Of Mistakes and Pleasures

by Twitchet

Rating: mature
Tags: Big Macintosh, Sex, Applejack, Apple Bloom, My Little Pony: Friendship is Magic, Romance
Length: 2787

Applebloom has some questions about some "books" she found under Big Mac's bed. These questions lead to one thing and another.

When Applebloom finds some "Special books" under Big Mac's bed, she has a number of questions to ask her big brother. Big Mac has more than one way of showing Applebloom the answers to those questions though. The events cause some unexpected results. WARNING: This story contains incest, so if you despise incest turn away NOW.

Since this is just experimental writing to see what I can do, all critiques are accepted, whether it's negative or positive.

Published 2013-12-19 09:40:03 UTC
Last updated 2013-12-19 09:40:03 UTC

One thing just lead to another...

"Now where did Big Mac put that darn thang!" Said a frustrated Applebloom in search of one of her favourite toys. The toy was a small purple rocket ship. Although it didn't much resemble a rocket inshape, it made up for that with its ability to vibrate. The last time AB played with it, Big Mac got mad and said that she shouldn't be playing around with this kind of stuff. He then stormed off to tell Applejack and Applebloom never saw it again after that.

She assumed it would be in AJ's room, since that's where she found it. When she entered though, she found nothing. There was more of these long roket ships in AJ's room, but they didn't rumble like the one Applebloom had. She knew it would likely not be in neither her's nor Granny Smith's room. The only place left to look was in Big Macs room.

When she entered Big Mac's room, it was a little bigger than AJ's, and way bigger than her own. She looked around to see where the rocket ship could be. She checked the shelves but the only things that she found were some apple cores, a remote for a TV, and a small doll. She then looked in his drawer, but she only found a thread, a needle, and some Daring Do books. Applebloom didn't think that Big Mac would be one to read, and she assumed that the thread and needle were for the doll. Behind the book was some small balloon like things inside a plastic bag. Being a filly, AB didn't know what they were or what they were meant for.

The final place to look was the bed. Applebloom heard a rumble come from under the bed, but when she checked it was just an old GameColt that was playing a game called "Legend of Helga". When she pulled out the GameColt she pushed the "rocketship" to the back of the wall unbeknownst to herself, and she instead pulled out a small book like object. When Applebloom put the GameColt back, she noticed the corner of this book thingy sticking out from under the bed. She pulled it out and read the title. "Playcolt", said the cover. On it was a mare who appeared to be wearing a sailor suit and showing off an upskirt of herself without undies on. Her "goodies" were hardly covered and you could clearly see a full view of them. Behind her was a picture of a stallion on top of the mare and he seemed to be licking her crotch area. Not much of her privates were shown since it was just a sideview, but the male's Stallionhood was clearly visible between his legs. It was fully erect and glistening with semen dripping off the tip, and the mare seemed to be licking the base of it.

Applebloom didn't know what this book was, but staring at the Stallion's member made her feel tingly in her own private area. Applebloom assumed it was just because she was in "heat". She didn't know what being in heat meant, but she knew it had something to do with feeling this way. Being near 12 and a half years old, Applebloom was starting to mature, so she was starting to get more and more of these feelings throughout her normal life. The other day during one of her crusadering adventures with Sweetie Belle and Scootaloo, Scootaloo landed on Applebloom and accidently provided her with a full-on front seat view of her vagina. Under normal instances Applebloom would have closed her eyes immediately, to allows Scoots her privacy. Although Applebloom, being in heat at the time, couldn't close her eyes and felt the excessive need to lean up and lick it. After some amount of seconds of containing the urges, Scootaloo got off of Applebloom and helped her up. AB's face was a light shade of red for the rest of the day.

Applebloom reached a hoof down to where her privates felt tingly and gently poked at it, to see if she could get it to go away. She cringed a little at the sudden burst of pleasure she felt, but got over it after some amount of seconds. Her hoof was a little bit sticky from her juices that came out when she was rubbing herself. She looked under Big Mac's bed and pulled out 2 more of these "special books" and headed off to find Big Mac.

It took a couple minutes of searching and determination, but she find Big Mac in the barn stacking some hay for hay bales.

" 'Ay Big Mac, What're these books 'ah found under 'yer bed?" asked an intrigued Applebloom.

Her big brothers eyes widened and he seemed to turn to stone at the sight of the "books". Inbetween his legs, Applebloom noticed some movement coming from his member. It was probably becoming slightly stiff due to the photos on the front of the magazine Applebloom was reading. Thankfully Big Mac didn't stand still long enough for Applebloom to see it become even harder and bigger.

"What's goin' on with 'yer privates Big Mac?" asked Applebloom again.

Big Mac simply didn't answer. He grabbed the magazines and tried to force Applebloom through the barn door. Thankfully, when she was thrown out, she managed to slip into the door again before it closed. When she finally found her way through the hay piles though, she couldn't find Big Mac. The only thing she could hear was the light turning of pages.

"He must 'o thought he got me outta th' barn when he pushed me." said Applebloom in a whisper. She walked nearer to the back of the barn and hid behind some hay when she saw Big Mac's silhouette. The hay provided enough cover for her to get closer. She saw one of the magazines open and on the floor in front of Big Mac. He was intently staring the pages up and down. He seemed to be checking for something. As Big Mac shuffled around on his haunches, Applebloom caught a glimpse of something between his legs. It seemed to be some long, cylinder shaped thing. It was at least 8 or 9 inches long.

After examining it for awhile, Applebloom's face turned bright red when she finally realized what it was. Now AB saw why all the mares called him Big Mac, with emphasis on the "big". He began to stroke it after 3 minutes of looking at the magazine. He pulled out a picture of what seemed to be a purple mare on a school desk. His member looked to be pulsing with pleasure, making Applebloom's own sex feel sensational. Applebloom reached down and gently entered herself with her hoof. She began to slowly exit and re-enter herself, almost in rhythm with her brother. At least 5 minutes passed. Big Mac let out a soft groan of pleasure as wave after wave of his semen coated the ground and magazine in front of him. Some of the semen even appeared to land on him.

During all of this, Applebloom was unconsciously getting closer and closer to Big Mac, nearly falling out of the hay stack. Her "big" brother was alarmed when he heard the crash of his little sisters body against some wood planks. When AB finally fell out, she hit some planks and caused them to fall over with her.

"Oh.. Uh, um, ehhh...." said a speechless Applebloom, "What wer'...you just doin' Big Mac?".

He stood there looking at her just giving her a blank stare.

"An' to think Ah' though AJ would be the one to give ya'll this talk about this subject." said Big Mac after a long moment of what felt like a staring contest moment.

"What was wrong with 'yer...uhm...thang between 'yer legs?" asked AB.

"Well, 'ah guess you woulda learned about this stuff sooner or later." said Big Mac, "Well, since 'Ahm a stallion, 'Ah have what's called a penis. An' since you an' AJ are both mares, ya' both have what're called vaginas." Under his breath Big Mac told himself that he should have gotten AJ instead of talking to his little sister himself. If he did that though, Applejack would have yelled at him for letting Applebloom catch him masturbating.

"What wer' you jus' doin' now though? When you wer' rubbing your, uh, penis?" asked AB.

" 'Ah was doin' what you call masturbatin'. It's when a stallion pleasures 'emselves without the uses of a mare." said Big Mac.

"Coul' you possibly show me up close exactly how you wer' doin' it?" asked a now even more curious Applebloom.

Big Mac's face turned a slight shade of red under his red coat. His little sister's eyes compelled him to show though he didn't want to, he obliged. He sat back down on his haunches and exposed his big penis. Applebloom got closer than comfort for her big brother. He started stroking his member and it starting getting bigger. Applebloom reached over and poked at his penis, and for some reason Big Mac enjoyed it. He wouldn't have imagined enjoying his sister stroking his erect member, but for some odd reason he did. She started stroking it with him.

"Lik' this Big Mac?" she asked.

"Y-y-yes.." said Big Mac.

"Why is it startin' to kinda pulsate lik' that?" Applebloom asked. Her Big Brother saying "B-b-b-ecause..." was the only warning she got before Big Mac's load shot all around and on her. For some reason she somewhat enjoyed it.

"Wha' was tha'?" asked Applebloom wiping some of it off of her.

"That's what's called semen, or sperm." said Big Mac inbetween gasps of air after masturbating.

" 'Ey, 'Ah havn' really asked you this yet, but whatre these "penis" and "vagina" thangs for anyway?" asked Applebloom.

"Well, they're fer' reproducin', or as mos' call it, sex."

"What's sex?" asked a curious Applebloom.

"Wel, 'Ah can show ya' what it is in a different way than' jus' tellin' ya..." said Big Mac as he got an idea.

"Oh boy! Can ya'?" asked an overly enthusiastic Applebloom.

" 'Ah sure can." said Big Mac as he started stroking his member again.

More than One Way

During all this talk about "sex" and stuff like that, Applebloom's vagina was getting more and more wet, because she was in heat and this stuff was starting to excite her. She was nearly making the floor underneath her wet.

"If ya' would show me yer', uhm , vagina, 'Ah might be able to show ya'." said Big Mac.

Applebloom turned around and exposed her wet, virgin vagina, ready for pounding. "Lik' this Big Mac?" said Applebloom after crouching over.

Big Mac leaned over and pulled a little on Applebloom's vagina flaps. He could tell this was making her feel pleasure by the soft moan she let out.

"These 'ere are called "Vaginal Flaps"." said Big Mac tugging on them, "Th' little ball like thing 'ere is called yer' clitoris"

Applebloom looked back to see what Big Mac was doing. He began to slightly enter her with his hoof. He later followed by removing his hoof and sticking his tongue in and licking her clit. After a couple seconds of pleasuring her, he heard her moan as some fluids oozed out of her pussy. He licked off the juices off of her rump and swallowed them.

"That felt... amazin' Big Mac..." said Applebloom.

Big Mac looked down at his raging member. It seemed to have a dribble of semen dripping off the tip.

" 'Ah could show ya' somethin' that would feel good for the both of us.." said Big Mac with a short giggle.

"Wha' do ya' mean Big Mac?" asked Applebloom as she looked behind her. She noticed Big Mac's penis slowly getting towards her little virgin pussy.

'This might be what that sex thang is.' AB thought to herself.

"If yer' doin' what 'Ah think 'yer doin', could 'ya jus' be gentle.." said Applebloom as she saw her brothers 9 inch cock get closer to her vagina. Big Mac stood over Applebloom, putting his forelegs infront of her, and his back legs in a stance ready for penetrating.

AB felt a jolt of pleasure as the member's tip slowly entered her vagina. She felt even more pleasure as every inch of Big Mac's penis entered her. She let out a mixed cry of pain and pleasure as her virgin cunt was stretched around his monster cock. Although it hurt her, she almost wanted to beg for more of him in her. Being a small filly, she didn't have much room in her, so Big Mac got only about 7 inches in before he couldn't fit anymore. He began to slowly exit and thrust back in. The mix of pleasure and pain made tear droplets form in the corner of her eyes.

"P-please m-m-more of yo-you..." said Applebloom inbetween little gasps of air mixed with pleasure.

Big Mac said nothing, he just kept thrusting. Applebloom was thrusting back onto Big Mac , in a somewhat attempt to fit more in her. Big Mac began to slowly rub her asshole with his hoof. He slowly entered what he could of her little butt with his hoof. This caused he even more pleasure than what she was experiencing. A couple of minutes of thrusting into his sister and he was ready to nearly blow his load.

"If yer' gonna.... blow, blow... I-inside.." said Applebloom between short gasps of pleasure. Big Mac looked down at his cock entering his little sister, assaulting her virgin cunt. He saw some trickle of blood showing from the side of Applebloom's vaginal flaps. He went to ask her if she was okay, but the jolts of pleasure he got stopped him from talking. It was just the sounds of moaning, flesh slapping against flesh, and grunts echoing off of the sides of the barn walls. The ground below the two ponies was soaked in sweat and love juices. Big Mac felt a spike of pleasure and a rush of adrenaline as shot after shot of thick, sticky, hot semen coated the inside of Applebloom's stretched pussy. At least 6 seconds of cum came out of Big Mac.

For a few minutes, Applebloom and Big Mac sat there and just stared off into oblivion gasping. Big Mac took his penis out of Applebloom as semen seemed to pour out of her. There was little trickles of blood in the semen, but neither ponies paid attention.

"T-t-that.. was a-a-mazin'... 'Ah n-never though tha'... the sex thang w-w-ould feel lik' t-t-ha'..." Applebloom said inbetween gasps for air. Applebloom was so exhausted and numb that she slipped into a deep sleep for an hour or 2. When she woke up she was laying in a pile of hay next to her Big Brother. In the distance, she heard AJ calling from somewhere outside the barn. She looked down and noticed that the area where Big Mac and her made love was still covered in sweat and sticky semen. She looked over at her brother and noticed he had his hoof behind her head. His penis was still covered in her pussy juice and semen. She leaned over and planted a kiss on the head of his penis, thankfully not waking him up though. She also looked down at her vagina that looked a little bigger than it did before she had sex. She noticed some blood and semen still inside of her.

"Where in the hay are y'all at!" shouted Applejack outside the barn door. "Applebloom! Big Mac! Where the hay are yo-" Her thoughts were cut off and her face turned red as she saw her sibling cuddling in the hay. Covered in sweat. And Semen. She was filled with rage, confusion, and a lot of other emotions. She noticed that Her brother's penis was covered in spots of blood and semen. She looked at Applebloom and saw her stretched vagina, Red all around the edges and somewhat torn near the edges.

"WHAT IN THE HAY DID BOTH OF Y'ALL DO!?!?!" shouted AJ. Big Mac got up and tried to explain to Applejack what happened. It didn't seem to calm her down one bit. Applebloom opened her eyes slightly to see her brother and sister arguing over something. Being over exhausted, she was inbetween consciousness and sleepy town. Applejack socked Big Mac and he headed out of the barn. AJ then turned to Applebloom and headed towards her with the expression of pure rage and anger.

"Totally worth it...." said Applebloom in a whisper, somewhat under her breath.