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Chapter 8 by dead_account dead_account

Got any dank memes for me to put in these chapter transitions, my guys? Because it seems I’ve run completely out.

Porn Logic 101: To stop a penis from hurting, let someone give you a blowjob

Ross gave a panicked and confused look behind him as he stayed frozen at his spot, still wrestling with his boner to keep it down.

“Uh... why?” He nervously asked.

Cherry gave a sigh, “Because it’s probably my fault you’re in pain right now, and I just want to check and make sure I didn’t give you permanent damage or something.”

“Well... I mean... you really don’t have to!” Ross nervously stuttered, “I-I’m fine, I think...”

Directly after this, Ross tried to push his erection sideways, causing him to hiss out in pain.

“Ross...” Cherry called out like an impatient mother waiting on her kid to stop making excuses and just do what they were told to do.

“It... it’s going to weird for you if I do let you see it.” Ross mumbled self-consciously.

“It’s not like I’ve never seen it before, little brother. We’ve bathed together back when we were kids.”

After a decent while of struggling to decide whether to turn around to let her see it or not, Ross finally relented with a defeated sigh and awkwardly turned around while still covering his junk.

Cherry walked up to him with a patient smile, before softly pulling his hands away so that she could see the damages.

The moment she did though, his cock basically acted like a rigid door stopper spring and bounced into a full swelling erection pointing directly at her.

Despite how weird the situation was and how massively distracting the size of his cock was, Cherry swallowed it down maintain the role of a concerned big sister worried about her little brother.

Crouching down to get a better look, she glanced up and said, “I’m going to move it around a bit to see if it’s injured, okay?”

Ross could only blink nervously as he took a massive gulp, watching his hot older sister crouch down in front of his erect cock. Dear god, he hopes he doesn’t accidentally discharge right now, because that would be horrible timing.

Cherry went ahead and brought her hand up to gently used her index finger maneuver her little brother’s penis side to side in order to check the entire surface and make sure the damage wasn’t anything serious.

Besides the redness and the “swelling” so to speak, it didn’t seem to be damaged from her face getting smacked down into it earlier.

Knowing that Ross was probably feeling the most awkward he’s ever felt in his entire life, Cherry decided to make light of the situation so that maybe he would calm down and be more relaxed.

“I wasn’t kidding when I said that you’ve grown since I last saw you naked.” Cherry chuckled, as she scrunched her fingers together, “You used to be just this small, you know. Just this itty-bitty elephant trunk with testicles the size of a marble. And now look at you, the size of an ripe adult banana.”

“Please stop...” Ross mumbled, not at all feeling calm from her trying to play the situation off. If anything, it just feels more embarrassing.

“Er, sorry.” Cherry awkwardly apologized, before resuming her check-up on his dick.

When she went to push his cock up in order to examine his balls, Ross inadvertently squealed as he felt a massive throbbing pain from the stiff erection being pushed and stretched upwards.

Cherry immediately pulled her hand away and asked in mild panic, “Does it hurt that much?”

“Sorry! Sorry, no, it’s just...” Ross recovered quickly as he straightened his dick out, “It’s more like... a cramp, I guess? Like when you do stretches and accidentally pull something a hamstring, or something.”

“Does this happen often?”

“Oh no, never this badly.” Ross reassured her, “It’s just... I’m usually able to take care of it by myself when I have the free time, but I guess I’ve just been holding it in all day- I MEAN NO, it just suddenly popped up out of nowhere, I guess.” He quickly corrected himself.

“Holding it in all day, huh?” Cherry muttered guiltily as she looked at her poor brother’s swollen condition. With a sigh, she admitted, “This is definitely my fault then... I’ve been teasing you the whole day while we were out on our date. Without any time by yourself, no wonder its condition is so bad...”

“Wait, teasing?!” Ross asked in shock, “You mean you’ve been rubbing your body up against me on purpose this whole time?!”

Cherry flinched at the accusatory tone, before admitting, “I’m sorry, I know! I really am! I just couldn’t help it! You were just acting so cute, getting all flustered and nervous every time I let my breasts graze you even slightly, and it was just really fun to watch you get so riled up because of me!”

Realizing that this whole time, all the moments where Cherry smushed her tits against his body during their date together and even possibly teasing him up until now where she bent down to show her cleavage at him just moments ago, realizing that they were all done on purpose to get him wild and horny instead of an innocent mistake...

Well, something about it all made his cock bounce happily as it swelled up that much harder in excitement.

Cherry blinked in surprise to see her little brother's growing even more erect now than ever before after she admitted to teasing him on purpose.

Ross couldn’t help but blush in reaction to his cock, seemingly having a mind of its own, as he turned his face away in embarrassment.

Cherry took another careful look at her little brother’s erection, finally coming to realize that the way it is now was most likely a result of being a never ending cocktease for her little brother without giving him a chance to provide himself with any relief.

In the end, he’s suffering in pain because of her. As an older sister, it really should be up to her to fix it since this was her responsibility...

How exactly does she fix something like this though? It’s not like it’s a boo-boo where she could just kiss it to make it go away and everything suddenly gets better-

...

Well... technically, she could...

But, that would be silly and weird... He’s her little brother, she couldn’t possibly take care of it that way!

But... it was technically her fault that it was erect like this in the first place. In all honestly, she probably passed the threshold of it all being silly and weird a long time ago, the moment she found enjoyment in getting him awkward and super horny just by rubbing herself against him.

It was her fault he was like this. It would only make sense that she would be the one to properly take care of it. It wouldn’t be fair to him otherwise.

Seeing the penis of her little brother still as stiff and direct as ever, Cherry grew awkwardly quiet as she positioned herself to sit on her knees.

“Hey, Ross...” she started off quietly enough, still staring at the rod-like appendage before asking, “Are you attracted to me?”

Ross blinked stupidly in response, not expecting the question to hit him out of nowhere.

Turning back at her with a nervous blush, he stuttered, “W-Why do you ask?!”

“It only got this hard and stiff because of me, right?” Cherry asked somberly, “You’re attracted to me, and I ended up using my body to tease you for the whole day. It’s basically my fault, right?”

He couldn’t help but feel like a quivering wreck as he looked down at her on her knees and staring directly at his cock, his imagination taking him to the most deprave places in his mind.

“Well, I mean...” Ross stuttered out an honest answer, “I’m not going to lie, you’re really hot... Even though you’re my sister, you gotta realize that your body is something that most boys would drool over. So... yeah, I guess you can say that I’m attracted to you.”

Cherry couldn’t help but blush at the compliment, her heart starting to beat faster as she set her mind on what she was going to do next. After hearing something like that, she’s practically obligated to be the one to help him out now.

“In that case...” Cherry began slowly, taking a nervous gulp as she slowly brought her hand up, “Since it’s my fault, I should be the one to... fix this..."

Ross's eyes nearly popped out of their sockets as soon as he heard down, as he watched his older sister move her hand up to reach his erection.

"W-Wait, how exactly do you mean by that?" Ross stuttered out, frantically looking back and forth between her and her hand.

Was she going to do what he thinks she's about to do?

Just the simple thought of what was about to happen made Ross's cock tremble in anticipation as if it totally knew where things were heading.

"I... I can help make it feel better..." Cherry mumbled out, her hands hovering centimeters away from making contact, "If I t-take care of it, the swelling will go away, right? Then it won't hurt anymore."

Cherry looked up at him with trepidation, almost as if she was waiting for his confirmation or permission to fully go ahead with it.

Ross gulped, before taking a deep breath and giving out a very smooth and manly, "OkAy." Did I say smooth and manly? No, I lied, he was totally freaking out and creaked it out like a mouse with its balls stepped on.

Cherry nodded back before finally wrapping her hand around the base of his cock.

His whole body shuddered immediately at the moment of contact, the warmth from her hand almost comparably to pure ecstasy in a bottle if that bottle was poured all over him.

"I don't have a lot of experience doing stuff like this, so you're going to have to tell me if I'm doing it wrong..." Cherry told him softly as she got used to feeling her little brother's girth pulsating in her hands.

Ross could only nod in response, watching with anticipation.

"Okay... here I go..." Cherry exclaimed before she got started.

It was slow at first, as she started stroking his cock. Like it was just her trying to experiment with it, slowly tugging it, up and down.

Steadily, as she gained more confidence in her technique after checking to make sure she wasn't hurting her brother, she went just a little bit faster.

In response, the tip of the cock was already leaking pre-cum out as Ross started breathing heavily and giving soft moans from the pleasure. Even as the pre-cum got into her fingers, she didn't let it stop her from maintaining her stroke speeds.

"Oh god, Sis, this feels good..." Ross mumbled as his eyes started glazing over in lust.

In all honesty, Cherry had absolutely no idea what made her think that it was the best idea to jerk her own brother off in order to fix his erection problem. Realistically, she should have just apologized for cockteasing him for so long today and offered him to use her bathroom so that he could take care of it himself.

But she didn't think she'd be okay with that since she knew he would have never got this hard if it wasn't for her. This was definitely all her fault.

It was her fault for asking for her brother to have a crush on her, her fault for teasing him and riling him up the whole day, her fault for making him get so hard that he actually ended up getting hurt from it-

Was it really guilt that was driving her to do this though? If she honestly thought about it, if it was with anyone else other than her little brother that was suffering from this situation, would she have given them the same treatment as she was doing now?

If it wasn't her brother who was suffering, would she honestly be able to jerk some guy off for cockteasing them all day?

She thought about it as she started curling her hands in a twisting motion every time she stroked him, letting the motions of her palm and fingers continuing to pleasure him.

Probably not, no. She couldn't ever find herself doing this exact thing to anyone else. In all honestly, thinking about doing this to any other guy made her feel sick and disgusted.

It seemed she was only okay with it if it was for her brother's sake.

Besides, imagining the smell of the pre-cum leaking out of his cock belonging to someone else, or hearing the moans from another guy, it didn't really make her feel comfortable at all.

But then what does that say about her? Does that mean that she's totally fine smelling her own brother's cock as she stroked him, or making him give out those horny moans?

"Oh god, keep going Sis... Oh, you're driving me crazy..." Ross panted as he kept his arms on her shoulder to steady his balance.

"I'm not hurting you, am I?" Cherry asked in concern.

Ross quickly shook his head while staring into her eyes, "No, you're amazing! God, it's like I've always dreamed."

Cherry felt herself growing warmer as she blushed from hearing that.

Her little brother dreamed about this? As in, he's always imagined and thought what it would be like to feel his big sister's hand on his cock?

She couldn't help but feel flattered and emboldened as she started stroking him even harder to try to surpass his expectations.

It was then she realized that she was actually enjoying the way her little brother reacted to her massage on his cock. The way he looked down on her with his perverted eyes and even how he's started thrusting his hips towards her just to get more pleasure out of her hands, she couldn't help but find it all so adorable.

It made her feel good, to have her little brother's attention on her at all times. His eyes conveyed a deeper love in them that she had always wanted to see aimed directly at her, having been on the receiving end of his cold shoulder for so many years now. It felt like something that she always secretly wanted but never knew about since she always tended to repress these kinds of thoughts in the back of her head.

Being **** to directly confront it now though, as she pumped his cock in her hands and letting him thrust at her like an animal in heat, she couldn't deny that she was having a lot of fun with it.

Maybe out of the two of them, she was the bigger pervert in the room than he was. Why else would she love to get him horny and nervous around her during their date? Why else was she always looking forward to how he reacts whenever she rubbed her tits against him? As much as she kept telling herself that she was just teasing her little brother as any big sister would, she had to admit to herself now that she absolutely loved the attention as she watched him literally fucking her hands.

No point in denying it, she's always been attracted to her little brother for as long as she could remember.

Ah, it felt so exhilarating to finally admit it! She felt like she was liberating herself from her own shackles as she thought this to herself. She never wanted to acknowledge it since some part of her felt that it was wrong or it might accidentally push her brother away even farther if he ever found out how she truly felt. She was almost horrified at the thought.

But now that his cock was literally inches away from her face as she pumped him away like a shake-weight toy, she never felt so safe and secure before. Funny how that works.

She wouldn't mind if she could somehow get him to let her do this more often...

For Ross's part, he felt like the luckiest guy in the world right now. Here he was, getting his cock stroked by the sexiest woman he's ever known on the night of the first date. How he managed to lead up to this or why his sister was so willing, he absolutely did not give a flying fuck!

This was something he's always wanted ever since he was a kid going through puberty. How many restless horny nights did he have to suffer through with only the thoughts of his hot naked sister to keep him company? Living with someone who was so unabashedly shameless when it came to flaunting and using her body to attract others, he had thought he was going insane when he first realized that he couldn't stop thinking about using his sister's body like a sex-toy.

Eventually, as the years gone by, he just stopped caring about how his thoughts about her was so incestual and depraved. As long as no one ever found out, it shouldn't matter how he secretly felt.

But now, after being given this opportunity to use a sci-fi dating app that lets him go out with his ideal partner from an alternate dimension, to live out his dream of his older sister being nice, polite, motherly, all while spoiling him- he had to repeatedly thank Parallel Lovers in his head as his sister kept tugging on his cock.

Imagine if he read through that email and decided to delete it without a second thought. God, he would have missed out big time!

As Ross looked back at his older sister lewdly smiling up at him while she was still stroking his cock, he felt his heart beating faster. Who would have thought that he'd ever get to live the day that he could see his own sister looking up at him like such a slut?

"Gonna cum soon, little brother?" Cherry asked, her voice having a more sultry tone to it now all of a sudden, "I can feel it pulsing in my fingers..."

Ross shook his head, "N-Not yet! I'm so close, but not yet!"

There was no way he was just going to let this end so soon! He wanted this to last as long as he physically could, just to keep being able to feel his dick being massaged by his sister's hands. In fact, he desperately wanted more.

Seeing her sweet plump lips smiling at him so lovingly, so pervertedly, it made him remember what he wrote back on the form when he filled out what his personal fetishes were.

"Suck me, Sis." Ross commanded all of a sudden, "Use your mouth and suck me!"

Cherry's eyes widened in surprise, "You want me to suck you?"

"Yes! Please, I feel so close! I want to cum in your mouth!" Ross pleaded desperately, "It's all I want right now!"

Something must have been triggered in Cherry's mind because she didn't seem to hesitate one bit as she lowered her eyelids into an alluring gaze and tilted her head closer to his cock, "Is that really what you want, little brother? You want Big Sis to suck you with her mouth?"

"Yes! For god's sake, I'm about to go crazy!" Ross begged.

Cherry smirked before leaning closer, "Anything for my sweet little brother~"

That was the last thing she said before she engulfed his cock right inside her mouth and started sucking.

"OOOOoooooOOOhhhh!" Ross gave the loudest and most perverted moan he could possibly give at that moment, loud enough that it practically pierced through the walls and pass the bedroom itself.


The girl silently crept through the dark hallways of the haunted mansion, bearing her flashlight defensively as she made her way down when all of a sudden, she was frightened by the sound of a bone-chilling moan of a ghost!

"OOOOoooooOOOhhhh!"

Ross Kulkin leaned in closer to the TV on the edge of his seat, "Man, this is the scariest movie I've seen out of the entire series! I swear, that almost sounded like it was in the house!"


Ross couldn't control himself any longer as he grabbed his sister by the back of her head and started thrusting his cock deeper into her mouth, facefucking her with wild abandon.

Cherry did nothing to stop her sweet little brother from violating her mouth, grabbing on tightly to his thighs as she did her best to balance herself and not fall over. Unbeknownst to her, a pleasurable feeling was slowly rising within her as her pants were slowly starting to grow moist within her crotch.

Ross didn't even have the capacity to form a single thought in his head anymore, his mind too hazy with incestual lust for his big sister as he repeatedly jammed his cock down her throat.

All Cherry could care about was making sure her little brother was having the most pleasure using her mouth right now, as she did her best to hold back on her gag reflex and use her tongue to wrestle with his cock each time he pounded his hips into her face.

This kept going on and on for the next few minutes, as the two siblings filled the bedroom with nothing but the sound of slobbering, gagging, and moaning.

After a while, Cherry felt her entire body shake and her eyes rolling up to the back of her head as a wave of pleasure suddenly overtook her. A wet spot within her crotch noticeably grew larger and larger to the size of a puddle almost leaking out. It wasn't until the moment was over did Cherry realize that she literally just orgasmed in her pants just from letting her little brother fuck her mouth.

"Sis! Oh god, Big Sis, I'm gonna cum!" Ross panted heavily, "I need to cum, Sis! I want to cum in your mouth so bad!"

Hearing that her brother was on the edge, she wasted no time to take matters into her own hands as she wrapped her arms around his waist and started bobbing her head as quickly as she can, making as much sucking noise with her mouth to coax her little brother into coming.

"Oh fuck! OH FUCK!"

Ross couldn't hold back anymore as he let loose countless ropes of cum inside her mouth and down her throat, even as Cherry continued to bob her head and never stop. Rope after rope, he still felt his cock spurting more and more out in endless ecstasy and pleasure while Cherry did her sisterly duty to suck him dry.

Even as she felt her mouth overflowing with her little brother's cum, to the point where it leaked out and made a mess all over her shirt, she still did her best to swallow as much as she can while still thrusting her mouth down on his cock over and over like she was using her lips to milk a cow.

Eventually, after a while, Ross had no more cum to give as his reserves were emptied out.

The two pulled away from each other as they both rested to catch their breaths, both of their stamina drained from the whole ordeal.

Ross was bent over and had his hands on his knees as he breathed heavily, realizing what he had just done to his sister.

Cherry started coughing and heaving once her little brother's cock was pulled out from her mouth, as she felt the wet stain from her shirt seep through and touch her skin, as well as the uncomfortably cold wet-spot from her crotch clinging to her legs.

They both looked up at each other at the same time.

It was unclear to either of them what the other was thinking. They couldn't make out what the expressions on their faces meant. Was it love? Was it regret? Was it disgust or discomfort? Without lust clouding their minds anymore, what exactly was their partner thinking?

Ross didn't know if he screwed up the whole relationship or not.

Cherry didn't know if she might have crossed a boundary she wasn't meant to cross.

After a long period of silence, in the end, Ross was the first to speak up.

"I... I should probably leave soon to get ready for school..." He ended up muttering awkwardly.

Cherry looked away as she neutrally responded with, "Right... I need to go take a shower and get ready for tomorrow..."

The two of them stood up, a sense of awkward dread filling the air to replace the perverted lust that was only just there moments ago.

Cherry didn't move from her spot or look back at Ross as he pulled his pants up and took the toy belt into his hands. She didn't say anything even as he pulled his phone out to get ready to jump back to his dimension.

Ross paused for a bit though, his thoughts complicating and overwhelming his mind as he thought about any last final words to say before he left. He honestly didn't want today to end like this, with this weird smelly regretful ending complicating their relationship together.

He opened his mouth to say something, anything, to his big sister, but no sound ever came out since he didn't really know what to say. After numerous attempts to at least try something, Ross couldn't think of anything.

After a while, he gave up thinking that the situation was probably beyond salvaging at this point. Whatever happens, it would have to be discussed the next time these two met up.

Whether there even is a next time or not...

Holding his phone up, he opened up the app to prepare to jump back home and get himself cleaned up from all the sticky goo made from their escapades.

Right before he could press the last button though, to his surpise, Cherry called out to him.

"I'll see you again. Right, little brother?"

Ross looked up to see Cherry giving him a nervous smile, almost as if she had to work up every ounce of her courage just to ask that.

Even as her ruined makeup decorated her face, and their combined spit and cum dribbled down her chin, she still looked as sexy as ever in his mind.

Caught off guard, it took him a moment to respond with an enthusiastic, "Uh- Yeah! As soon as possible!"

"Good..." Cherry smiled in relief, before gently waving at him, "Goodnight, little brother. Don't be late for school."

"Y-You too..." Ross awkwardly waved back, "Sleep tight, Sis..."

With that, he pressed the button and vanished with a surprising lack of fanfare to go with it.

Cherry was left alone with her thoughts as she sat on her bed and replayed the last few moments of their date in her mind.

...

After a while, as she kept thinking about it, her hands were slowly rubbing against her crotch almost as if they hand a mind of their own.

Cherry laid back in her bed, slowly allowing her lust to take hold of her again as she felt her pleasure renewed.

She decided that she would hold off on that shower until tomorrow when she had the time to do it, since she was a bit too preoccupied to do it right now.

Thoughts of her little brother kept bombarding her mind until she tuckered herself out and finally fell asleep.

Pentagon: "100,000 body bags, please." USA: "Body bag machine broke." Pentagon: "Understandable, have a nice day."

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