Chapter 34
by
lolhappy250
What's next?
Caitlin's deepest, sloppiest apologies
Commissioned by Ghostrider1 on Chyoa
Looking down at your sister, she appeared completely defeated now. Just minutes ago she was relaxing and reclining in your shared family home, wrinkled crop top and hot pants just lazing around, but now her hair was a frazzled mess and her face was bright red, streaked with tears and spit and spotted with cum. Most of the sticky slimy mess congregated at her chin, like she had just had an unfortunate night out at the bar, except a lot whiter... unless it was a _really _unfortunate night - but as you emptied out your tube and gave her face a few smacks with it for good measure you made sure a good few globs made it further up her face, gluing some of her bangs to her forehead and streaking her cheeks.
Fresh off an orgasm that felt like it had rocked your entire being, your conscience began to buzz again, like a fly in the back of your mind, but seeing your sister in this state, you felt your cock still rock hard in your hand, it was difficult to pay that part of you any mind.
"R-right then, so is everything okay now? You two made up?" Your mother stammered, eyes wide at the state her daughter was now in, at the cock of her son no less.
You gave her only the briefest of glances, something about her words still annoyed you, made you irritated, made you want to take it out on someone all over again,
"I dunno. I was left pretty backed up with nowhere to relieve myself...." You tutted.
Sure there was Tina, but you didn't need to mention her.
"Yes, but - uhm, well, Caitlin doesn't look too good right now. Can't you go easy on your sister? She's tried -"
"That right Caitlin? You gave your sister a few more smacks on the face with your cock, "Am I too much for you to actually do your job?"
"Fuck off." Caitlin choked off between gasps, slowly recovering enough to recoil from your strikes and form words.
You didn't really know what she meant by that, but it was good enough for you,
"Strip her." You were starting to like ordering Nalini and Emma around like servants.
"Oh! But -"
"She's just finally doing her job, now, right Caitlin?" You cut your mother off and raised your voice to your sister as both girls hesitantly laid her on her back.
"Ugh...." Caitlin merely grunted in response, but she didn't make an attempt to sit up. That was basically consent.
Nalini and Emma paused for a moment to look between you and your sister, Nalini taking a moment to glance your mother's way too, but she evidently came to the same conclusion of consent that you did and began to pull at Caitlin's shirt, before mumbling to Emma,
"You can grab her shorts."
Emma squeaked at the mere idea, and crawled around between Caitlin's legs with poorly disguised enthusiasm.
"I...okay, whatever." Your mother groaned, giving up, since apparently Caitlin wasn't supporting her concerns, "Just... hurry up, or dinner will get cold."
She crossed her arms and huffed, taking a step towards the kitchen, but stopped after one, to watch the two women, dressed in nothing but your baggy t-shirts, strip Caitlin down to her underwear. Of which, Caitlin only had the bottom's of.
A lazy day indeed. Oh how that's changed for her.
After a moment, and letting out a huff, making abundantly clear her disapproval, your mother no doubt realized that there wasn't anything for her to do in the kitchen any more, and she'd be able to hear everything anyways, so she instead turned, and weaved between Emma and Nalini, to step over Caitlin and dropped herself down into a recliner, arms still crossed, and a scowl on her face as she prepared to watch the show.
The nagging in the back of your mind, **** to steer you back onto the path of what was right got a little boost when you realized your mother was going to be watching and judging you as you railed your sister, but it was much, much too late for that.
While you took a moment to swallow down a minor flare up of morality, Emma continued with her half of undressing your sister. She had quickly tugged the shorts off of her and tossed them aside, but now down to Caitlin's panties, Emma circled her fingers around the waistband like she was trying to unstick a seal and slowly worked the beige briefs down Caitlin's legs, like she was unwrapping a present and trying to save the paper. She might've been enjoying this more than you were. Thankfully she didn't relish in it for too long, because soon the panties were off and Emma sat back on her heels, underwear in hand and just stared at your sister's platinum gold muff, like a virgin, completely unsure of what to do after undressing their partner,
"That's enough," You grunted, snapping Emma from her daze, stepping over to have your cock next to her head, and giving her a few wet pats on the cheek with it, "She's mine remember? Maybe you can eat my cum out of her after."
It wouldn't do to have Emma try to steal your sister away this time, instead of the other way around. What next, Nalini and your mother?
...well...,
"Uh, excuse me!" As if reading your mind your mother quickly snapped in horror, "You aren't going to have sex with your sister without protection are you?"
You looked at your mother with a wide-eyed expression. It was still difficult to reconcile what she was saying was normal, and even though it technically was, having your own mother insist you wear a condom while your dick was already out, was usually a mood killer anyways,
"Wha - no? Why would I?" Was the best you could come up with, put on the awkward spot as you were.
"Why would you -? John! Really? I shouldn't have to tell you!" Your mother began to look incredibly upset now as she stammered out a response.
Shooting her an equally disapproving glare back, being interrupted for that of all things you grunted,
"But it feels better when I don't."
"Are you trying to get Caitlin pregnant?" Your mother gasped in something between shock and outrage.
Now that you had to take a minute to think about. Which was hard because you already between her knees and you just wanted to ram your dick inside her right now, not think about ramming it inside her, so you had to compromise and just grabbed your throbbing shaft as slapped it against Caitlin's soft, puffy lips,
"Well...it's either that or wear a condom...." You bit your lip in thought as this was truly a conundrum.
Your mother sputtered at your obvious confliction, but Caitlin was the one to speak up and put an end to the discussion first,
"Oh just hurry this the fuck up! I'm on birth control, do whatever you fucking want!" Her voice was now scratchy and raw, with slight wheeze now that her throat was bruised and swollen
Immediately you felt another twinge of irritation as the point of contention was squashed. Deep down you knew the answer should've been obvious but in that moment you couldn't help clicking your tongue.
"Hah! Don't like it, you'll have to actually put in the time! You can't complain you way out of every -ahhn - thi...." Caitlin sneered and began sounding cocky again after she found something else to get under your skin, something else she could hold ransom to motivate you to keep you coming back to the gym, but she trailed off, red in the face after you lunged forward, cupping her breasts and sucking hard on one of her nipples.
You and even your sister herself were surprised by the delicate noise she made, despite her attitude and even despite her destroyed throat. Caitlin was quite clearly embarrassed, but you felt a surge of excitement at the soft noise she made and a different kind of excitement at realizing how turning her on could shut her up. This was a whole new weapon to bring to the table of sibling rivalry.
You switched breasts and earned some squirming from her, but she managed to keep a lid on her noises now that she was tensed and prepared for what you were doing. Even without the noises though, you were surprised by just how inviting your sister's tits were. Even though they were perhaps average in size or a little bit bigger at most and even though they were attached to your sister - though you were starting to think that was a plus rather than a minus - she had a firmness and a perkiness to her full, round breasts that seemed only fitting for some one as athletic as her. Completely opposite to the pillowy, dreamlike softness of udders like Nalini's, the more your squeezed and sucked on Caitlin's the more you wanted to continue.
"A-are you going to fuck me... or what?" Your sister gasped, her voice tight like she'd been holding her breath, and filled with uncertainty.
Her attitude was so much cuter like this.
"Yes, stop teasing your sister and hurry up, will you? We worked very hard on this dinner!" Your mother sighed, irritation plain in her voice.
It was as if she'd completely forgotten what she'd told you this entire night was for once you decided to rail your sister in front of her. The nerve.
"Yeah, yeah." You grunted back, wiping your mouth as you straightened back up and grabbed your sister by the legs, putting her ankles against your shoulders.
With your cock slapped down on her lips, the head on her stomach, nearly reaching her breasts, and her thighs squeezed around you, you could feel every part of her toned body tense up in anticipation, except for her head, which she lolled to the side, avoiding your eyes.
You felt powerful in the moment, with one small issue with the situation. From the corner of your eye you could see your mother, arm's crossed and looking cross as you were preparing to defile another of your sister's holes. Catching yourself before you shot your mother a dirty look, you quickly flicked your attention to Emma at your side, breathing heavily as she enjoyed the show far more than your mother was,
"How about you take those panties and rub one out over there where I can see you." You gestured broadly in front of you, towards your mother.
Emma was quick to obey and crawled off like an excited puppy. Your mother was slower on the uptake, completely disinterested until Emma started to get closer and closer. Once it finally hit her what was happening, your mother's scowl was gone and now she looked surprised, giving out a grunt as she was apparently in the way. Too late to move however, she quickly picked her feet up off the floor and tucked them beside her on the recliner as Emma sat back against it and spread her legs, taking a deep whiff of your sister's underwear as she did.
Your mother's jaw had dropped as you had completely caught her off guard with the command which finally fixed the view in the process. With the sight of her pretty pink lips parted in an o-shape you couldn't hold back anymore.
Sliding back your cock, through your sister's squeezed together thighs, her own spit lubing you up to slip right out of her, no matter how firm or tight her thighs were, you lined up with her lips, pressing your head against them. As you spread her slit further and further Caitlin began to yelp,
"W-w-wait! D-don't go crazy yet!" While also squirming in an attempt to ease off of your cock.
Not that she was going anywhere with your arms around her knees.
You noticed a distinct lack of why she wanted you to slow down. Must be hard for an older sister to admit her little brother could split her in half with his cock. Still her panicked pleas touched a horny part of you and so you took the 'yet' part of her plea to heart.
With a surge of excitement, you shook your hips and slowly wiggled your way inside your sister. She was tight, painfully tight, like she'd been waiting to be broken in. And every time you wiggled in another inch she tightened up even more as her body tensed and her pussy clenched like a vice. Once you got the girth of your throbbing head inside her though, and earning a sharp squeal, the most eventful of it was over. While Caitlin clearly seemed unused to just how deep your were reaching inside her as you drove in further and further, she was already stretched as far as she could go, save for her heavy breathing she was through with the cute noises. For now at least.
Once you bottomed out inside her, your balls gently slapping against her tight ass, you glanced up, eyes skimming off of Emma, what you really wanted to see was how your mother felt about this. As soon as your eyes met hers, she picked her jaw up off the floor and looked away, her cheeks a rosy pink.
"Okay... okay... just keep going slowly." Caitlinwas gasping and clawing into the carpet like she was having contractions.
And ordering you like she was in control of this situation.
"What happened to 'hurrying it the fuck up?'" You sneered down from between her ankles.
"I swear to fucking god John! I will kick your teeth in if you try - Ahhh!" Caitlin stopped with a yelp and arched her back.
You had cut her off with a wiggle of your hips as you pulled several inches out of her in one swift pull,
"Sorry, what was that?"
"You...fuck!" Caitlin gasped hard, her breathing now ragged and her attention split almost as much as her pussy was, between being a strong older sister and being at the mercy of your meat.
Any other woman on the clock - well most other women - and she would've been a lot more polite with asking you to be gentler, but you could see far too much pride in your sister. That just made you want to fuck it out of her even more,
"Okay!" With a chuckle you started to work the rest of your cock out of her, stopping when you were just at the head again.
"Fuck fuck fuck! Stop, stop! You're too big!" Having not given into her demands Caitlin still struggled with your girth, and began to screech as you roughly worked your way out of her still under-prepared snatch.
"She's your sister for goodness-sake!" Your mother quickly shouted on her behalf, no longer embarrassed by Emma's panty sniffing at her feet, and instead glaring at you with what little motherly authority she could muster.
Which wasn't much given the aforementioned Emma, eyes rolled back into her head and fingers working furiously as she had her nose plugged with your sister's panties. Your mother's still pink cheeks only served to further undermine her.
"I was already pulling out! Fine, I'll put it back!" You grunted back, unable to hide the grin on your face. Not that you were trying to.
"Wait wait wait! No!" Caitlin started immediately.
"That's not what -" Your mother stammered out joining her, but was immediately drowned out as your sister let out a long squeal, like wet fingers across glass in response to you sliding inch after inch back into her.
Caitlin only stopped once you'd bottomed out again, battering her womb up against her lungs, completely out of breath. You stopped for a moment, letting her catch her breath, but only because she was so tight it was like she was suctioned onto your cock, and with her squirming, you needed to re-position yourself. When given that respite your sister took advantage of it expectedly,
"Stop! I'm fucking done! You don't know how to treat a woman! Teaching you isn't a part of my fucking job! We're going back to the deal. You had a taste now get off!" Your sister, despite hardly moving at all anymore blurted out breathlessly, looking pissed.
You could only sit there, balls deep in her stunned at the outburst. Now hearing that from your sister, while again, balls deep in her, wasn't exactly shocking, but you hadn't been denied so fervently since you'd gotten your wallet. For a moment you had to actually consider listening to her protests, did you have to? What if you just kept going and **** her right here? Would it even be ****, or would you just be an asshole?
"You'd be the first to bitch about that."
"Bullshit!"
"Nalini and Emma didn't seem to have a problem with my cock, right?"
Nalini sucked on her lips and Emma similarly bit her lower lip as she lowered the panties from her face, still slowly drawing circles around her lips however. There was a tense, unsure moment between them before Nalini spoke up,
"It... certainly takes some getting used to your brother."
"I know Kari and Astrid got, er, used to you quick!" Emma helpfully added with a nervous chuckle, "You just needed to be - haha, um - worn in?"
"Well he's gonna have to fucking make me!" Caitlin snapped, pulling her knees up to her shoulders and slipping her heels against yours.
You quickly realized what she was attempting to do, and once again your concerns vanished at the complete disrespect. That said, you could only flinch before your sister kicked, but as luck would have it, that was enough. A mere twitch of your hips had the tip of your cock swinging inside of her guts, and Caitlin sucked in a sharp breath as her heels weakly grazed back over your shoulders giving you every opportunity to grab her legs and push her knees back into her shoulders, this time with your weight pining them down, and her feet flopping in the air with nothing to push,
"Probably should've told me that after you got me off if you wanted me to stop." You sighed. Your irritation with her and your amusement at her failing so horribly had managed to cancel each other out and you just felt pity for her.
You were still painfully horny though, so not that much pity.
"You piece of-" Caitlin started to spit like an angry beast, but you muffled her by reaching around her leg and laying a hand over her mouth.
Immediately at the invasion of personal space - non-genital space - Caitlin's attitude went from spitting anger to an animated shock. You did a decent job muffling her, making her unintelligible to the uninterested ear, but you could quite literally feel the vitriol ebb away in place of a much more pleasant shock. With your cock throbbing again with approval - earning a slight stutter in your sisters muffled mumbling, showing to you she felt every bit of it pulsing inside her - you bared down on her, leaning against her tight calves as she attempted fruitlessly to unfold herself and you slowly started to lift your hips, out of her guts and back to her lips. As done as you were with being pleasant and amicable and letting Caitlin 'apologize' on her terms (hey, she gave you permission after all!) you didn't really have much of a choice for speeding up just yet. Even as your sister's body started to leak and drip, more and more as your sizeable invader trashed the place, it was still a tight fit. Without her squirming or shouting in your ear however, it wasn't going to be much longer before you forcibly stretched her into shape.
"John enough! You're hurting your sister!" Your mother quickly snapped, just as you started to thrust back in.
Caitlin arched her back again, or as much as she could with her shoulders pinned by you and her knees, and let out a squeal through your fingers.
"You just heard, she'll get used to it!" You didn't even look at your mother as you snapped, instead grimacing at your sister, tightening your hold on her mouth, and putting that much more effort into pounding back in.
"That... that doesn't matter, she said she was done! Get off!" Your mother stammered, clearly unsure of her own authority.
Not that you were in a mood to even acknowledge any authority she could possibly have had.
"She told me to take what I wanted!" You growled, clapping your hips against Caitlin's as if in emphasis, "Both here and at the gym." You pulled back, faster than before, and this time Caitlin punctuated your growl with a yelp. "You heard both times! Stop butting in!" With that final snap you started to pump.
Even with all the build up and all the working your way into her Caitlin was still tight enough to limit your movements, but with your mother's reprimands firing you up, you powered through like a machine, pistioning in and out in a measured pace. Each time your hips met there was still a satisfying enough wet, slorpy smack however before you started back again.
"I - yes, I know but -" Whatever your mother was trying to say was gone the second you moved your hand off Caitlin's mouth, to properly prop yourself up on the floor and she began to let forth a string of high pitched profanity.
"Fuck fuck fuck fuck! Oh god fuck! You fucking horse-cock son of a b- ahhhh! fuck!"
You weren't even sure if she was screaming out of pain or pleasure anymore. Or at least you liked to think it was muddled. If she had been sobbing or begging you to pull out, hell even demanding still, you might've felt guilty, but she wasn't saying no anymore. Regardless she only encouraged you to press on, even more so considering how stopping would mean being able to actually hear your mother lecturing you about how you're not supposed to split your sister in half with your cock.
If she's so upset about it why doesn't she take her place?
The longer you spent inside Caitlin the easier it was to speed up, slowly but surely. Nalini and Emma had the right of it when they said she needed to be worn in, but more than just stretching her out, she grew wetter with every thrust. Either she was a masochist or had a brother complex or maybe you were just living in a porno now where things just worked out like that, but the state of her cunt only added to the cacophany drowning out your mother and made the source of her cries that much more muddied,
"A-ahnn fucking shit!"
Her body seemed to not just be reacting to your ****, it was embracing it as she gave the cutest profanities you'd ever heard from her before.
Despite her volume however you had a few choice words for both her and your mother, you weren't actually sure if they could hear you, or well in Caitlin's case even understand you as she seemed to be off in her own little world,
"First it was hurry it up!" You growled, slamming back in hard.
"Fuck!"
"Dinner's going to get cold!" Your hips clapped hard against Caitlin's again.
"Ahhn, no!"
"Come over we'll apologize!"
"Ohng god-nngggh!"
"Oh never mind! Caitlin thought about apologizing, good enough right?"
"Oh fuck! Oh my go- ahhn! I'm sorry! I've never - hnnng! So deep...." Caitlin had evidently heard you, but you'd rearranged her guts so hard even her mind was a mess
You didn't even care if your mother heard your side for once, you were too lost in destroying your sisters pussy for any of that to really matter. So whether your mother was reacting, and even the content of your sisters words just bounced off your mind. You were only vaguely aware of Caitlin's hands limply reaching up to grab onto your waist and just hang there like an awkward hug as you continued to pound her into the ground.
You were vaguely aware that she finally said a proper 'sorry' - even if it took battering her womb to get - but you were inside her far too deep for that to do more than just excite you more, she was entirely under your power. You kept going harder and faster, the more you stretched her out, the more she squealed the more you wanted to fill her with everything you could. You started pounding harder and harder until the sloppy wet slap of your hips started to drown out even Caitlin's mewlings up until you finally grit your teeth and let out a powerful roar, hilting yourself in your sister and pressing the head of your cock into her womb as you started to let loose. With every powerful pulse of your cock Caitlin let out a gasp or a moan beneath you, completely limp as you filled her womb just as much as you filled her belly with another obscene payload of cream. Your sister may have told you she was on birth control but by the time you finally came back down off this second orgasm and your loads slowed to a slow trickled instead of a blast into her deepest parts she was starting to look pregnant at least, after having filled her from both ends.
"Are you done now?" Just as you leaned back with a sigh at your magnificent work putting your big sis in her place your mother piped up sounding annoyed.
Despite the level of release you'd just experienced, you felt your cock throbbing back to life before it even went soft as you felt a twinge of irritation at your mother's tone.
"I understand you deserved an apology but-"
Cutting your mother's tirade off with a forceful tone in your own voice you grunted,
"I dunno, not quite yet." Withdrawing from your sister, who let out a shuddering gasp as you did and began to spray cum onto the carpet you grabbed hold of your drenched, sticky rod and shook it at your mother.
Still seated in the recliner, her legs tucked underneath her, your mother flinched and recoiled into the back of her seat at the motion, the annoyance on her face wiped away by her shock. Your tool wasn't just impressive it was now drenched in all your hard work, dripping and angry it wasn't as pretty as it was before you ruined your sister's pussy for anyone else.
"You - I, I think your sister's apologized enough! She told you to stop! You were clearly hurting-"
"If she's apologized enough, where's yours?"
"-her and - excuse me?" Your mother's eyes went wide, a mix of confusion and outrage flashing across her face.
"Oh come on! You're the one that was so intent on apologizing to me, and you make Caitlin do it all herself?"
For a moment your words just hung in the air, the only sounds were of your sister gasping and muttering something under her breath, and Emma furiously working at her pussy. Realization slowly dawned across your mother's face - and your cock, still dripping and drooling cum, throbbed as you watched it happen - first a blank stare, then her eyes going wide and then angling down in anger,
"I certainly hope you're not suggesting that I...that... not what I think you are." Your mother looked outraged but she stumbled and stammered to much to even attempt an air of intimidation.
"Don't give me that shit." You snapped.
"John!"
"You helped Caitlin get in my way, you were right there nodding along when Caitlin tried to call me crazy for being upset!"
"I don't know what's gotten into you lately!" You mother continued to stammer.
It was like you were both having a different conversation as you pressed on,
"You were fine butting in at her job, you're fine butting in now when she's trying to apologize by doing her job. But you're gonna get mad at me for just asking you to help out with the apology _you _insisted on? Caitlin does that sound fair to you?" Looking down at your sister's unfocused eyes and red face you weren't actually expecting anything but she gave a weak reply,
"Not... fair."
Well there you had it. Despite having fucked one of them stupid you successfully managed to turn your mother _and _sister on each other.
With a self satisfied smirk you looked at your mother, waiting for a response while slowly stroking your soggy meat.
You weren't even sure if your logic held up, if you could some how magic your way into this. For all you knew you could be seriously damaging your familial relationships here, but you were starting to really like making demands and getting things your way. And every time your mother tried to butt heads with you it just made you want more. If she really wanted to help Caitlin you had to shut her up too.
Does your mother agree?
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Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
Updated on Jun 20, 2026
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
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