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The Lesbian Diaries	By : MTL Category: S through Z > Vampire Diaries Views: 18562 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: I do not own The Vampire Diaries or Legacies. I do not make any money from the writing of this story.

Chapter List
- 17
- 18
Elena moaned happily at the taste of her doppelgänger's butt on her own strap-on. Ever since she first tasted it, she had been addicted to this yummy flavour. Well, honestly, she'd been addicted to the taste of ass, but maybe Ms Katherine's ass most of all. Or her own. Although, there was a chance to taste something just as good, so she didn't savour that particular flavour for as long as usual. At least not on that cock. No, she had other cocks to suck, and the last thing Elena wanted was to linger on a dildo which wasn't currently attached to a beautiful woman, and missing out on that privilege because her friends became impatient. Even if that was unlikely, given the way they seem to be enjoying the show.
Honestly Elena was enjoying it too, as her owners Katherine and Rebekah Mikaelson were currently tasting their own asses on the strap-ons of Hayley and Freya Mikaelson, their back holes still gaping open from all their fun. Hope Mikaelson was in the same boat, and while obviously that didn't mean as much to Elena, getting to watch all three of them was a reminder just how much fun they'd all had. And if this was it, it would be a fitting ending to the night. However greedily, she wanted more. After all, she hadn't been butt fucked yet tonight. Although from the way that that Vicky, and especially Mistress Bonnie was staring at her hungrily when she started to blow them, maybe she would be in luck? Or more actually, more than already. Which was saying something.
Again Elena moaned happily at tasting Ms Katherine's ass on a strap-on, which this time was around Vicky's waist. And again, she didn't linger on it as much as she normally would. And maybe as much as she should. But she just couldn't help herself, she was just so excited to taste Ms Rebekah's ass. Something she had done before, of course, but never on a strap-on. Oh God, she couldn't wait. But she also couldn't half ass this blow job, so just like with her own dildo, Elena made sure to get every drop of that precious liquid, before finally moving over to Mistress Bonnie's cock, with the same kind of results, only this time, it was a new experience for her. A new, wonderful experience, which she instantly couldn't get enough of.
This time she savoured the cock. Which she would do anyway, given that there was no other dick she had permission to clean, but again, this was extra special, because it was a rare new experience for her. One which had her hungrily sucking up Ms Rebekah Mikaelson's 'arse' cream from that cock, Elena instantly loving the taste, and craving more. So much so, that she almost wished she hadn't joined in on the butt fucking, and was simply on ass to mouth duty, as was normally the case in these situations. Oh well, she was sure that she would get the chance somewhere down the road. Also, that her needy little body would get some attention. Luckily for her, as it turns out, she wouldn't have to wait until they got home, and Ms Katherine and Ms Rebekah took their frustrations out on her.
"Can I have everyone's attention, please?" Bonnie firmly demanded, after she felt that Elena had thoroughly cleaned the cocks required of her, along with everyone else given that duty. Then when all eyes were on her. She explained, "Katherine would like to think that she started all of this, and the truth is, she had a very important part to play. Something which we just properly rewarded her for, mmmmmmmmm, and then some. But, you all had a part to play, and I'm very proud of you all. But most of all, there is someone else who truly started all of this. Someone who without her, none of this would've happened. And I'm of course, talking about Elena Gilbert. Elena, why don't you take a little bow for us?"
"Yes Mistress Bonnie." Elena replied and obeyed, a little awkwardly.
Pretty much everyone chuckled with amusement at this, and then Bonnie continued, "So, since we're making this an epic night of gang bang fun, I say we end with Elena. Mmmmmmmmm yesssssssssss, let's all take turns fucking this little lesbian slut, as a personal thank you for making all this happen. And because I know that she loves anal more than anything else in the world, let's make it an anal gang bang! Oh yes, let's all fuck that slutty little ass of hers, and give her the same treat that we just gave Hope. Ohhhhhhhhhhhhh fuckkkkkkkkkkk yeahhhhhhhhhhhh, I wanna see my best friend getting double ass fucked. Ooooooooooh, fuck yeah, and I want to be the one who does it. Or at least, one of the many."
"Oh God yes, mmmmmmmm, please Mistress Bonnie, fuck my ass!" Elena eagerly agreed, to no surprise, "Oh please, please, please fuck my ass! Double fuck it! Hell, triple fuck it! Treat it like the whore hole it is! Ooooooooooooh yessssssssssss, I want all of you to treat my shit hole like the fuck hole it is, and use it for your pleasure."
"You see how eager she is for this?" Bonnie chuckled, before taunting her audience, "Of course, it's been a long night, so I understand if anyone just wants to watch."
"We'll be fine." Lizzie pretty quickly reassured.
"Totally." Josie agreed.
"I would never turn down a piece of Elena's arse." Rebekah purred, before unnecessarily reminding everyone, "It is mine, after all."
"And mine." Katherine quickly added, "And I'm always ready to fuck it."
Bonnie briefly waited for the others to provide their own reply, but if they were undecided, or they felt that their inclusion was a foregone conclusion, or they truly wanted the rest, they didn't say, but she knew there was one person that she allowed one more, "In that case, Caroline, sweetie, would you mind preparing that whore hole for us?"
"Yes Mistress Bonnie." Caroline replied and obeyed, "Mmmmmmmmmm, it would be my pleasure."
Caroline truly meant that, despite the fact that she didn't reply to her wife's question. But that was simply because if more was required of her, it would be likely a rim job, ATM, or lying down to allow Elena to ride her with her pussy or ass. Which meant that this would be the most physical thing required of her, and thanks to her supernatural stamina and healing, and her love for rim jobs, Caroline had more than enough energy for this, even if she was physically and emotionally drained. Besides, this was Elena, and Caroline would do anything for her. They all would. Which was exactly Mistress Bonnie's whole point, the blonde giving her a happy smile, as she crawled over to where her best friend was now bending over, and buried her face in between her butt cheeks.
It was very tempting to give those cheeks a few long, lingering kisses first, both to hammer her own submission home, and to soothe her friend's no doubt incredibly sore body. However she knew what kind of reaction that would get from her audience. So she stuck to this, and even though she lingered with her face buried in between those ass cheeks for a few long seconds, and practically motor-boated them, this only seemed to amuse her audience. Although not as much, as when Caroline pulled back slightly, spread those cheeks widely apart, and then spat onto her target. She then rubbed in that saliva with her tongue. Rubbed it into Elena's butt hole, officially beginning the rim job.
She repeated the process a few times, but mostly Caroline just slid her tongue up and down Elena's ass hole. Sometimes she was permitted to do this for as long as she wanted, and other time she was told to move on sooner than she would have liked. In this case, Caroline was very happy that she was allowed to give a long, drawn-out rimming. Which was most likely because everyone was still tired, but still. Of course, inevitably she chose to pick up the pace, slowly at first, but eventually she gave her friend all she had. That included swirling her tongue around that forbidden hole, and eventually trying to push it inside. Thanks to supernatural healing. She didn't get very far, but she got far enough to make a difference.
"Caroline..." Bonnie said, then waiting until she had her wife's full attention, which involved pulling her tongue away from their friend's ass hole, before continuing, "Why don't you slid a finger or two in there? Really loosen it up for us? That way, it will be like you're joining us in the anal gang bang. Wouldn't that be nice?"
"And have Elena be butt fucked by even Caroline?" Rebekah pointed out gleefully, "Mmmmmmmm, nice touch."
"Isn't it though?" Katherine purred with delight, "You go Caroline. You heard your precious Dom wife. Finger your best friend's booty, and get it nice and ready for us to fuck."
"Yes Mistress Bonnie." Caroline replied and obeyed, as only slightly a jab at Elena's loudmouth owners.
"Oh yes, mmmmmmmm, finger me Caroline, finger my butt." Elena enthusiastically encouraged, when she got the chance, "Ooooooooooh yessssssssssss, finger that butt hole you were just tonguing. Get me nice and ready for an anal gang bang. I'm sure you'll be next. It's just a matter of time. Then they'll do this to you, wouldn't that be fun? Yeahhhhhhhhhhhh, it will, ohhhhhhhhhhhh fuckkkkkkkkkkkkk, ah fuck, oh my God!"
Only too happy to obey, Caroline replaced her tongue with a finger, briefly pumping it into her mouth and sucking on it, before pushing it into the other girl's ass. Elena cried out in mostly pleasure as her back door was penetrated followed by moans and more happy sounds as that finger was buried as deep as it could go inside her butt. Caroline savoured that feeling for a few long seconds, and then started to thrust her finger in and out, resulting in more happy sounds from both of them. Which continued to be the case as another finger was added, and then again when Caroline's fingers were replaced with something much, much bigger. It wasn't attached to Caroline, of course, but the blonde still very much enjoyed the show.
"Okay, Caroline, that's more than enough for that anal slut." Bonnie ordered, "Mmmmmmmmm yesssssssssss, move aside so I can fuck her."
"Yes Mistress Bonnie." Caroline replied and obeyed, then quickly started sucking her fingers clean.
"And as for you Elena, spread your cheeks. Oooooooooooh yeahhhhhhhhh, show me that slutty little fuck hole that I'm about to fuck." Bonnie ordered gleefully, before correcting herself, "That we're all about to fuck."
"Yes Mistress Bonnie." Elena replied and obeyed.
"Wait just a moment." Rebekah spoke up, and then when all eyes turned to her The Original actually gulped, which was deeply embarrassing, but to her credit, she soldiered on, "We're her Mistresses? Shouldn't we go first?"
"What I think my wife means to say is, please Mistress Bonnie, can we be the first to fuck your best friend in the ass?" Katherine tried to smooth over, but she just couldn't help herself, "The one we made our bitch?"
For a few long seconds Bonnie just stared at them, and then she smirked, "Yes, Elena is your bitch... and you're mine. That means, what's yours is mine. But, since you were both such good little butt sluts for us, I might be persuaded to let you go next. If you ask nicely, when the time comes. As for now? Just keep your mouths shut, and enjoy the show."
"Yes Mistress Bonnie." Katherine replied automatically, and then questioned whether that was for the best.
"Yes Mistress Bonnie." Rebekah replied afterwards, just in case that was what was expected of her.
Bonnie did consider letting someone else go first, specifically her daughters, because she loved them that much. Oh yes, she considered letting Katherine, Rebekah, or even Vicky go first, because of the important roles they had played at started all this. But ultimately, she just couldn't pass up the chance to go first. So ultimately it was Bonnie Bennett kneeling down behind Elena Gilbert and then effortlessly anally penetrating the other girl. She did this nice and slowly, although admittedly, that was as much about maximizing her enjoyment, as it was making it easy on her best friend. Not that her BFF minded. If anything, this little anal slut probably wished it had been faster and harder, given the way she pretty much cried out in pure pleasure from the moment her butt hole slowly started stretching, and even the point that her cock slid through that tight anal ring and into Elena's ass.
That continued to be the case as Bonnie pushed inch after inch of that long, thick dick through her best friend's back door and deep into Elena's back passage. Oh yes, the once sweet and innocent Elena Gilbert thoroughly proved herself an anal slut by whimpering, gasping and even moaning throughout getting her slutty little butt stuffed. And this was only the beginning. Oh yeah, this ass whore had begged for an anal gang bang, and that was exactly what she was going to get, as standing around them was a group of women hungry for a turn with this hot piece of ass. For now though, they would have to be satisfied with just watching, as Bonnie was literally just getting started.
Hell, Bonnie made sure to take her time stuffing Elena's slutty little ass full of cock, giving her best friend the chance to savour the feeling she was addicted too, while allowing herself to enjoy the sight she was addicted too. Oh yes, Bonnie loved watching inch after inch of her big dick disappearing into another girl's ass hole, as it made her feel powerful and dominant, and it was just a wonderfully twisted sight. One which most of her audience shared in. It actually united them for a few long minutes, the witch occasionally tearing her gaze from this bitch's stretching butt hole, to the happy faces of the women surrounding her. Especially her daughters, and even Caroline, who as always was just happy her wife was happy. And maybe more than a little jealous of Elena, especially when the anal penetration was complete.
Which was always a special moment, but never more so than right now, with all these witnesses. Oh yes, every girl in their social group was there to witness Bonnie's thighs coming to rest against Elena's butt cheeks, announcing every single inch of her strap-on was buried deep within the other girl's bowels. She then paused, again to allow herself and everyone else to savour the moment, before pumping her hips back and forth, causing the dildo to slide in and out of Elena's slutty little ass hole. Bonnie again made sure that she and everyone else got a chance to savour this beautiful sight, but this would be the last time they would see it in this position, at least for a while, in this way. Although what she had planned next would be almost as good.
"So Katherine, you wanted to go next?" Bonnie quipped casually after a few moments of sodomizing her best friend.
"Yes, I did." Katherine beamed wickedly.
"So did I, you know?" Rebekah grumbled.
"Well then... lay down." Bonnie ordered softly, "In fact, everyone, lay down. Mmmmmmmmmm, let's do this a little differently, shall we? Oh yes, let's make this shameless little anal whore prove just how much she loves it up the ass, by taking turns riding all our cocks. That includes you Caroline. Oooooooooooh yeahhhhhhhhhh, go get a cock, so Elena can ride you too."
"Yes Mistress Bonnie." Caroline replied and obeyed.
"Yes Mistress Bonnie." Elena moaned happily, "Mmmmmmmmm, and thank you. Ohhhhhhhhhh, thank you for allowing me to prove what a shameless little anal whore I truly am!"
"You're welcome, slut." Bonnie chuckled, before looking over at Katherine, who hadn't moved, and then raising an eyebrow, "Problem?"
For a few long seconds, Katherine just stared at her top, and then smiled sweetly, "Of course not. Elena, mmmmmmmm, bring that slutty little ass over here, to your true Mistress's dick."
"Yes Ms Katherine." Elena replied and obeyed.
Katherine could admit, if only to herself, that this wasn't exactly ideal. No, thanks to her supernatural healing and stamina, she had energy to burn, and she'd much rather be using it to brutalize Elena's butt hole herself. Besides, doggy style was the perfect position for her bitch. Hell, Bonnie had just proven it. Oh yes, Elena Gilbert never looked better than when she was on all fours, surrendering her most private hole to a superior woman. However, there was definitely something to be said for this position. And it came with the added benefit of letting Katherine rest, because even her supernatural abilities were on the ropes and in need of a recharge. At least if she was going to truly brutalize Elena's butt hole later, when it came to making them both cum.
In fact, as much as Katherine hated to admit it, the more she thought about it, the more this seemed like a good idea. Of course, she didn't let Bonnie know that, so instead she pretended to be mad at her, before shrugging off the command. Because it was one thing to be bossed around, it was another thing to be controlled while she was supposed to be topping her bitch. Although it was hard to stay mad, when the next thing she knew Elena Gilbert was straddling her waist, lining up her slutty little ass hole with Katherine's cock, and then slowly pushing down on it, until it was all the way up her bitch ass. And of course, the shameless little anal whore moaned, whimpered and cried out with pure pleasure the entire time, making the whole thing even better.
The sexy little anal bitch continued to make those sounds as she bounced up and down Katherine's cock, and of course, whenever she rode one of the other cocks. Katherine of course preferred this time, as she got an up close look at her bitch taking it in the butt. Admittedly, Elena had chosen the classic cowgirl position, instead of the reverse version, meaning that Katherine didn't get a good look at that cute little backside bouncing up and down. However, she received that later, and even though it wouldn't be on her strap-on, it would be good enough. For now, Katherine was more than happy to look at Elena's face awash with pleasure, something the older vampire lived for.
Sometimes she felt she needed it as much as blood. She certainly had the same addiction to it. And luckily for her, it was something that she got to see every single day. She promised herself that wouldn't change, no matter what this new arrangement with Mistress Bonnie might lead too. Because things had clearly changed between them. She could feel it in the air. However, no one would take Elena Gilbert away from her. Katherine had promised herself that long ago, and she fully intended to keep that promise. More importantly, she would continue topping Elena Gilbert, no matter what. Because she loved her. God, in moments like this it was never more clear that she was deeply, embarrassingly in love with her mirror image. Also, her wife, who was obviously done waiting her turn.
"I think Katherine has had Elena's arse for long enough, wouldn't you agree... Mistress Bonnie?" Rebekah asked manipulatively, struggling to say the Mistress part, which unfortunately didn't go unnoticed by her Dom.
"Are you asking for a turn?" Bonnie smirked.
"Maybe." Rebekah grumbled.
"Are you going to ask properly?" Bonnie questioned.
There was a brief pause, then Rebekah pointed out with a petulant whine, "I shouldn't have too. She's mine."
"And you're mine." Bonnie countered without hesitation, "Or do you deny it?"
Another brief pause, then Rebekah grumbled, "Please Mistress Bonnie, may I have a turn with my bitch."
"Good girl." Bonnie teased, before ordering her best friend, "Elena, get your slutty little 'arse' over to your other Mistress. It's her turn now."
"Yes Mistress Bonnie." Elena moaned happily and obeyed.
Rebekah didn't like how vague that command was, as at this point Mistress Bonnie could have meant anyone, and there was a decent chance she meant herself. Or at least implied it that way. Luckily, her dear sweet Elena was too smart for that, and immediately figured out what was required of her. Either that, or she had been paying attention to what was being said. The latter was more likely, and more horrifying. Then again, Elena had already seen, and been a part of, Rebekah's greatest ever submission, so what was one more humiliation? And if she was honest with herself, the Original had to admit that part of her rather enjoyed it. Even if she was looking forward to indulging in a far more dominant side to her personality now.
Despite having to wait her turn for this treat, and be the third in line for it no less, Rebekah did feel more like her old self when Elena lined up her slutty little back door with the Original vampire's strap-on, and slowly but surely pushed downwards, getting the most wonderful sounds as she did so. Then as before she took a few long seconds to savour the moment, before starting to bounce up and down. Bounce up and down Rebekah's big dick. Oh yes, her personal anal bitch Elena Gilbert started bouncing her whore arse up and down Rebekah's big dick, which definitely made the oldest vampire in the room feel like her old, dominant self again. And she absolutely loved it.
She especially loved all the goodies that were currently on display to her. Like with her darling wife Katherine, Elena had chosen to ride her in the traditional cowgirl position. This did mean she didn't get the best look at her cute little arse bouncing up and down, but Rebekah had got it before, when Elena was anally riding Katherine, and she would get it again later, probably many times over. So Rebekah was very content with being able to watch those perky little boobs bouncing up and down, or look down that wet little pussy, and then down past it to where her cock was disappearing and reappearing. She couldn't get a good look at the penetration itself, but for this moment, the bouncing was enough.
Of course, above all else, unknowingly just like Katherine, Rebekah was able to look at Elena's beautiful face, and at a few points even deep into her eyes, and see the love she felt for this woman reflected back at her. Rebekah had spent over a thousand years trying to find love, and dismally failing at every turn. Even her now beloved Katherine had betrayed her time and again, maybe because the truth was they just didn't work together. Not unless there was a third piece to the puzzle. When they first met Rebekah would've never guessed Elena Gilbert of all people would be that piece, but she was so happy that she was, because in the process, it allowed them all to find inner peace. Including gaining Mistress Bonnie to give herself and Katherine the domination they had been secretly craving, at least once in a while.
"So, who wants to go next?" Bonnie said, almost conversationally, after a few long minutes of enjoying the show. In doing so she tore her eyes away from that show, then exclaimed, "Girls!"
"Uh-huh?" Josie murmured, looking up at her, from her little show, smiling, "Oh, that's nice, but we're busy."
"Maybe in a few goes, mmmmmmmmm, when Hope and Mommy Caroline are done preparing our cocks?" Lizzie suggested, not looking away from where her Mommy was enthusiastically sucking her strap-on, and Hope was giving her sister the same treatment.
"I'd say those strap-ons were plenty prepared before, and since Hope and Mommy Caroline were supposed to be getting their own strap-ons, you girls can wait a while." Bonnie grumbled, although it was telling there wasn't a protest, which annoyed Bonnie even more. Then she pushed, "And seriously, let your Mommy and girlfriend do as they're told."
The twins were disappointed, but simultaneously let go of the heads bobbing on their cocks, and then grumbled, "Yes Mama."
There was a chuckle from the rest of the audience, particularly Freya, who certainly wasn't afraid of Bonnie Bennett or her family, before the ancient witch spoke up, "May I please go next, Ms Bennett?"
For a few long seconds Bonnie glared at the other witch, and then just smirked, "Sure, go ahead. Someone has too."
"Excellent." Freya beamed happily, before addressing Elena, "Elena, get off of my sister's dick, and onto mine. Mmmmmmmm yessssssssss, the rest of us want a turn with your slutty little ass."
"Yes Mistress Freya." Elena moaned and obeyed.
"No!" Freya ordered when the little anal slut was close enough, "Turn around, and spread your cheeks. Mmmmmmmm yeahhhhhhhhhh, I want the same thing your Mistress Bonnie got, the best look at your bitch hole stretching for big dick. Oh yes, ooooooooooooh, that's it, ohhhhhhhhhhhhh, spread those cheeks nice and wide! Ah fuck yeah, aaaaaaaaahhhhhhhh fuckkkkkkkkkkkk!"
"Yes Mistress Freya." Elena moaned and obeyed.
Freya wasn't surprised that Elena was less enthusiastic to obey her, as she wasn't her precious Ms Rebekah or Ms Katherine. After all, she could relate given that she adored Hayley, and to a lesser extent her other family members, and Vicky, while to her Elena Gilbert was nothing but a piece of meat. An incredibly hot piece of meat, one who looked exactly like her sister-in-law, but it still wasn't quite as satisfying to dominate her as it was Katherine, or one of the many other girls in the room. It definitely had it's charms, especially with the hot little butt slut in this position. She just had no desire to stare lovingly into her eyes while they had anal sex. Not when she could be staring into Hayley's eyes instead.
Admittedly, this was less the case at first, but given they were right next to each other Hayley was able to reach out her hand to touch Freya's, and the witch didn't hesitate to take that hand in her own. She then briefly gave her wife a smile, before turning to the beautiful sight in front of her. However, despite just how amazing the sight was, she couldn't help it look back and forth between it, and her wife's beautiful face. And in her eyes. And her beautiful body. And oh God, Freya just loved her so much. Would do anything for her. Had done anything for her. And she couldn't wait to spend the rest of their, ideally very long, lives together. Especially if it continued to involve sharing sluts like Elena Gilbert.
While Freya like to share a look with Hayley, she definitely wasn't staring at her the whole time. Especially not when Elena was anally penetrating herself, and then slowly stuffing her slutty little butt full of cock. Because like she said, that was something she wanted to see, and it was definitely worth looking away from her wife, especially as Elena continued spreading her ass cheeks throughout the latest butt fucking, like the well-trained bottom she was. Oh yes, Freya, and everyone else, got the perfect view of that slutty little back door slowly sliding down the shaft, until the entire length was buried in her back passage. Then they got the best look at that whore hole stretching widely around the big strap-on dick, as it bounced up and down on it, creating an incredibly twisted, and yet beautiful sight.
One thing that definitely added to that beauty was the sounds Elena was making. Oh yes, this little anal slut was constantly moaning, gasping, whimpering, and crying out in pure pleasure, letting everybody know just how much she loved it up the butt. And since it was the same voice as Katherine, it was extra sweet for her, and of course her wife. And everyone else, for that matter. However, it was something that Hayley would appreciate more, and well, this wasn't Katherine, so it seemed only right to take some pity on her, and give her wife a treat. So after enjoying the beautiful sights and sounds for a few long minutes Freya leaned over, gave Hayley a long, lingering kiss, then pulled back and made an announcement, without looking away from Hayley.
"Now my wife." Freya ordered softly, "Mmmmmmmm yessssssssss, Elena, move your slutty little ass over to my wife, and ride her with your bitch hole."
Elena immediately looked to her Mistress Bonnie for approval, who chuckled wickedly, and pointed out, "Shouldn't Hayley speak for herself?"
"She should." Hayley agreed, looking away from Freya so she could address Bonnie directly, "My wife was just trying to be nice and generous, as she always is. Mmmmmmmmm, and of course I want a piece of that whore ass. If that's alright with you, Mistress Bonnie?"
"Of course it is." Bonnie grinned, before ordering, "Go ahead Elena, mmmmmmmmm yeahhhhhhhhhh, it's time for you to switch cocks."
"Yes Mistress Bonnie." Elena moaned and obeyed.
While that was happening Hayley made sure to look at one of Elena's other owners, and taunted "What about you, Katherine? You good with me using your favourite bitch for my pleasure?"
"Oh absolutely." Katherine beamed, "Use away. Oh yes, mmmmmmmm, use Elena for your pleasure. And let Elena use you for hers, oooooooooooh, the little butt slut!"
Hayley smirked in response, and was about to say something else, when she turned her head just in time to see Elena's butt hole swallow the head of her cock, causing the little ass slut to cry out loudly in pure pleasure. God, that was so satisfying. And not just because it looked, and sounded, just like Katherine. No, Hayley had spent enough time around the doppelgängers to tell them apart, at least when Katherine wasn't trying to pretend to be her mirror image, and there was definitely something to said for Elena Gilbert anally riding her. Especially, as she hadn't been told otherwise, the well-trained anal bitch had gone straight from anally riding Freya to doing the same with Hayley, in the exact same position, AKA, with that cute little ass of hers pointing at the hybrid.
Further proving herself a well-trained bottom, Elena continued spreading her cheeks in this position, meaning that she was once again giving the happily married couple, and everyone else, the best look at her slutty little bitch hole stretching around a strap-on. Hayley's strap-on, which slowly started disappearing into that back door. And again, Elena let out the most wonderful sounds while doing it. Something she continued doing once every single inch of that big dick was buried inside her ass, and she was bouncing up and down again, officially beginning the latest butt fuck. And yet, as captivating as all that was, like Freya before her, Hayley found her eyes drifting over to her wife.
At times like this, she couldn't help thinking about how lucky she was. Perhaps it was inevitable that she would end up with a Mikaelson, as her fate had been intertwined with theirs, ever since she was impregnated by one of them. And in her, admittedly biased opinion, she married the best one. Oh yes, Freya was a loving partner, who gave her everything she ever wanted, and more. Because not only did she have the family she'd always wanted, but she found herself fucking half of it. Which was weird, along with the fact that they had their own sex slave, but her idea of normal had very much changed over the past few years, and to celebrate that fact, Hayley leaned over to kiss her wife, while the other girl bounced up and down on her strap-on dick.
She then went back and forth between looking lovingly at Hayley, kissing her, and watching Elena anally ride her. Naturally she spent more time with that last thing, given that she would have plenty of time to look at Freya, and kiss her. She'd also have plenty of time to watch Elena's butt bouncing up and down, but this may be her only chance to watch this little butt slut ride her cock. And if she did get another turn, it wouldn't be for a while, so Hayley tried to make the most of it. Especially as it was only a matter of time before this anal whore moved on to another cock. And sure enough, that's exactly what happened, although considering Elena was nothing to her, she was given a surprisingly long amount of time to enjoy the experience.
"Vicky, are you ready for your turn?" Bonnie asked.
Even though it was stated as a question, Vicky knew a cue when she heard one, and quickly and eagerly replied, "Ooooooooooh yessssssssss Mistress Bonnie, mmmmmmmm, I'd love to have the pleasure of Elena Gilbert riding my big dick with her slutty little shit hole! Ohhhhhhhhhhh yeahhhhhhhhhhh, I've wanted to fuck this bitch ever since we were kids. Please let me?"
"I suppose, as long as you promise not to get carried away." Bonnie warned.
"I promise." Vicky quickly replied, "I promise to be good."
"Very well, Elena, you know what to do." Bonnie said with a smirk.
"Yes Mistress Bonnie." Elena replied with a smirk of her own, somewhat reluctantly pulling her ass off of Hayley's cock, and moving over to Vicky's.
"Wait..." Vicky then said when Elena was hovering over her cock, "Turn around. I want to see your pretty face. Mmmmmmmm, I want to see the pretty little face of sweet and innocent Elena Gilbert, as she anally rides me like the butt slut she's become. Oh yeah, I want to look into her eyes, as she realizes she's not better than me, and she never was."
"Yes... Mistress Vicky." Elena chuckled, only too happy to do as she was told.
Vicky had expected nothing less from Elena. In fact, she would have been worried if that wasn't the response. And she admittedly said that to get that reaction. Mostly. Yeah, they both had to know that there was some truth to it. Everybody probably did. Because growing up, Vicky had been labeled the slut, and while that wasn't entirely unfounded, she had nothing on Elena fucking Gilbert. Admittedly, they were now both sex slaves, but because of her connection to everyone in this room, Elena was the one in high demand, and it was Elena who was now getting anally gang banged. And the little slut was absolutely loving every second of it. Something which was proven by the way she threw her head back and moaned loudly and happily as she once again anally penetrated herself on a strap-on dildo.
It was a feeling which Elena clearly savoured for a few long minutes, before beginning to slowly slide her ass hole down that big dick, the little anal slut moaning, whimpering, and crying out in pure pleasure the entire time. Sounds she continued to make once the full length of the dildo had been buried in her bowels, and after a few long seconds of savouring that, she once again started bouncing up and down, anally riding the latest cock to be buried in her back door. Oh yes, Elena Gilbert was anally riding her! Elena Gilbert was anally riding Vicki Donovan! Prim and proper Elena Gilbert was riding that nasty slut Vicki Donovan's strap-on cock with her ass hole, and although Vicky definitely preferred bottoming, this was easily one of the best experiences of her life.
That was really saying something, thanks to Mistress Hayley and Mistress Freya, Vicky shooting them a grateful look, which they didn't see, as they were too busy making out with each other. She then gave Katherine the same thing, and that nasty little switch was only too happy to grinned back at her, before they both returned their attention to Elena fucking Gilbert bouncing her butt hole up and down yet another strap-on dick. Vicky almost regretted her choice of positions at that point, because while she had enjoyed the sight of Elena's ass hole stretching for cocks already, this would be her cock, and therefore so much more special. But then, she would have missed out on the look on her friend's face, so ultimately she felt that she made the right choice.
Although, through it all, as much as Vicky loved every second of watching sweet little Elena Gilbert subjecting herself to this, the irony was that she once again found herself jealous of her. Which was the story of her life, really. To be fair, she couldn't imagine herself being happier. It was just, every so often, she thought it would be nice to be practically the centre of the universe. Something that she continued feeling as inevitably, everyone's favourite butt slut got to move on from her, leaving Vicky behind to just watch the show again. Although admittedly, there was definitely something to be said for that. Especially considering who was up next to have sweet and innocent Elena Gilbert anally ride them.
"Fancy a turn, sweetie?" Bonnie asked her wife.
Caroline would very much like a turn being in Elena's place, but she knew the response her wife wanted, so she simply smiled and obediently replied, "Yes Mistress Bonnie."
"That's what I thought." Bonnie beamed, before turning her attention to her best friend, "Elena, give my wife the same treat you were giving Vicky. Mmmmmmmm yeahhhhhhhhhh, go from anally riding one of your best friends, to anally riding another, you greedy little ass slut! Ooooooooooh yessssssssss, ohhhhhhhhhhhhh fuckkkkkkkkkkkk, that's it, that's what I want to see."
"Yes Mistress Bonnie." Elena replied, when she got the chance, but immediately obeyed.
Although Elena hesitated when she reached her destination, and raised her eyebrow, confusing Caroline momentarily, before realization hit and she quickly told her best friend, "I'll have what Vicky was having. I, I want to see your face, as you anally ride me."
"Yes... Mistress Caroline." Elena chuckled, only too happy to do as she was told.
Caroline didn't really like being called that. It just seemed so weird, and wrong. She wasn't a Mistress, or even a switch. No, she was an anal loving bottom, and proud of it. Which was why she really, really wished she had the option to join her best friend in bouncing her slutty little butt hole up and down those big dicks, instead of having a turn with Elena's bitch hole. However, Caroline also prided herself on doing whatever it took to make her friends happy, and Elena Gilbert had always been her best friend. Mistress Bonnie had always been more to her than that, but there was definitely something to be said for friendship, and Caroline would always do whatever she could to please Elena. And just laying back and letting her BFF do all the work wasn't exactly a big ask.
So she lay there fairly happily, as Elena lined up her loose, well fucked back door up with the dildo Caroline was wearing, and then pushed herself downwards, slowly but forcefully. Like before this resulted in a lot of happy moans, cries, and whimpers, as once again her back hole and back passage was filled with long, thick strap-on dick. Then when it was all the way inside her rectum, Elena took a few long seconds to savour that wonderful sensation, before once again beginning to bounce up and down, officially beginning the latest butt fucking. And of course, she continued making those sounds, and the look of ecstasy on her face was truly breath-taking, and making Caroline even more jealous.
To be fair, in moments like this it was easy for Caroline to imagine she was in the place of whoever was getting ass fucked. She'd imagined it with Hope, then with Katherine and Rebekah, and then finally with Elena. Or at least, it definitely felt like it was final. Because really, how much longer could this go on for? Yes, they were supernatural creatures, but this was getting ridiculous. However, Caroline was definitely hoping it would be the end, as she wanted to experience the same thing, as Hope, Katherine, Rebekah and especially Elena. Oh yes, imagining getting gang banged by these wonderful women was amazing, especially as it was easy to imagine herself in the place of one of those others. But it just wasn't the same as actually experiencing it.
If it wasn't tonight, then hopefully at some point, she would get to know the joy that Hope, Katherine, Rebekah and especially Elena had been treated too tonight. Luckily for Caroline, her wife was the Dom who was responsible for this night pacifically, and had a lot to do with this whole thing, overall. So even if it wasn't today, she was fairly certain that eventually she would be treated to the same thing. And hopefully, when they had to return to their home, Mistress Bonnie would be nice enough to treat her to a private butt fucking, even if she had to do all the work. And maybe their girls could join in two, which wouldn't be the same as what Hope, Katherine, Rebekah and Elena got, but it would definitely be something. Oh yes, so many wonderful possibilities. Although there was definitely something to be said for what happened next.
"You like that Elena, huh? You like being such a slutty little bottom, that you'll even anally ride total bottoms, like Caroline?" Katherine taunted.
"Oh yes, Ms Katherine." Elena moaned happily in response, "Mmmmmmmmm, I love anally riding everyone, even total bottoms, like Caroline."
"Well then, how about another?" Bonnie suggested. Or at least it sounded that way, when really it was an order, something which became clear as she continued, "Mmmmmmmm yeahhhhhhhhhhh, ride Hope with your slutty little ass hole! Oh yes Elena, mmmmmmmmmm, show everyone here just how much of a shameless anal loving slut you are!"
"Yes Mistress Bonnie." Elena replied, when she got the chance, but immediately obeyed.
Then she raised an eyebrow as she reached her destination, causing Hope to stammer, "Do, do whatever you want. I don't care."
"Yes... Mistress Hope. Thank you, Mistress Hope." Elena chuckled, only too happy to do as she was told.
Hope gasped softly as Elena straddled her, lined up her slutty little ass hole with that big dick, and then pushed herself downwards, anally penetrating herself in one hard thrust. She then closed her eyes, threw her head back and moaned loudly, as she savoured the pain and the pleasure of that anal violation. If there was any pain at this point, which wasn't a guarantee, given just how frequently used and stretched out that back door was. Or the pain was just adding to the pleasure at this point. Or maybe Elena was the kind of anal whore who actually enjoyed the pain which came with a big dick being shoved up her ass. Like Hope did. Like she did so very, very much, meaning that she was almost unbearably jealous of the other butt slut right now.
Especially as Elena had chosen to do this face to face, meaning that Hope could savour all the little emotions crossing the other butt slut's face as she anally violated herself. God, she wanted to switch their position so badly, and given that she was the one and only tribrid, there was nothing that this anal bitch could do to stop her. But she knew that wasn't what her Mistresses wanted, and she would never embarrass them like that. Besides, Hope prided herself on being the perfect bitch. So she did as she was told, watching as Elena Gilbert skewered her bowels on every inch of that big cock, again savouring the moment when every inch was in her tailpipe, and then again began bouncing up and down.
One small difference was instead of keeping her hands to herself as she normally did, Elena reached down and grabbed hold of Hope's big boobs. The other bitch managed to make this look like simply stopping herself from losing her balance initially, but once the latest sodomy was under way, Elena grinned wickedly, and began cupping those big tits, and pinching the tribrid's nipples. Which honestly, Hope loved, as it made it easy to imagine that she was in the other anal whore's place, and more importantly Mistress Josie and Mistress Lizzie were in hers. Oh yes, her dominant girlfriends loved playing with her big tits while they fucked her fat ass. They couldn't get enough, and neither could she, and in this moment it was wonderfully easy to imagine it was happening again.
That was pretty much what Hope always did to get through this kind of experience. After all, she was very familiar with lying on her back and wearing a strap-on while Elena, Caroline, or some other lucky bitch got to ride her, either to amuse her Mistresses, or so they could use her to make someone else air tight. However, just because it was a frequent occurrence, doesn't mean that it felt natural to Hope. In fact, now she had fully embraced her true purpose as an anal addicted bottom, she didn't even like a hint of topping. Luckily for her, her girlfriends loved it, and under these circumstances they were only too happy to rescue her from her misery, and give Elena another strap-on or two for her cock hungry ass.
"Mama Bonnie, this is hot and all, but don't you think it's time a real top bent this bitch over and fucked her up the ass?" Josie questioned.
"Ohhhhhhhhhhhhh yeahhhhhhhhhhh, it's high time someone really put that butt slut you call it best friend in her place." Lizzie happily agreed, and then just as quickly apologized, "I mean, sorry for using Mommy Caroline and our anal bitch Hope Mikaelson when we should have been concentrating on Elena, but surely we've suffered enough, haven't we?"
"We're so sorry." Josie quickly chimed in, "We didn't mean to step out of line. It's just that, well..."
"Our favourite bitches are so hot, and you encouraged us to use them whenever we want." Lizzie pointed out, before quickly adding, "But we need to learn better self control, so again, sorry."
"So sorry." Josie added.
"So can we please fuck your best friend in the butt?" Lizzie asked hopefully.
"Please?" Josie pleaded.
There was a brief pause, then Bonnie chuckled, "I suppose, but next time, show a little more self-restraint."
"Yes Mama, we promise." Lizzie and Josie said together, before the blonde added, "Can I have her first?"
"Sure." Bonnie shrugged, before ordering, "Elena, get off of Hope, and bend over. Mmmmmmmm, it's time to change things up. Don't you think?"
"Yes... Mistress Bonnie. Thank you, Mistress Bonnie." Elena chuckled, only too happy to do as she was told, for good measure spreading her cheeks and begging, "Please Mistress Lizzie, please fuck my ass. Nearly everyone else has had a turn, now take yours. Oooooooooooh yessssssssss, fuck me, mmmmmmmm, fuck me in the ass, ohhhhhhhhhhhh fuckkkkkkkkkkkk yeahhhhhhhhhhhhh! Fuck me up the butt! Please? I'm an anal addicted whore, who doesn't want to go even a second without a dildo deep in her shit-pipe! Just like your little girlfriend, Hope. Oh yes, we're both anal addicted whores! So treat me like one! Fuck me! Oh please, ah fuck, AAAAAAAAAAAAAHHHHHHHHHHHHH FUCKKKKKKKKKKKKKK YEEEEEEEEEEEEESSSSSSSSSSSSS, MMMMMMMMMMMM FUCK!"
Lizzie chuckled at this transparent attempt to put her off her game. It would have probably worked a year or so ago, but a lot had happened since then, mostly involving her doing things she had only previously fantasized about. So really, the only reason that Elena got to talk for as long as she did, was because she was enjoying the view, and the words. Something that Hope was only too happy to do if asked, but there were times where Lizzie wished she would take more initiative. Don't get her wrong, having Hope Mikaelson as her anal bitch was heaven, and she loved the fact that she was so submissive. But this attitude was a nice change of pace, one she hoped she would be enjoying for years to come.
It also helped that Elena Gilbert was one amazing little piece of ass, with a slutty little back door, which looked like it had been literally made to be fucked. Of course, there was a way to make it look better, namely with a cock in it, something that Lizzie had been very much enjoying, especially now that she was the one who got to slide her cock into it. Something which slid in as easily as a hot knife through butter, this total butt slut crying out, whimpering and even moaning with pure pleasure pretty much throughout the anal penetration and ass stuffing. Just like her beloved Hope! Oh yes, she was dealing with a Hope Mikaelson level of anal slut, and the only way it could be better was if her dear sister was involved.
They had done it before, with Elena, Hope, and even Mommy Caroline, and hopefully they would do it all again soon. Spit roasting, DP'ing, and making them air tight with the help of Mama Bonnie, or even one of the other women surrounding them. Oh yes, there was so much fun to be had, that Lizzie was seriously thinking of becoming a heretic, and of course, talking Josie into it too, so they could spend eternity doing things like this.. Of course, there was definitely something to be said for some one on one time with an anal whore, especially when she had an audience eagerly watching her every move, and cheering her on, either with words, or in this case, just with looks of glee.
Wanting to put on a show for them Lizzie savoured the wonderful moment that she anally penetrated Elena, and the equally wonderful moment her thighs came to rest against those butt cheeks, announcing every inch of her big dick was buried in the older woman's bowels. And of course, she made the butt stuffing and the initial ass fucking nice and slow, to ease into the sodomy. After all, Elena had to be aching to cum by now, and it wasn't her place to give her that gift. However, in what she knew was going to be the final moments of her time with this anal bitch, Lizzie pushed those hands out of the way and began smacking that booty, pulled roughly back on the long brunette hair in front of her, and really started to pick up her pace. Which got her the kind of reaction she wanted out of the little anal slut, and her audience.
"Alright, that's enough! I said, that's enough!" Bonnie snapped angrily, reminding her daughter, "We're not going to make her cum, yet."
"I know." Lizzie grinned wickedly, leaning down to growl into Elena's ear, "I just wanted to get her so close, she could taste it."
"That's my girl." Bonnie chuckled with delight, and then again at Elena's cry as the latest dildo was removed by Lizzie. Then attention turned to her other daughter, reminding her, "Your turn Josie."
"Yes Mama." Josie quickly responded, replacing her sister, and then grumbling to her, "Way to leave me with a tough act to follow."
"Please, we both know you can do better." Lizzie said proudly, genuinely trying to encourage her sister.
"Thanks." Josie murmured, unsure if she felt encouraged or not, but then turned her attention to Elena, smacked her ass roughly and then ordered, "As for you, spread your cheeks! Gimme that bitch hole!"
"Yes... Mistress Josie. Thank you, Mistress Josie." Elena chuckled, only too happy to spread her cheeks and beg, "Please Mistress Josie, please fuck my ass! Mmmmmmmmm yessssssssssss, fuck my slutty little whore ass! Everyone else has, ooooooooooooh, even your bitch! Oh yes, your sister, Moms and bitch have all had a turn with the fuck hole which is my shit hole, mmmmmmmmm, now you take it! Take it hard! Come on bitch, show me what you got. Your sister is right, and we all know it, ohhhhhhhhhhhhhh yeahhhhhhhhhhhhhhhh, you can destroy my bitch hole if you want too, so just do it. Ah fuck, wreck my fucking ass! Ah fuck! Yesssssssssssssssss, fuck it, ah shit, fuck it good, AAAAAAAAAAAAAHHHHHHHHHHHHH YEEEEEEEEEEEEESSSSSSSSSSSS, OOOOOOOOOOOHHHHHHHHHHHH FUCKKKKKKKKKKKKKK!"
Josie followed her sister's lead in holding back to allow Elena to humiliate herself, and also because she loved the words, and the view. Although she didn't really chuckle so much she just stared deep into Elena's rectum via the gaping crater, and allowed those wonderfully wicked words to wash over her. Then without warning she rammed about half of the big dick into the older woman's tailpipe, causing the first cry of pure pain for quite a while, and maybe all night. Of course, even then, there was a hint of enjoyment, as this anal whore had been thoroughly stretched out and prepared for this. And it probably helped that Josie gave her a few long seconds to recover, and then slid the rest of the cock into her forbidden depths nice and slowly.
She also savoured the moment that every inch of her dick was buried within that slut's shit-pipe, and then the beautiful view of that cock pumping in and out of that forbidden hole. The fact that Elena continued spreading her ass cheeks particularly enhanced the initial butt sex, however, like her sister before her, Josie had no problem with pushing those hands out of the way so she could smack them. Although, instead of a rapid assault at the end, she was light and playful almost throughout her turn fucking Elena Gilbert in the ass, and spent plenty of time groping those well-rounded cheeks in between. Mostly to heighten the humiliation, but also, just because it was fun.
Not as fun as a brutal anal pounding, but Josie didn't want to respond, because she didn't need magic to sense just how close Elena was to cumming, and that honour should go to Katherine, or Rebekah, or both. After all, Josie would want the same courtesy when it was inevitably Hope once again receiving this kind of treatment. An idea that she couldn't help but linger on for a few long seconds. But while Elena was a great piece of ass, she wasn't Hope, and she would never be Hope. Josie loved Hope, she always had, so that no matter who she was fucking, inevitably she would imagine that it was her girlfriend. Especially when her girlfriend was right there, watching her. Unless of course, it was her girlfriend, in which case there was no imagination necessary.
But Josie was getting side tracked. Because while she didn't want to outdo Lizzie, she wanted to at least not embarrass herself following her sibling, or anyone else. So she really, really try to focus on just Elena's juicy little ass jiggling beautifully for her with every single thrust, or smack, she gave it, and the wonderful sounds that this caused. Not just from the smack itself, but the cries, whimpers and even moans Elena let out. And of course, the wicked chuckles from everyone else. Then, just as she was rethinking her strategy in favour of a hard butt pounding, she was told to stop. Something which was initially hard to do, but again, it was only fair. Especially considering they were right back around to the beginning, more or less.
"Now, let's end the night with something extra special." Bonnie announced, turning her attention to the oldest women in the room, and then grinning wickedly at them, "Oh yes, mmmmmmmmmm, I have something extra special in mind. So Katherine, Rebekah, how do you fancy following the lead of my daughters, and taking your bitch's double anal cherry?"
"Oh yes, I like that idea very much indeed." Rebekah grinned wickedly.
"We were just talking about it the other day, weren't we honey?" Katherine pointed out, wanting to make this next part very clear to everyone, "Oh yes, we were just waiting for a special occasion."
"Waiting for my permission, you mean?" Bonnie quipped.
"And that." Katherine admitted with a grumble.
"Well, your Mistress Bonnie has decided that the time is now." Bonnie announced loudly and proudly, "So do it. Mmmmmmmm yeahhhhhhhhhhh, pop my best friend's double anal cherry. I think that would be so hot."
"Us too." Katherine grinned mischievously, quickly adding, "Will do... Mistress Bonnie."
"Yes, Mistress Bonnie. Thank you, Mistress Bonnie." Rebekah quickly chimed in, and then before she lost the chance she called dibs by ordering, "Katherine, lay down. Elena, you get on top of her."
"So you can be the one to officially take her double anal cherry?" Katherine raised an eyebrow.
"No, we'll do it together." Rebekah promised, before admitting with a wicked grin, "But I get to be in the most dominant position, because I'm the most dominant one of us."
"Debatable, but... your terms are acceptable." Katherine purred, doing as she was told, and then pushing, "Get over here Elena, mmmmmmmmm, it's time to take your ass like never before."
"Yes, Ms Katherine. Thank you, Ms Katherine." Elena grinned wickedly in reply, and quickly did as she was told.
Rebekah moved with them, so in no time at all Elena was straddling Katherine, and two big dildos were resting against that well loosened hole. The three vampires then paused to savour the moment, before the dominant ones exchanged a look, and pushed forwards, causing the submissive one's ass hole to start stretching. It wasn't long before Elena's arse hole was being stretched wider than ever before, so wide that even this total anal whore was whimpering and crying out in agony. Hell, it was even enough to give the likes of Katherine and Rebekah pause. However, they both knew that ultimately the pain would be worth it, so they continued. Their bitch knew it too, which was made very clear as bizarrely, there was such a joy to the cry that she let out when she lost her double anal cherry.
That was mostly of pain, even agony, but that was very understandable. God, Rebekah's arse hole quivered with fear at the thought of two big dicks sliding through it, even if it was just the heads, like it was right now for Elena's poor little bum hole. Hopefully she would never have to suffer such a fate. As far as she was concerned one cock up the arse was more than enough. Perhaps too much, given the effect it had on her. Oh yes, she should be concentrating on this. Anally violating beautiful women, especially her favourite little anal bitch Elena Gilbert, who had clearly been born to be bummed. Maybe even by two cocks? Which seemed absurd, but not necessarily more so than some of the other things The Original had seen in her very, very long life.
Certainly Elena continue to let out sounds of enjoyment as she continued to be anally violated by two big dildos. Admittedly, it was during whimpers, gasps and cries of pain, but the fact that the little anal slut could find any enjoyment out of this particular act was mind blowing. Hell, Rebekah was even skeptical that anyone could enjoy such a thing. At least until she saw Hope gleefully take this kind of treatment. And well, she couldn't let her own anal whore be outdone by her niece. Or for her niece to be the biggest anal whore within this twisted little group of theirs. So after giving Elena a few long seconds to recover, perhaps even a full minute, Rebekah began stuffing her bitch's backside full of it.
In that moment it was hard to tell whether Katherine was joining her in this journey deep into Elena's bowels, or weather their cocks were packed in there so firmly together, that if one dildo was moved the other would follow. Although Rebekah had her suspicions, given the wicked smile that her wife had on her face. Of course, it really didn't matter. No, all that really mattered in that moment was she continued anally violating her favourite bitch with the love of her life. Or perhaps, anally violating one love of her life, with another. Because really, if she was honest with herself, how could she ever choose between the two doppelgängers? She loved them both so much, and together, with admittedly Mistress Bonnie, they gave her everything she'd ever wanted, making her blissfully happy.
Elena was equally blissful, at least emotionally. Physically she was feeling a lot of pain, from having her back hole and back passage stretched wider than ever before, but luckily both had been loosened by the anal gang bang, and honestly decades of relentless ass fucking, so she was as ready for this as she would ever be. Admittedly, thanks to her vampire healing it wasn't as easy as it could have been, as her previous practice only meant a psychological advantage, but honestly that was enough for now. Besides, she was pleasing Ms Katherine and Ms Rebekah, and that was all that really mattered to her. Oh yes, she was pleasing them with her slutty little ass, by allowing both of them inside it at the same time.
By focusing on some combination of those words Elena was actually able to take the full length of both cocks. It seemed to take hours, Ms Katherine and Ms Rebekah no doubt taking it easy on her, but also because they wanted to give themselves plenty of chances to savour the moment. And of course Elena. And their audience. Oh yes, there was a group of women gathered around them right now, that they were close to, and watching gleefully as Elena was obscenely anally defiled. Then of course, when the thighs of Ms Katherine and Ms Rebekah finally came to rest against her, announcing the entire length of both of their strap-ons was as deep inside her bottom as they could go, they once again gave her some verbal encouragement.
"Wow, would you look at that, Katherine? Your mirror image just took every single inch of both of our cocks deep into that bottomless pit that she calls her arse hole!" Rebekah laughed with delight, "Mmmmmmm fuck yeah, isn't she a great anal bitch? Maybe the best ever? Oooooooooooh yesssssssssss, almost no one compares to our little bum slut, Elena Gilbert."
"No one does." Katherine purred with a wicked chuckle, before addressing Elena directly, "Isn't that right, sweet doppelgänger of mine? Huh? Ohhhhhhhhh yeahhhhhhhhhhh, I don't care how much dick Hope Mikaelson and Caroline Bennett can take up their slutty little asses. No, mmmmmmmmm, because Elena Gilbert is the biggest anal whore in this entire room. In this entire town. And in this whole entire fucking world. And now? Now we're gonna prove it, Yesssssssssss, ooooooooooooh fuck yeah, that's it Rebekah, fuck our bitch. Fuck her right in the arse, like the shameless little butt slut she is. Ooooooooohhhhhhhhhh yeeeeeeeesssssssss, that's it Elena, take it! Take it up the ass, aaaaaaaaaaahhhhhhhhhhhhh fuckkkkkkkkkkkkkk yeahhhhhhhhhhhh!"
Unfortunately, Elena couldn't really respond in the way that a good sub should, as she was too busy trying to adjust to the feeling of two big dicks being stuffed all the way up her ass. And honestly, she wasn't really adjusted to it by the time that Ms Katherine and Ms Rebekah truly started to double butt fuck her. But they were right, she was the biggest anal whore in this entire room, etc, because she actually found enjoyment in the initial pain and discomfort. More importantly, once they finally really got going, it faded away, leaving her with overwhelming and ever-growing ecstasy. It was the type of which she had been trained to resist, but after all that build up and just everything about this whole new experience, it wasn't long before she just totally lost it.
"Harder, ohhhhhhhhhh shit, please fuck me harder!" Elena cried out in record time, "I'm sorry, mmmmmmmmm, I'm sorry Ms Katherine. Ah fuck, I'm sorry Ms Rebekah. I'm so sorry to do this already, ooooooooooh fuck, I just can't wait. I can't... I, I need to cum. Ah fuck! I fucking need it! Please, oooooooooooohhhhhhhhhhhhh, please, mmmmmmmmm, fuck me. FUCK ME! YESSSSSSSSSSSSSS, FUCK ME HARDER! POUND FUCK MY SLUTTY LITTLE ASS HOLE! MAKE IT GAPE, OHHHHHHHHHHHHH SHIT, AND REMIND ME I'M YOUR BITCH! YEAHHHHHHHHHHHHH, I'M YOUR BITCH MS KATHERINE AND MS REBEKAH! I'M YOUR ANAL BITCH, ALWAYS AND FOREVER! JUST PLEASE, FUCK ME AND MAKE ME CUM! YESSSSSSSSSSSS, MAKE ME CUM, AAAAAAAAAAAAAAAAAAHHHHHHHHHHHHHHH FUCKKKKKKKKKKKKK! OOOOOOOOOOOOOHHHHHHHHHHHHH GOOOOOOOOOOOOODDDDDDDDDDDD!"
Honestly Elena was expecting her request to be rejected. For Ms Katherine and Ms Rebekah to laugh at her cruelly, maybe along with some of the other women surrounding them, including her friends, who would then follow up with some taunting words. Maybe she would have even preferred that, in the long run. But for better or for worse she was given exactly what she wanted. Exactly what she asked for. Begged for. At first that was only a slight increase in the pace, which was all she could take at that point, which was easy enough to push her to the edge of climax. Then she was being pushed over just as easily, at which point she completely lost the ability to think coherently, with her last coherent thought being that she was glad that she, and more importantly her tops, had supernatural stamina for what came next.
Katherine was also grateful for that stamina, as it allowed herself and Rebekah to use every ounce of their strength to perhaps literally ruin Elena's ass. To be fair, even if they did ruin it, it would heal. And they built up to it, at least a little bit. And it was nothing that Elena hadn't received before. Although admittedly, this was different. Before it had just been one of them using one hole at a time, whereas now it was two on one, in more ways than one, making this a truly obscene extreme. Which was exactly the reason they had been talking about this for decades now, and were only just going through with it. And sure enough, when it came down to it, they all got completely carried away.
At least this way, they had Mistress Bonnie to pull them away from their beloved sub if necessary, which was a great safety net, at least at first. Then Katherine had to ruin it by using vampire speed and strength to pick up her true loves, and run them to one of her safehouses on the other side of town. Why? Simply because she didn't want to share. Oh yes, in that moment, she didn't want to share with anyone, other than her darling wife. True, Mistress Bonnie and the others could use magic to find them and catch up to them, but hopefully they would be too exhausted and just let it go, for now. Either way, after exerting herself like that, Katherine became truly lost in the brutal rectum wrecking.
Mostly because of her admitted selfishness meant that she no longer hold back on the urge to cum. Oh yes, that moment, combined with the other end of the dildo bashing against her clit, the sheer joy of giving Elena Gilbert her first ever double butt fucking, and just everything that came before it, ensure that she came nice and hard. To her credit, she pushed herself through it, and several more, but it was definitely the beginning of the end. Especially as she could sense that Rebekah was going through the same thing, while they had been giving Elena multiple orgasms for quite a while now, and continue to do so for the next few minutes, which felt more like an eternity.
Sadly even the supernatural stamina had it's limits, and inevitably they collapsed in a sweaty heap together, desperately panting for breath. Well, being the weakest Elena collapsed first, burying her face into Katherine's neck while the superior woman kept going. But after that they didn't have much left in the tank, and while Katherine had been doing less of the work, she was still pretty exhausted from everything else, and even Rebekah was on her last legs. So inevitably they were just lying there, and then Rebekah inevitably rolled off of Elena, causing both those big strap-on cocks to slide out of that well abused hole with a truly obscene sound.
Rebekah then ordered hoarsely, "Show us our handiwork, bitch!"
"Yes Ms Rebekah." Elena groaned and obeyed.
Elena didn't think she'd ever been so exhausted, and even with her supernatural healing ability it took her a few long seconds to position herself so that her butt was pointing at her tops. Which was kind of embarrassing, but hopefully Ms Katherine and Ms Rebekah would simply take it as a compliment. After all, it was proof that they had worn out their experienced submissive whore. But either way, she straightened up to them by slowly reaching back and pulling apart her ass cheeks as wide as possible, giving her owners the best possible look at their handiwork. Namely, of course, her back hole, which really felt like it was stretched wider than the Grand Canyon. Something she was looking forward to seeing, as Ms Katherine automatically grabbed her phone and started taking pictures while Ms Rebekah finally noticed their new surroundings.
"Wait, where the fuck are we?" Rebekah frowned.
"Somewhere safe." Katherine smirked, "Mmmmmmmm, and more importantly, somewhere we don't have to share our bitch."
"Katherine?" Rebekah said with annoyance, although honestly, she wasn't sure what else to say.
"What?" Katherine complained, and then when her wife gave her a look she pointed out, "I did us all a favour. It's been a long might, even by our standards, so chances are the others won't follow, at least not tonight. No, they'll be too busy retreating to their couples for some snuggling and relaxing. Or at worst one more fuck. Ooooooooooh yeahhhhhhhhh, because I don't know about you, but that's what I'm ready for. And if I'm wrong, so what? The worst is already happened, and we got through it. Hell, Mistress Bonnie probably won't even bother trying to punish us tonight, as it would be beyond halfed assed. And honestly, you telling me you have a problem with her having an excuse to beat our butts tomorrow?"
There was long pause then Rebekah grumbled, "What about all that ass cream going to waste?"
"Please, Caroline and Vicky will take care of that." Katherine said dismissively, before grinning wickedly, "Mmmmmmmm, and Hope. Oh yeah, I'm sure our niece is gleefully sucking the cocks of her precious Mistress Lizzie and Mistress Josie nice and clean as we speak. Ohhhhhhhhhhh yeahhhhhhhhhh, just like Vicky is taking care of Freya and Hayley, while Caroline is deep throating Mistress Bonnie."
"I meant it's a waste if it doesn't go to Elena." Rebekah pointed out dryly, before bashfully admitting, "Or us."
"I know, that's a shame. Mmmmmmmmm, but I'm sure we'll get another shot." Katherine smirked, before calling out, "And I promise to make it up to you, Elena sweetie. Starting right now. Ohhhhhhhhhhh yeahhhhhhhhh, Elena honey, get over here and suck our cocks. Ooooooooooh fuck yeah, suck 'em clean of your nasty little ass, you little ATM slut!"
"Yes Ms Katherine." Elena moaned and obeyed happily.
Presenting her gaping ass hole always helped to refuel her exhausted body, and this time was no exception, as although Elena turned around slowly, that was just so that her Mistresses could enjoy the sight of her crawling on her hands and knees towards them like the obedient little pet she was. As Ms Katherine had been the one to give that order Elena went to her first, quickly wrapping her lips around the head of the dildo which had just been deep inside her bottom, and moaning loudly and happily as she savoured that flavour. Something she thankfully got to repeat with Ms Rebekah's cock, although maybe she spent even longer savouring that, to make up for the fact that The Original went second. But also because she just got kind of lost in it.
Then Elena started going back and forth in between those cocks, eventually taking them down her throat with well practiced ease so she could get every drop of that yummy butt cream. Of course, it would have been so much better if she had been able to suck all of those cocks clean, and she was very, very tempted to clean these strap-ons quickly, and then use her vampire speed to return to get the rest of the anal juices. However, they were probably all gone now, and besides, she would never be that disobedient. Also, there was just something special about doing this for her owners. Especially when Ms Katherine and Ms Rebekah started providing her with some verbal encouragement.
"Ooooooooooh yessssssssss, that's it Elena! Suck those cocks!" Rebekah moaned gleefully, while stroking the brunette locks in front of her when she had the chance, "Mmmmmmmm yeahhhhhhhhhh, suck it! Suck it real good, you dirty little dick cleaner! Ohhhhhhhhhhh fuck yeah, just like that! Just like that, mmmmmmmmmm fuckkkkkkkkkkkk. Such a good little strap-on sucking bitch! Oh yeah, a cock sucking bitch! Oooooooooh yes, a deep throating bitch too. Yessssssssssss, ohhhhhhhhhhh fuckkkkkkkkkk, take it! Take it all, oooooooooooohhhhhhhhhhhhhh yeeeeeeeeeeeesssssssssssss, all the way down! That's a good girl. Good little cock sucker! Oooooooooooohhhhhhhhhhhhhh yeeeeeeeeeeeesssssssssssss, ah fuck!"
"The best cock sucker!" Katherine chimed in, only too happy to take over the verbal humiliation, and petting their pet, whenever the opportunity presented itself, "Ohhhhhhhhhhh yeahhhhhhhhhh, our Elena is the best little cock sucker in town. Which as we all know, is really saying something, ha ha ha ha. Oooooooooooh fuck yeah, sweet little Elena Gilbert is the biggest and best cock sucking slut around. And more importantly in this moment, ass to mouth slut. Oh yes, do us proud Elena. Mmmmmmmmm, make Ms Katherine and Ms Rebekah proud of you by getting every drop of your ass cream. Oh fuck yes, mmmmmmmmm, that's it, deep throat it you little bitch! Oooooooooooohhhhhhhhhhhhhh yeeeeeeeeeeeesssssssssssss, suck it!"
As always, that kind of talk caused Elena's heart to flutter, and suck those cocks even more enthusiastically, even when there was no more butt cream to clean. It also helped that her Mistresses stroked her hair, and looked down at her lovingly, while she looked up just as lovingly at them. God, she was so happy. She didn't ever imagine being this happy any other way. She used to dream of a normal life. Of settling down and starting a family in the traditional way. Now she was so happy that she followed her heart, and her hormones, into this strange lesbian relationship. It would certainly give her ammunition for her diary for, well, an eternity. Hell, she would have enough for several diaries. Her lesbian diaries, filled with girl on girl fun.
The End.
- 17
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The Lesbian Diaries