Author's Note

So, this was written by one of the people I bounce ideas off over on QQ, it's canon to the story and takes place before the girls leave for Canterlot. That's all I have to say for this I think.

Fluttershy's morning - Guest snippet-canon

Fluttershy’s Morning

Furry little friends fed, watered and ready for the day? Check.

Angel Bunny off elsewhere to play with his own little friends? Check

Mare friends thoroughly busy with their own things today? Check.

A bottle of Everlasting Lube? Check.

It wasn’t really everlasting of course, but it was certainly close enough for her needs. and on that note...

The Devastator SDXL Anal Plug pulled out of its special place and ready to make yet another attempt (hopefully successful this time) at making it into her “special place”? Check and double check.

Fluttershy giggled as she looked at the monstrosity that she’d been working herself towards being able to take inside her pale yellow butt. She was... about seventy percent confident that she could take it this time, after a great deal of time and effort spent stretching her well trained donut out and expanding her limits she felt fairly sure that she could probably do it. The shy mare smiled a salacious smile that next to noone would ever suspect her capable of, her wings rising up over her shoulders and head while her lower lips positively dripped with arousal as she, as she popped open the cap on her bottle of personal lubricant and began applying it very liberally to the rectum redefining bulb of silicone.

With an even coating applied to her toy the pegasus drizzled more lube all over her slender hand before reaching back behind herself, shifting her wings out of the way as she slid her hand as deeply into her prestretched pony donut as she physically could with a hoarse, lustful moan as the receptive ring swallowed her hand as she coated her insides with as much of the slippery goo as she could in the hopes that it might just be enough. Fluttershy shuddered, panting hotly as she pulled her clenched fist free and reminded herself just exactly what she was trying to accomplish for herself. She had a new personal record to set. She had a truly gigantic plug to shove up her whorish little ass if she wanted to feel anything remotely like what she imagined the Moon Princess must have felt as Cosmos broke her in, and she really wanted to feel that.

The tiny yellow pony settled herself down on top of the toy, her soft donut swallowing the wide tip with relative ease before she giggled and squeezed the ring of muscle around the relatively soft toy. It was almost like she was giving the rubbery material a sort of lewd kiss. She giggled again before moaning as she lowered her hips, sinking down onto the toy as it stretched her out so wonderfully until she could move no further. With a grunt she pulled herself up before sinking back down again, stretching her butthole all around the plug over and over again as she opened her hole wider and wider with each downward plunge.

Fluttershy was on the verge of tears after several long minutes, her breath coming in ragged pants as she stretched her pale yellow donut hole almost painfully taut around the widest part. She whimpered and whined, feeling like she was about ready to break completely in half. A groan passed through her throat as she slid upward once more, she was so close to accomplishing her self appointed mission. She had come so far that she couldn’t bear the thought of giving up, of failing to get the Devastator into her rectum where it belonged.

The little pegasus took a deep breath as she wiggled her hips around, her wide open hole tracing around the tip of the toy before she sat down with a purpose. The pale yellow pony made a noise in her throat as she plunged deeper down onto the toy that she ever had managed before, pushing to the point of almost straining as she hit the widest part once more. Fluttershy gasped, her eyes going wide as she nearly toppled over when the toy popped inside her in its entirety save for the base without warning.

Fluttershy shuddered, her body spasming as she rode out the wave of pleasure surging through her. She felt so wonderfully full. It hurt just a little bit, but it was the good kind of hurt that came from reaching beyond her previous limits. Clenching her butt, the little mare shivered as she slid up to her favorite (extra EXTRA large) dildo with a grin, embracing it against her soft little body and giving the wide glans a kiss.

“Hello there.” She giggled as she started to rub against it, moaning softly as she felt the shaft bump up against the barely perceptible bulge in her belly.

It was such a wonderful day for some self love. The sun was shining, the birds were singing and Rainbow Dash was calling out to her as she came rushing through the door like always without knock.

Horse apples.

Fluttershy moved with surprising speed for somepony with a tushy stuffed to breaking with more silicone than any ordinary mare would see inside her in a year, stuffing her self-love aid under the bed and covering herself in her blankets just before a blue muzzle popped through the doorway followed in short order by a wild rainbow main.

“Fluttershy! Come on! Get up girl, we’ve got to go!”

“G-go? Go wh-where?” The shy pegasus stuttered, trying to keep the strain out of her voice as she pushed hard in an attempt to excise the great lump of what should have been naughty fun from her backside in vain.

“Canterlot, duh! Come on, Shy, get up and get ready, we can’t keep Cosmos and the Princesses waiting!” The pause after the male Alicorn’s name was so brief that Fluttershy almost missed it as the cyan mare reached towards her blankets, pulling them partway down and revealing her large breasts before the timid pegasus managed to stop her friend from completely revealing her nude body and her glutted sphincter.

“R-Rainbow Dash. Stop.” She squeaked, pulling her covers back up as her cheeks grew even hotter. “I-I’m not dressed, l-let me at least g-get some clothes on.”

“Yeesh, I don’t get what your problem is, you’ve got some of the biggest tits in town, that’s nothing to be ashamed of,” The blue pegasus sighed as she folded her arms behind her head and looked away from her friend, giving the other mare enough time to bolt for her wardrobe on the other side of the room- her previous experiences with moderately less impressive toys allowing her to move with what others might consider surprising ease despite being stuffed to capacity. “Seriously, I don’t get how someone as curvy as you can be so body shy.”

“I-it’s embarrassing.” She stammered as another shock of pleasure ran through her from her backdoor when she slid on a pair of panties that immediately began to grow damp.

A long skirt, Fluttershy concluded quickly, at least shin length. Anything too short would let Dashie in on her secret and pants were right out of the question as she sincerely dreaded the idea of looking like she’d wet herself on account of her uncontrollable arousal. She clamped down on the muscles of her wings as she shimmied into the skirt, the entire situation was making her so painfully horny. She needed to get the plug out as soon as possible before she went insane!

As she finished buttoning her blouse she stepped out from behind the covered and headed towards the door. “O-okay, let me go put on some make up and-“

“No time, sleepy head! Do that frilly-filly stuff on the train!” Rainbow Dash said as she grabbed her friend by the wrist and pulled her along.

“W-wait! Dashie, I really need to-“

“Do it on the train shy, we’re late!”

Fluttershy whimpered quietly as she stumbled along after her friend, every motion she made causing the giant plug that she’d managed to get inside her overfull butt to shift and rub and stimulate all the places she loved so much. Whatever resistance she may have felt quickly found itself washed away by the overwhelming pleasure of her well trained anus. She was going to meet the princess wearing soaking wet panties and with her ass stuffed to the breaking point like the dirty little anal whore she was all because her friend wouldn’t listen to her.

She shivered in quiet orgasm again, her wings held firmly down. Maybe Cosmos would notice her predicament and help her out. And then maybe she could reward him by letting him fill her back up again with something completely different. A small titter escaped her lips as she struggled to keep up with her friend. That would never happen in a million million years of course, but a girl could dream. Especially a naughty girl like her about such a massive cock.

But what if he really found out?

Oh dear.