Anon the Filly Whisperer by Anon (Anon/Tootsie)

Anon the Filly Whisperer by Anon

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>One sunny spring morning a dark mint filly knocked to your door
>you opened them and looked down at the small pony
>she didn't look like the happiest person on the world
"Hello there, Tootsie, how can I help you?"
>she didn't answer, just walked in with a sad expression on her face, avoiding looking in your eyes
>"Hi Anon... you know why I'm here..."
>well, that's not a fun way to start such a beautiful day for such a sweet filly like Tootsie Flute
>you kneeled in front of her and said with a smile
"Not really, Tootsie. Tell me what happened first."
>she didn't say anything for a minute, trying to find the best words to determine what is going to happen soon to her
>she would never lie to anyone, but still it wasn't that easy...
>"I... I made my mom angry. I acted like a bad filly past three days."
>you looked at her face curiously
"And how bad was that? What did you exactly do?"
>she sat on the floor, like she tried to look smaller than she is
>"I... I was angry and I didn't want to be, every question from my mom was just so... irritating, but I know it really wasn't.
>she took a deep breath and looked at you
>"I yelled at my mom when she asked for the third time in a day if I cleaned my room. I said some nasty things and now I regret that, but then I felt so angry and I couldn't stop mys-"
>you listened her with understanding, but then you heard a strange, wet sound from the filly
>she heard it too and instantly stood up, blushing madly and looking away from you
>there was a wet spot where her butt was seconds ago, a single trail of clear liquid hanging from Tootsie's backside
>she looked like she wanted the ground to swallow her up
>you sighed and gently run your hand through her pink mane
"Okay, come with me, sweetheart."

>embarassed filly followed you to the bathroom
>it's a strange place to be spanked, but she didn't care
>she wanted to get over this
>you leaned down and picked up the poor filly in heat
>you placed her gently on her back in the tub, the confused face looking at you
>"A-Anon, I don't think I need a bat-"
>she didn't finish as your palm moved to her tummy and started to run in circles
>dumbfounded Tootsie looked down as your digits dug gently in her velvet soft coat
>it can't be a punishment, right?
>how the tummy rubbing can be worse than spanking?
>why is she feeling so hot right now? And why is she breathin-
>"Ah!"
>poor girl didn't notice your fingers going slowly lower and lower
>your index finger met with her small nipple hidden in the soft fur
>it elicted a short squeak from the horny filly
>time for testing
>your hand moved to the lower belly area of your cute guest
>your fingers travelled through the small curves of the young body, feeling the developing hips, crotchteats and her pubic mound
>Tootsie didn't want or even could protest, she just laid her head on the bottom of the tub and closed her eyes
>if you want to get rid of the filly's problem, you need to take small steps
>your hand moved south, touching the edges of Tootsie's privates, but never making a contact with them
>the filly started to moan quietly, the feeling of surprise of the "bad" touch turned into a desire to make as much contact as possible
>involuntary her forelegs wrapped around your arm and her backside pressed against your wet palm
>it was singal that you can go full sail
>all of your digits made a contact with her small slit and cute, puckered ponut
>you heard a loud moan as her body jerked, pressing hard against your palm to penetrate the small holes
>firmly, but cautiously you run your fingers, parting slightly the wet, virgin petals of her vagina and pinching the now clenching butthole

>your teasing caused the little filly to hug you tightly and start humping your palm
>with the other hand you helped her to sit down
>instantly she pushed her small butt down on your fingers, trying so hard to scratch the itch inside of her love hole
>enough of the teasing, your middle finger slowly sank inside her pussy
>she squirmed and yelped and your digit scrapped the incredibly tight, hot passage
>she nuzzled madly your arm, moving up and down and rubbing her soft private parts against your skin
>soon you practically didn't make any movement and let her pleasure herself on you
>you felt her winking clit and niplpes run against your arm, covering it with sweet natural lubricant
>after a few minutes poor Tootsie was too tired and overstimulated to go, you had to help her again
>you quickly picked her up and held with one hand on her tummy, head down butt up
>you sped up the movement of your pleasuring hand, pushing the single finger inside her slit
>the squirming filly tried to move her body with rhythm of your fingering, but it was hard since the wrecking orgasm approached quickly
>to finish the tired Tootsie, your wet thumb pushed against her butthole
>you penetraded it, sinking the whole finger inside her flaming hot bowels
>a mix of yelp and moan hit your ears, her hindlegs twisted from the feeling of the new intrusion
>time for your final move
>you pinched your fingers and pulled, squishing her soft walls together and scrapping them
>it was too much for the young body, Tootsie held her breath and jerked madly in your grasp
>a sudden gush of natural lubricant and a thin stream of urine hit your palm, running down in the tub to the drain
>she slumped in your hand , slowly emptying her bladder and breathing heavily
>you turned your pleasuring from fast and firm to slow and gently, to let her calm down and relax
>after a few minutes your fingers left the flushed, satisfied holes, dripping with thick, sweet smelling syrup

>the tired filly looked with sleepy, half-lidded eyes on you, panting and blushing
>you smiled and ruffled her already disheveled mane
"Now I think you need a bath"
>she only nodded, a weak smile appeared on the cute face
>after a quick shower you wrapped Tootsie in soft, fresh towels and carried her to your living room
>you sat down on the couch and carefully dried the still wet filly, taking note that she is still very sensitive after the orgasm
>quietly she let you run your hands over her body, but now she felt much better, the mind was clear and the annoying burning was gone
>soon the fresh and happy filly looked at you with a blush on her face
"It's between you and me, okay?"
>she hugged you and whispered "okay"
"But still, you weren't the nicest filly to your mom, were you?"
>Tootsie knew it's coming, but now with clear mind she was not afraid of it
">Yes, Anon. And no, I didn't tell my mom about the heat..."
"So, you know what you did wrong?"
>she nuzzled you said
>"Yes"
"And after we finish the deed here, you are going to...?"
>"I'm going to tell my mom I'm sorry..."
"And?"
>she looked away from you
>"And tell her about the heat"
>you huged her back and whispered to her ear
"Every little filly reaches the age with the heat cycle . You should be proud of it, you are turning into a beautiful mare"
>she looked at you unsure
"Do you think your mom is going to laugh or be embarassed? She asked her mom how to get rid of her heat too, I'm one hundred percent sure she will tell you everything you need to know. Don't be shy about that, it's a part of your life"
>she laid her head on your chest
>"O-Okay, I'll do it"
>you gently run your hand through her mane and scratched behind the small ears
>both of you wanted to enjoy the moment as long as possible, but you knew you must finish your job
"Are you ready?"
>she looked at you from your chest and smiled happily
>"Yup!"

>you gently picked her up and moved to your lap
>with a soft pillow under her tummy she was laying patiently in the perfect position for the punishment
>looking at your with a weak smile, she stick her butt up and slightly spread the hindlegs
>your hand run in circles on the soft backside of the mint filly, making her tail raise and move to the side
>she mentally prepared herself for the first slap, looking ahead and taking slow, deep breaths
>you raised your hand and swiftly moved it down, giving her the first spank
>you expected her to jerk and squeak, but she stayed perfectly quiet
>she just laid there with a calm, almost relaxed expression, waiting for the next spank, as it was a mane brushing
>you continued then the spanking, trying to hit both buttcheeks every time
>Tootsie accepted every strike like a medicine she had to take to be strong and healthy again
>even if she was still sensitive, the stinging in her butt was not that intense
>the fact that she did something wrong and you gave her so much love and care, made her feel the unbalance of the whole situation
>she wanted to pay for her ignorance that caused her mom to be sad and angry
>that's why the last three spanks, a bit stronger than the previous ones, felt like a refreshing sea breeze and she didn't feel the pain at all
>even if the stinging was there, she felt like if she didn't receive it, it would feel much worse
>your hand rubbed her buttcheeks to subdue the pain, but Tootsie stood up and kissed your cheek, giggling and nuzzling you
"Such a big and brave filly"
>you both cuddled to each other for a few minutes, then you asked her to turn around
>she complied, giving you a nice view of her flushed tushie

>it should be enough for her and her mom
>then Tootsie spread her legs slightly to revealed privates to your face
>you flicked her butthole with a finger, making her jump and squeak in surprise
>she turned back to you and stuck playfully her tongue out
>you were faster than her and you grabbed it with your fingers
"Gotcha. Are we good?"
>She nodded, looking at you with laughing eyes
"Are you going to remember this lesson?"
>she pushed her chest proudly and nodded, still having her tongue trapped in your fingers
"I hope that the next time I will see you, you won't need another spanking, am I right?"
>she looked up and tilted her head to the side, like she was thinking hard on the answer
"Oh you little naughty filly!"
>you released her tongue and hoisted the filly above your head, holding her with both hands
>she squealed in joy and laughed, but finally said:
"Yes, Anon."
>you gently put her down on the floor with a smile
"Okay, then..."
>you put a hand on her back
"To your mom, run!"
>you grabbed her tail with one hand and gave her a quick and short series of soft spanks
>Tootsie squeaked this time and she run to the door as you released her
>she turned her head to you and winked as she left your house
>that's why you love your job