Chapter 1- Challenge Accepted Rainbow
It was a beautiful Monday morning as you stirred in your bed still half asleep. You toss and turn trying to get those last few minutes of sleep before your big day. As you lay awake your alarm on your phone blares through your speaker dock as you sit up and turn it off. You sit up on your bed as you yawn and stretch. As you get up out of bed you head down the stairs and into the kitchen. Living on your own wasn’t easy and there were points where you almost lost everything. Thankfully you always found a way to pull yourself back to safety with some help from your parents of course. Pulling eggs, bacon, sausage, and orange juice out of the fridge you flip on your stove before getting two separate pans. Cracking the eggs into one pan you occasionally flip the bacon and sausage in the other pan.
After a few minutes you have a beautiful plate of fried eggs, bacon, and maple sausage sitting on the table in front of you. You pour yourself a glass of orange juice and sit down and enjoy your breakfast. Eating healthy was never your thing. However, you weren't above working out once or twice a week. After creating a workout regimen that turned your excess fat into muscle within a few months you got excited and decided to keep this regiment going. The food on your plate disappeared quickly as you put away the dishes and headed upstairs to your bathroom. As you look in the mirror you cringe at the condition your hair is in. Every weekend you would go to a hair salon to get the sides shaved as well as maintaining the dark green color you dyed it two months ago.
You run your fingers through your beard and decided that it was time to say goodbye. Pulling out your clippers you shave your beard down to a nice handlebar mustache and pointed goatee. You turn around and open the closet and pull out a towel setting it on the sink. The shower head shoots out ice cold water as you fidget with the handle trying to find the perfect temperature. Once everything was perfect you stepped in and began to shampoo your hair and wash every crevice of your body. Feeling happy you decide to sing a little song as you continue your shower for a couple more minutes before getting out and toweling off.
Since you were home alone you decided to walk to your room without a towel. After all cool fresh air always feels nice on bare skin. As you enter your room you quickly notice something alarming, your window was wide open. You swore up and down that it was closed this morning but chalked it off as you being distracted from just waking up. You open your drawer pulling out your clothes before hearing a high pitched cat call coming from the doorway.
“Damn dude looks like someone's been working out extra hard haven't they.” The voice said behind your back causing you to turn around out of reflex as your manhood is now out in full display. “That’s improved as well I see, I’m impressed.” Said a girl with long rainbow colored hair and soft cyan blue skin and a nice red blush rolling across her cheeks.
“Jesus fucking Christ rainbow couldn’t you of at least kno...wait how the hell did you get into my apartment?’ You say cutting off your previous sentence and quickly throwing on your underwear. She laughs before walking into your room and plopping her firmly toned ass on your bed.
“Well, your door was locked and after knocking for a few minutes i got bored and saw your window was open and climbed through it.” She said sticking out her tongue with and smiling. “You didn’t think you were applying to Canterlot university alone did you?” She asks bouncing a small ball she found under your bed.
“No I was expecting that you, me, and the others were applying together. I wasn’t expecting you to come over so early or break into my house.” You picking out a pair of jeans as Rainbow walks up behind you. She runs her hands up and down your chest and shivering with delight. “Rainbow what the hell are you doing.” You say in a tone that closely mimicked Pinkie's sister Maud.
“Oh I think you know exactly what I’m doing.” Rainbow says in a sultry tone as her hands shifted lower down your body and stopping at your shaft.
“Someone's getting a little frisky aren’t we” You say turning around and facing her as she looks at you with half lidded eyes as she leans up kissing you as you lean down returning the favor. You pick her up and lay her on the bed as you kiss her neck. Soft moans escape her mouth as her legs fidget beneath you. You continue kissing down her body before stopping and pulling off her skirt revealing dark purple lace panties. “I never took you as the kind of girl that likes wearing lace Rainbow. I gotta say it looks sexy on you.” You say with a smile as you pull them off with your teeth causing Rainbow to blush heavily.
“I usually don’t but after I spent the night with Adagio she convinced me to give them a try.” She says as she grips your hair moaning loudly the minute your mouth comes in contact with her moist slit. “Oh ya that's it right there.” She says moaning as you assault her with your tongue, causing her thighs to grip your head. You continue your assault as she begins loudly moaning your name. Taking this as incentive to continue you triple your efforts as you add your fingers to the equation. Rainbow grips your sheets tightly as she tries her best to hold herself back from cumming. Smirking you curl your fingers inside and press down with your other hand causing Rainbow to scream out as rides out her orgasm twitching and breathing heavily.
“Oh Celestia that was amazing.” Rainbow says pulling you on top of her as the two of you begin to make out. “Roll over Casanova it’s my turn.” Rainbow says as she rips down your underwear and begins stroking your shaft occasionally licking the head. “I think I’m gonna have a little fun with you.” She says taking your head into her mouth as gently nibbles it and licks it. The slight pinching feeling was both pleasurable and slightly painful but you loved it all the same.
Rainbow licks faster and faster before moving down to your balls taking each one into her mouth as she continues stroking. You throw your head back as you begin to moan causing Rainbow to giggle, vibrating your balls as your shaft twitches with precum dripping out of the tip. She comes up and in one swift motion takes all of you into her mouth. You gasp as she begins to bob her head at an increasingly fast pace as she hums adding extra stimulation. You grab her head gripping her hair as you push her down farther as she lets you take control.
“Holy shit had I known he was gonna be this rough, I would’ve let him take control sooner.” Rainbow thinks to herself as her hands slinks between her legs. As she fingers herself you continue to pound her throat adding our other hand to the equation. “At this rate I’m not gonna have energy left for the main course.” She continued to think as she gagged and saliva began to drip down her chin. You begin to feel a pressure build up at the base of your shaft. Rainbow senses it too as she gently grabs your balls and gently rubs them. You let go of her head as Rainbow pulls you out of her mouth with a pop and she begins to stroke your shaft at lighting fast speeds.
“That’s it C’mon give me all you got baby.” She says before your shaft explodes onto her face and in her mouth. You lay on your back panting heavily as your shaft goes limp. Still, wanting more Rainbow Dash cleans of her face before sucking you clean. “It’s time for the home stretch big boy.” She says climbing on top of you as she grinds her moist slit across your shaft as it once again hardens. “Let’s make this even more fun.” Rainbow says hovering over your shaft. “First one to cum has to buy lunch and dinner for everyone.” She says with a smirk as she eases herself down onto you.
“Your on” You say as you grab her sides and flip her over and slam your shaft deep inside her as she yelps a little bit before letting out a long groan. You steady your pace and continue your powerful thrusts as Rainbow screams loudly lolling out her tongue. You lean forward and begin making out with Rainbow as you breathe in and out through your nose like a rabid bull. Waiting for her chance to pounce Rainbow waits for you to sit back up as she use her legs to flip you on your back.
“Checkmate baby.” She says as she rides you furiously as the sound of wet skin slapping together echoes throughout the medium sized apartment. The battle continues as you try your best to pace yourself but to no avail you quickly reach your limit. Thinking quickly you rub Rainbows clit extremely fast causing you both to cum at the same time as Rainbow throws her head back moaning your name loudly. Before sliding off you onto the bed as she leans on her side rubbing your chest. “Looks like its fifty fifty huh.” Rainbow says softly as you rub her face giving her a soft kiss.
“Nah I got it covered. I don’t mind paying for everyone.” You say as you and Rainbow get off the bed. “Now, let's go get a shower cause after that performance I need another one.” You say as you and Rainbow climb into the shower.
Meanwhile, at Sugarcube Corner…
“It’s almost noon where are those two.” Adagio said checking her phone as Sonata and Aria comeback with milkshakes for everyone. Twilight pulls out her phone texting Rainbow.
“According to Rainbow they will be here in a few minutes. She said to go ahead and order now she has the bill covered.” Twilight says as she gets another text from Rainbow. “She wants us to order the usual for her.” twilight said before collecting everyone's orders and walking up to the counter as You and Rainbow enter the shop and take a seat at the table.
“About time Rainbow, we send you over to pick him up and you end up spending over three hours at his apartment what in Celestia's name where you to doing over there.” Rarity says looking at you and Rainbow before noticing a slight blush on your cheeks. Noticing the blush rarity looks at both of you with a deadpan stare. “You both had sex didn’t you.” She said narrowing her eyes as Rainbow and you rub the back of your heads.
“Guilty as charged Rarity.” You say with a chuckle before Twilight comes back with the food and drinks.
“Honestly Rainbow i don’t see why you get him all to yourself. It’s not like you guys are dating so what's stopping you from sharing him?” Rarity asks taking a sip of her water before eating some of her sandwich.
“To be fair I sprained it on him out of nowhere. Ya see he had his door locked and couldn't hear me knocking so I climbed through his bedroom window and dropped in on him just getting out of the shower and one thing led to another but can you blame me girls I mean look at him. Rainbow said holding her hands up in a surrendering manor.“If you guys wanna crack at him I can pass him off to one of you or we could just go down the line.” She says patting you on the shoulder.
“Oh I like that idea darling.” Rarity says looking at you with a sultry glare.
“I have been looking for someone new to play with, Anon is just no fun anymore.” Adagio say with a devious laugh as you swallow your spit in nervousness.
“Now, hold on a minute I’m human being dammit not a damn trading card you can hand off willy nilly.” You say in an annoyed tone. “I should have a say in this.” You go on to say as you scowl at Rainbow causing her to sink back and grin as she rubbed the back of her head.
“Fair enough sugarcube so what do you have to say to the idea of all of us getting a crack at you?” Applejack asks looking at you and drinking her cider.
“Honestly I’m ok with it just so long as it not all in one day. I only have so much stamina.” You say finishing your sandwich and picking up the bill. “After all i wanna give you all one hundred and ten percent and I can’t do that if I lack the stamina needed to give you all what i gave Rainbow”. You say as you walk up to the counter and hand the clerk the receipt and the cash for lunch. “One other issue with this arrangement. How am I gonna choose a singular person without upsetting everyone else?” You ask Twilight as you take your seat.
“Why don’t you decide who gets you first.” Twilight says as everyone gathers near you as they smile awaiting your response. “Don’t worry about that one way or another we get a piece of you so we have no reason to be upset. Regardless of who you choose first.” Twilight says with a smile as you notice Fluttershy sitting down behind everyone trying to hide her blush..
“Ya know what I think I choose Fluttershy.” You say as Fluttershys face turns blood red as she begins to twiddle her thumbs and fidget.
“Oh my t-thank you b-but I think someone else should go first. I don’t think I’d be very good at it compared to the others..” Fluttershy says as she gets increasingly nervous before you walk over and give her a hug and rub her back.
“Hey it’s ok Fluttershy it’s perfectly natural to be nervous and if you don’t wanna do it I won’t force you to do it I’ll choose someone else. Let me know when you're ready ok?” You say with a warm smile as Fluttershy looks up at you through her pink bang as she gives you a warm smile.
“On second thought I’ll do it...I mean if you still want to.” Fluttershy says in a more confident tone as she pushes her bang back with a beret as the blush still hangs across her face.
“Of course I still want to Fluttershy. Now, C’mon let's go. Girls I’ll text one of you once me and Fluttershy are finished so keep your phones close and may the odds be ever in your favor.” You said quoting a shitty movie rainbow made you watch a couple months back. You and Fluttershy climb into your jeep before driving off.
“So, Fluttershy where would you like to do this at?” You ask as she continues to fidget and blush. Noticing the blush you get a rather interesting idea.
“Oh well...I-I think y-you should d-decide. I mean if it's not to much trouble.” She says as she lets out a squeak after completing her sentence causing her blush to become more intense. You smile and hold her hand as she gasps at your warm touch.
“I actually wanted to take you to the park and relax with a nice bottle of wine before we do anything else.” You say with a warm smile as Fluttershy gently grips your hand.
“Oh my that sounds lovely.” Fluttershy says smiling as you turn into the parking lot and point to a hill in the distance.
“Thats where we're going it's nice and secluded plus it has a view of the city and the ocean.” You say as you take out a small basket and begin walking as Fluttershy holds onto your arm. After a few minutes of walking you reach the hill and lay out the blanket as you take out the bottle of wine and pour it into two glasses as the two of you cuddle and enjoy the view. Time passes as you put the bottle and glasses down looking into Fluttershy's eyes as the sun begins to set. “Well, it’s getting late wanna head back to my place.” You say before Fluttershy tackles you and straddles your waist.
“Right here is perfectly fine.” She says as you run your hands up and down her sides. Fluttershy leans forward as her lips meet yours. You close your eyes and open your mouth as you two make out passionately. Your tongues dances around Fluttershy’s as she lets out soft moans. You rub her ass before giving it a squeeze causing her to break away from the kiss and yelp softly. Fluttershy leans back sitting on your chest and spreading her legs. Her bright pink panties were already soaked as you peel them to the side revealing her beautiful slit. Not wanting to make her wait any longer you slide her closer before diving in and softly licking her slit up and down.
Fluttershy lets out small moans as she gently pulls up her shirt and playing with her breasts. You wrap your arms around her thighs and begin to swirl your tongue inside her. Her juices were sweet yet bitter and not much different from the wine you two had just got done drinking. You continue to assault her slit as her moans get closer and louder as she moans your name.
“Oh please d-don’t stop that feels amazing.” Fluttershy moans out as you double your efforts licking and swirling faster causing her to grip your head gently as her moans get faster and faster as you continue your onslaught. “Oh baby I’m about to cum.” She says as begin to alternate between eating her out and sucking on her clit. “OH yes, yes, yes, YES.” Fluttershy screams as she begins to twitch as her juices run down your throat. Not wanting to waste a single drop you swallow it all before whipping your mouth clean.
“Oh my...that was...amazing.” She says between breaths as you go back to kissing. Fluttershy quickly works your belt and zipper as she pulls your pants and underwear down all while remaining attached to your lips. Your shaft falls out as she take it into her hands. “Oh wow Rainbow was right it is big.” She says softly stroking it before sliding it between her breasts and moving them up and down as her pale yellow skin glistened in the moonlight. “Are you enjoying this baby?” Fluttershy asks as you give a simple nod causing her to giggle. “Then, your gonna love this.” She says before picking up speed and sucking on your head as you reach out and rub her head.
Fluttershy begins to moan vibrating the head as you through your head back and moan. Fluttershy once again picks up speed as removes her breasts from around your shaft and take every inch of you into her mouth gagging slightly. She maintains her speed as she runs her hands up your chest bobbing her head more. You run your fingers through her hair as she looks at you as she sucks Her turquoise eyes keep contact with your as she smiles causing to want to blow your load right then and there, After a few minutes pressure begins to build up at the base of your shaft. “Oh fuck I’m gonna cum.” You say as Fluttershy pulls you out of her mouth and wraps her breasts around your shaft again as she moves faster. “C’mon baby paint my tits with your seed.” Fluttershy says taking you by surprise as she sucks the head again. After a few more seconds your shaft erupts as your semen sprays all over Fluttershy’s face and breasts. “Oh wow so much came out and it's all for me.” She says wiping it off and swallowing it before bending over on all fours shaking her ass at you.
“Come and get it big boy.” She says in an adorable yet sexy tone as her immaculate ass sways back and forth. You get on your knees and take her firm yellow cheeks into your hands before slowly sticking your shaft into her warm slit. She moans and groans as each inch goes in at an agonizingly slow pace. Once bottomed out you begin to gently thrust into her as she moans loudly as you smile and gently squeeze and kneed her cheeks as you thrust. The sounds of flesh smacking against flesh echo in your ears mixed the melodic moans coming from Fluttershy as she uses one hand to squeeze her breasts and play with her nipple. Feeling daring you grab both her breasts and lift her up holding her close to your body as you turn head and make out as you rise to your feet and thrust upwards as her hand wraps around your neck.
“Fluttershy you're such a naughty girl.” You say breaking the kiss as she moans more.
“Then, you better teach me how to be a good girl.” Fluttershy says as you gently bite her neck and thrust harder as she moans louder. “At this rate i won’t be able to walk tomorrow.” She says as you lay her on her back and slam into her harder as the two of you continue making out as her body rocks back and forth on the blanket. Pressure begin to build up at the base of your shaft once again as you push harder and harder rubbing Fluttershy’s clit for added stimulation she bites your lip hard as she cums heavily as it washes over your shaft and after a few more thrusts you shaft explodes as ropes of semen coat her insides. You lay on your back and breathe heavily as Fluttershy cuddles close to you as the two take a little nap.
You wake up a few hours later and carry Fluttershy to your jeep and drive her to your place. You carry her inside and lay in her your bed and put the covers over her and kiss her goodnight before going to sleep on the couch downstairs. Pulling out your phone you go into your contacts and pull up Adagio’s number. You sent her a quick text telling her to meet you outside Sugarcube corner tomorrow at noon. After getting a rather dirty photo from Adagio she tells you that she will be there with a little surprise that she promised you would like. You sigh happily as you relax on the couch. “Ya know this isn’t as bad as I thought it was going to be.” You say closing your eyes and falling asleep.
The next morning Fluttershy woke up to the smell of eggs and bacon as she stretched and smiled. She quietly walks down the stairs before sneaking up behind you and hugging you from behind. You smile softly as you rub her hand. “Good morning beautiful did you get a good night's sleep?” You ask as she blushes at the compliment.
“Oh yes I did thank you for letting me sleep in your bed.” She says with a smile and resting her head on your back.
“Your welcome but no need to thank me. I’m not about to let my friends sleep on some raggedy couch.” You say plating up the food and setting it on the table as Fluttershy takes her seat and digs in. The two of you converse during your meal as the clock strikes ten. “Hey Fluttershy did you want me to take you home. Cause i gotta meet Adagio at Sugarcube corner at noon and I gotta get a few things ready.” You say taking her empty plate and cleaning it off in the sink.
“Oh I don’t mind walking home I don’t live that far from you.” She said with a smile as she pushed her chair in. “I was wondering if maybe we could do all this again...I mean if you want to that is.” Fluttershy says blushing before you give her a kiss on the lips.
“Of course Fluttershy you know i can’t say no to you.” You say with a smile as she takes her backpack and kisses you back. Before waving goodbye and running down the street. “Ok time to get a shower and figure out where to take Adagio.” You say to yourself as you head up the stairs and into your bathroom. You trim your mustache and pointed beard again before repeating your daily routine. The clock strike eleven thirty as you grab your wallet and keys and head out the door. You hop into jeep and head for Sugarcube corner.
You pull into the small parking lot and spot Adagio however Aria and Sonata are also with her. “This must be the surprise she mentioned...this is gonna be one interesting day.” You say before getting out and walking up to them. “Hey girls you ready to go?” You ask as Adagio pulls you in kissing you deeply.
“Oh indeed we are now let’s skip the formalities and go straight back to your place.” Adagio says grabbing your crotch and hopping in the back of your jeep as Sonata and Aria join her.
“Oh dear Celestia this is gonna be crazy I just know it.” You say climbing in and starting up the car before driving away. Wasting no time Adagio and Sonata begin making out in the backseat as Aria looks at you with half lidded eyes. After a few minutes of visual torture you finally arrive at your place as you and the three girls head inside and up to your room. Adagio pushes Sonata onto the bed before continuing there make out session as Aria drops to her knees and undoes your belt buckle. “Someone is impatient you say with a laugh before Aria squeezes your balls making you yelp.
“Oh sorry forgot to mention I like to be rough with my meat.” She says with a smile that chilled you to the bone.
“Dear Celestia please let me survive this.” You say in your head as Aria takes your shaft into her mouth and begins to suck slowly as she occasionally squeezes your balls.
“Cum to early and I’ll make you regret it.” She says popping you back into her mouth as you foolishly reach out and grab her head. To your surprise she smiles and begins to suck faster. Meanwhile, behind you Adagio began to eat Sonata out slowly as she moaned loudly. Getting a little risky you guide Aria back a few inches before you slip your fingers into Adagio’s slit.
She giggles softly before turning to you. “Eager to please I see. Well, here let me give you a little more.” She says backing her as closer to you as you add more fingers and pump them faster. “Oh Fuck yes right there.” Adagio moans as she buries her face between Sonatas legs once again as the blue siren gently grips Adagios hard and moans more.
Aria continue bobbing her head on your shaft as you pleasure Adagio. As your shaft began to twitch aria pulled you out of her mouth and stood up and walked over to the bed and whispered something into Adagio’s ear. Hearing this the other two sirens get a big smile and drop to their knees. The three girls take turns bobbing on your shaft all while looking up to your eyes. Your mind goes numb as Adagio suck the head while Sonata and Aria tend to both sides of your shaft. You place both of your hands on Sonata and Arias heads as Adagio takes more into mouth eventually pushing Aria and Sonata out of the way before they go back to taking turns.
You begin to moan out as your body goes numb from the assault of tongues and mouths below you. “Girls this is fucking amazing.” You say as Adagio smiles before going back to the task at hand. After a few minutes a familiar pressure once again forces its way into your brain. “Girls I’m gonna cum.” You say as they speed up before you have time to cum Adagio takes your shaft and aims it at Aria and Sonata as you spray your seed onto the faces before Adagio swallows you and drinks the rest.
“Now, it's time for the main performance. Adagio says as she leans over the bed sticking her ass into the air as Aria and Sonata spread her her cheeks apart. “Don’t be afraid i don’t bite...much” Adagio says with a chuckle as you place both hands on her ass. “Don’t be gentle.” She says before you slam your shaft into her ass. The sudden rough penetration makes Adagio let out a scream that could be compared to an angry banshee. “Oh fuck the hell yes.” Adagio screams out as you pound her ass hard. Feeling adventurous you grabbed Adagio’s hair and pulled hard causing her to jerk her head back. “God this is making me so wet.” Adagio said to herself as she began to finger herself and Sonata and Aria eat each other out in the background.
”Holy shit this is fucking hot. I mean what me, Rainbow, and Fluttershy did was amazing but this is ridiculous.” You say to yourself as you continue to destroy Adagio’s asshole. Adagio begins to drool onto the bed as her moans become inaudible grunts. Due the tightness of her asshole you began to reach your limit and after several powerful thrusts you blow a massive load inside Adagio’s ass. She throws her head back and screams one more time before falling forward onto the bed.
“Oh...dear...Celestia i think...you broke...me.” She said in between heavy pants as she tried to sit up. You spread her legs and surprise her by shoving your shaft into her soaking wet slit. She grips the sheets and moans as you begin your thrusting again as your muscles begin to burn. Aria and Sonata lay down on both sides of Adagio and suck her nipples as you finger the other two girls. Going into hyper-drive you thrust and finger at a speed even you thought you couldn’t reach. The three girls moan in sync as you work your magic. Once again your shaft cocks up and gets ready for the mother of all explosions. Not wanting to stop you pull out your fingers and take turns thrusting into the three girls before your shaft explodes coating there chests and faces in your seed.
You plop down on the bed and breathe heavily as the girls take turns licking the cum off off each other as you sit and watch feeling the icy hand of death wrapping around you. “Holy fuck I’m gonna die. I’ve never lasted that long before.” You say looking outside just in time to see the sun setting behind the trees. The three girls crawl up next to you and cuddle close as the four of you fall asleep.
The next morning you awake to sight of Sonata bobbing on your shaft while Aria and Adagio snore softly beside you. She looks at you and smiles before sucking more never once breaking eye contact with you. Surprised you lay back and enjoy the sensation. After roughly thirty minutes of licking and deep throating you try your best to quietly cum in her mouth. Sonata drinks it all without losing a single drop before smiling and putting your underwear on you giving you a wink.
Later that day you wake and the Dazzlings are gone confused you spy a piece of paper on your desk. You pick up the piece of paper and read it;
Last night was some of the best fun we have ever had thank you so much for everything. We would’ve woken you up and said goodbye but after your performance last night we wanted you to get as much rest as possible. If you're ever in the mood to do this again just give me call and the three of us will over in a jiffy.
Your friends,
Sonata, Aria, And Adagio XOXO
You give off a small chuckle as you head downstairs into the kitchen. Needing to replenish your energy you decide to make steak and eggs with some mango juice and an apple. You break out your pans and begin cooking. As the meat sizzled you quickly fixed your eggs and put them on the plate. After cutting into the steak and seeing it pink and juicy you slap it on the plate and begin to chow down and prepare for today's activities.
