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Chapter 12 by dead_account dead_account

Help me file my taxes. That's honestly all I need, I guess. Nothing else. Nada. Zip. Zilch.

Another blowjob before the main course

Ross took one last nervous gulp before steeling himself.

This was happening. This was actually going to really happen. This was everything he'd ever fantasized and dreamed about.

He'd be an idiot to cockblock himself now.

He glanced down from her to stare at her shirt, her incredibly loose, strapless, low-cut shirt, teasing him with how much it revealed her skin and yet kept covering the most important parts of her body. Because of this damn sexy-ass shirt, his underwear probably has pre-cum stains at some point during the night.

"Can you take your shirt off?" Ross asked nervously, before adding a ****-sounding, "Please?"

Cherry couldn’t help but coo to herself at how adorably nervous her little brother was acting during all this. Here she was, practically offering herself on a platter for him in response to his amazing confession earlier, ready for him to pounce on her like a dog in heat. Yet here he was, still acting so adorably naive and cute and innocent.

Cherry dropped her smoldering expression to give Ross a sympathetic smile, her motherly instincts rearing it’s head as she reassured him, "You don't have to be nervous. No matter what you ask, I'm not going to say no."

With that, she tucked her fingers under the hem of her shirt before slowly pulling it off. Her giant tits plopped out from under it, bouncing around like giant pinballs, entirely covered in a lacy lingerie bra.

Just for added emphasis, she even bounced her tits with her hands too. This made her little brother’s jaw drop, which caused her to laugh.

For Ross, Jesus Christ, this was the first time he's ever actually seen her almost naked up close like this. All the other times he saw her naked was through a creak in their bathroom door whenever she showered. Even though it was hard to see from such a tight angle, just being able to see her body entirely naked for a brief second was enough to fuel years worth of masturbation sessions.

To be able to see her breasts this close was driving him crazy. He couldn't help but soak in the moment, taking the time to stare for as long as he could.

Seeing her little brother being reduced to a mindless zombie already, even before she could take her underwear off, it made her giggle a bit before she playfully asked, "Was there anything else you wanted to do, or is that it?"

"Oh, uh, right- I mean, yes-" Ross stuttered as he snapped out of his hypnotic daze. Taking a moment to clear his head, he steadily said, "I guess, er... C-Can I play with you for a bit?"

"Play with me?" Cherry asked as she tilted her head curiously, "Like, fondle my tits?"

"A-Among other things, yes." Ross awkwardly fumbled.

Cherry couldn't help but giggle again, finding Ross's lack of confidence endearing. Although she would prefer it if her little brother could take charge of the situation, she's willing to take the dominant role for now in hopes that he'll learn to be more aggressive with her in the future.

Sitting up straight and crossing her legs, Cherry beckoned her little brother closer, "Go ahead. Play with your big sister as much as you want."

Her other hand was busy reaching behind her to release the strap holding her bra, which then proceeded to comically pop right off of her as her bare titties bounced out.

“Holy fuck.”

Ross didn't need to be told twice as he stepped forward. Trepidly reaching his hands out, he was almost hesitant to even touch his older sister, hovering inches in front of her for a few seconds before ultimately giving in to his urges and laying his hands over her waist.

Cherry raised an amused eyebrow, not expecting her waist to be the part of her body to get touched first. You would have thought her tits would be mauled by now.

But then she looked up to see Ross inches away from her, incredibly nervous like a kid asking out a crush during recess. When he started to lean in and close his eyes, that's when Cherry knew exactly why Ross placed his hands over her hips instead of her tits.

Cherry practically accepted him with giddy anticipation, closing her eyes as she felt his lips connect with hers.

The kiss between them was pretty vanilla at first, being a bit chaste and quick. But as Ross continued to experiment and push boundaries, he started being a little bit more daring as he prodded his tongue in her mouth.

Cherry could immediately tell that her little brother obviously never had any experience kissing a girl before, what with the rough and spastic movements of his tongue. The lack of experience made her feel strangely happy, since it meant more opportunities for her to help guide her brother become a better and dominant lover.

Gently pulling away from him, Cherry softly smiled as she instructed him, "Don't rush the kissing. I can tell you're excited, but french-kissing isn't about waving your tongue all over the place. You gotta be gentle at first, then you start playfully wrestling with my tongue. It's sort of like playing thumb-wars inside our mouths, in a way. Once you get the hang of that, it should be more natural from there."

Ross seriously nodded along with her, "R-Right... Okay. Let me try again."

Cherry did so, as she closed her eyes and awaited her little brother to kiss her again.

Once he did, she noted that he managed to actually pick up on his tongue kissing skills much better than the first time. Ross seemed to be a quick learner just from listening to her brief advice alone.

Feeling so proud for him, Cherry wanted to reward him by wrapping her arms around Ross's neck and shoving all of her love straight into him.

A part of Cherry couldn't actually believe that she was happily making out her beloved little brother like this. It was so thrilling and romantic, years of pent up stress and love for him was finally getting satiated as she swallowed more of his delicious mouth fluids. It was all she could ever fantasize about (among other things) since their last date, and finally living out that fantasy was making her quiver inside.

Ross was completely lost in the zone, engorging himself with his sister's mouth like a buffet. His hands unconsciously began to travel upwards on her body, feeling up her giant tits.

Cherry giggled girlishly, her laughs vibrating against Ross’s lips as she happily let her brother grope her for all she was worth.

The feeling of finally being able to touch his sister’s boobs was something Ross had only dreamed of for the last four years of his life. The soft pillowy texture, the warmth and squishy feeling, the puffy nipples rubbing against his palm- it was everything he ever imagined it would be. Maybe even better.

After years of only being able to watch random boys fondling his sister, he now finally knew what it felt like to have her tits in his hands for himself. And it was awesome.

The two continued comfortably like this for a while, sucking each other's faces as Ross continued fondling his sister. Eventually, when they were out of air, the two pulled away with a satisfied smile as they both gasped heavily to catch their breath.

Ross glanced down at the tits he's been holding, admiring the shape and weight of her orbs. Eighty-one centimeters. She was one of the bustiest girls that Ross has ever known, and Ross absolutely couldn’t get enough of it.

"You like them?" Cherry asked teasingly as she tilted her head, "You like touching your big sister's big titties?"

Ross nodded with a dumb smile, still caressing and fondling her boobs like toys. The stimulation from his groping was causing Cherry's nipples to get erect, which Ross immediately went to pinching without a second thought.

Cherry gave a cute moan, never expecting to feel so good from having someone play with her nipples.

If she was honest, Cherry never did have a positive opinion about her breast size. They were big, clunky, and hard to sleep with. It attracted attention from guys that she had no interest in, and caused her to get bullied once or twice by a few of her friends back in high school when they were jealous.

Despite the obvious advantages that having big boobs might bring, she was a kindhearted girl to a fault who never really considered using them to manipulate or seduce people. The idea that she couldn't get herself past a situation by her own merits, but to have to rely on something as cheap and gimmicky as big tits, left a bad taste in her mouth.

But as of this moment, she was never more glad of having big tits as she was now, as she practically began nursing Ross when he pulled his head down and starting sucking her nipples. The fact that her body could garner this kind of reaction from him was driving her absolutely ecstatic, and she wanted nothing more than to have Ross give his undivided attention to her for the rest of their lives.

What a selfish bitch, she thought to the other version of Cherry, that she would use her boobs as a way to boss gullible boys around instead of using them to help dote on her incestuous little brother. Why push around and bully such a cute boy when she could have loved him instead?

Ross was such a poor boy, having to grow up with such a selfish sister. Ross doesn’t deserve to live with someone like that. If only Cherry could have been his big sister in that world instead, she would have happily raised him and fulfilled his sexual fantasies while growing up. They would have had so much fun screwing each other like rabbits while keeping it a secret from their parents...

Cherry vowed to herself that she'd do anything and everything to make up for lost time with her adorable Ross. By the time this was over, he’ll never have to remember that stupid bitch of a sister in his home dimension ever again.

Cherry breathed heavily while she gently caressed her little brother's hair, letting him suck and slurp on her tits to his heart's content. She probably wouldn't have minded spending the entire night just letting him suck on her like a baby, but after planning for this night for so long, she needed to have her needs fulfilled too.

Even as Ross distracted himself in the perfect world of big sister tits, he could feel one of Cherry's hands rubbing its way down to his stomach as she politely pulled him off of her.

With a gentle smile, she reminded him, "Don't hog all the fun to yourself, little bro~ Give me something to play with too!"

"R-Right..." Ross could feel his entire face flushed with excitement and nervousness, as he stood back a bit and began to undress too.

Cherry licked her lips trepidly as she watched her brother unzips himself. Even though it’s only been a few days since the last time, this moment couldn’t come any sooner.

After taking off his pants and underwear, Ross kicked his clothes off to the corner of the room as he self-consciously scratched his neck. His boner was practically deadly enough to poke someone’s eye out at this stage, and it was probably even stiffer than every other time he popped a boner around his sister.

“Oh boy, is that a gift for me?” Cherry giggled teasingly, “It almost seems even bigger than last time, I’m flattered.”

Ross awkwardly chuckled back, “Aheh... Well, it’s been like this ever since dinner, soo... yeah... Um, what do you want to do?”

Cherry raised her eyebrow playfully, “You got your sexy sister topless right in front of you while you have your dick out. What do you want to do?”

For Ross, in this situation, he was still a bit slow on the uptake on how to properly act and behave. It wasn’t everyday a girl would let him do whatever he wanted to her body, you know? Especially if said girl was his literal actual sister, the one girl he’s been lusting after for years and years and years now.

With a hesitant and nervous gulp, he awkwardly asked, “C... Can you use your mouth on it like last time?”

“Like another blowjob?” Cherry perked up happily.

Ross nodded, “Sometimes I would think back to how our date ended last time, and I would remember the way your mouth felt. Everything about last time, just even thinking about it drives me crazy a little.”

“You liked how I kept shoving your cock in my mouth over and over, and now you want to have a repeat of that, huh?” Cherry asked, fluttering her lashes at him.

“Well, I mean... yeah... basically...” Ross blushed heavily from the blunt and dirty description.

Cherry giggled as she repositioned herself on her bed, bringing her legs up to sit in a doggie position facing towards her brother, “Alright then. C’mere, bring that bad boy over and let Bis Sis take care of it with her mouth.”

Ross couldn’t help but gulp yet again, his heart racing excitingly every time he heard his sister talk dirty to him so nonchalantly. It was such a bizarre feeling after a lifetime of being on the end of his original’s sister’s cold shoulder. Being seduced by her like this was definitely something he could learn to get used to.

For Cherry’s part, she was pretty excited for a second chance to pleasure her little brother using her mouth again. The first time happened more in the heat of passion, right in the middle of her awakening to her taboo incestuous desires. Because of that, she wasn’t really prepared properly and ended up just going with her gut instincts rather than any tact.

This time however, she was ready to pull out all the stops to make sure she would absolutely blow his mind with her new blowjob skills. Hopefully he’ll blow his load too after a few minutes.

She first began by giving him a sweet smile before immediately lathering his cock with lots of licking from her tongue. She practically coated his cock with her saliva, taking the time to lick his head before covering the entire base of his cock.

Ross began breathing heavily as she did this, his cock twitching in anticipation each time she slurped, licked, and kissed it. Almost on instinct, he body involuntarily thrusted forward a little from the pleasure.

Knowing that her little brother was practically putty in her hands already before even doing anything, she gave him one last sultry smile before finally plucking the head of his cock into her mouth.

“Oh fuck...” Ross gasped.

She started slow, teasing him a bit by beginning with a small sucking sensation on the tip of his cock. Then, steadily but surely, she got more adventurous as she sucked in deeper while pushing her head deeper.

Ross watched mesmerizingly as his sexy sister slowly brought her head down to halfway to the base of his cock, his top half getting sucked and massaged by the warm wet sensation of her mouth.

The pacing was agonizingly slower compared to the blowjob from the last date, but he can’t really find himself hating how it’s going. This was amazingly hot.

Cherry glanced up at him to see her little brother staring, before giving a flirty wink. Then, she suddenly pushed herself all the way in and deepthroated his entire cock.

Ross could barely contain his grunts as he was now feeling the inside of his sister’s throat with just the head of his cock.

Holy shit, that definitely didn’t happen last time. At least, he didn’t think it did...

Cherry held her breath as she kept her brother’s cock in her throat for the next several seconds, looking up at him to watch him adorably squirm in place as she occasionally swallowed.

The pleasure from her throat glands massaging him was unreal for Ross, the tight grip that she had on him was unlike any other sensation he ever felt before.

Eventually, Cherry decided that they played around long enough and that it was time to get serious.

It was time to show off what she’s been practicing.

She pulled herself away for a bit to get her breath back, one of her hand curling her hair back as the other steadily stroked her brother’s cock. Then she went straight back in, bobbing her head at an even pace.

Ross curled up his toes in pleasure, watching his sister bob her head up and down on his cock as she sucked the life **** out of him.

Somehow, her technique was different than last time. This didn’t feel like the same spontaneous passionate blowjob from the last date, this felt more like a practiced motion of a skilled robot pornstar that was milking him completely dry. Whatever she was doing that was so different, Ross was in love with it already.

Out of habit, Ross brought both of his hands up to grab a hold of the back of her head, “Oh fuck... Cherry...! Sis, this is amazing! This is way better than last time!”

Without pausing, Cherry responded back by forcefully grabbing one of his hands away from her hair and instead placed it on hit giant heaving tits. Her other hand was busy occasionally rubbing against her brother’s thigh or stomach as she looked up at him lovingly.

Seeing her eyes stare back at him so seductively as she bounced her head on his cock, Ross somehow felt the pleasure multiply by itself as he felt the telltale sign of limit being reached.

Fuck, he couldn’t believe he was already about to cum so soon! It had only just been a few minutes since she started, and yet he seriously couldn’t hold back for any longer?

Hopefully this spoke more to the testament of her amazing blowjob skills and not about his weak virgin endurance.

“Cherry, I’m sorry, I can’t help it!” He gasped heavily, “I’m gonna cum soon!”

Cherry practically lit up as she heard this, surprised yet excited that she managed to make her brother cum so soon. A part of her was secretly worried that she might not have practiced enough times to surpass his expectations, so knowing that she was somehow able to bring him to the brink this early made her really happy to know that her time spent watching all those tutorial videos didn’t go to waste.

With the warning that he was going to cum soon, Cherry grabbed a hold of his hips firmly as she began bobbing her head even faster. What she wanted most of all was for the reward of her hard work to land directly inside her mouth and not spill a single drop.

The sudden faster pace from his sister’s blowjob had begun to quickly cause the last of his feeble resistance to come crumbling down, the pressure building up from the pleasure was too quick and powerful to hold back any longer.

Ross’s head lurched back as he grunted, letting loose his orgasm right inside his amazing’s sister’s mouth.

Cherry gulped down as much of his cum as fast as possible, even as she continued bobbing her head to coax his cock to produce more and more cum. Her cute little brother was like a geyser, shooting out ropes after ropes of cum with a pressure powerful enough to blast the head out of smaller creatures if aimed properly. Still, she was determined to use her skills to make sure every ounce stayed in her mouth and not let out a single drop.

“Oh god... oh god... oh fuck...!” Ross kept moaning and muttering as he emptied his entire balls down his sister’s throat.

Eventually, the geyser finally went down and the tank ran empty as his hose spurred out the last ounce he had.

Cherry savored the last final bit of his cum in her mouth as she slowly pulled her head away, loudly slurping all the while.

With a plop, his cock bounced away from her face as she enjoyed the fruits of her labor in her tongue. Staring directly at her little brother in the eyes, she showed off the last batch of cum she took from him before swallowing it down like a slut.

He tasted bitter. Salty. Maybe even a little thicker than she was hoping for. If it had belonged to any other man, she would have spat it out immediately and went to scrub her tongue clean. But because the cum belonged to her little brother, it was the most delicious thing in the world, and she loved every single bit of it.

With a final gulp, she turned to look up at him with a flirtatious smile, “Well, Baby Brother? Did you have fun fucking your big sister’s mouth again?”

Ross could only stare back with gaping awe, “Holy shit...”

That expression on his face whenever she did something to blow his mind...

She couldn’t get enough of it. It was so cute... she could feel her womanhood tingling just from looking at him.

All she wanted to do was push him down and do everything to make his dreams and fantasies come true.

She bit her lip excitingly as she kept thinking of more ways to make sure that will happen...

Part 1 over. Part 2 coming at you same time next year (hopefully not)

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