Naked in New York

by PegPony

Persuading Pumpkin

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Rarity arrived at Mrs.Cake's house, people assumed that she lived at Sugar Cube Corner, it was only when she retired and gave ownership of the bakery to Pinkie Pie that everyone realized she did actually have a home outside of her work space. Rarity knocked on the door and the buxom body of Mrs.Cake opened the door "Why hello dear! How can I help you? Not here for sex are you? Ever since my husband became stranded abroad last week people all over town have been coming here to give all my holes a good workout" said Mrs.Cake.

Rarity went "He's still travelling the world looking for recipes?"

Mrs.Cake went "No no it was a holiday, I would have gone with him of course but it appears that my body simply won't allow for it, I was able to squeeze my rear through the front door when I got in, but upon attempting to leave the house it seems that my bottom is just far too large. I'm having some people come over this afternoon to enlarge the door so that I can get in and out more easily". Rarity had to stifle a laugh, Mrs.Cake really must have had an enormous backside to be constantly confronted with that kind of problem.

"Well Mrs.Cake..." said Rarity "You may or may not be happy to know that I'm not here to have sex with you, but Applejack told me you might know about the identity of a certain dick-girl that is living in town?"

Surprisingly Mrs.Cake didn't at all hesitate to reveal that information, "Oh you're looking for a dick-girl? Well I won't pry into your reasons for doing so dearie, but the only dick-girl right here in town is my daughter Pumpkin, you'll want to go to Sugar Cube Corner". Rarity breathed a sigh of relief, finally she had an answer. Though it annoyed her just a little that she had to go back to Sugar Cube Corner, she was just there! Nevertheless she thanked Mrs.Cake and started making her way back to Sugar Cube Corner. Rarity walked in to find that Pinkie still wasn't behind the counter, she wasn't still in her room with the strap-on up her butt was she? Luckily there was one person behind the counter and it was exactly who she was hoping to talk to, Pumpkin.

"Hi Rarity" said Pumpkin "How can I help you? Looking for a sweet treat to eat?"

Rarity smiled and said "Actually Pumpkin, I'm looking for you. I'll cut straight to the chase, your mother has informed of your... condition, let's say".

Pumpkin was totally unphased and said "Oh, you mean that I'm a dick-girl? Yeah, it's true. Why? Have you come here to fuck me?" Rarity deadpanned, what was wrong with the girls in this town? Everything was always about sex.

"No Pumpkin, I've actually come here because a friend of mine needs a model for a photo shoot in New York, however the model needs to be a girl of your... proportions".

Pumpkin said "Look, stop hiding what I am behind ambiguous words, I have a cock alright? In fact using terms that don't outright explicitly say it just makes me feel more uncomfortable. So you need a dick-girl model huh?"

Rarity just nodded before saying "Well? Are you up for it?" Rarity silently begged in her mind that Pumpkin would agree to do it, she was positive that searching for another dick-girl would be like trying to find a needle in a haystack.

Pumpkin thought for a moment before a devious grin appeared on her face "Well I suppose I could take a trip with you to New York and let someone snap a few pictures of me... on one condition.". Oh dear, if today was going to be one of those days, Rarity had a good feeling what this condition was going to be, dick-girls were notoriously insatiable when it came to sex. "You see..." said Pumpkin "If I heard correctly when you were shagging Pinkie Pie earlier, you've never ever had anything in your butt before have you?" Rarity's eyes went wide, Pumpkin couldn't possibly be asking what she was about to ask, her hands were tied!

Pumpkin giggled "I can tell from your face that you've caught on to what I'm asking for here, so shall we go up to my bedroom so I can pop your anal cherry?"

Rarity just blushed and said "Just this one time, right?"

Pumpkin went "Sure sure, unless you beg for more that is". Rarity was not a big fan of this, anal sex always just seemed so uncouth, but it looked like she was going to have to sacrifice her perfect bottom if Photo Finish was going to get her model and Rarity wouldn't dare stand in the way of fashion, pornographic or otherwise. As they both went upstairs Rarity peeked into Pinkie's bedroom to see that she wasn't there, it was only when she heard the sounds of creaking bed springs and pleasured moaning coming from Pound's bedroom that she realized Pinkie was busy riding Pound while he was balls deep in her pussy. As Rarity walked into Pumpkin's bedroom, Pumpkin closed the door and immediately pulled her her skirt and panties down revealing that she was wearing a cock cage, Pumpkin unlocked it and let it fall to the floor, her cock immediately becoming strongly erect. Pumpkin said "You know, it's handy to wear that thing from time to time, but my goodness does it feel fucking good to take it off".

Rarity wasn't sure how she was supposed to respond to that and just went "So... um... how are we going to go about this?"

Pumpkin said "Well, seeing as this will be your first time taking it in the ass, my own personal suggestion would be for you to lean up against the wall and spread your legs with your delicious butt stuck out as much as possible, essentially you wanna adopt the perfect "fuck me" look, got it? Obviously you'll need to pull your jeans and panties down if my cock is gonna go anywhere". Rarity did as instructed as she pulled her jeans and panties down simultaneously before kicking them away from her feet and getting into position to have something shoved up her ass for the very first time, she decided to keep her sweater on, if Pumpkin wanted to grab onto her tits during this fuck session she'd just have to grope though the thick fabric of it.

Pumpkin looked Rarity up and down, licking her lips "Mmm Rarity, very good posture and form, it's almost like you've subconsciously been desiring a nice butt fucking from behind all these years huh?" Pumpkin teased as she picked up her bottle of lube and started coating her dick with the wet and slippery substance. Rarity shuddered as she felt Pumpkin lubing up her tight pucker, gently pressing against it with her finger, "Fuck Rarity..." said Pumpkin "You really are super fucking tight, you should have been taking dick back here a long time ago...". With some gentle pressure Pumpkin managed to slide a finger into Rarity's ass, Rarity groaned lightly as Pumpkin worked her finger into Rarity's untouched inside, softly loosening up her ass hole in preparation to take her thick throbbing shaft. After Pumpkin had managed to work in a second finger, she kept stretching out Rarity's rear a little before pulling her fingers out and then pushing the tip of her cock against her winking ass hole, gently placing her hands on Rarity's hips Pumpkin whispered "Are you ready Rarity?"

Rarity just nodded her head and prepared for her first anal experience.

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