FNF 5 - Anal Stretching, Toelight & Squiggle Mane

Included within:
Anal Stretching & Hard Spanking w/Derpy
Foot fetish 2 w/Twilight
Soiling Mane & Tail w/Rarity

Anon; Pony Plot Probing Procedure

>There’s a certain peace that comes with the falling of the sun.
>Cicadas chirp in the gathering gloom, as a still, silent wind rustles the leaves of the trees outside.
>You sit in your easy chair, resting your eyes for the moment and luxuriating in the steady drop of the temperature.
>In your lap, a pony squirms, a hoof patiently prodding at your arm.
>“A-Anonymous?”
>After buzzing your lips in protest, you grunt and crack open one of your eyes.
>The grey mare squirms under your lazy gaze, gnawing on her lower lip as she gives you an expectant smile.
>“I, think I’m ready to continue…”
>That catches your interest.
>With a small cough to clear your throat, you open your other eye and smile down at the wall-eyed Derpy Hooves.
“Is that so?”
>The happy pony gives a small nod and shimmies her flank onto your legs.
>From her crouched position, you can see a large, pink bulge sticking out of her hindquarters.
>It’s the flat end of a plug in her rectum.
>As your fingers work the offending plastic instrument out, you hear the crazy-eyed mare give quiet grunts of distress, as well as squeaks of delight.
>Finally, the warm object drops into the palm of your hand, and Derpy gives a sigh of relief.
>Leaning off to the side, you take a good look at the mare’s previously plugged posterior.
>Her pronounced puffy anus, once appearing shallow and tight, stretches wide in front of you, a veritable colon cavern, waiting to be spelunked.
“Yeah, it looks like you’re about ready for the last plug.
>Resisting the urge to see if your voice echoes in the stretched sphincter, you give the pony a firm pat on the behind, straightening up and giving a quick sigh.
>Her eyes light up as she finds your, squirming in excitement as she lifts her hind parts a little higher.
>“D’ya mean it?”
>With a small grunt, you nod your head and grope blinding for the final piece of plastic, finally finding the offending object after a few seconds.
>While not substantially larger than the other plug, it’s still about twelve inches in circumference, a noticeable distension from Derpy’s previous tight taint.
“All right, you ready?”
>After an excited nod, you grip the plug and begin inserting it into the plucky pony’s prominent pooper.
>The first bit is easy enough, but all too soon you begin to encounter resistance.
>Gnawing on your lip, you push a little harder, but fail to make any forward progress.
>Maybe you jumped to the larger size too soon?
>Perhaps an intermediary plug would be necessary…
>A quick look to your companion has you second guessing that.
>She has a look of intense concentration on her face and, after a closer inspection you can see the muscles in her haunches flexed tight.
>Derpy is actively attempting to keep the plug from going in.
>Noting your attention to her flank, Derpy relaxes for a moment, just long enough to glance back at you, before her bulbous bum goes taut yet again.
“Oh, is that how you want to play?”
>You spare the silly mare a smile, and she gives you an enthusiastic nod.
>Considering your options for a moment, you run down the short list of ways to get her to unclench.
>It’s mostly positive reinforcement, but the mare has you frustrated by this point, enough so that you choose a less than savory solution.
>The first strike is quick, so much so that Derpy has little time to react.
>In the blink of an eye, your free hand leaves her flank and jerks into the air, before descending upon her roomy rump with a thunderous thwack.
>“EEP!”
>Derpy attempts to jerk away, but she’s caught tight between your legs.
>The plug slides in a little further, causing the stunned mare to whimper in protest before tensing up again.
>Without another word, you repeat the process over and over, the palm and fingers of your hand becoming flush with blood as you slap the mail mare’s massive mound time and time again.
>Her robust rear wobbles in protest each time you smack it, her body rocking fore and back in time with her punishment.
>For her sake, you alternate sides every few strikes, but even through the slightly matted haunch hair, you can see faint touches of blood-red flesh.
>“A-Anonymous, stop!  Stop!  Stoooooop!”
>The mare whimpers and squirms as you continue your forward push.
>At last, with the plug nearly inserted, you suspend your assault, gently stroking the bruised bum of the mare.
“So, you’ve had enough?”
>Derpy doesn’t turn to face you, but is quick to nod her head, giving a distressed snort of protest as she attempts to keep her nose from running.
>With a gentle pat, you place your thumb on the plug, and look down at her, expectantly.
“Then, relax.”
>The mare goes limp in your lap, the plug sliding easily into place.
>After a moment of silence, you pick Derpy up and cradle her against your body, making sure to avoid too much contact with her posterior.
>The grey mare rubs her eyes against your shoulder, shuddering still as her body adjusts to the cool evening air numbing her bruised bum.
>You stay like that for quite some time, before whispering in her ear.
“You’re feeling better now?”
>A hesitant nod.
>And then…
>“Anon?”
“Hm?”
>“We can wait a little while before you test me out, right?”
>A slow smile spreads across your face as you playfully prod her flank.
>She whimpers in protest, but doesn’t shy away.
“Certainly, my magnificent mare.”


Anon; Princess Toelight

>From the journal of Princess Twilight Sparkle
>Observation Day 381
>Upon arriving at the spa, it was relayed to me that Subject Anonymous had no clients for the day, and was taking time away.
>After a brief search I observed him passing the time with fillies Sweetie Belle, Scootaloo and Applebloom, assisting them in their attempts at Cutie Mark Acquisition.
>At the suggestion of Anonymous, the fillies attempted to earn their cutie marks in, what the human referred to as 'Tickle Torture'.
>After practicing on one another, the fillies turned on Anonymous, attempting to make him laugh.
>Their attempts were successful, but no cutie marks appeared.
>Personal note, the bottoms of Anonymous' feet seem to be incredibly ticklish.
>After winding down, the fillies showed a distinct interest in Anonymous' feet, specifically the toes.
>Entirely understandable, as the human's feet are fascinating.
>I was certainly not jealous.
>After questioning him about his hands and feet, Anonymous taught the fillies an incantation from his world that causes the feet and toes to flex, apparently of their own accord.
>For the sake of better understanding our human visitor, I have taken it upon myself to study the effects firsthand, tonight.
>I will report back with my findings shortly.
>
>Under cover of darkness, you slide through the human's house.
>It's a challenge, moving with your new wings, but at least you can leave your crown at home and not have it clattering about as it falls off your head.
>Belly low to the floor, you scoot to the stairs before crawling up them to Anonymous' bedroom.
>As you enter the room, you feel your mouth go dry as you spot the silhouette of the human.
>His chest rises and falls in a steady rhythm, suggesting he's deep into R.E.M. sleep.
>And there, at the foot of the bed, your target.
>Standing high above his legs, you see his toes twitch beneath the sheet.
>Taking a moment to bite your lip, you scooch across the floor, peeking up over the foot of the bed to gauge the situation again.
>Between those two heavenly arches, you can see Anonymous' uncovered face, his lip twitching ever so slightly as he dreams.
>Good.... good...
"Beginning exposure..."
>Your voice is barely above a whisper as you lean down and untuck the sheet from the mattress.
>With a great sense of care, you pull up one corner, then the other, exposing Anonymous' feet to the to colder outside air.
>There's a slight whimper from the human, and you are quick to duck out of sight.
>It quickly becomes apparent that it's little more than a snort, and you go back to sitting on your haunches, eying the ten stubby digits in front of you.
>Your hoof quivers as you lift it from the floor and place it just above the large toe on the left foot.
>Taking a deep breath, you begin the undoubtedly ancient and terrible human ritual.
"Th-This little piggy went to market..."
>A gentle touch of your hoof to the largest of the toes causes it to flinch out of reflex.
>To your keen, scientific eye, you see the muscles in the arch of his foot spasm as well.
>An unusual sense of warmth fills you at the sight, and you have to resist the urge to push it again.
>There's science to be done.
>You move your hoof to the next toe, pressing against it.
"This... little piggy stayed home..."
>Another flinch, not as impressive as the first, but enough to excite your loi- er, love of science.
>Feeling bolder, you move on to the next two without hesitation.
"This little piggy had roast beef..."
"This little piggy had none."
>The reactions are getting smaller with each toe, but the excitement is only growing to a flank quivering crescendo.
>You eye the smallest toe, feeling a sudden difficulty breathing.
>It's so small, so tiny...
>But you want to touch it.
>No, you need to touch it!
>In your haste, you reach out and put your hoof against it.
"A-and this little piggy went..."
>"T-Twilight?"
>Anonymous' tired voice calls out in the gloom.
>Your eyes bulge as your mouth hangs open, unable to collect yourself as the human stares down at you.
>After a moment, the bleary eyed creature shakes his head.
>"What...are you doing in my room?"
>Okay, think Twilight, you can still recover from this...
>Maybe you can convince him it's all a dream?
>As you begin to work your jaw, you see realization begin to cross his confused face.
>"Are you... playing with my..."
"EEEEEEEEEEEEEEEEEE!"
>You squeal, pulling your hoof off of his toe and rushing to the bedroom door.
>Down the steps, across the floor and out the front door.
>You fly like the wind back to the library, slamming the door behind you afterwards.
>Safe and surrounded by your books, you catch your breath.
>The journal catches your eye, and after a moment's hesitation, you move over to it.
>Opening it to the latest page, you wet a pen and begin to write.
>
>From the journal of Princess Twilight Sparkle
>Day 382
>The test was a success.
>However, the conversations that will arise because of said test will undoubtedly be uncomfortable.
>Still, tonight has been a resounding success in the study of Anonymous' feet.
>
"...Ugh!"
>You grunt, scribbling out the word 'feet', despite the warm sensation seeing it fills you with.
>Smiling to yourself, you settle in, ready to spend the rest of the night recording your observations.



Anon; Mane & Tail

>The sound of crystal clinking together resounds through the small establishment yet again, the gentle sound bringing a smile to your dinner partner’s face.
>You offer Rarity a grin as her eyes drift towards you, which she returns with her usual elegance before you turn back to your meal.
>Giving a quiet sigh, the marshmallow pony glances over your shoulder at one of the couples situated around the restaurant.
>Her eyes are unfocused, as though a distant thought had caught her attention and now refused to let go.
>After a moment more of staring, you clear your throat, noting the sudden flushing of the unicorn pony’s cheeks as her attention jerks back to you.
>“A… Anonymous?”
>With a small smile, you tilt your glass in her direction.
“You were staring again, Rarity.  Rather rude manners, if I may say so myself.”
>From deep in her throat, a low chuckle escapes, though she is quick to avert her eyes from yours, finding her lush curly mane suddenly very interesting.
>As she bumps her hoof against the purple strands, you decide to press forward and see what’s bothering her.
“Rarity, dear.”
>She flinches as you reach across the table and pull her hoof away from her mane.
“You look fantastic.  Now, tell me what’s wrong.”
>There’s hesitation in the mare’s eyes as she struggles to hold her gaze to yours, but eventually she glances away, shaking her head.
>“Darling, there is something that I simply must speak with you about.  It concerns, well, the both of us, and I feel as though I have put it off for far too long.”
>Despite your natural confidence, you feel your back seize up at her statement.
>Anything that starts off like that can never end well for the person on the receiving end.
>Donning a nervous smile, you rub at the back of your neck and try to laugh her concern off.
“I, I’m sure it’s nothing that bad that we have to talk about it right now, right?”
>Meanwhile, you’re wracking your brain in an attempt to find out where it is you screwed up.
>Did you push too hard, or maybe not hard enough?
>Was it the fact that you left your clothes on the floor when you stay over?
>Dishes in the sink?
>Leaving the seat up?
>While you stew, Rarity smiles and shakes her head.
“No, certainly not right now as it’s not anything that I would like to discuss publicly, but certainly tonight, perhaps after we finish dinner?”
>And to think, you almost dodged a bullet there.
>You don’t bother to answer, sufficing with a nod and spending the rest of the meal in absolute terror of what’s to come.
>Thankfully, Rarity doesn’t seem to be enjoying herself that much either.
>After covering the bill and walking Rarity back to the door of her boutique, the elegant mare stands in front of you.
>She shifts her weight from one side to the other, obviously wrestling with whatever it is she needs to say.
>As she bounces, you can feel your frustration at the situation growing, until finally it reaches a boiling point.
>“A-Anonymous, this is difficult for me to say, but…”
“Then don’t say it.”
>By this time, you’re seething, just able to hold yourself back from sneering at the traitorous pony.
>Rarity leans back in surprise, her brow furrowed in confusion.
>“Pardon me?”
“I can guess well enough what it is you want to tell me.”
>A relieved smile spreads across her lips, enough that she even shows a little bit of her teeth.
>“R-really?  Well, that’s quite a relief, though I’m not quite sure how you could have found out.  Anonymous…”
>Taking a steadying breath, Rarity smiles and opens her mouth to speak again.
>You choose that exact moment to chime in as well.
>“I want you to cum in my mane.”
“You’re breaking up with me.”
>There is a long silence as you both process what the other said.
>Rarity strikes first.
>“You think I, WHAT?”
>Not wasting another second, you respond in kind.
“You want me to WHAT?”
>And now the chattering begins, each of you trying to talk over the other as you close the space between you.
>“What in Celestia’s garden would make you think I wanted that?”
“Because that’s what you made it sound like!  How can you even suggest that, your mane is your pride and joy?”
>“What a mare does with her own body is business for herself, and those who she chooses to share it with.  Is there some secret tryst you have with another pony that you’re not telling me about?”
“Rarity you’re the only pony for me, but what am I supposed to think when you make it sound like you’re going to drop a bomb on me?”
>“Perhaps that I have something personal to share with you?  Goodness, had I known where your mind would run off with a simple statement, I never would have told you that dreadful secret in the first place!”
>By now the two of you are face to face, as close as Rarity can manage anyway, up on her hind legs, glaring daggers at you.
>Of course you’re responding in kind.
>And now it’s time to bring the hammer down.
“But you did, and now your secret’s out.”
>Rarity mulls that over for a moment, pursing her lips as she drops back to the ground.
>“As much as I hate to admit it, you are correct there.  I think it would be better for both of us if we would forget that it ever happened.
“You know that’s impossible.”
>Sighing again, the marshmallow mare turns her haunches to you and shakes her head.
>“Yes, I suppose that it is.  Though I wish you would…”
>With your anger sufficiently flushed from your body, you take a moment to read the body language of the put-off pony.
>She seems to be suffering under a much heavier weight than before, her breathing somewhat labored as she glares into the gloom.
>While it helped to get all that out, there’s no doubt in your mind that you really stepped in it this time.
>You have to make this right, somehow.
>With hesitant, shaky fingers, you reach out towards her.
>Grab a fistful of tail, right at the base of her flank.
>And pull before she can react.
>The yelp of protest catches in the mare’s throat as her eyes bulge from her head.
>Her once steady breathing is now rapid and sharp, visible in the rise and fall of her barrel.
>After several stunned seconds, she whispers back to you.
>“A-Anonymous, what do you think…”
>You cut her off without a second thought, your voice low as you walk up alongside her.
“I can kind of see it now.”
>Another tug on her tail elicits a deep gasp from Rarity, her tone unsteady as she tries to gather her wits.
>“What… do you mean?”
“Your tail, of course.”
>Releasing your death grip on her tail, you slide your fingers along the gently looping hairs as they coil outwards towards the tip.
>A visible shudder runs through Rarity’s body as she bucks her haunches back a little, in an attempt to prolong your touch.
“It’s absolutely perfect for coiling.”
>With a quiet whimper, the marshmallow mare nods her head.
>“Y-yes I suppose, that it could be.  Though, the same argument could be made, for my mane, correct?”
>In a desperate attempt to wrest control of this situation, Rarity glances over at you with her dangerously effective coy smile, going so far as to bounce her mane with her hoof.
>Thanks to an amazing save, you find the strength of will to kneel down beside her and whisper into her ear.
“But, wouldn’t it be better if I could soil both of them at the same time?”
>Rarity’s body goes rigid at that, her already flushed face going tomato red as she forgets to breathe.
>And then, that smile of hers, accompanied by a gentle biting of her lower lip.
>“Perhaps, it would… Would you like to come inside, Anonymous?”
>Even as you open the door for her, you smile and add,
“Not tonight.”
>There’s a momentary confusion, after all, it was a rather poor pun, but Rarity catches on quickly and entices you inside with a flourish of her tail.
>The door closes behind you and the race to get out of your clothes begins.
>Pawing at your clothed crotch, Rarity’s ragged breathing spurs you onward.
>It’s a bit of a challenge, undressing and navigating your way through the boutique only by the moonlight streaming in through the windows, but you’re no quitter.
>Stumbling into Rarity’s room, you cast your clothes aside and fall on the panting mare, your lips brushing together as your tongues wrestle with one another.
>After a lengthy and incredibly unladylike sloppy kiss, the unicorn mare pulls her head away, gasping for air as her tail finds its way into your palm.
>“Darling, please… don’t make me wait any longer.”
>Despite being a good deal smaller than you, Rarity’s tail is a force to be reckoned with.
>The silk-like hairs wrap firmly around you with a good deal left over.
>It’s certainly not as tight as the mare herself, but the exotic sensation is more than enough to give you a thrill.
>Rarity certainly seems to be enjoying herself, giving small cries each time you tug too hard on her tail, causing her haunches to buck in your direction.
>In a moment of clarity, you reach up and make a grab for her mane.
>“Ah!  D-darling?”
>Giving it a tug as well, Rarity whimpers.
>Her face passes into the moonlight for a moment, her expression contorted and her eyes shut tight, as gentle grunts escape the back of her throat.
>It’s enough to push you right to the edge.
“R-Rarity…”
>With only a word of warning, focus seems to return to the momentarily dumbstruck mare.
>“Anonymous, please.  Don’t make me wait any longer.  Soil me, no, no mark me, do whatever you will, Darling, just do it now!”
>Well, that’s certainly one form of encouragement!
>Casting any doubts you have aside, you tighten the grip around your prick, rushing towards your climax.
>Using the bed to support your weight, you bury your penis into the coiling tightness of her tail as you begin to orgasm, thoroughly soaking the clutched strands with your first load.
>Your ministrations become frantic as you slide out from the comfort of her tail and proceed to fire a second and third volley across the expanse of Rarity’s body, leaving thick white splotches marring her otherwise immaculate mane.
>There is a hiss of delight as Rarity drops her front onto the mattress, her hooves going up and sliding through the sticky mess in her mane, working it deeper into the hairs.
>“Ah, yes, absolutely wonderful.  Please, would you be a dear and make sure my tail is thoroughly drenched as well?”
>Though hesitancy rears its ugly head yet again, Rarity’s purrs of delight are more than enough encouragement.
>After several minutes of this impromptu ‘treatment’, Rarity sighs and rolls onto her back.
>With her hooves in the air, she offers you a small smile.
>“I believe, that I was right about you, Anonymous.  Those dexterous hands were exactly what I needed to fulfill this shameful little fantasy of mine.”
>You can feel the heat rush to your cheeks as you avert your eyes.
>Rarity chuckles, bringing down one of her hind legs and placing her hoof affectionately against your semi-hard erection.
>“Come now Darling, don’t be shy about it.  I’m sure it was quite the experience for you as well.”
>She applies a little more pressure with her hoof, her smile widening a little as she feels the results of her generosity.
>“But, I must ask, are you ready to go again?”
>She squeals as you fall on top of her.
>Tonight promises to be an exciting, if messy, night.