Sisters With Benefits

by PastelDemon

Rating: mature
Tags: Romance, Slice of Life, Alternate Universe
Length: 3071

Life is hard when your a filly feeling sexually confused. But luckily this filly has an amazing sister, willing to pull her in the right direction. Giving her the answer to her questions, and unforgettable and memorable experience out of her lifetime

WARNING: CONTAINS FOALCON, INCEST, AND F/F

Life is hard when your a filly feeling sexually confused. But luckily this filly has an amazing sister, willing to pull her in the right direction. Giving her the answer to her questions, and unforgettable and memorable experience out of her lifetime.

EDIT> Made popular list as of 8/31/14 thanks guys!

Thanks to TheGreatEater for editing part of this! :yay:

Published 1970-01-01 00:00:00 UTC
Last updated 2014-09-01 02:00:04 UTC

Sisters With Benefits

"Ugh! Ah just cain't take it anymore!" Apple Bloom crashed into the room, throwing her saddlebags aside. She trotted all over the living room in circles, not even greeting or at least noticing her big sister.

"What can ya not take anymore, sugarcube?" Applejack asked concerned, trotting over to her little sister. She checked to see if she was hurt, but luckily found no bruises or marks of any sort. She sighed in relief once knowing her sister was alright. Well at least physically alright.

"Everypony! They all aren't sexually confused! But Ah am, and it's just not fair!" Apple Bloom whined, dropping on down onto the ground. Kicking a couple of times, releasing a little of stress. "It's just not fair! It's just not fair!" Apple Bloom complained, curling up into a ball.

"Oh... sugarcube-" Applejack got cut off.

"Ah mean like, even Sweetie and Scootaloo aren't confused! Why can't Ah be like 'em? Ugh!" Apple Bloom groaned, burying her face in her hooves. Applejack frowned as she saw her little sister stress over this, placing her hoof on her shoulder. She massaged Apple Bloom trying her best to comfort her. "Big sis, have ya e-ever felt s-sexually c-c-confused?" Apple Bloom asked embarrassed, hiding her face.

"Oh, Apple Bloom, sugarcube, take ah seat and let yer big ol' sister tell yer a story," Applejack gave her younger sister a half smile. The farm mare then went to shut nearby doors by them. Not wanting Bic Mac, or even Granny Smith walk in on this kind of conversation.

"Oh, okay..." Apple Bloom took a seat, giving her sister all of her full attention. She made her eyes bulge out on purpose, trying to make sure she doesn't blink. And happen to make sure to not miss anything important.

"Well..." Applejack begun with, sighing heavily, continuing on with her story.

Flashback

Ah remember when how ah was your age, the other kids use to tease all the darn time! Every time we'd be at recess, lunch, and even gettin' home, they'd come up to me and make fun me.

"Hey fillyfooler!" This one grey mysterious colt were the one who started it. Soon after he told it right t' mah face, he went spreading it all around like ah wildflower.

"Ah am not a fillyfooler!" Ah would always respond with, but then them pony folks would always deny it. Them young'ns always have something in the back of their little mind, t' at least tell me if Ah denied it. Them pony folks were purdy darn smart, at least when it came t' making fun of me.

Ya know, there was always that one mare or colt. That one that always find a darn reason to start things! Even when they knew full well they ain't true. And ya know what? Ah think it were just because, of me and my best friend. Well... at least what were mah best friend back then.

Ya see, one day me and her went out to grab some grub, down at Sugarcube Corner. But not like that kind ah going out, more like just two darn hungry fillies. Anywho, that same colt saw us together that day. And dangnabbit, he went right up t' us and said all kinds of things. Ah mean Ah even lost my appetite over it.

"Oh, look right here, fillyfoolers eh?"

"We are not fillyfoolers! Leave us alone, Ah reckon ya get outta here before Ah bring mah big brother into this!" Ah shouted at him, holding my hoof into the air. He just kept laughin' like it were darn nothing t' him. Ah then slumped into my seat, shutting my mouth tightly.

"Yer brother? Please, he's to shy to even lay a hoof on me," He chuckled, knocking mah stetson off mah head.

"Ugh..." Were all my best friend at the time could say. Ah really did wanna stand up for 'er and me. But Ah was to darn afraid! Ya could have even saw it on mah face.

"Oh, looks like your fillyfriend already is giving up. What a lousy fillyfriend you are Applejack!" He laughed some more right in my face. Ah just wanted to then get outta mah seat, and show him. But before Ah could do that mah friend spoke up... and said something Ah never will forget.

"Fillyfriend? What are you talking about? I don't even know her! Or her name, gosh. So you better shut your bucking mouth, cause I don't roll that way!" She stood up, throwing ah punch at the kid. He looked purdy down scared, knowing not to mess with her. He ran away crying like a little filly Ah reckon!

"Wow! Thanks, about time ya show him who's boss!" Ah said pumped up, giving her a high hoof. Ah was expecting for one in return, but instead she told me something completely horrible.

"Listen, Applejack, I think it is best if we don't hang around anymore. We can still be friends... just not were everybody can see us. I don't wanna be mistaken fer a fillyfooler," She said, turning around from me. The darn girl didn't even look me straight in the eyes. But Ah couldn't really blame her, Ah probably would uh done the same thing. Well at least back then... not now.

"Oh, uh, okay..." Ah shrugged, trotting away from 'er. After that Ah never did really talk t' 'er. It pained me to see 'er at school, and with 'er not wanting to talk in public. Even to this day it still taunts me to even look at 'er. Even after a few months later, she apologized about it. But Ah still just couldn't bring myself to talk to her... After a few months had passed, Ah even got confused about me bein' a fillyfooler. Ah was purdy sexually confused about it fer a while...

"What happened after that, big sis?" Apple Bloom asked, interrupting her story, taking in every little detail her sister provided her with.

"Well... one day Ah went up to are folks, and ya know, told 'em about it. They didn't take it t' kindly, especially Big Mac. Instead of are folks supporting me, or even helpin' me about it in the right way...  instead they gave me a good ol' whooping outta me!" Applejack scratched her neck nervously.

"Oh..." Apple Bloom froze, getting naughty images in her head. Of her and Bic Mac giving her a good whooping, in a sexual kinda way. Apple Bloom shuddered at the image, slapping herself mentally for thinking that way.

"Well, what Ah gotta say after all that is that, us Apples don't really swing that way. Those kinda things never did cross mah mind after that ever again, fearing of gettin' another good ol' whooping," Applejack finished off with, giving her sister a tired yawn. "Well little sis, it's gettin' late Ah am gonna go hit the hay."

"Alright me too..." Apple Bloom trailed off, parting ways with her older sister to her room. Apple Bloom yawned as well, still wandering about Applejack. As she she hit the bed, tucking herself in she felt like something was missing from that story. Whatever it was she knew it was gonna make it pretty hard, for her to have a good sleep.

Three hours later...

"Applejack!" Apple Bloom groaned, tapping her door open. "Applejack, please wake up! Ah c-cain't sleep..." Apple Bloom trotted over to her sisters bed, shaking her body. It took her big sister a moment to get up, and face Apple Bloom directly in the eyes.

"Apple Bloom! Sugarcube, it's one in the mornin' why are ya up at this time?" Applejack wiped her eyes, looking at sister a lot more clear now. She noticed little dark purple eye bags under Apple Bloom's eyes. Seeing how Apple Bloom is having a pretty hard just trying to fall to sleep, made her feel a bit bad.

"Ah am sorry, Ah just cain't sleep... it feels so impossible," Apple Bloom sighed, feeling her head to become a bit light headed. "Please Applejack..." The farm filly trailed off, leaving her head to fall into Applejack's lap.

"Wha? Huh? Apple Bloom?" Applejack picked up her face, stroking her hair, trying to keep her awake just for a little bit longer. It seemed to be working for her little sister. Who found it very hard to lay her eyes off of Applejack.

"That story you told me... it gave me a hard time tryin' to go on ahead and fall asleep," Apple Bloom bit her lip, taking a deep breathe. "Applejack?"

"Yes, sugarcube?" Applejack gave her a half smile, trying to make her feel better.

"W-what if I was a fillyfooler?" Apple Bloom's heart beat increased, racing faster then before. She felt a little tingly feeling fill up all around her stomach. Making her feel somewhat good, but expect for the other half of it making her feel a bit nauseous.

"A-Ah..." Applejack froze, not moving at all, and not knowing how to go about it in the right direction. Memories of her getting a whooping flashed in her mind, making her body shake. If there was anything Applejack wanted to do to help, it was certainly not giving her a beating.

"Ah just really don't know anymore Applejack, Ah really do like fillies and mares. But Ah don't know if it would really be worth it... disappointing the Apple family," Apple Bloom sighed, hanging her head down. She felt like she was going to burst into sobs about the whole thing. But she told herself deep down to be strong, which worked for a little bit.

"Apple Bloom!" Applejack raised her voice. "Our Apple family would never be disappointed! Sure most of us folks wouldn't like it, but we would never be like that. Sure Ah got a whooping and everything, but them old pony folks were never disappointed in me. They were just shocked and didn't know how to go about it."

"R-Really? What about Bic Mac, and Granny Smith?" Apple Bloom shuddered at the thought of telling them.

"They probably wouldn't like it very much, but Ah know they would accept yer sooner or later," Applejack paused. "Look little sis, it'd only be worth it if you make it that way. Ya cain't just stand back there, and do nothing about it."

"A-Ah know, but it isn't only that..." Apple Bloom's lips quivered, hiding her face away from Applejack. "A-Ah think Ah would just like 'em to have sex with 'em..." Apple Bloom trailed off, blushing embarrassed. "Ah just ain't to sure, or if Ah am just going through that kinda stage."

"Well little sis, there is only one way to find out," Applejack froze. "Ya gotta experience it fer yourself t' know that."

"A-Applejack, Ah just don't want it to be anypony though. Ah want it t' be someone really close t' me..." Apple Bloom's pupils grew smaller. "And Ah think... yer the closest to anyone Ah have ever been to. Ah know this sounds completely weird, but this is the only way Ah will know."

"Ah understand, and Ah would be willing to do the honor," Applejack smiled, giving her sister a affectionate nuzzle. Apple Bloom froze completely as she heard that.

"Wha? But Ah thought yer were straight..." Apple Bloom scratched her head, feeling confused for the hundredth time that day.

"Remember how Ah said, our Apple family never did go about it in the right way?" Applejack asked, placing her younger sister beside her on her bed. She gave her sister a look waiting for her sister to say respond, but all she did was nod her head up and down simply. "Well ever since then... Ah believe it'd be right anyone were ever to turn out like this."

"And...?" Asked Apple Bloom.

"Ah always wanted to help someone about in the right way. Other than givin' them a good nice whooping," Applejack chuckled nervously. "Even if they were my little sister, Ah would be willing to sacrifice my sexuality for it," Applejack finished off with, sighing in relief that came out okay.

"Oh, o-okay..." Apple Bloom's whole body started to shake crazy. "Are w-we really gonna go on a-ahead and do this?" Apple Bloom blushed.

"Only if ya want to, sugarcube. Ah would never force yer to if yer didn't want to."

"Okay... Ah guess it is worth a t-try," Apple Bloom blushed brighter than her older brothers big coat. "C-can y-ya lead?" Apple Bloom laughed nervously, throwing her back.

"Of course, now come're!" Applejack smiled enthusiastically, placing her hooves on her sisters waist. Applejack spread her legs apart, bringing her sister onto her belly. They both glanced at the door then back at each other, closing both of their eyes. Applejack then made her move, pulling Apple Bloom closer to her body.

She then pressed her lips gently onto her little sisters, for a starter. To make the mood set in, which had worked perfectly. Making Apple Bloom more and more sure of this. She started to feel a lot more confident, by this she pushed her tongue into her sisters mouth. As soon as their tongues collided, their tongues danced all over the place.

"Wow, Applejack..." Apple Bloom giggled pulling around for one second, then pulling back in for another passionate kiss. Their kiss lasted for a good two minutes, then parting ready to take it to the next level. "A-Applejack?" Apple Bloom asked, licking her cheek softly.

"Yes, sugarcube?" Applejack grinned widely, planting kisses all over her little sisters neck area. Making the farm filly moan softly, increasing her heart beat more and more. Apple Bloom couldn't believe that she was actually enjoying this, or even the fact that her first was with her sister. It felt completely wrong but right at the same time for her.

"The d-door is l-locked right? Ah don't w-want Granny Smith to walk in on us," Apple Bloom's face flushed embarrassed at the thought. Some naughty ideas and images popped into the head. Thinking what Granny Smith joins them, but she knew that wouldn't have happened. Most likely getting a beating for this kinda behavior. But then again, more in like a sexual kind of way.

"Ah promise it is Apple Bloom, besides she's a deep sleeper. Now come on, lets not think about it and ruin the mood," Applejack chuckled, nibbling on her little sisters ear softly. Her tongue slapped out of her mouth, licking her ear a bit fiercely.

"Ahh, o-oh okay," Apple Bloom moaned, closing her eyes. The yellow little earth pony then wrapped her hooves over her big sisters waist. As Applejack's kisses and licks slowly traveled down all the way to her torso, she made her ways to her shoulders, massaging them roughly.

"Wow little sis, yer body is soft, and warm..." Applejack moaned, planting a few more kisses around her stomach. It then took her only a minute to finally reach her crotch. "M-May Ah?" Asked Applejack who couldn't stop grinning.

"Y-yes," Apple Bloom's hind-legs began shake rapidly.

"Alright, but Ah must warn you Apple Bloom," Applejack winks, spreading her legs wide apart. Applejack brought her hoof slowly over to her clitoris. She playfully wiggled it for a little while, making her little sister moan a bit louder. Her legs stiffened hard as Applejack then replaced her hoof with her mouth. She slowly slid her tongue into her inner walls.

Applejack's face grew super hot once she reached half way of her love cave. The farm mare then felt like it was time take things notch, she bounced her tongue forward. Once Applejack reached all the way to her cervix, Apple Bloom howled, kicking her forelegs.

"A-Applejack! Ahhh!" Apple Bloom screamed in both pain and pleasure. Applejack then picked up the tempo, moving her tongue rapidly all over her insides. She felt her younger sisters little vagina grow extremely warm, driving her completely crazy. "Holy Celestia! Ohhh!" Apple Bloom moaned heavily in between pants.

"Ooooh," Applejack moaned, slapping her tongue all over one wall then the other one. Apple Bloom's hind-legs shook crazy, feeling close to cumming.

"A-Applejack Ah am gonna...!" Apple Bloom howled, squirting all kinds of slippery juices around her big sisters tongue. Making her pussy much more easier to slip and slide all over the place. Applejack then slowed down the pace, licking all of her younger sisters juices. She then moved down to her outside walls. Which were dripping a few of her juices. Applejack sucked it softly, taking in her juices.

She then took a moment to get a nice sweet taste of her juices. Which had tasted extremely sweet almost like a sample of apple cider. But twenty more percent sweet. Applejack never did image anyone or her little sisters juices to taste so sweet. Sure Applejack did think she did have a nice body, but she never expected this.

"Wow..." Applejack drooled, pulling away from her pussy. "Well Apple Bloom? Did ya like it?" Applejack smiled licking a few puddles of her sisters juices, from the corner of her mouth.

"No."

"What!" Applejack yelled, not believing she did not like it. Even when the moans she had made sounded like she enjoyed it a lot.

"Ah loved it! Yer purdy good with yer tongue Applejack," Apple Bloom giggled. "Ya know what big sis?" She looked up at her seriously

"Oh, okay! Whew you got me worried there. And what?" Applejack smiled, holding onto her little sister tightly.

"Ah think yer right, about everything ya told me. And Ah fer sure know Ah am a fillyfooler," Apple Bloom grinned. "And Ah am proud of it, thank yer Applejack fer helping me with this," Apple Bloom blushed, giving her big sister a kiss on the cheek. She then rested her head on her big sisters chest.

"No problem sis, and Ah am glad. Wouldn't wanna have it any other way," Applejack smiled at her younger sister, giving her nuzzle. "Well sis goodnight, Ah love you."

"Ah love you too big sis," Apple Bloom grinned one last time then shutting her eyes. Both then fell into a deep sleep, not caring about anything more but them. This sure was one unforgettable and memorable experience Apple Bloom thought to herself.

"Maybe being a fillyfooler ain't so bad..." Applejack whispered, wrapping her arms around her sister.