pathetic his clitty was, how his writing hadn't been an exaggeration. It stung to have his cock laughed at like that, especially right when he was about to get fucked by another man. How would he ever be able to look at himself in the mirror ever again? For as bad as it was he didn't try to stop things now, he had done too much to earn this and he needed this way too much.

He couldn't help but whimper loudly, biting his bottom lip in sheer anticipation as Frank pulled the large plug from his bottom while his audience had another laugh at how large that plug was. Before long Frank had his cock lubed up pressed right against Jason's slightly gaping butthole, still freshly stretched by the plug. It took Frank no effort at all to slide on in there, Jason's well prepared ass unable to offer up much resistance to the large intruder. Frank's cock might be a bit narrower than the widest point of his plug, but it was way wider than the base of the plug, as his ass formed a tight seal around it, gripping that warm throbbing meat sliding inside. It felt very strange to Jason, unlike anything he had ever felt before, especially when the cock slid in way deeper than his plug did. It wasn't painful in the slightest. In fact he couldn't help but moan as a first slide over his over stimulated prostate brought a moan right out, making a promising spark of pleasure course through his whole body as his own caged cock leaked some more. He felt over stuffed for sure, but there was no pain or discomfort, instead his ass clenched around the cock hungry for more.

"Wow I almost wouldn't believe this sissy is, or well rather was until a few seconds ago still a virgin. Just listen to that moan, and her ass is massaging my cock trying to pull it in even deeper. Cock really is her true love in life. She really is a cock hungry whore. That being said, I have to admit to liking her sissy pussy quite a lot as well. It's nice and accommodating yet nice and tight at the same time." Frank grinned as he slowly withdrew his cock, only to slam it all the way in Jason's ass again and repeat. Jason felt like he was getting his insides stirred, but he couldn't help but moan every time that cock passed over his prostate. He was so close to cumming, still practically on edge, and each thrust got him closer. It ended up just taking fifteen thrusts and a slightly more accelerated pace for him to really lose it as his whole body tensed up with pure pleasure, his eyes rolling back into his head and his ass gripping Frank's cock hard while his caged cock filled that small condom to the brim with a big load. A scream of pure pleasure escaped Jason's lips as he had one of the most intense orgasms of his life, finally releasing all the pent up sexual frustration and the down right aching in his balls. The orgasm was wildly different than those using his cock to penetrate used to be. They came from way deeper, making them less explosive, but all the longer and more intense. The fact that Frank kept on pounding his ass drew it out all the longer as well.

Everyone had a good laugh at just how much of a cock loving sissy he must be to cum that fast, all of them claiming they had never seen anyone cum this quickly. Nyx added onto it by laughing how her boyfriend who was a severe premature ejaculator never even came this fast, but she finely pointed out that a sissy didn't really count as a boy anymore. Sally meanwhile was glad to give a new sissy condom over to Frank who took a small break to change out Jasmine's full condom for a fresh one. It gave Jason a small break to start coming down from his high, but he never truly did, the shamefully pleasant assault on his prostate keeping him moaning, especially when Frank threw his legs up onto his shoulders and started really picking up the pace big time. His hips clapping into Jason's butt cheeks, the sound of which filled the room together with he taunts of his audience. They were mostly lost on Jason who was too lost in the pleasure to pay much attention to anything but the cock pounding his ass.

Now that they had all witnessed his first orgasm, loving every bit of it, both Elisabeth and Nyx took off their shoes right behind his head, and quickly planted their damp nylon clad feet straight on his face, rubbing them over it, cupping his nose with their toes, and taking turns trying to wiggle their toes into his mouth. The distinctively different scents of two pairs of smelly feet hit his senses at the same time, and while it was disgusting, they weren't the first feet he had had to deal with. He nearly automatically opened his lips for them, and sucked on the toes presented to him, afraid of the repercussions. They filled almost his entire vision and the rough pounding was making him breath in their scent all the deeper. Despite his disgust it didn't take all too long to have a second orgasm, worshipping these smelly feet.

The orgasm came with another small break to come down from the orgasmic high as Frank changed out his sissy condom yet again. It was a cycle that kept on happening. Having enjoyed a couple of blowjobs, Frank seemed to last what felt like an eternity, while the overly stimulated Jason had plenty of anal orgasms throughout the rough pounding. In the end Frank did have an amazing orgasm of his own as well, started off with the fiercest pounding Jason's ass had received as of yet only to end with his cock buried balls deep into the sissy's ass as his whole body tensed up and shot his load deep inside. His climax, was awarded by a loud applause from the crowed as Frank stayed deep inside catching his breath a little. "That's how a real man cums, deep inside an eager hole rather than into some pathetic pink spunk bags." Nyx laughed as she continued to applaud.

"Awww, Jasmine here also came into an eager hole with a little redirection. I mean the sissy loves cum, she doesn't like letting any of it go to waste so she'll be eagerly swallowing her sissy cream later when she's caught her breath." Sally laughed as she held up no less than six small bright pink latex balloons filled with a creamy white fluid, counting each of Jason's six orgasm which she showed to everyone like a trophy.

"I can tell this sissy really is a cock addict. I mean I saw my husband really enjoyed that sissy pussy, but that is one orgasm, between the three of us who helped Jasmine get off, for six of the sissy's orgasms. I mean it's very clear who got the better end of this deal." Elisabeth grinned as all agreed while she and Nyx put their shoes back on.

Frank for his part pulled his slowly limp growing cock back out of Jason's bottom, only to plug it right back up, keeping his load sealed inside when he got up to go put on his clothes. "To be fair, Jasmine here definitely earned it. She has been working hard all afternoon to earn the privilege of my cock filling her sissy pussy, although I guess doing what you love can't really be called working and even then she had more orgasms than I had all afternoon long." He laughed as he walked back to the group fully dressed. With that the four women also got up and started to leave.

Just before they left the door Sally turned towards her thoroughly used sissy step brother and smirked. "You stay right there Jasmine, don't move a muscle. I'll be back before long after I've said goodbye to our guests." And just like that Jason was left completely to his own devices, the scent and taste of smelly feet strong onto his ruined made up face, his legs spread wide, skirt hiked up and his bottom burning sore from the very rough pounding he had just gotten. He was still slowly coming down from the intense pleasure he had derived from the pounding, but the more time passed, the more the clouds of pleasure in his head cleared up the more shame took over as he realised full well what he had done all afternoon and all to earn this. His writing had been embarrassing, his speech more so, and then there was his anatomy lesson, but some of that embarrassment had been dulled by sheer arousal, arousal that was no longer there making him face the full brunt of all of his actions. He couldn't believe how pathetic he had acted, all just for the shame of getting fucked by a real man. Now that he was no longer horny out of his mind, he couldn't help but shudder, yet he stayed in place like Sally had demanded, fearing the consequences of disobedience even now.