Applejack's Odyssey

by gigglesthen00b

AJ's "Lost Bet" (Mdom, roleplay)

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Applejack looked on the scene as her brother lay on his bed fully nude with the equally nude forms of her sister, her friends, Diamond Tiara, and Silver Spoon cuddled up to him. AJ smiled and backed out of the room.

She couldn't wait to tease him about this when they woke up, but for now it was time to get to work. She dressed in her jean shorts and plaid shirt and headed out to the fields.

After a few hours Mac appeared and got right to work. During their small breaks they filled each other in on their Halloweens. Mac was excited to see the video AJ left him, and AJ admitted she wished she was there to watch that brat Silver Spoon fucked into submission.

After a long day of work Mac practically dragged her to his room and put her choker on. "Ah've sent Applebloom away tonight and invited over some friends, yer gonna be servin us while we watch the game."

"Who's coming and what am I expected to do?" He led her to a closet where he had stashed some clothes. He picked out a small bag and told her to try it on. She started to strip immediately, but he told her to go change elsewhere because he wanted to see the whole outfit at once.

She did as he asked and stripped in the bathroom, then she opened the bag. Inside was a black and white costume that was little more than a bikini. She pulled out and put on a little headpiece that had black and white spotted ears and pieced what the outfit was from there. She put on the tiny string top and adjusted the small cups to cover her nipples at the very least. The bottoms were just as thin and left barely anything to the imagination.

She emerged to find Mac waiting with a grin on his face "Yer gonna say you lost a bet and have to serve us in this, and that you have to do whatever we say." "Well alright, but who's gonna be here?" "Well Ah figured Ah got to play with the girls, so Ah invited the boys over fer you." AJ had to admit that she did like the sound of it, fucking the Zebra guys was fun and something she would love to do again but their cocks wore her out way too fast.

"Oh boy ah'm gonna have fun with this. Do Ah do stuff with you?" "Eeyup" Mac answered with a grin. They made out and cuddled until the guys texted they were on their way.

Mac had them go to a side home they had where they housed family when they visited. It was sparse but had a nice living room with a big TV, perfect for the game. AJ got ready and waited in a side room, giddy with excitement. The boys were led in by Mac where they were set up on a U-shape of furniture.

Mac called for AJ to come in with the drinks she had been prepped with, so she took a breath and walked out with her tray. She swayed her hips and strutted to the center coffee table and put the tray down. Only then did she notice that the conversations had stopped and the boys were staring at her.

Mac had invited the dipshits Snips and Snails, Sweetie's maybe boyfriend Button, Thunderlane's little brother Rumble, and Pipsqueak. Mac said "AJ stand with your hands behind yer back, let 'em see what a loser looks like" she did as he asked and let the teens see her scantily clad body fully. To them he said "AJ lost a pretty big bet on the farm today, so she has to do as we say. Ah wanted her to wear that, but feel free to ask her to wear or do anything yah like. She can't say no."

He said that last part with some emphasis to her, playing up the sternness both of them knew she was already horny and submissive. Rumble, taking after his jerk of an older brother, spoke first "Okay, I wanna feel your tits" AJ walked over and leaned down, careful to keep her hands behind her back allowing full access.

He took full advantage, grabbing onto her tits roughly, kneading them and playing with them until he was finished. Snips asked her to turn around and bend over, the teens marveled at her perfect ass and stared at her barely covered pussy. "Is there anything else?"

Mac told her to take a seat and see what comes up. So she sat between Snips and Snails, squeezed between them so that her soft skin rubbed on theirs, their hands roaming on her body. She could feel the tension in the air, and see that erections of every guy in the room.

Mac put on his stern voice that made her quiver, "now boys, this here is AJs punishment. Don't let her off easy. Here I get the ball rolling, AJ take off your top." AJ complied immediately and the boys stared open jawed. "Like what yah see?" She giggled and swayed her chest back and forth.

Button blurted out to take off her bottoms, she stood up and walked to him "why don't yah do it fer me?" Following her wink the flustered and horny teen reached forward and grabbed onto her hips to slide them down. AJ gave a play moan to make him seize up nervously, giggling as she held his hands as he finished disrobing her.

The boys marveled at one of the 7 hottest girls in school was naked and ready to play. They still hesitated to ask her to do anything, and to play along she stood still and let them drink in her naked body. Finally Mac ordered her to ask them if they would like any relief. Snips, Snails, Pip, and Rumble all answered immediately but Button stayed quiet and squirmed. "Ah'll help yah last Button" she said with a wink.

Rumble ordered her to come and suck him off which she did giddily. She got between his smallish legs and popped his 6 inch cock out. Missing no time she licked from base to tip and engulfed the head in her mouth. She gazed up into his eyes with her sparkling green ones sucked down hard before touching his pelvis with her plump lips, and then going back up until she was kissing the tip.

Repeating this process for a few minutes was all he could handle before he grabbed her head and jumped into her face. She formed a tight suction on his cock using her tongue, letting him saw the underside of his shaft on it. Finally he came, holding her head into his crotch she suckled gently, letting his cum pool in her mouth.

She pulled back and let him see his cum pooling in her mouth. Moving to Pip he asked for the same thing, and she complied. He was about the same size as Rumble but even more nervous. She decided to play a bit more with him and began to kiss every inch of his cock and balls that she could.

When she got to the balls she stroked his shaft, twisting her hand on his sensitive head. He started to jerk his hips into her hand which she helped along by moving her hand in the opposite pattern, up as he pulled back down as he thrust. She could feel his orgasm before he did and replaced her hand with her mouth.

AJ thrust her head forward as he thrust into her mouth, staring deep into his eyes with her bright green eyes. He flexed his hips forward and force his overstimulated cock into her mouth, groaning as each spurt was sucked down and as AJ kept bobbing slightly.

He slumped and almost lost consciousness as she slumped her head into his crotch as he fell. Sucking and releasing with his full cock in her mouth, yielded a second orgasm from him which made him have to bite his shirt to keep from screaming. No more cum came out but AJ kept sucking until finally pulling back and only releasing when she ran out of cock.

She had barely sat back when she felt two sets of fingers playing with her pussy. She looked back to see Snips and Snails pants less and jerking off as she played with her. AJ got up ignoring the protests and got between Mac's legs. "Ready fer a show boys?" She said with a wink as her head was pulled into position to accept Mac's massive cock into her mouth and then throat.

The boys sat back stunned, just watching as AJ sucked her own brother off noticing the lack of first time jitters but thinking nothing of it as their instincts kicked in and the began to fight for rights to her presented lower half. AJ wiggled her hips as she lovingly sucked on the meaty rod bobbing in her mouth. Until finally they played rock paper scissors for first dibs.

She didn't see who went first but his short stature told her it was Snips. His pudgy little body pressed into her ass as his cock prodded her bare pussy. She pressed her ass back into him, guiding him into her. She could feel his cock stiffen further already from her welcoming pussy.

He used all the enthusiasm he could muster to start thrusting, grabbing onto her waist with his small, pudgy hands. He wasn't anything special but the situation of people finally seeing how close she and Mac were on top of fucking the boys she watched grow up.

She pulled Mac's cock out of her throat and then mouth and looked back at the elation on Snips face. She started to thrust back into him and grinned at him. "Mmmmmm, Ah bet you boys have wanted tah do this for awhile huh"

Snails mumbled something but AJ kept teasing him. "Ah'll bet that ah've been the subject of a lot of night's jerk off sessions, huh?" He could only nod in agreement. "Since Ah'm only gonna do this tonight. Wanna use that ass ah've caught y'all staring at for years?"

She pulled forward until his cock plopped out, and guided it to her ass. She was very wet so insertion was easy and before too long her ass was jiggling from the hard thrusts into her. "Mmm much better" she want back to sucking on Mac's cock and continued to do so as Snips, Snails, Pip, and Rumble all had turns in the tight confines of her butt.

They watched In awe between turns a Mac used and abused her throat and generally treated her like a slut. While AJ moaned and sucked on her trips up and down his shaft. After each boy had their fill of her AJs body she focused on making Mac cum so she could go deal with Button.

She pulled out every trick she knew, gargling on his cock as it was buried to the hilt in her cute face, staring into his eyes, and finally grabbing onto his hips and forcefully jerking him off with her mouth. Not too long after that she was rewarded with his biggest cum load yet from him.

She got up and cleaned herself off a little, licking her finger covered in cum before going to the room where Button was waiting. The second she entered Button stared at her nakedness and watched as she got on her knees between his legs.

AJ locked her eyes on him and took his above average member in her mouth. She began to bob slowly never breaking eye contact, Button moaned and muttered something that AJ almost missed in her sexed out state. The cock plopped wetly out of her mouth as she pulled back to "did yah jus' say something about 'mom'?"

Button was blushing and covered his face as he blushed an almost began to cry before AJ pulled him into a hug, pressing his face in-between her breasts. "Aww don't worry about it, Ah don't mind" Button reluctantly pulled back "Really?" AJ grinned and moved him like a baby with her strength back onto the bed. "Now you lay back, and let mommy do all the work"

Button had gone soft but at that line he got hard as a rock and nodded. AJ was determined to not only put on a show, but was even gonna try and cover up her usual drawl. Licking along the shaft she giggled at his shivers of pleasure, then engulfed his cock entirely in one stroke. Button jerked suddenly and began filling her mouth with shot after shot of gooey cum.

AJ kept it all in her mouth, letting him fill it entirely. She pulled back and let him see his cum pooled on her tongue before swallowing and then showing her clean mouth. "I thought you'd be done after such a big load but I see you're still hard hmmm" she played with his still hard cock rubbing against her breasts and teasing her nipples with it.

She slowly slid up his body, letting his cock rub against every inch of her soft, flat belly before springing free between her thighs. She closed her strong thighs together, pushing his cock against her bare mound. Letting him feel how turned on she was "Now tell Mommy how she can fix your little problem". "Can I please fuck you?"

She faked a gasp and leaned in, slowly moving her hips up and down rubbing her soft skin against him. "You want to fuck me? Well usually I wouldn't but I can tell you're desperate Button." She leaned back and put him at her entrance, before letting him slip in and slowly sinking to the base. Letting her bare pussy lips be flush with his pelvis before grinding back and forth.

She put his hands on her breasts, letting him grope and twist them to his content as she began to bounce hard on his cock. The squelch noise told AJ just how turned on she was from everything she had done today, and though she hated to admit it, this roleplay was very hot to her depraved mind. While jerking her hips up and out to make sure he felt every inch of her pussy she leaned down and whispered “Does my little boy like his Momma’s tight pussy?” He could only nod. She felt him harden even more and knew he was close. “Go ahead son, unload all your stress and worries deep into me.”

Button bit the pillow he was laying on as he moved his hands to her hips and thrust his hips up into her hard. Holding their pelvises as close as they could get he started to jerk violently and almost scream into the pillow from the pleasure he was feeling. AJ worked her pussy muscles hard everytime he shot a spurt out of his cock to milk it, until finally Button passed out and fell into a deep sleep. She pulled off of him and felt what felt like a quart of cum pour out of her body. She giggled and took some into her hand and licked it up as she left the room.

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