~~~~
>"Ahhh, Anon PLEASE rail me! Make me your personal cock sock!"
>You moan and gruff as Rarity's voice echo's through the room with hot passion
>The feel of her soft velvet pussy drives you mad with desire as you slam your rod repeatedly into her wanting hole
>Both you and your partners skin glisten with sweat, loud slaps accompany the heavy moaning and panting while weightless in a void
>Right now, it's only you and Rarity.
>Intense pleasure pulses like a drum as the two of you practically becoming a single being, what with how hard you're pumping your swollen cock into her and all
>It feels like you've been at this for hours
>You can tell by her expression that Rarity has came multiple times by now, but as for you?
>You drive the edge of sanity and lunacy because no matter how hard you work, no matter how fast you pump...
>YOU JUST...
>CAN'T...
>FUCKING CUM!!!
>It fucking hurts!
>Your dick feels so swollen and rock hard that you think it might be dangerous
>But fuck it, you started this and you'll be damned if you don't finish it
>It's time to start pulling out the power moves!
>You lift Rarity's legs over your shoulders as she wraps her arms around your neck, folding her like a chair and leaving her waiting cunt hovering just above your dick
>With all your arm strength, you lift Rarity up and down bouncing against your crotch
>Her walls close you in with such a force just begging your dick to give her what she needs
>"Ahh~!! AAhh~!! AAAhhh~!!! Harderrr~ please!!! Give it to meee~!!!"
"Oh you'll get it you little SLUT!"
>"Ahhhh I'm cumming AGAINNN~!!!"
>No fair!
>You've been doing all the hard work!
>When's it your turn!?
>Wait a minute...
>You can feel it.
>That pressure!
>Yesss... it's coming!
>In the middle of your panting huffs and puffs you mention this to Rarity
"Get ready slut! I'm gonna pump you full!"
>Slowly but surely, that telltale feeling wells up in your loins
>Pumping even harder and faster, your huffs and puffs have now turned to full on beastly noises
>Almost there...
>"Ahh PLEASE Anonnn~ Fill me up! I wan't your babieees~!!! Yess~ YYEEeesss!!! YEEEEEEEEAAAAA-"
https://www.youtube.com/watch?v=H2aljbqhRSw

>Your alarm clock smashes against the wall with all the force you could muster in your arm
>You gotta be fucking kidding with this shit...
>All that goddamn work
>And for what?!
>Now you're just left here with a massive hard on and no conclusion!
>Also you gotta start getting ready for school, not that you're eager for it or anything
>It's just that now you have some unfinished business...
~

>Be big beautiful Anon
>It's another bright sunny day at good ol' Canterlot high today
>The birds are singing and only a few puffs of clouds hover in the beautiful blue sky
>Throughout the halls of the school, the chattering and conversations of students bustled along just like always
>It was just that time between morning and lunch where things are still getting into gear to be ready for the rest of the day
>You pick out what books you'll need for your next class and stuff them in your pack
>Closing the locker, you walk with determination to your next objective
>There's no time to waste here
>You know during these periods is the only time... she... is walking alone
>You've been having these dreams off and on since the first time you saw her
>There was even a brief period of time where she didn't look at you as a total nuisance
>If that isn't a sign that you two are totally destined for each other then you don't know what is
>Getting to Rarity now is your only time you'd be able to catch her and somehow convince her of your master plan
>Which for now is mostly just trying your damnedest to talk her into fucking inside the janitors closet
>After shoulder checking a few nerds on the way, you reach her usual spot she hangs before class
>Her big beautiful eyes scan the crowd out of boredom, the soft and luscious curls of her hair drape over her shoulders while she leans arm crossed against the wall
>But unfortunately her eyes happened to fall on you as she notices you were heading straight for her
>She expresses a visible "ugh' just at the sight of you
>Oh come on, you're not that bad are you? 
>You feel your shoulder bump against a smaller students frame as you walk though
"Fuck off dweeb!"
>You shove the kid aside and continue your stride
>Rarity looks like she is on the verge of walking away, but you're already too close
>Reluctantly, she greets you
>"Hmm... and what do I owe the pleasure of your acquaintance, Anonymous?"
>Alright, time to lay on the fuckin' moves
>Leaning your arm on the wall, you do your best to look as cool and casual as possible
"Hey baby, how you doin?"
>You ask with a shit eating grin, might as well start off polite
>As much as you hate being polite, you think that it'll be worth it for the sweet puss
>With a sigh, she answers
>"Well, it was going rather fine, then of course you had to come a change that didn't you? Now what is it you want?"
>Ouch
>Now you can be a nice guy if you wanted to
>You just don't want to
"Hey now Rares come on what, I gotta want something just to talk to you? I thought we were friends!"
>She then turns to you with a glare and pouts her lips
>Cute as fuck
>"We are most certainly NOT friends Anonymous, and I want nothing to do with your company."
>Aww, your poor little heart
"Now why you gotta be like that woman? I may be a bit rough around the edges but for you I'm a big ol' soft teddy bear!"
>This only seems to upset Rarity
>"Oh really? Were you a soft teddy bear when you decided to steal Applejack's stetson and super glue it to the crotch of the horse statue outside of the school?"
>Now she stands herself straight up with her arms still crossed
"Now that was-"
>"Or how about when you felt the need to take Fluttershy's back pack and toss it into the air then proceed to play volley ball with it, knowing FULL WELL that she keeps her poor little pet bunny in there?"
>"Oh! Or what about when you just couldn't help but bully and harass Rainbow Dash about the one time she "accidentally" misplaced her usual athletic shorts and was forced to go without them for the rest of the day."
>She closes the gap between you two and gets right in your face
>You can feel her sexy angry breath wave over you
>"ONLY for them to be found taped to her locker by the end of school with a note saying, 'Thanks for the show!'"
"Oh come o-"
>She's fuming now
>"Anonymous don't think that I would be friends with you after what I've seen you do to my friends and everyone else at this school, you're a terrible person and should be treated as such!"
>Well damn
>This was gonna be harder than you thought
>"Now if you'll excuse me, I'd rather be doing anything other than be standing in proximity to your brutish manners."
>No! Shit!
"Rarity wait!"
>Before she could leave, you grab her arm and stop her
>She freezes for a second in a mix of fear and curiosity
"Please, just here me out for a sec!"
>Fuck that please hurt to say
>Hesitantly she turns back around, somewhat ready to hear what you have to say
"Rarity I'm-... I'm sorry okay? I know I can be a prick but I've just been doing it because I don't have a comfortable outlet to release all these pent up emotions I have.. during school all I can do is just battle with this aggression and unfortunately my only way to let it out is the only way I know how. I know I'm not smart or creative so trying to channel that energy into something productive just seems to make it worse. But for some reason... whenever I see you, all that messed up shit just fades away. I don't wanna think about punching or nerd or cup checking random people through the halls. I don't get the urge to hit something or grab the nearest showing pair of underwear for the most gnarly atomic wedgie. All I think about is you. How I wanna protect you and keep that adorable smile safe. It may not seem like it but deep down I just really need someone to talk to ya know? I feel so alone and trapped in my head that I afraid like it's affecting my heart. How am I supposed to love if all I feel is hate? I don't know why but whenever I know you're around it makes me think everything's gonna be alright. Like the whole world makes sense again. No more worrying about who my next victim is gonna be or the stress hanging over my head day to day, and all I want, No. All I need Rarity, is you."
>Rarity, now standing speechless and clearly in shock out of the unexpectedness of what she just heard looks you in the eyes with her big beautiful blues
>It's taking every bit of your willpower to not glance down at the bit of cleavage she is showing
>"I-, Anonymous... I, I mean I really don't know what to say... well, other than..."
>She walks closer to you, still staring at you in silence
>"... You are so full of shit."
>Fuckin' damn it!
>You were certain all that sappy bullshit would have worked on her!
>Oh how you hoped it wouldn't go like this...
>You really didn't wanna do this to your precious gem, but it looks like you're gonna have to go with plan C
>Your previous puppy dog expression drops to a more serious tone
>"Well you were certainly full of me at that spring break party last year now weren't ya? are you telling me you didn't feel just a little bit of love when I tickled the back of your throat?"
>Rarity inhales sharply and turns stiff as a board
>"No. no no no nonononono no!"
>She angrily holds her finger up to stop you
>"Just, No. That was a one time thing and only because you are such a conniving fox. If I haven't been a little... under the influence then you wouldn't have even had a chance! So don't go assuming we have some kind of connection after that. I hope you have a good memory because that was the last and only time anything like that would ever happen again!"
"Who needs a memory when you have a camera?"
>...
>...
>...
>"...What?"
>Oh that's right.
>You never really did mention that you happened to secretly record everything that happened that night
>After a getting totally wasted on tequila and wine coolers with a bit of sweet talk you had Rarity eating out of the palm of your hands
>All while the party was going on you took her to one of the empty bedrooms and made up some bullshit lie about never having your first kiss or some shit and she melted, immediately up to bat to be your first
>Soon enough a simple kiss on the lips turned into her taking all 7 inches down her throat
>Not wanting to waste the opportunity had flipped out your phone camera and set it on a table behind a lamp to cherish this wonderful moment
>And it looks like now it's finally paying off!
"that's right sweetheart, it's all on my phone and if you want it to just disappear, then all you gotta do is listen to my proposition. It's that simple!"
>You finish with a smile on your face, ready for an answer from your curly headed cutie
>Nothing but dread could be read on Rarity right now, but still she stubbornly argues
>"You- you're lying Anon! There's no way you did because you had your hands on my head the whole time! I mean, uhh-"
>She blushes and cringes at her cute little slip
"Oh I'm so glad you remembered! But something tells me you might want to change your mind before you find out if I do, because you definitely won't be the only one to see."
>She is visibly worried, knowing clearly the extension of your abilities and what kind of impact something like that would have on her social status
>As much as it excites you to possibly ruin someones social life like this, you only wanted one thing here and would rather work towards that instead
"And don't worry too much, risk doesn't come without reward here."
>After pushing yourself off the wall, you reach into your back pocket and pull out what looks like a small loan of a millions dollars
>Stuffed in your hand was exactly 500 dollars in total, saved just for this moment after you planned scenario after scenario in your head on how this would go down, eventually the idea of a cash transaction had played out too
>A high standard girl like her would have some high standard needs right? So 500 seemed like a nice tasty chunk to help will some of those needs for her
>You'd say it was worth it for what you need right now
>Rarity's gaze meet the stack, eyes wide in awe
>"Uhmm... just, what in the hell is it that you want Anon?"
"A repeat offense."
>She says nothing as her eyes shift from yours and to the stack repeatedly
"C'mon babe, 500 smacks and the video is gone forever, for just a bit of fun? I promise I'm a man of my word and I truly cherished that night we had together and I think a part of you did too. We may have had a few drinks but they say that's when the real you comes out. I mean, everything I said to you then I totally meant. How beautiful your hair was when it shined in the evening light, the way that red sequined dress hugged every hot and sexy curve on your body, they way it moved as we danced in the moonlight, those adorable purrs when I kissed you down your neck, that all couldn't have been just nothing right? Honestly I was hoping this would go a little smoother than it did, I mean you can't help but notice that I fuck with you a lot less than those other people out there. What, a little skirt flip here and there? That's nothing compared to what some others get, you don't think that's for no reason do ya?"
>You close the final gap and get inches away from her face
"I just want that feeling again with you, it's not a feeling I get to have often so I'm just throwing caution to the wind in the only way I know how here. So what do ya say we meet up during lunch and... find a nice, quiet spot just for ourselves and relive that moment?"
>She has been pretty quiet throughout your entire spiel with an unreadable expression on her face
>After a few seconds of some hard thinking, Rarity finally blinks and sighs
>"My, you... certainly have a way with words Anonymous. I didn't know how much all of this means to you, I always assumed you just brushed it off and completely forgot afterwards. As much of a headache you can be, I must admit you were a proper gentleman to me during our night together and I guess that might have influenced my actions."
>Her face softens to a half smile
>"I'll tell you what I'm going to do."
>Her hand floats over to yours containing the stack of cash and pushes it away
>"Keep your money, it would feel wrong otherwise. Now, class is about to start so I want you to listen and listen close. The music room is usually empty during lunch so I go ahead and meet me there, but in return you WILL allow me to search your phone and delete that video myself for the rest of the classes until lunch, okay?"
>Fuck it, the only other thing on there is a few of your fights and pictures of all your drinking escapades, which are mostly a fuzzy mess but you can somewhat remember what happened what you see them
>Kind of
>You smile and nod your head, it's a small price to pay but it'll be worth it later
>And fuck yeah you got to keep your 500!
"that's fine by me, here ya go!"
>You reach into your pocket and pull out your phone, then hand it to her
"Passcode is 1234, trust me nobody expects it."
>*BRRRIIIIIINGGG!*
>Shit, looks like it's time for class
"Music room it is sweetheart, see ya then."
>You lean if for a little peck but you're stopped by a small white finger on your lips
>"Ahhh, nope. What makes you think I'd be willing to accept that after everything?"
>She turns on her heels and begins to walk to her next class, head cocked towards you
>"Save it for lunch, Oh and Anonymous? That's ALL we're doing, same as before, Nothing more, nothing less. I don't want to have to deal with that kind of mess right now, okay?"
>Okay.
~
~
>Later, in the music room at lunch
>"Ahh! Yess Anon~ Harder!"
>Lifting Rarity's hot sweaty body off the desk, you hold her open in the air just like you did in your dream and bounced her against your waist over and over again
>Her heavy pants wash over your neck as she leans over and bites you out of pleasure
>It only makes you advance your stride and push harder
>Unfortunately you're being robbed of some feeling because she made you pop a rubber on but beggars can't be choosers
>Not that you're letting it stop you anyways
>Ohhh~!!!"
>Her cute, flushed red face quivered in pleasure as you went on
>You're very pleased to say that unlike in your dream, you feel the rush of an orgasm coming, getting ready to shock your whole body 
>Leaning in close to Rarity's ear, you ask a very important question
"Where do you want it sugar? I'm about to paint you a new shade of white!"
>In between her lustful pants you're able to make out what she's saying
>"On my face! I want it on my face!~"
>You stop and pull out, letting her down for the final stretch
>Quickly she drops to her knees and grabs your cock with one hand and your fondles your sack with the other
>"Give it to me Anonymous! I want it right now and I won't stop until I get it!"
>Rarity opens her mouth and takes the head in, sucking and lolling her tongue around the tip while rapidly sliding her soft hand up and down your shaft
>Soon enough it all becomes too much to bear, the swelling feeling in your loins reach max capacity and finally you release your hot sticky seed all over her
>Thick ropes stretch across her face as she takes it all, some landing on her perfect round tits and even her legs
>You nearly collapse with all the pleasure coursing through you but remain standing
>Small shocks resonate as Rarity drains the last of your cum out of you with her mouth
>Releasing your cleaned cock with an audible *POP*, she puts her hands back and leans to relax
>Still slightly out of breath, Rarity speaks as she reaches for her purse
>Wow... you sure know how to show a lady a good time Anon, I'll give you that much."
>Taking a kleenex out from her purse, she wipes away the mess you made on her
"That's why they call me the Poonani Donni baby, I know what the ladies like~"
>You give her a sly wink, but she only rolls her eyes and scoffs
>"Sure, whatever you say Anon. I better get going now, It's gonna take me forever to redo all this make up again, thanks for that by the way, and I don't wanna miss my next class."
>You help her up as she adjusts all her clothes and cleans herself up
"Alright babe, I'm just gonna chill here for a bit until class starts. Have fun out there."
>After pulling your pants back up, you find a chair in the room and rest your aching muscles
>"Oh I think I very much will Anon, and I almost forgot,"
>Reaching into her purse again, she pulls out your phone and hands it to you
>"I found it and deleted it, all copies. Goodbye Anonymous, I wish you well even if you don't deserve it."
>Alright, whatever that means
>You silently wave as she heads off to wherever, closing the door and leaving you to your vises
>It's a shame you weren't able to record it this time since she held your phone, but you think it was worth it for getting to pound her away
>Oh well, at least you were able to keep all the money you saved up
>The money right...
>Not here?
>What the fuck?
>You could have sworn you put it back in your pocket...
~

~
>Be Rarity
>And you just made the easiest 500 bucks ever.
>All you had to do was deal with Anons bullshit for a few minutes and lose a little bit of your dignity but now with no dirt he has no power over you
>As if anyone would believe a bumbling buffoon like him anyways!
>But you'll admit, that cock of his is to die for
>Now what should you spend this on first...
~