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Chapter 27
by
lolhappy250
Do you cum?
Thankfully no
Well, whether or not it was a good thing was debatable…. Your choices were cum all over your sister and yourself, thus having an excuse to shoot down her perverted deal, or just let her dry hump you for a couple minutes while your mother and several other women looked on.
In the end, you pumped iron like a coked out crossfitter and before long had Emma help you push out one last rep.
“Alright! Now get off my dick woman!” You couldn’t even say that was what you really wanted anymore, but it was the only thought still firmly lodged in your head.
“What’d I tell you? Perfect motivation!” Caitlin was completely unashamed of her lewd behavior, hell, she looked proud.
Your sister had edged you more expertely than you had ever imagined one of your sisters would be capable of.
Not that you had made it a habit to imagine what your sisters did with dicks before recent events.
You felt like you could blow your load any second, but you just couldn’t. Worse than that, your arms felt like jelly, fresh off three intense sets on the barbell and you couldn’t bring them to get yourself off right now.
You weren’t too sure whether this really counted as a win. Even the fact you hadn’t came all over your sister didn’t seem like much of a consolation in the light of your aching to get off. You wanted to say **** was wrong, but when you thought about how you creamed all over your mother, and even in her mouth, and how satisfied you were compared to now... and it wasn’t like she minded all that much….
You felt a twinge of guilt at that thought, but the throbbing in your lust hungry cock was strong enough that you couldn’t deny the logic you had used. If you wanted to come all over your sister after all this, could anyone really blame you? Thanks to your wallet the answer was no.
Unfortunately, even if you wanted to relieve yourself, it was far easier said than actually done.
Over the next ten minutes you came up with more than a few plans to get yourself off and finally get some relief, but they always fell flat.
Caitlin only got more bold as time went on, going as far as slipping her pants down and hotdogging your meat with her buns, but the second you grabbed her hips and starting going with it, eager to finally get some release, she put the kibosh on it with a twist of your wrist.
After redirecting a bit more blood while working out you had the brilliant idea of just fucking Emma and being over with it, but within moments of grabbing her Caitlin lifted you off the ground and physically separated you. Afterwards she had you on lock down, making sure you kept your hands busy with weights.
You even had the idea of just fucking jerking off, it actually crossed your mind to hose your sister like you did your mother, but again, Caitlin showed no hesitance with playing dirty and put a stop to your plans with an unashamed slap to your balls.
“Fucking hell what’s wrong with you!” With a grunt of pain you doubled over to protect your weak spot.
“I told you, you’re mine for a whole hour, and while you’re mine you don’t get to cum unless you can make me get you off.”
“You want me to fuck you like a cheap slut?” You growled through gritted teeth.
As you understood it, some men got off on having their balls abused, but right now, at the hands of your sister, all you saw was the blind rage of a younger sibling itching for an opening for ****.
“Well I wouldn’t say I’m cheap… but if you could actually make me your bitch that would be my crowning achievement as a personal trainer.”
“I see you’re quite ambitious.” Trying to shake the pain that climbed up your sides and made you want to vomit, you stood back up and glowered at your sister.
“I assume you’re being sarcastic, but….” Caitlin eyed you over with a smirk, “...Anyways, be a good boy and maybe next time I’ll be a little more forgiving.”
In your mind, somewhere, you still held onto the ideal that **** was wrong, but in your current state, at your own sister’s hands, cunt and ass you had a hard time keeping much more ‘open-minded’ thoughts at bay. The fact that your sister was easily stopping you from fucking her despite giving you every reason to try only made it that much easier to think of every filthy thing you wanted to put her through without feeling it was ever going to happen.
By the end of the hour you were an exhausted, sexually frustrated wreck on the ground, gasping for air with a hardon that refused to go down and actually considering tying your older sister to a bed and fucking her ass raw for a week straight without sleep.
The only thing that kept you from making that angry, lusty thought from being a vow was the horrible ache in your loins, and it wasn’t most certainly not from working out. You weren’t even sure if the pain was from being blue balled for essentially an entire hour. You had a horrible feeling that what you were experiencing was the strange ‘sexual withdrawal’ you’d been experiencing lately.
Considering you came a little over an hour ago you felt withdrawal was a bit sudden. You could only assume that the conversation you had with your mother, combined with your sisters **** for the last hour had somehow sped things along by a ludicrous amount.
Regardless of what was going on, you could do away with a pretty vast number of your problems by just getting your dick wet. And if your sister tried to get in the way now that her hour was up you’d make damn sure that you put up a fight. You could see just how her muscles defended against a sucker punch.
“Hey, not bad today. I mean it.” You sister towered over your prone form with a smile plastered on her face, her breathing even and only the barest hint of sweat on her skin, “I hope you come back for more.”
You wanted nothing more than to tell her off for the **** she had put you through, but quickly found you were too exhausted to try.
“Anyways, me and mom are taking the other two out for some smoothies, you coming?”
“Wha – hey! I need them!”
“So, yes?”
“I need to fucking come damnit!”
“Great!”
“Fuck you!”
“Well I did say you could try.” Caitlin stuck her tongue out at you and started to walk away, “but I think it’s a bit early for that.”
“You know what I meant!” You grumbled, forcing yourself to your feet and chasing after her like a wounded zombie.
“Well there’s always Tina.”
Yeah and you could also – well, actually….
“Anyways we’ll drop the lady’s off at your place in a couple hours, so make sure you’re done with Tina before then.” Caitlin shrugged and started walking off.
“Done with me? What’s going on?”
Just as you followed Caitlin out into reception Tina smiled with a naive curiosity at the two of you, taking only second note of your lack of pants.
“Nothing, my brother’s just going to fuck you.”
“Pardon?” Tina blinked in confusion, her face wiped blank, as Caitlin power walked off with a spring in her step.
You hated to admit your sister had come up with such an equitable solution after literally jerking you around for an hour, but you were starting to need to get off, so you just scowled at your sister’s retreating backside before turning on Tina.
The slender, model-esque woman was focused completely on your raging erection though. Her face was blank as you stomped over to her, your meat bobbing with every step.
“So… uh, how exactly do you want me to – uh… how do you want me…?” Tina swallowed hard and looked up at you from her seat as you stood over her, cock waving in her face.
“I’m fucking beat. Just blow me.” You grumbled without a care for her apprehension, grabbing her wrist and yanking her from her chair, sending her stumbling and you yourself collapsing into her warm seat.
Tina managed to regain her footing with surprising deftness, despite her heels, and turned around quickly. She scowled at you for a beat, but quickly dissolved into a grimace while dropping her gaze to your meat,
“Yeah… um, could we do something else?”
“No. Now suck my dick!” You growled, getting halfway out of your seat to grab her arm and pull her back towards you.
You were far harsher than you would normally be, but after the ringer your sister had put you through and the rather concerning pain you were starting to feel you weren’t in the mood to beat around the bush.
Tina let you guide her to her knees with a pained look on her face, her eyes flicking between your face and your cock,
“Could we please do something else? I could ride you, I’ll even let you stick it up my ass just – mmmmph!”
You cut her pleading short by pressing down on her head and ramming your cock down her throat. Instantly you were overtaken by a wave of satisfaction and a burst of energy as your wallet took affect.
Just as quickly Tina was pulling back with all her might, far more than you could handle in your current state of all things, and once free let out a horrid retch, and started dry heaving at the floor,
“Jesus christ! I can’t – I can’t take a dick in my throat!” She shouted at you between coughs, a scowl on her face and tears in the corner of her eyes.
Having taken one step towards finally emptying your balls combined with the burst of energy, and you were done letting anyone blue ball you.
“It’s too deep! I take your cock–”
You ignored her completely, grabbed her head with both hands and slammed it back onto your shaft. Tina let out a strangled yell, but as you gagged her with your cock it turned into a muffled cough. Her eyes went wide and tears started to flow as she desperately tried to dislodged the meaty intruder in her throat, but no amount of coughing could remove you from her throat.
Just as you started to **** her head up and down your length a pair of gym patrons approached the counter. They appeared to be an older couple, but fit as fiddles.
“Excuse me young man, do you work here?” The wiry, grey haired man smiled at you.
“No. This slut does though!” You growled in a lust fueled fury, yanking Tina’s head up and down sending spit, and drool everywhere with every one of her hideous gags.
“Oh my apologies! We’ll wait until you’re done with her.” The man took a step away from the counter and started talking with the woman he was with.
Lucky for them that wouldn’t be much longer, thanks to your sister you were nearly ready to burst. The only thing slowing you down was the fact that Tina was starting to struggle up a storm. She had more strength in her slender form than ‘post-workout you’ was properly equipped for. She was slapping your thigh and trying to pull back with everything she had, luckily you were granted enough energy to thrust into her throat everytime she started to pull away.
Now that you had someone to dump your cum in you weren’t letting her get away until you came.
“Look’s like you got a fighter there son!” The older gentleman chuckled.
“Need some help with her?” The woman piped in nochanlantly.
“I think I got her!” You roared in defiance.
You were so close to finally reaching climax after a full hour of **** that you weren’t very pleased with how this employee was fighting you on this,
“I paid good money for your services! So take it!” You threw a leg behind her head, keeping one hand firmly grasping her hair and started to unload into her throat.
Tina looked up at you, her eyes flying open wide, tears and spit streaking her face as she desperately tried to pull back to breath, but found your leg locked tight around her head. You launched load after load down her throat, putting an end to her coughing for a moment, but soon she started retching full ****, sending the rest of your loads back into her mouth. Her cheeks started puffing out before long, her mouth filled with your cum, every cough sending a trickle out around the seal your cock formed with her lips. Your monster loads had no trouble filling her mouth to the brim though, and with her violent gag reflex giving you cum nowhere else to go your cum started to shoot out her nose when she coughed. Luckily for her that marked the end of your titan orgasm.
When you finally finished, you let Tina up, and immediately met with her spitting her mouthful of cum all over your cock, right before she collapsed onto her hands and knees and expelled a stomach full of cum right onto the carpet leaving a white puddle under her heaving form.
There wasn’t even a hint of her previous model like elegance anymore, her face a destroyed mess of spit, tears, and cum.
“Oh dear, you certainly didn’t go easy on her.” The woman chuckled with a gentle smile, completely unperturbed by just how brutal you were.
“Well, I kind of needed this.” You just shrugged, not entirely sure how to respond.
You had came once, and that dealt with your pain and even fatigue nicely, but it wasn’t enough anymore, not when you thought about just how you ended up this sexually frustrated. You wanted more,
“Hey, so how about you lick this mess up and I can take you up on the offer to ride me?”
Tina stayed on her hands and knees, gasping for air, and occasionally giving a shallow retch.
The old man responded by clearing his throat and his wife clicked her tongue, reminding you that they were waiting on you. When you looked over at them though, they didn’t look angry, they were actually exchanging a glance, and then the woman turned to you,
“If you don’t mind dear, I could help you get cleaned up and the poor girl could help us with a gym pass while she gets some rest.”
You froze for a second before you remembered how you could technically get unpaid bystanders involved in your sexcapades. Apparently letting the woman lick your cock clean in order to cut in line was a normal decision for them.
Looking the woman up and down and really evaluating her for the first time you were actually pretty pleased with what you saw.
At a guess, you wouldn’t have pegged her as much more than late forties to mid fifties at the absolute most, but a glance at her husband seemed to suggest that unless he got himself a woman much younger than him she was probably ten years older than your best guess.
The woman’s youthful appearance was no doubt due to her level of fitness, she was nowhere near as devoted as say, Caitlin, but she clearly took care of herself. Evidence was by the barest hints of a six pack on her exposed, deeply tanned belly, which was on display between a low cut tank top and some figure hugging grey yoga pants. As for her short, curly, brown hair you could only assume was a dye job or just good genes.
Do you take this stranger up on her offer?
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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