Fluffy Encounter

by Omegathyst

First published

Being a human woman in a world full of cartoon ponies, Anon never expected to get laid, let alone by her best friend...

Anon never expected to be spontaneously dumped in the colorful world of her favorite show, becoming friends with the heroes of Equestria and even their youthful students in the School of Friendship. Another pony joined the School of Friendship shortly after her: Kerfuffle. As the two unexpected best friends celebrate their graduation, their relationship takes a surprising turn...


Takes place shortly before The Last Problem.
Disclaimer: Anon is a woman.
Contains lesbian sex, human-on-pony sex, tipsy sex, fingering, face-sitting and other forms of oral sex, all in a fluffy friends-to-lovers tale.

Unexpected Pony Love

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“Next up for their School of Friendship certificate is Anon!”

Anon heard a chaotic blend of hoof-stomps, clapping, cheering, and tails hitting the ground as her name was announced. Standing up, towering over almost every other creature in the room, Anon walked up to the stage in her custom-made cap and gown as the certificate was levitated into her arms by the pink pony principal in front of her. The Young Six graduated long before her, with half of them being her teachers. But there was one dear friend already holding her certificate, cheering and waving as the oversized cap wavered on her pink-maned head: Kerfuffle.

It was one fateful morning when Anon didn’t wake up to an alarm clock or a phone call, but to the natural sounds of the Everfree Forest. With only the clothes on her back, Anon walked onward until she made it to Ponyville in the dead of night. Walking over to the castle that she recognized from the show, she knocked on the door and was greeted by the principal Starlight Glimmer. After her long list of questions, especially in regards to her species and arrival, Starlight offered Anon a bed in one of the guest rooms where she ended up staying for over a month. Now having her own room in the dorms of the School of Friendship, she had spent a good portion of her time sharing said room with Kerfuffle.

Before her arrival, Anon had normally received her custom-made clothing from the Element of Generosity herself, but upon the pegasus’ arrival from a little town called Hope Hollow, Kerfuffle was elated to create her own designs for this tall alien creature that she had never encountered before. Only difference was, Kerfuffle didn’t rattle on questions about Anon’s existence like the other Ponyville citizens did. And in turn, Anon never questioned Kerfuffle's prosthetic leg once. They ignored such minor details in comparison to their hobbies, dreams, and most importantly, their friendship.

Anon walked down from the stage, nearly dropping her certificate as she rushed over to embrace the light blue pegasus, with Kerfuffle embracing her quickly in return.

“We did it, Anon!” Kerfuffle rejoiced.

“Did you ever have a doubt?” Anon pointed out, pulling out of the hug and sitting beside her pony friend. “I mean, it’d be kind of embarrassing to fail at friendship.”

“True, but only the best of friends graduate,” Kerfuffle noted. “Did you decide how you wanted to celebrate?”

“Stuffing our faces with cake was tempting…” Anon looked away, scratching her chin as she slowly came to a decision. “But bringing pizza and wine back to our dorm room sounds even better.”

“I thought you might say that,” Kerfuffle batted her eyelashes and grinned as she looked up at Anon. “I already bought some wine bottles that I tucked under my bed, we just have to get the pizza.”

“You sneaky devil,” Anon returned the grin, booping Kerfuffle’s snout as they waited for the last of their classmates to graduate. As the graduation concluded, Anon and Kerfuffle got out of their chairs, the latter flying up to be eye level with her friend.


The door to the dormroom was kicked open, flying into the wall and nearly creating a dent in it as Anon grinned, pizza box in her hands. Kerfuffle flew in after her, landing on her four hooves as she walked to the bottom bunk bed and reached her wing underneath, pulling out two bottles of wine. Anon set the pizza box down on their shared desk, closing and locking the door before she turned to Kerfuffle. As Kerfuffle got two glasses out from underneath the bed, Anon opened one of the bottles and began to pour wine into the glass that Kerfuffle held in her forehooves. After getting her own wine, Anon helped herself to her favorite kind of pizza as she set the wine glass on the desk.

"So what's next for the great Kerfuffle?" Anon asked between bites. "Are you going back to Hope Hollow?"

Kerfuffle, who was reaching for the pizza box on the desk, stopped and glanced behind her shoulder to stare at Anon sitting on the carpet floor. Anon tilted her head.

"Something wrong?" Anon noted.

"N-No, I just didn't expect you to ask so soon," Kerfuffle sighed. “I’m kinda at a crossroads about my future right now.”

“Really?” Anon raised her eyebrows as she set down her pizza and drank from her glass. “You always talked about how you’d send us letters back from Hope Hollow, and that friendships could survive the distance. Our teachers taught us that, remember?”

“I know, but I said that months ago,” Kerfuffle blushed, taking her slice of pizza and sitting beside Anon. “Stuff has changed since then.”

“Oh!” Anon set down her glass, grinning down at her pegasus friend. “Are you thinking of becoming Rarity’s apprentice like Yona?”

“Maybe?” Kerfuffle stared up at Anon with her wide purple eyes, and Anon felt a sudden burning warmth in her chest that she hadn’t felt before. At least not this strongly.

Perhaps it’s just the alcohol in my system.

“You don’t have a stallion back at Hope Hollow?” Anon chuckled.

“You know I would’ve brought him up,” Kerfuffle set down her pizza as she drank from her wine glass. “Just like I would’ve known if you had someone back on Earth.”

“Well, I don’t talk about my history back on Earth much,” Anon shrugged. “What is there to talk about? Work was decent at best, family and friends were nice, but I doubt I’ll be seeing them anytime soon, and my dating life…?”

Anon paused her speech, the heat in her chest spreading throughout her body as Kerfuffle’s gaze hung onto Anon like a moth to a flame. Anon thought back to her dating life: while it was lacking, it was certainly more existent on Earth than in Equestria. As soon as she became adjusted in a land full of colorful cartoon horses and other animals, Anon had resigned to living the rest of her life in one long dry spell. After all, she couldn’t have sex with the citizens here! They’re animals. Sure, they were intelligent, sentient, and in some cases, overwhelmingly cute, but they were animals nonetheless. While crossing that line wasn’t something Anon intended to do, she didn’t know what she’d do if somepony did fancy her.

But at the same time, I wonder what is going on between us right now?

“Um, my dating life wasn’t anything to write home about,” Anon finished her sentence, drinking more wine as she tried to ignore the heat intensifying into lava running through her veins. “You?”

“Well, the ponies back at home fancied each other more than me,” Kerfuffle rolled her eyes. “I’d like to think that they’re telling the truth, and that this-”

Kerfuffle turned to face Anon, stretching out her prosthetic leg onto Anon’s lap as she frowned.

“-doesn’t make them think any less of me, but why didn’t anypony ask me at home? Was I too dorky, tacky in my fashion sense, too loud?”

Anon, setting down her empty wine glass, didn’t respond with words. Instead, she reached her hand out to brush her fingers against the prosthetic leg and its wooden and gold surfaces.

“It’s pretty,” Anon whispered, her heart thumping in her chest. “What happened?”

Kerfuffle’s eyes widened, and she wasn’t even able to hide the red tint appearing on her cheeks as she looked away, rubbing her mane with one of her forehooves.

“It was a flight accident, I was out for a flight outside of Hope Hollow to clear my head,” Kerfuffle’s ears flattened. “When this thunderstorm came in. D-Don’t blame the Wonderbolts, they’d only intended to make it rain. They didn’t mean to create a tornado in the process.”

Anon’s heart plummeted as her fingers froze on Kerfuffle’s prosthetic leg.

“I got caught in the tornado and blacked out upon impact,” Kerfuffle explained. “When I woke up, I was in a hospital in Canterlot where this doctor had given me this prosthetic leg. It was only wood, but my friend Torque Wrench added the golden additions on my birthday three years ago. It was the second best birthday gift I could’ve asked for.”

Kerfuffle had a soft smile growing on her face as she stared at the ground, and Anon pulled her hand back to her side.

“And...what was the best birthday gift you received?” Anon felt her voice coming from far away, her body a maelstrom of emotions that she tried to keep at bay. But she felt herself failing, her mind teetering on the line between normal life and nirvana. But Kerfuffle set her empty glass on the ground, flying up to Anon’s eye level, and batted her eyelashes as she sealed the human’s fate.

“It was meeting you,” Kerfuffle whispered, and pressed her lips against Anon’s own lips.

Anon felt the warm connection of their lips together, but her brain took several seconds to catch up with her body. As soon as the kiss from her best friend had kicked in, Anon’s hands had reached Kerfuffle’s cheeks as she tackled Kerfuffle to the ground, her right hand sneaking into Kerfuffle’s mane as her tongue slipped into the mare’s mouth. To hell with her past concerns about sleeping with ponies, this wasn’t some animal, this was her best friend Kerfuffle. The mare that had been there for her throughout most of her time at the School of Friendship, the mare that had created outfit after outfit for her, and now, the mare that had her heart.

Anon’s fingers went to work, slipping the graduation gown off Kerfuffle’s body and pulling back from this kiss, kissing down Kerfuffle’s neck. As she continued kissing down to the chest and then stomach, Kerfuffle let out a squeak as Anon sucked on one of her nipples. Anon held Kerfuffle in her right arm as she slowly slipped two fingers inside Kerfuffle’s pussy. Kerfuffle squealed, bouncing up and down on Anon’s fingers as much as she could. Anon stopped sucking on her best friend’s nipple, moving up to silence Kerfuffle’s sounds with a second kiss. After several seconds of the pegasus fucking herself on her human lover’s fingers, Anon stopped, pulling her fingers out of Kerfuffle as the mare wiggled in Anon’s embrace.

“Why’d you s-stop?” Kerfuffle whimpered. Anon slipped her right arm out from underneath Kerfuffle, causing the pony to land on the carpet floor. Anon smirked as she laid on her back, kicking her legs out as she nudged Kerfuffle’s face with one of her toes.

“I didn’t stop, I just changed positions,” Anon grinned, even though Kerfuffle couldn’t see. “Why don’t you come to me?”

Kerfuffle got on her four hooves and flew on top of Anon’s chest, pawing at her breasts that were still concealed underneath two layers of clothing. Kerfuffle pouted.

“I don’t get to see underneath your clothes?” Kerfuffle frowned.

“I don’t know, humans aren’t the same as ponies,” Anon shrugged. “You might not find my body attractive, plus that’s not why I wanted you here. Turn around, Kerfuffle.”

Kerfuffle blushed, turning around and revealing the pale blue pussy that Anon had sunk her fingers into earlier. Slowly lifting a hand towards Kerfuffle’s hindquarters, she then smacked her on the butt, eliciting another squeak. Before Kerfuffle could say anything, Anon grabbed Kerfuffle’s butt with both hands and pulled her down until her pussy was resting against Anon’s face. Anon gripped Kerfuffle’s flanks as her tongue played with Kerfuffle’s clit, causing the mare to buck herself against Anon’s face. Anon had thoroughly enjoyed being on the receiving end of face-sitting in the past, and finally getting to be the one giving thrilled Anon to bits. Kerfuffle’s incoherent gibberish went straight from Anon’s ears down to her pussy as she gave the mare everything she had. Wriggling her tongue inside Kerfuffle, Kerfuffle screamed to the heavens as mare-cum shot out from her pussy and all over Anon’s face. As her frantic humping slowed into a steady rhythm, and then into no movement at all, Kerfuffle collapsed onto Anon’s chest.

“Oh...oh fuck…” Kerfuffle moaned in between gasps. “T-Take off your clothes.”

“Shh, let’s get you to bed,” Anon got up, holding Kerfuffle in her arms as she walked towards the bottom bunk bed. Kerfuffle kept wriggling in her embrace, pawing at her graduation gown.

“N-No, let me return the favor,” Kerfuffle protested. Anon paused, staring down at the pegasus’ wide eyes, she felt her self-control starting to falter.

“I’ve, um, never really done that with a pony before,” Anon stammered, looking away.

“It can’t be weirder than fingering one, right?” Kerfuffle giggled, jumping out of Anon’s arms and into her bottom bunk bed. “Just take off your clothes, and we’ll go from there.”

Anon gulped, undressing herself until all that remained was a lacy white bra and panties that Rarity made for her a long time ago. Sitting on the bed beside Kerfuffle, Anon glanced down at the small mare. Kerfuffle’s owl-like eyes closed in on the fabric that kept Anon’s breasts concealed as she stepped closer, pushing the bra up and exposing Anon’s nipples. As Kerfuffle brought her lips to Anon’s nipple, pawing at her boob, Anon unhooked her bra and allowed it to fall onto the bed.

“You don’t find my body weird?” Anon asked, feeling the burning sensation of having her nipple sucked by the mare. Kerfuffle pulled back, shaking her head.

“If you don’t find mine weird, I don’t see why I’d feel that way about your body,” Kerfuffle glanced down, using her hoof to nudge at Anon’s underwear. “Seems like somethin’ is in my way.”

Anon reached down to take off her underwear when Kerfuffle brought her teeth to her panties and pulled them down her human lover’s legs. Feeling the cold air on her wet pussy, Anon felt her heart racing as Kerfuffle brought her muzzle just centimeters away from her vagina. Feeling the pony’s hot breath on her clit, Anon felt her own breath being stolen from her as she stared down at Kerfuffle in the quiet and dark room. As she opened her mouth to speak, a sharp gasp came out of her mouth instead as she felt Kerfuffle begin to stimulate her with her tongue. Feeling Kerfuffle’s hoof joining her tongue, Anon felt her hips lightly buck into the pony’s touch. Trying and failing to hold back as to not be too rough with the pony, Anon’s fingers sunk into the mare’s mane as she steadily bucked harder into the electric touch of her best friend.

“Oh fuck oh fuck oh fuck!” Anon hissed, her eyes rolling to the back of her head as her final thrusts nearly knocked Kerfuffle over. Feeling her walls contracting around Kerfuffle’s tongue, Anon screamed Kerfuffle’s name before going silent, the only sounds coming out of her mouth were loud exhales. After a minute or two of the loud breathing filling the otherwise quiet room, Kerfuffle flew onto Anon’s chest and kissed Anon’s cheek.

“Oh my stars,” Kerfuffle whispered, looking into Anon's eyes. “That was mind-blowing.”

“Yeah, I never expected to be with a pony like that,” Anon laughed, scratching behind Kerfuffle’s ears as she beamed at her new lover. “So, do you know where you’re going to go now?”

Kerfuffle paused for a moment, before her butterfly-inducing grin came back full-force as she wrapped her forelegs around Anon, nuzzling her neck before she whispered in Anon’s ear.

“Anywhere will do, as long as I’m with you.”