Naked in New York

"Don't worry..." said Pumpkin "I'll be slow and gentle OK?", she reassured Rarity as she began to put a small amount of force behind her insistent pressing of her cock head against Rarity's virgin ass. Just for good measure, Pumpkin squirted just a little more lube onto Rarity's rear as well as the tip of her cock, then gripping onto Rarity's hips just a little bit tighter began to push and was successfully sliding inch after inch of her pulsating dick into the warm confines of Rarity's butt. Rarity groaned a little as she felt the phallic invader squeezing it's way inside her, stretching out a passageway that she never thought could stretch as much as it was to make way for what felt like an enormity of thick fuck flesh inside her, it was when Rarity felt it couldn't possibly go any deeper that she felt Pumpkin's hips pressing up against her butt cheeks, holding herself inside.

Pumpkin stopped and said "How do you feel Rarity?" To Pumpkin's credit, she was being incredibly patient and caring, allowing Rarity to accept this new experience at her own pace.

Rarity took a moment to let out a breath she didn't realize she was holding, she focused on just how her butt felt before delivering an answer "It's... it's certainly...... snug... but in an oddly comfortable way, almost like it was made to fit in some sense..."

Pumpkin smiled and said "Good, that's how it's supposed to feel, nice and full. May I start moving?" Rarity nodded and with permission given, Pumpkin began to ease her cock in and out of Rarity's back door. Rarity cooed gently, this was turning out to actually be quite relaxing as far as sex went, had this been what she had been missing out on all this time for fear of not seeming classy? She wasn't sure how she felt about it. Pumpkin spoke up again partway through her soft pace "How does this feel for you Rarity?"

Rarity was panting lightly as she said "Actually darling... this is somewhat..... soothing, I've never felt so relaxed, they should employ this kind of method at the spa! C-Can you... go a little faster?" Pumpkin smiled as she realized that Rarity was beginning to enjoy herself and gladly start pumping just a little faster, with her hips lightly tapping against Rarity's ass cheeks with a light patting sound. Pumpkin enjoyed rough sex certainly and wasn't a romantic type, but she did appreciate there was merits to a slower more relaxed type of sex, it was more sensual and made everything seem a little more sensitive, which is probably why she had started to approach her orgasm more quickly than usual.

"Rarity..." she said, a thin layer of sweat beginning to coat her body "I'm about to cum... now I really really do suggest that you let me cum inside, but if you want me to cum somewhere else then you need to tell me right now..."

Rarity shook her head, her body equally as sweaty as Pumpkin's, "No... by all means go ahead dear..." and with that, Pumpkin pressed her hips up against Rarity's ass as hard as she could to make sure her dick was as deep inside her as possible before emptying her nuts into the squeezing tunnel of Rarity's backside, both of them groaning in pleasure. Rarity relaxed as she felt the comforting warmth of Pumpkin's cum flood her insides, before she felt Pumpkin's dick retreat and slip out of her rear end. "Whoo..." said Rarity "That was...... that was something" she chuckled as they both put their clothes back on. "However, I think it's about time we both start getting ready for the trip to New York, Photo Finish is not a patient woman".

Pumpkin's ears perked up at that "Photo Finish?" she said "Did you j-just say... Photo Finish?!"

Rarity looked at Pumpkin slightly confused and went "Um... yes dear, she's the one who needs you for her photo shoot... is there a problem?"

Pumpkin grinned wide from ear to ear and starting jumping up and down, she was clearly very excited, "OH MY GOODNESS PHOTO FINISH! Oh she is my idol, such an inspiration! I can't believe this is happening! WOOHOOOOOO!" Rarity realized that maybe if she had told Pumpkin that Photo Finish was going to be the one in charge of the photo shoot earlier, than maybe she might not have had to give up her anal virginity to Pumpkin after all, though that wasn't to say that she didn't enjoy it, the possibility of engaging in the activity again in future was something Rarity intended to consider. Rarity just pinched the bridge of her nose in frustration, the sex was nice and it had relaxed her enough that she didn't immediately want to punch a hole through a wall, but today had been very sex heavy and it seemed the more she tried to avoid it the more it kept happening. Nevertheless, she had achieved her goal, time for her to start packing for fashion week and also make sure that Pumpkin was ready to go along for her photo shoot.

• two days later -

"I can't believe I'm about to meet the biggest dick-girl icon in America" said Pumpkin, Rarity had been kind enough to escort her to the Colcasa hotel before leaving for fashion week.

Rarity chuckled and said "Well I'm glad you are so excited, I have to admit I thought you'd be worried about partaking in a nude photo shoot for the famous porn magazine "Keeping it Kinky" but you seem to be more excited than ever".

Pumpkin just went "Are you kidding me? So long as I'm working with a professional of Photo Finish's caliber, she could take pictures of me having sex with an elephant for all I care!" Rarity wished the Pumpkin could at least keep her voice down, she was attracting a couple of odd looks.

"Yes yes, now Photo Finish should be out any second, now try not to fawn over her too much, remember that she wants you here for a photo shoot, not a fan interview" said Rarity.

Pumpkin decided to be cheeky and with a smile asked "What about a steamy sex session?"

Rarity just looked at her disapprovingly and said "Now now, keep your mind out of the gutter", though in her mind Rarity assumed that if she knew Photo Finish as well as she thought she did, the chances of her and Pumpkin eventually fucking was fairly high. As soon as Rarity left, Pumpkin simply waited outside the hotel for Photo Finish to turn up, she was incredibly anxious and nervous about meeting a woman who she practically considered a hero for being a successful business woman as well as an outspoken dick-girl. Five minutes passed before Photo Finish walked out of the doors of the Colcasa hotel and found her eyes instantly drawn to Pumpkin, she could tell that this must have been the model that Rarity had sourced for her.

Photo Finish walked up to Pumpkin and said "Bist du das model das für mein pornografisches fotoshooting hierher gekommen ist?"

Pumpkin just stared in a mixture of starstruck and bamboozled "Uuhh........."

Photo Finish again cursed herself for so casually slipping back into German and went "Pardon, I keep forgetting to speak englisch, you are ze model for mein fotoshooting, Ja?"

Pumpkin said "That's right! Can I just first of all though just say that... I'm a big fan"

Photo Finish smiled and said "Danke, now come, ve must go to studio for ze fotoshooting, zere is much to do, ve go!"