Winston meets Twinklebutt (Author: Oculus)

Winston meets Twinklebutt

~or “Winston’s First Time”~

~By Oculus~

~

“Buhbye mummah! Buhbye daddeh!”

Winston was waving his forearm and his two human owners, the Carters. A friend of their’s had just gotten married, and the couple in very formal dress for the occasion.

“You be a good boy, you hear?” said the husband, as he reminded him, “don’t got messing up the house now, little guy!”

“Winston wiww be guud.”

“Dats my little fluffy”, says Mrs Carter, as she bends down to give her fluffy the biggest.

“Bigges’ huggies! Hab a fun time, mummah an daddeh!”

With the front door cloor, Winston waddles to the window of the living room, and carefully watches the metal monster of his human monsters roar into life. Its two bright see-places piercing the dark with its light, the car departs from the house.

Winston knows that its now or never. A brown fluffy with a black mane, he runs towards his pet bed, and, with the little strength that he has, lifts up the bed. Sometimes, Mr or Mirs Carter would drop a few of the shinies, something that the humans called “coins”. Whatever theyw ere, theyw ere the type of monies that wouldn’t get damaged like paper.

~

”I know wut Winston nee’.”

Winston was currently playing with the neighbour, Lemon. Lemon is a bright yellow fluffy with a yello-white man. About a year to two older than Winston, Lemon knew a thing or two about the city that Winston didn’t. Also, and unlike most other fluffies, Lemon didn’t think any different of Winston just because he was a Bay-coloured fluffy.

“”Wut am dat, fwen?”

”Winston nee’ a speshuw fwen!”

The statement made Winston’s eyes widen up. Both Lemon and him were chemically neutered, and had long been taught at the schools that having special friend or babies was not a good idea.

”Bu’ bu’… it nu am wite!”

”Winston, fwen, ‘ou awways hab tawwkies about bein’ wonewy ewen tho fwuffy hab fwens an’ famiwy. Wemon tinks fwen nee’ da enfies.”

”Bu-bu it nu am safe!”

”Wisten. Fwuffy knu just da pwace. But it hab to be a wite time, awwite?”

~

As the fluffy door at the back of the house lifts up, Winston makes his way through the back, out of the garden, and into the front of the house. Though the house has fencing, There is a little hole in one of the fences that allows Winston to slowly make his way through. Winston knows that daddy Carter might fix it up, but he is thankful to sky daddy that this one day this wasn’t happening.

Coming out of the hole, he sees Lemon, patiently waiting for him. The yellow fluffy had been looking to the left and right to see if anyone was around.

“Winston fwen am weady?”, Lemon speaks in very, very hushed tones.

Winston nods.

“Fowwow fwuffy. And be cawefuww.”

~

Not too far from the houses that Winston and Lemon lived in was the the Downtown. And while the Downtown had its more vibrant areas that were active way past anyone’s bed time, there were also older, and much seedier areas within this place. Few to any humans went here, and most of the shops here were closed, covered with signs looking for tenants.

Winston remained closed to Lemon, as both fluffies were approaching an old man who was sitting at the entrance to one of the alleyways. This old man had a green unicorn by his side. Her mane was grey, her fluffy was slowly falling, and she had wrinkles, all clear signs of age. But the old man loved his fluffy all the same, as he kept massaging her back while shaking his tin, hoping some kindly human would come by and provide some loose change.

Lemon was checking the walls, and noticed the entrance to this alleyway had a very crude drawing of what looked like one fluffy humping the other. This had to be the place.

“Hewwo, kind mistah.”

“Ah, hello cuties,” said the old man. “Hewwo,” said the grandma fluff too, looking half-sleepy.

“BLARGH!”

Lemon had done this routine many times, and had been used to this. Since he didn’t eat that today, very little of his dinner was in the remains that were on the floor. But what was more important, in that mix of bile, was the large, precious coins, that both hobo and old fluffy recognized.

“Oh, so you’re two are here for a special time?”

“Dat am wite. Dis monies am for fwen an’ fwu-“

“BLECH!!”

Although Lemon had brought enough money to pay for his friend a swell, Winston had been practicing for this moment. It took him a while, and he had been practicing the motions, but he finally managed to get the little dinner he had. And more importantly, his fee for this rite of passage.

The old man laughs. It was more then enough to interest the old fluff, whose eyes were now wide open. The old man picks up the coin and places it in his tin.

“Follow Macey here. She’ll take you to the place.”

As the grandma fluffy walks further into the alleyway, Lemon nudges Winston to follow her.

~

Winston and Lemon were now in an underground room of an abandoned building. The old fluffy fluffies brought both fluffies to a dog dish filled with water.

“Dwink.”

Without a second thought, Lemon did so and Winston followed suit. The taste of bile that had lingered in their mouths was now gone.

“Come.”

Leaving the entrance room, the old fluffy brought the two young males to a room fillwed with all kinds of fluffies, a lot of them female. Some had lipstick on, some were wearing weird kinds of clothes fluff, and there were even some males. And all of them were being rather, friendly.

“Hewwo, big bois. Fwuffy wan a guud time?”

“Mmm…. Choco fwuffy.”

A particularly big female fluffy walked up to Lemon. She seemed like the tough type, as she asserted herself, “Oi. Widdwe babbeh wan a guud time wif mummah?”

“Ooh, ooh!” cries out Lemon, as he nuzzles into the side of the female toughy’s side. “Babbeh hab been bad boi, mummah!”

And the two walked off, disappearing into a hole in the wall, covered by a small curtain.

The grandma fluffy then looks to Winston, asking “Whatchu wike, boi?”

Winston’s heart was beating. This felt wrong. So wrong. Yet he wanted it so badly.

“D-d-dis am fiwst time.”

The grandma fluffy smiles. She seemed to have an idea of what was ideal.

“Twinkwebutt!”

“Yes mummah!”

Twinklebutt was a lilac fluffy with a light purple mane, and she walked up to Winston and the elderly female smartie.

“Dis fwuffy hewe am hab fiwst enfies.”

Enfie. That word was so crass, and it was such a forbidden word.

“Otay!” smiled Twinklebutt. Without a second though, she starts to hugs Winston.

“Hewwo pwitty boi! Dis am fwen fiwst enfies?”

“Y-y-yus.”

Twinklebut smiles. Turning her butt towards Winston’s face, she wiggles her rear, as she softly cooes, “Come in.”

~

”Habbing a speshu’ fwen is am sewious!” A concerned but nagging line came out of a television, as the fluffies were watching the sexual education lesson.

Winston was in class. The daycare he attended was one where only male fluffies could attend. While neutering was encourage among male fluffies, the Christian-based daycare that he attended had divided their schools and classes between the genders, based on the belief that minimizing contact between the genders from foalhood would discourage fluffies from seeking out relationships

Still, it was agreed upon that sexual education needed to be taught to teach fluffies about their developing bodies. After all, even neutered fluffies had some libido, though little.

“Oi, dummeh.”

Winston hear the whisper, and turned around. He was greeted by a large, erect penis. Two of them, as two of his classmates were comparing their penis sizes.

“Oi poopeh. Fwuffy hab bigges’ nu-nu stick, wite?”

”Nuh-uh! Fwuffy am bigga!”

Winston looked around. The teacher had not yet come back from the toilet.

”Come,” goaded one of the two, saying “Winston, show yer peepee.”

But Winston turned his back and looked at the screen. He could hear the two sniggering.

“Teehee… Winston hab smaww peepee. Nu mawe wiww wan’ a fwuffy wiff smaww peepee.”

“Dummy , poopie, smewwy babbeh with smaww peepee.”

~

Entering inside the curtain was a small area illuminated by a white glo-stick. Looking around, Winston could see a pet bed, a ball, and a few other weird toys he had never seen before. At least one of the toys looked like a replica of a fluffy’s nu-nu stick, but made of plastic.

“Fwuffy am Twinkwe. Wut am youre namesie, pwitty boi?”

“W-winston.”

“Such a pwitty name! Fwuffy wike.”

Going up to the pet bed, the fluffy assumes a sitting position. She beckons to Winston to sit beside her, encouraging him.

“Wets hab tawkies.”

And the two talked. And talked for a forever. The talked about Winston’s favourite game, which was hoofbaww, and it was Twinklebutt’s favourite game too!

“Fwuffy wub Manchestew.”

“Manchestew am a guud team,” laughs Winston. He did enjoy watching the Hoofbaww minor league games that were occasionally played on FluffTV.

As the conversation was going on, Winston noticed that Twinklebutt had placed her hoof on his member. While unsheathed earlier, chatting with Twinkle, and the prospect of a sexual encounter with the fluffy was causing the glans of his penis to start peeking out of his shaft.

Now fully aware that Winston was looking at his penis, Twinklebutt coyly asks, “Winston wan be a daddeh? Gib Twinkwe enfies?”

Winston started to breathe heavily. but Twinklebutt whispered in his ear with a soothing, “Wewacks.”

As she said this, she slowly rubbed her hoof on the sheathe. Aside from the vet, and the few times he had masturbated, no other person, not even a female fluffy, had touch his no-no stick. It was something he wanted, and had waited for so long. And with the sheathe down, his penis was fully erect.

“Wah, so big!” said Twinklebutt, complimenting Winston’s size.

“B-b-big? Bu, bub u otha fwuffs say Winstown am smaww.”

“Dey am dummehs. Nice, big nuu-nuu stik. Wiwwkins wiww maek fow a good daddeh!”

And as she said this, she got on her fours, and brought her mouth to the nuu-nuu stick. Moving her head up and and down, she uses the soft parts of her mouth, her tongue and palate to slowly massage Winston’s penis.

“Ng!” Winston was not sure what to feel. He knew that mouths existed to eat food, but he never thought of using the mouth on the nu-nu. It felt so unclean, and yet so exciting. And Twinklebutt’s mouth was so moist and nice. But this was his first time and, he couldn’t control himself.

“Waaah, so much!”

It was a clear liquid, the liquid of precum. Twinklebutt smiled, knowing that she was getting Winston read. Turning her back on Winston, and rearing her bare vagina to the fluffy, she then gave a suggestion.

“Use mouth pwace, and gib Twinke nuu nuus wickies.”

“W-w-wick?”

“Yus! Dun be shy,” coaxed Twinklebutt shaking her ass in his direction.

Getting on his fours, he brings his mouth to Twinkle’s clit, being careful not to touch her anus. It was, a weird taste. He wouldn’t say it was yucky, it was just weird.

“Ooooh,” moaned Twinklebutt with excitement. Although she had done this so many times, there was something nice about a tongue going up her clit.

After a while, Winston stopped. Sensing this, Twinklebutt formally made the request.

“Can hewp make Twinkwe a mummah, daddeh?”

~

“Sowwy Winston.”

Winston was talking to Linda. Linda was his neighbour in the previous town that Winston lived in, and she was a pretty fluffy. He had brought her flowers, and occasionally the gift of chocolates.

“Bu… bu Winston thought Winda wike Winston!”

“Bu’ fwuffy do wike ‘ou!” asserted Linda. After a while, she explained, “But not wike dat.”

~

Winston was on his hind legs, his member ready. He was familiar with where his penis was supposed to go. But a part of him wanted to back out. And yet, it felt so natural. Like as though he was meant to put it in. Slowly, since it was his first time, he brings his penis inside Twinkle’s nuu-nuu.

“Ooooh…”

This was a deeper moan then the previous one. Twinklebutt proceeded to move up and down on his member.

“E-e-e-enf.”

It was a natural sound. That natural sound of fluffy stimulation, as Twinklebutt worked her magic on Winston with her hips. But after what seemed like a forever, she stopped.

“Now ‘ou move, daddeh. Make Twinkwe a mummah.”

It was so instinctual. Like what Twinklebutt did, Winston started to move his own hips, as kept thrusting into Twinkle.

“Enf enf enf.”

And now Twinklebuttwas starting to move too, matching her hips with Winston. Winston was really feeling it. This was better than the enfie toy. Better than using his hoof. Better than just imagining doing it with Linda. He was actually doing it with a girl fluffy! And a pretty one too!

“Enf enf enf! Twinkwe wan be a mummah! Gib Twinkwe babbehs, daddeh Winston!”

“Enf… enf…. Winston… am…”

And release! The warm white liquid erupts from Winston’s penis, feeling the interior of Twinkle’s vagiona. This beiong winston’s first time, he collapses, a bit dazed by what he has done. He just came into a girl!

Lying on his back, Winston could see his still-erect member dripping with liquid. Recovering from her previous position, Twinklebutt was now licking his still erect penis. Still sensitive of the sex, each lick was starting to cause more of the white goo to come out.

Spurt! One of the licks was so good, he came a bit more on Twinkle’s cute face. But Twinklebuttseem excited by that.

“Teehee! Winston am habing suu much fun!”

“Ye-ye-yeah.”

“Winston wanna stay this dawkie time! Hab guud sweepies wif mummah?”

The offer was tempting. But Winston had only paid for sex with Twinkle. And his human owners were bound to return.

“N-nu Twinkwe mummah. Daddeh Winston nee’ ta go homesie.”

But Twinklebutt gives a reassuring smile.

“Fwuffy undahstan.

’ou go home, Daddeh Winston.”

She then gives Winston a kiss on the cheek, and whispers in his year, “Come back next bwite time.”

~

“Hab a guud time?”

Lemon asked this, as he walked side by side with Winston. Though stammering, and a lil’ tired, Winston nodded with a shy, “Y-yeah.”

“Fwuffy nu can do dis aww time, but dis am a speshuw kine’ of pway.”

Winston nodded. Most of the other girl fluffies back at the previous town and even hear avoided him because he was a brown coloured fluffy. But the experience at the brothel felt different. Twinklebutt didn’t judge him because he was of an “ugly” colour, or if he had a small peepee. Of course, he had to pay, but the experience just felt worth it.

Upon reaching the house, Winston and Lemon noticed the car had not returned. That was good.

“Hab guud sweepies, Winston fewn.”

“Ou’ too.”

~

Without a second though, Winston goes straight into his room, and slumps his body on his pet bed. The night of sex, followed by the walk home, had sapped his energy.

It was about an hour later when the Carters had reached home.

“Winston? Winston,” called out Mr Carter. Usually at this time, Winston would still be awake, playing with his building blocks or his favourite race. But to his surprise, Winston was on his pet bed, sleeping soundly.

Smiling, Mr Carter takes a blanket, and places it on the sleeping Winston.

“Rest well, buddy. You must be tired.”

19 Likes

No one can ever know

A story that had been on my mind about a prostitute fluffies, and with it a fluffy brothel. I was initially going to go with a different character, but I decided to use Twinklebutt as it seemed like one possible depiction of her background. That said, this version of her past is less abusive than what was suggested in East Side Night Care.

Notes:

  • Winston may have a small or big peepee depending on headcanon. While chatting on Discord with @Nacho and a few others, a common joke was that so called “poopie coloured fluffies” would have big penises. On the other hand, and given that Winston is also an involuntary celebate (incel) fluffy, its also possible that he has a small peepee and Twinklebutt is just being professional.

  • All the mares at the brothel are infertile, but have a high libido.

  • I was flopping between having the brothel having no human intervention and be run by the smartie, or having it be a bum decide the ideal escort for the client. I decided to opt for a hobo guarding a seedy brothel owned by a fluffy mama-san.

  • the old fluffy in the story is the mama-san, and is also a smarty. The herd in this story is more matriarchal in nature

  • the idea was ultimately spawned by @jberg360’s depiction of the “tummy of howding”, as well as @Foxhoarder 's fluffy code. I could see certain fluffies using regurgitation as a means of holding money within their boy, then expelling the currency during times when they want to get a service, whether its sketties, or from a seedy place.

  • I might do another lore piece about the different kinds of fluffy prostitution. We’ll see

  • while this was tagged as “sexual-wierdbox”, I feel that “sexual neutralbox” fits it better.

  • lastly, and this is off-topic, but @ThatWelc has been wondering if I have been watching Kamen Rider Revice. The video at the start of this message should answer his question

This is one story out of two ideas I had based off the @jberg360 pic which I call the “Vomit Duology”. I don’t know when I’ll get to the other, as the other story is much darker then this one.

7 Likes

Can’t say I ever expected this type of story from you.
But versatility and all that.

3 Likes

could this possibly be the first ever fluffy erotica

1 Like

To be completely honest I was expecting more silliness than anything else and definitely was caught off-guard by the fully-written sex scene. I thought there would be a time skip. I don’t know how I feel about this; it’s well-written for sure, but to be frank the detailed erotic scene felt unnecessary.

Good job? I mean the quality is good. It’s well thought out. I like that you had inspiration from multiple sources.

1 Like

The erotic scene was detailed for a reason, as I feel that people tend to gloss over the sexual nature of fluffies. It is agreed that fluffies do enjoy sex and have expressed pleasure from partaking in it (guud feews, and being a special kind of hug), but the sex tends to be too oversimplified despite that fact. Like, some people like to assert the “poopie babbeh/fluffy” prejudice, yet still have fluffies disregard the colour prejudice and get it on despite the supposedly undesirable colour.

As somebody who likes to take a bit more realistic approach to fluffies, and prefers to work with a more hugbox-ish/neutralbox canon, I’d like to explore their sexual nature as opposed to just over-simplifying it. After all, if they can derive pleasure from sex, I think adult fluffies can understand that sex can be enjoyed in a fun way and not just as a way of having children.

2 Likes