A Night with Fluttershy (An MLP Jeeves Prompt, posted with permission)

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#94 of Smut I Commissioned

Fluttershy spends an evening with the ponies she understands the most. Namely parallel universe versions of herself. Much sex ensues. Written by Jeeves, posted with his blessing.


  • While not holiday themed, I think the world always could use more Futashy, especially if she's having fun with the pony who understsnds her the most... herself. This was, of course, written by Jeeves. Follow him on SoFurry or FurAffinity, and maybe donate to his Patreon.

A Night With Fluttershy

"Oh my goodness, thank you so much for thinking of me, Twilight! But... um, I thought that tonight I might have a bit of introvert time. An evening just for Fluttershy stuff, you know?"

Fluttershy blushed as she stood at the front door of her home, wrapped up in a fluffy pink robe from neck to ankles and peering out around the door at the smartly dressed alicorn who had landed in her front yard and knocked at the door barely a minute prior. The pegasus pony giggled and nodded as Twilight Sparkle assured her that was fine, just so long as she knew she was welcome, and even if she wanted to show up later they would all love to see her. Fluttershy knew that her friend was sincere, and though she was by no means the most confident and outgoing pony in the world she never had reason to doubt that her friends wanted her around. Truly though, as fun as she knew it would have been to be with her friends, on this particular night Fluttershy really did have her own plans. Thus she watched as with a final wave goodbye Twilight Sparkle spread her wings and launched herself back up into the air, heading in the direction of her castle. She waited until the alicorn was a shrinking speck on the skyline, and only then did she breathe a sigh of relief and let slip a ragged, breathless moan of desire.

Throwing her robe off her body, Fluttershy's naked form turned away from the door even as she slammed it shut, and raced back through her cottage towards its bedroom. Her ample breasts bounced as she ran, and as the pony approached her bedroom, the hefty cock which she had concealed only by holding it flat against her belly beneath her robe lurched with anticipation at the sound of giggles and moans from within. No sooner had she galloped in through the bedroom door, Fluttershy groaned in longing and felt her cock launch a thick ribbon of pre-cum across the floor ahead of her. She had only been away for a couple of minutes, but that was far too long given what it seemed as though she had been missing in that brief window of time.

On the bed, lying flat on her back with her hair ruffled but still tied up in a firm bun, her green blouse open exposing her own huge breasts and her grey legwarmers spread wide apart with hooves trembling in the air, Snootyshy gurgled and stared with glassy-eyed hunger at Fluttershy while the other two ponies present in the room fucked her from both sides. Between her legs, dressed in a long black tailcoat and with dark shadow around her heavy lidded eyes, Fluttergoth pumped her cock slowly but forcefully in and out of the spasming pussy tucked away beneath Snooty's balls, while a spectacled and purple jacket wearing version of the same yellow and pink pegasus grappled the sides of Snooty's head and pumped her own cock down one of her three lovers' bulging throats.

"Hhnhh... so, like... we just thought we'd keep her warmed up for you."

Hipstershy moaned breathily as Fluttershy staggered the remaining distance to the bed with both hands wrapped around her desperately throbbing cock.

"Yeah. Death is all around us, so, I guess we should take these opportunities before the hopelessness and fleetingness of mortal existence claims us, right?"

Fluttergoth added as she shuddered and gasped, holding herself deep within Snootyshy as the most posh of the ponies present arched her back, let loose a gurgling cry around the cock stuffing her maw, and stared desperately up at Fluttershy herself as her cock began to spasm and spray not just the entirety of her own upper body, but Hipstershy too with thick gouts of cum.

"Ahh! Aaahh, mmnphh... dude, I got these at the thrift store just last week!"

Hipstershy gasped, trying to sound indignant despite the obvious pleasure she was being wracked by as Snootshy not only moaned and grunted around the cock in her maw, but feverishly, greedily suckled upon it throughout her ongoing climax. Fluttergoth meanwhile couldn't say anything, too busy trying not to seem enthused or engaged in the slightest despite the obvious pleasure visible on her features as her cock was milked by Snooty's gushing, clamping, cumming pussy. By the side of the bed meanwhile, watching and jerking herself off furiously as she did so, Fluttershy could only marvel at the sight of her three doppelgangers entangled together. Wordlessly she thanked Discord for this gift. For this night of passion with the one person around whom she didn't have to worry about getting embarrassed or flustered. Herself. Or at least, versions of herself from realities where these archetypes she had briefly donned during an ill fated attempt to run Rarity's boutique for a day were in fact the real, actual Fluttershy of that dimension.

She glanced down at her cock, her incredible, thick, oh so sensitive cock with its heavy balls. She nibbled on her bottom lip, giggled, and silently thanked Discord for that addition too. It wasn't the first time he had let her feel twice the pleasure, twice the options for how she wished to indulge her body. But whether she had experienced the pleasure of a cock in addition to her pussy once or a thousand times, Fluttershy never took it for granted. She never took any of Discord's gifts for granted, hence her desire to stay at home tonight and make the very most of it, no matter how enjoyable she would have found an evening with some of her other friends instead.

"Hey, Earth to Fluttershy Prime?"

Fluttershy blushed as Hipster's voice cut through her grateful thoughts and drew her back to the reality for which she had been expressing that gratitude. She blinked and looked over to where the pony had just pulled herself back from Snootyshy's muzzle, leaving the other pegasus open mouthed and drooling as she caught her breath, while Fluttergoth leaned down over her, still buried in her pussy, and began to kiss at Snooty's swollen breasts and the shaft of her spent cock throbbing and still dribbling between them.

"I know it's totally cliché and boring but... d'ya wanna do the whole selfcest thing with me now? Fuck my pussy, while Ms Life Is Pain tries to figure out a way that she can call suckling on the rich mare's titties 'gothic'?"

Even as Fluttershy giggled and nodded, scrambling up onto the bed and towards Hipstershy, their goth counterpart raised her head, a strand of drool still connecting her tongue to the nipple from which she had just detached.

"A mother's love is meant to be the purest of all. Yet so often we reject our parents and their ideas, and seek out fragmented shadows of that love in other, more twisted ways rather than just speaking our hearts' truth. Like... um... sucking on other ponies tits?"

Fluttergoth tried, not entirely convincingly even to herself, to provide the justification Hipstershy was seeking. Both Hipster and Fluttershy couldn't help but giggle, and though the supposedly more cool and trendy of the pair tried to stifle her laughter, they continued to grin to one another as Hipstershy rolled over onto all fours and peered back over her shoulder while Fluttershy leaned over her from behind.

"You know, darling... it would be awfully gauche of you not to do me the honor of granting me your seed, especially after making me make such a display in front of yourself and the others just now."

Fluttershy heard Snootyshy moan up at Fluttergoth, though in that moment she was far too busy lining up her own cock with Hipstershy's pussy to glance over at the other pair. She gripped her cock by its base and guided its to the opening of the other pony's depths, but just as she was about to drive her hips forward and sink into the hipster pony's waiting, welcoming loins, Fluttershy felt the body in front of her shift and wriggle of its own accord. She looked up and saw Hipstershy's face staring back at her once again, her cheeks and inner ears burning hot, as she altered Fluttershy's alignment to bring her cock to rest not against the damp and quivering outer lips of her pussy, but the tight pucker of her ass.

"In my world, we have this other way of doing sex. It's kinda wild, so... you probably haven't heard of it."

Hipstershy moaned, and whether or not she heard Fluttershy giggle or saw the other pony roll her eyes in amusement, she didn't seem to care in the slightest just a few seconds later as Fluttershy's cock began to sink into her backside.

"Show me your darkness, darling. All that bottled up pain and rage and anger. Why not let it out all over me. Inside me. Haven't I earned that? Don't I deserve every drop you have to give?"

Snootyshy's voice rang out alongside Hipster's cries of pleasure, and Fluttershy closed her eyes as she began to pump her hips and drive her cock back and forth within the intense tightness of her doppelganger's asshole.

"You don't understand me. No-one does. But...ah, life has no meaning. So, it's irrelevant whether I hold back, whether I deny myself this pleasure, or not."

Fluttergoth grunted, and Snooty shrieked happily a moment later as Fluttershy and Hipstershy felt the bed begin to shake more than due to the force of their fucking alone. All four of them moaned and called out in their own pleasure, and though Fluttershy knew that they were all so very different ponies from very different worlds, she still felt so comfortable around them. So safe, so at ease. They were all her in some regard, and she was each of them. And thus as they made love, as they called out and shuddered and thrashed and whinnied and shrieked in ecstasy together, Fluttershy didn't feel the drain on her social batteries which she felt when spending time with others in even the most wonderfully fun and even pleasurable of circumstances.

Despite the cries, the creaking bed, the waves of cum splattering between them and soaking the floor and walls of the bedroom as the night went on, it still felt like exactly the kind of quiet night she had described herself having to Twilight Sparkle earlier on. It was an evening of introvert time. A night just for Fluttershy stuff.

"Mnh, I... I can feel it coming. They call it...ah! La petite mort, the little death!"

"Harder, darling! You simply must cum in me, decorum demands it!"

"Whoa... I... aa-ahhyeahh, I think I'm gonna squirt. Ohh that's like... totally cool..."

The pegasus pony shivered happily as her counterparts' cries rang out around her. It was a night just for Fluttershy stuff, and with all four of them all so hot and desperate for one another, what a hell of a night it was going to be.

By Jeeves.