Teaching Know-It-All

Story by DelusionsOfGrandeur on SoFurry

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Teaching Know-It-All - a yiffy story by DelusionsOfGrandeur

8/07/2009


This story is an adult story and therefore no one under the age 18 or 21, depending on where you live, is allowed to legally view this story. Not that you would listen and leave if you are younger (I know I never did), but Imma gonna say it to cover my ass anyway.


Little note: In this story world incest is not looked down upon as it is in the real world. It's not exactly encouraged, but it's not really considered wrong or anything.


Bam! The sound of the door slamming echoed loudly up the stairs, startling the red-headed twenty-something vixen from her nap.

"What the hell?" Sarafina mumbled groggily as she stood up and slowly made her way out of her bedroom. She carefully went downstairs and looked around sleepily until she heard the sound of someone talking to himself in the kitchen. She peeked around the corner and saw her little brother Kaleb angrily making a sandwich while grumbling to himself.

She stood there trying to wake up a bit and hoping she could overhear some of what he was saying so she could figure out what was wrong.

"...damn frickin'... to know tha? ... on... hell.... virgin dammit!" she heard him grumble and nodded to herself.

"Ah, that again, you worry too much little bro." she thought to herself with a wry smile and stepped around the corner into the kitchen.

"What's up Know-It-All?" she said as she stretched, not noticing how her ample breasts strained against the thin fabric of the pink t-shirt she was wearing.

Her brother glanced at her then quickly looked back at his sandwich, "Nothing, just got back from school, hungry." he replied quickly, "How about you big sis?"

"Well, I was napping..." she replied, trying to look pissed off, but failing when she noticed how gloomy he looked.

"Aw damn sis, did I wake you? I'm sorry." Kaleb said apologetically, finally looking up at his sister with big eyes, just the faintest hints of tears hiding in the corners.

"Hey little bro, it's alright, I sleep too much anyway..." Sarafina said quickly. She shook her head and started making herself some tea. "Poor Know-It-All, every virgin goes through the whole ‘How the hell am I supposed to know what to do?!?!?' phase, but it's so much worse for you. You're used to being able to learn and practice things so you know what you're doing very well before you are ever actually required to do it... but you can't really do that in this case." she thought to herself.

Sarafina sat down with her cup of tea at the table across from Kaleb and watched him quietly. He took it well enough for a minute or so, but then began to crack, shifting in his chair and clearing his throat. He never could take his big sister's Tell-Me-What's-Wrong stare for very long.

"What is it sis??" he blurted out suddenly, looking across the table at her.

"I dunno, you are gonna have to tell me." she said looking him right in the eye.

He couldn't meet her eyes and quickly looked away, "There's nothing wrong, nothing at all, the wind just caught the door and slammed it behind me." he said quietly.

"Come on Kaleb, were you ever able to hide anything from your big sister?" Sarafina said, still staring at him. Kaleb didn't reply, just sat there slowly chewing on his sandwich, staring at the table.

"Ok, let me guess." she said after a moment's silence, "Your girlfriend, Amelia I think, is wanting to get physical isn't she?"

Kaleb stiffened in his chair, "Why would I be upset about that? I'm a seventeen year-old fox boy, getting physical with girls is what I'm supposed to do, right?" he said quickly. "It's no big deal, right?" he added very quietly to himself.

"That's right little bro, it is what you are supposed to be doing." Sarafina said, then stood up and walked around the table and sat down in the chair next to him. She leaned over closer to him and said quietly, "And no, it's not a big deal." Kaleb sat still in his chair for a long moment, then suddenly shot up and stormed out of the kitchen.

Sarafina sighed and finished off her tea, listening to her little brother rush upstairs into his bedroom. A few minutes later she was knocking on his door, "Come on Know-It-All, let me in so we can talk." she called.

"There is nothing to be talked about Big Tits!." he called back angrily.

"Dammit little bro, I told you not to call me that!" Sarafina called louder, "Now let me in before I pick the lock and let myself in!" There was silence for a few moments before the door opened slightly. She quickly stepped inside before he could change his mind. Kaleb walked over to his bed and threw himself onto it, "Close the damned door sis." he mumbled into his blanket.

"I always forget that don't I." Sarafina said as she turned back and closed the door. She turned back around and looked sadly at her little brother for a few moments. "Aw Know-It-All, I told ya you couldn't know everything about everything didn't I?" she said comfortingly and walked over and sat down on the bed next to him.

"How the hell am I supposed to do it right? I do not want to mess up somehow...." he said quietly, trying not to cry.

"Ok Kaleb look, One: It's your first time, your girlfriend knows that, she's gonna give you some leniency. Two: You won't. Screw. Up!" she exclaimed. "I mean, come on, how much have you studied on the subject! I know you've ordered a few books on various things; which means there is probably a lot more I don't know about. I bet you've watched more than a few videos on the subject to ‘eh."

"That only goes so far though!" Kaleb said growled and rolled onto his back, staring at the ceiling, "It's like trying to get a feeling of how wide Niagra Falls is from a picture, the height of Mt. Everest, the...... damn it, you know what I mean. Pictures and words, and yes, even videos cannot prepare you completely for the real thing!". "I've never even seen a real set of tits, let alone a pussy, how am I going to know all the intricacies of making a woman feel good?" he said and shook his head.

Kaleb looked over at Sarafina when she started laughing, a confused look on his face. "What the hell is funny about that??" he said with a huff.

"Little brother you aren't supposed to know the... intricacies of making a woman feel good your first time. Heck, most guys never figure those out." she said wryly.

"Damn it! I do not want to be just ‘some guy'!" Kaleb exclaimed, sitting up quickly, startling Sarafina. "A woman spends the night with me, she is going to damn well remember it as being one of the best nights of her life!" he mumbled under his breath.

"Why little brother, I had no idea you wanted to be a Casanova. Know all the moves to make the ladies melt under you, eh!" she said with a big smile. Kaleb looked away, trying not to let her see him blush.

"Suppose so." he said quietly.

They both fell silent for a long moment before Sarafina decided to try and lighten the mood.

"Ya know though, that bit about you having never seen a real set of tits or a pussy isn't actually true..." she said with a smile, staring at Kaleb.

"Really? I think I would remember having seen that." he said quizzically, staring back at her. She just smiled crookedly at him as he stared back at her, wondering what she was talking about. After a long moment of this she rolled her eyes and put her hands at her sides and squeezed her breasts together with her arms.

"Gah! No! Bad! I had managed to forget that!" Kaleb yelled and put his head under his blanket, "You need to remember to close your damn door!"

"Aww, you telling me you didn't like what ya saw?" Sarafina said, doing a very good job of sounding hurt.

Kaleb quickly moved his head out from beneath the blanket and said, "Well, it's not that... I mean, it's just... damn it." He paused and took a deep breath, " No, no of course I liked what I saw, that's the problem isn't it?"

"It's not really a problem.... I've walked in on you a few times and it never bothered me any." Sarafina said with a chuckle. "Well not bothered in a bad way, at least."

Kaleb just lay there, mouth wide open for a long moment. "But I'm careful, I always lock the door and everything." he said finally.

"Oh come on, you know a simple lock won't stop me if I want in." Sarafina said and rolled her eyes.

"Yes but, picking the lock actually takes doing, it's not like you can just... walk in..." Kaleb's voice trailed off as he stared at his sister.

"I never said it was accidental, did I?" she said, fighting not to blush, "I get curious sometimes... I mean, you are rather handsome you know, little brother."

"But, but... aww what does it matter. I can't deal with this right now." Kaleb said and buried his face in the blanket again.

"Come on little bro, you know you find me sexy. I mean you call me Big Tits, for heaven's sake." Sarafina said.

"I suppose I do, but again, what's it matter? Makes no difference on the troubles at hand." Kaleb said tiredly after a moment. "Would you leave me alone sis? I think I am going to try and take a nap..."

"Alright Know-It-All, I'll leave you alone, just try to lighten up a bit, ok?" Sarafina said sadly as she stood up and left her brother's room, making sure she remembered to close the door behind her. She stood in the hallway for a long moment thinking to herself; she was very worried about her little brother. She knew he would rather not do something at all than do something wrong, and this time it could seriously fuck up his life. After several minutes of serious contemplation her face lit up and she knew what she was going to do.

Kaleb awoke a few hours later and sighed before heaving himself into a sitting position. He sat there for a few moments before standing up and heading towards the door. On the way he passed the full length mirror on the wall and stopped to fix his sand-blonde hair and straighten his t-shirt.

"Oh yeah, I am such a catch." he grumbled. He headed downstairs after a quick trip to the bathroom, only to stop short on the last step. He sniffed the air several times and looked around. "What is going on?" he wondered to himself. He looked around the foyer, noting the dim lights and drawn curtains before calling out, "Sara, you got a boyfriend over or something?"

"Something like that Know-It-All, something like that!" she called from the sitting room.

Her voice sounded strange to Kaleb, but in a good way; something he‘d never heard before. "Uh, all right, I'm just going to grab something from the kitchen and head back upstairs then." he called and took another deep breath. "She does not usually bring her boyfriends over here, must be somebody special. She‘s even got a fire going and... there‘s a scent I can‘t place, perfume maybe? Whatever it is I like it." he thought to himself.

"Oh, there's no need for that little brother, I got dinner ready in here." Sarafina called to him in that same tone.

"Um, won't your boyfriend mind eating dinner with your little brother?" he called back, his voice wavering slightly.

He heard her say something short, to quiet for him to make out, then footsteps coming towards the entrance to the foyer from the sitting room. His big sister stepped into view and Kaleb froze, his mind trying to comprehend what he was seeing. Sarafina was wearing only a golden cocktail dress that came down to her knees and was split so high up the side he could almost tell what panties she was wearing. The dress clung to her ample bosom tightly, showing off more than hiding.

"Just get in here!" she said, grabbing his hand and practically yanking him off his feet. He followed her into the sitting room on auto-pilot, fighting to get his thoughts back in order but that was very hard going as his eyes kept falling to her tight rump swaying as she walked. She finally got him to the table set up in the sitting room and made him sit down.

"Uh, you look delicious sis, that is the dinner you made looks delicious!" Kaleb said and looked at the table as he tried not to blush.

"Why thank you bro, I tried my best to make a delicious... dinner for you." Sarafina said as she sat down across from him. Kaleb tried his hardest not to stare at his sister, forcing himself to concentrate on his food. He managed to succeed for the most part, but the few times his sister leaned forward to reach for something on the table he found himself unable to tear his gaze away from the vast amount of cleavage trying to bust out of her dress.

"So, do you think my... boyfriend will like my dress?" Sarafina asked as she reached across the table for the salt.

Kaleb quickly tore his gaze away from her beautiful breasts and looked down at his plate, "Most definitely big sister, most definitely." he replied quickly, sounding just a little out of breath. Kaleb quickly finished eating and stood up, "I'm going to go back upstairs and take a cold shower, a shower. Uh, have... fun with your boyfriend."

"Hold on!" Sarafina said, sounding just a little ticked off. "You know, for someone who is supposed to be as smart as you are, you're kinda dumb aintcha?"

"What do you mean by that??" Kaleb said, turning around; his brief flash of anger quickly fading as he realized his beautiful sister now stood just inches away from him.

"I mean I don't have anyone coming over tonight." she said and waited.

"Then what is with the fireplace and the dinner and the... dress?" he said, his voice catching a little as he looked back at her. She rolled her eyes and, with the same move she pulled on him earlier pushed her breasts together with her arms, the dress only just able to contain them. Kaleb's eyes widened and he took a step back, looking like he might bolt but Sarafina quickly stepped forward pressed him into the wall.

Kaleb couldn't think clearly. His mind was a whirl of confusion, the feeling of his sister's breasts pressed against him, the smell of her, the way she was looking at him... he couldn't get his thoughts in order to save his life.

"It's quite simple Know-It-All, I am gonna give you an opportunity to learn what you wanna learn." Sarafina said before pressing herself even harder against him and pressing her lips to his. Kaleb froze when he felt his sister kiss him, all he could hear was his heart pounding much too fast and a voice in his head repeating "What do I do, what do I do, what the fucking hell do I do?!?!?!?" That voice fell silent, however, when he realized she wasn't just kissing him, he was kissing her back! His hands had found their way onto her back and were pulling her closer to him as he kissed her passionately.

After a few moments they were forced to come up for air and Sarafina said lustfully, "Well Know-It-All, you sure know how to kiss. Now, before we go any farther, are you certain you wanna lose your virginity to me? Because that‘s where this night will end up." Kaleb just stood there for a moment, shocked and staring at her then closed his eyes and centering himself.

"Hey, why fight it?" he thought to himself before opening his eyes and smiling lustfully back her.

"I am certain." he said and pulled her closer to him. "I need more practice kissing yet though, I‘m not good enough." he said before kissing her again. This time when they came up for air she put a hand to his chest and pushed herself away from him, looking at him like she had never seen him before.

"Something wrong sister?" he said, a little worried.

"It's just, you seem different all of a sudden." she said, looking at him searchingly.

"Hmm, maybe it's because I feel... at ease for once." he said with a smile.

"At ease? Why are you at ease all of a sudden?" she said wonderingly.

"Simple. I realized that this is a good thing, a damned good thing. Something I've wanted since I walked in on you... taking care of yourself last week, and I decided not to fight it anymore." Kaleb said and stepped forward, closing the distance between them.

"Are you sure about this though sister? I mean, you can have any guy you like, are you sure you want to spend the night with your know-it-all little brother?" he said,looking her in the eye.

Sarafina laughed a little and said, "Have you ever looked at yourself in that mirror in your room little brother? You are one damn handsome fox boy, and aside from that, you're sweet, smart, considerate... heck, if I had found another man like you I might be planning on settling down."

Kaleb blushed at this and Sarafina kissed him again.

"Now, let's begin the lesson for real." she said after they parted lips.

Sarafina stepped back and turned around, "Can ya help me with this zipper little bro?"

Kaleb smiled widely at that and reached forward; sliding his hands from the bottom of her back all the way to her shoulders, making Sarafina jump and smile over her shoulder at him before beginning to slowly pull the nearly invisible zipper down. It took a good thirty seconds for him to get the zipper all the way to the bottom, but he enjoyed every second of it, the slow unveiling of his sister's luxurious red fur only serving to arouse him even more. When she felt him finish unzipping the back of her dress Sarafina turned around to face him and reached for the straps on her shoulders, moving first one, then the other off of her. The cocktail dress resembled a golden waterfall for a moment as it cascaded off her, revealing the luxurious red fur on her shoulders, arms and legs as well as the glorious white of her chest and crotch to her brother's wondering eyes.

Kaleb stared wondrously for a long moment before Sarafina reached forward and took his hands in hers and put them on her breasts. Kaleb's breath caught for a moment, then he began fondling his big sister's breasts, running his hands over every smallest piece he could. He ran his fingers in circles over on of her nipple sand reached down to cup the other whole breast from beneath, kneading it all the while. Sarafina closed her eyes and said, "A little more gently ‘round the nipples there little bro." Kaleb complied, moving his fingers a bit more gentle, but quicker, his fingers fairly danced over her bosom. After several minutes of playing with his sister's breasts Kaleb stopped and stood back, grabbing the bottom of his t-shirt and lifting it over his head.

"Ooh, little brother, I knew you looked good, but damn." Sarafina said and ran a hand over his chest and down over his abs, a well defined six-pack visible under the fine white fur. Kaleb chuckled deep in his throat, "Oh? I figured you would have got a good look at me before, what with your voyeuristic spying and all."

"Well, I had to be careful you didn't catch me then, so I never was able to get a real good look at you." Sarafina said and undid the clasp of his belt. Kaleb just smiled as his sister tugged his belt loose and unbuttoned his jeans.

"I've never got a good look at this neither... I am really looking forward to it. I really liked what I did see." she said as she ran a hand over his crotch, feeling his hard member for the first time. Sarafina finished unzipping his jeans and pulled them and his boxers down in one smooth pull that put her face-to-head with his cock.

Kaleb smiled down at his sister who had gone quiet all of a sudden, "Something wrong sis?" he asked.

She reached out and stroked one hand along the full seven inches of hot fox meat before her before saying, "Not at all... damn, I wish more guys had cocks like your's little bro."

Sarafina stood up quickly and took a step back, Kaleb looking questioningly at her.

"This is supposed to a be a lesson for you, not me, so let's get on with it before I....." she said, seemingly having trouble tearing her eyes off his cock.

"Before you... what Big Tits?" Kaleb said with a lustful grin. That got him a quick glare from his big sister that she couldn't keep on her face when she saw his expression.

Sarafina rolled her eyes and took his hand before saying, "Alright, let's move on, shall we?"

She led him over to the big couch in front of the closed hearth. She sat down facing her little brother and spread her legs, her hands on the outside of her legs. "This... is a pussy." she said with a silly grin that did nothing to detract from how horny she looked.

Kaleb chuckled, "Oh really?" he asked, playing along.

"Yes." she said, "Take a good long look."

Kaleb was only too happy to oblige. He knelt down on the floor in front of her and drank in the sight of his big sister's pussy. Her fur was shorter and very fine around her crotch, showing off her full pouting lips wondrously. He could just make out the little nub of her clitoris, just peeking from it's hood at the top of her slit. He reached forward and gently ran a thumb over it, eliciting a quick gasp and a shudder from his sister.

"Yes, don't be afraid to learn how it feels as well as looks." she said, her breath coming quicker now.

Kaleb paid little heed to his sister's voice, he was totally enraptured by the beauty before him. He ran his hands over everything, her clit, the outside of her slit, he even spread her lips open and ran his thumbs along the inside, around the opening of her tunnel. He moved lower and groped her ass suddenly, earning him another gasp from his sister. He turned his attention back to her slit and began to focus his attentions.

Kaleb spread her lips again, only this time he leaned forward and ran his tongue along the inside of her slit, from her opening all the way to her clit. He paused a second after that first lick and nodded thoughtfully to himself, "You taste damn good sis." he said. Sarafina might have tried to respond to that, but Kaleb didn't giver her time. He licked her again, more forcefully this time, and while his left hand kept spreading her lips for his tongue; his right hand went to her clit and began running little circles around it. Sarafina gasped and reached a hand over and rested it on her little brother's head.

"Ooh, little stronger there bro." she moaned. Kaleb complied, making his licking more intense. He was soon rewarded by the increased sweetness of her lips as she became increasingly aroused.

"Fingers, some fingers in me now." Sarafina gasped, already climbing from her bother's ministrations. Kaleb stopped licking for a moment, and ran two fingers of his left hand along her lips, getting them slick with her juices before slowly easing them into his big sister‘s tunnel. Sarafina bucked at the feeling of her little brother pushing his fingers into her and began to pant, climbing even higher towards her peak. Kaleb began moving his fingers in and out in a slow rhythm and moved his tongue up to circle her clit.

"Faster little bro, and deep as you can get." Sarafina panted, sounding almost delirious with arousal now. Kaleb began moving his fingers quicker and deeper, even adding a third one after a few moments, much to his sister's delight. It wasn't long before Sarafina began to climax, her entire body quaking, her legs coming together, squeezing his neck almost painfully between them for a good long number seconds before coming down, her head drooping, body relaxing completely.

"I see what you meant when you said I wanna ‘make the ladies melt under me' sis." Kaleb said with an amazed smile as he stared up at Sarafina, still kneeling between her legs.

Sarafina didn't say anything, just made a come-hither motion with one hand. Kaleb stood up and leaned over her as she pulled him into a deep kiss.

"Let me rest just a minute, eh little bro?" Sarafina said shakily, "You made me cum really hard just now."

Kaleb smiled wide at that, he couldn't think of a better compliment than that at the moment. He sat down on the couch next to her and turned her sideways a little, so she was laying across him, her head on his far shoulder.

They sat like that for a few minutes, just watching each other.

"Alright, now how about I test you on stamina, Know-It-All." Sarafina said after she had rested for a little while, and shifted around so her head fell into Kaleb's lap.

"I would not mind that in the least, test away." Kaleb said, looking down at his sister nuzzling his hard cock. Sarafina smiled and stood up, moving around in front of her little brother and knelt between his legs. She took his cock in her hands and ran them up and down it's length several times before leaning in and licking a drop of pre off his tip. Kaleb jumped at the feeling of his sister's tongue on his cock, his eyes wide as he watched her. She licked the tip once more before moving her tongue down along the bottom of his entire length, then back up the top. She repeated this for a while, her hands always where-ever her tongue was not. She heard her brother's breathing slowly getting faster and faster.

"Try not to cum tooo quick now little bro." Sarafina said just before sucking the tip of his cock into her mouth.

Kaleb gasped and bucked his hips at the sudden sensation of suction, but bit his lip and determined he was not going to make it easy on his big sister. Sarafina looked up and saw the resolve on Kaleb's face and smiled, the gauntlet had been thrown.

"Let's just see how tough little bro is." she thought to herself and swirled her tongue around the head of his cock. She teased the head of his cock with her lips and her tongue while her hands slowly jerked him off. She gradually picked up speed and began making more intense motions with her tongue, licking around the crown of his dick and teasing the tip. She heard her brother's breathing stop suddenly, and prepared herself to swallow his cum, but it never came. She looked up at him and found him with his eyes closed, a look of intense concentration on his face.

Kaleb felt his sister stop her work on his cock and opened his eyes. He smiled, showing all his teeth, when he saw her looking up at him confusedly.

"No way sis, I am too intelligent to let loose so quick. I know a dozen different tricks to concentrate on something, and a dozen more to ignore something. So bring. It. On." he said and shook his head.

Sarafina just raised an eyebrow at him and took her hands off his cock. Kaleb tossed his head back, his hands gripping the couch tight as his sister slowly mover her head down his cock, not stopping until she had nearly six inches of fox meat down her throat. She then started going back up, quickly developing a rhythm that began to wear down Kaleb's resistance extraordinarily quickly. It was only a minute later when he tensed up again and Sarafina quickly took all she could deep in her throat. Kaleb let out a loud bark and came, his seed shooting straight into his big sister's waiting throat. She swallowed every last drop before slowly easing off his cock.

"Ok, I give." Kaleb said tiredly and chuckled, "I don't feel like I lost though."

"Heh, you didn't." Sarafina said with a smile as she moved up his body until she was resting her elbows on the couch, staring up at him. Kaleb's breath caught in his throat as he looked down at his big sister, her body shining with sweat and a hungry gleam in her eyes. He leaned down to kiss her and wrapped an arm around her waist and lifted her up so she was sitting on his lap, her slit resting on top of his still-hard member..

Sarafina broke the kiss and asked, "You ready for the final lesson already little brother?"

Kaleb looked at her for a long moment before saying, "Final lesson? No. Another lesson, oh yes."

Sarafina cocked her head to the side and looked at him quizzically.

"I simply mean I hope this won't be the only time you deem to teach me like this, big sister." he said with a hopeful smile, looking her right in the eye.

Sarafina thought for a moment, "I don't see why it should be, you're a lot better than most of the boys I've spent a night with." she said finally, "That is, if you don't mind spending some nights with your big sister."

Kaleb laughed loudly and said simply, "I should be so lucky."

"Ooh, ok, enough talk." Sarafina said and reached down, pointing his throbbing cock up towards her waiting tunnel. She eased herself down slowly, feeling every inch of her little brother's cock penetrate her. Kaleb took a deep breath and watched as his cock disappeared into his big sister, he had never thought anything could feel so good. Sarafina finally reached bottom, her brother's cock up to the hilt in her tight tunnel. She sat there for a minute, head resting on his chest before bringing herself back up, all the way up until just the head of his cock was inside her before pushing herself back down, faster than before. Sarafina wasn't certain how long she could last, her little brother's cock felt so much better than any of the guys she had recently. She quickly sped up, moving faster and faster; Kaleb soon matched her movements, moving down as she moved up then ramming deep up into her as she shoved down. In and out, up and down, they both fell into the rhythm as old as time. His cock filling her depths one moment, the next moment an aching emptiness that was quickly filled once more. Sarafina's breath came faster and faster until an especially deep thrust by her brother sent her over the edge. Her back bowed, her head thrust towards the sky and her little brother's cock deep inside her, she came. Kaleb would have thought he never saw anything nearly so beautiful as his sister in the throes of her ecstasy, he wasn't able to think though. The feeling of his big sister's tunnel milking his cock as she climaxed pushed him over the edge as well; spurt after spurt of hot fox seed shooting deep inside her.

They sat together on the couch, her head resting on his chest, his cock still inside her for a long while after that.

"Well little brother, you are definitely not just ‘some guy'." Sarafina said without moving.

"Hah, well I definitely want you to teach me some more stuff big sister, just to be certain." Kaleb said contentedly.

"Oh, I still have much to teach you Know-It-All." Sarafina said and grinned, thinking of all the fun possibilities.