Author's Note

This was a commission I got asked to write that I ended up enjoying a heck of a lot so I figured I might as well put it out there into the world.

How Very Generous

Pistachio never knew what to do to himself when he was with Rarity at her Boutique. All the silk and fabrics and garments of clothing looked far too precious and expensive for him to risk dirtying them. No matter how much he washed after working on the farm with his folks he still worried about specks of grime following him when he got to work on his real passion for fashion.

Of course; that wasn’t why he was here today. It was why he told his family he was here, but the real reason was far more embarrassing. Even as Pistachio paced back and forth he couldn’t help but feel he was doing something wrong by being in the famous Rarity’s room without her permission, even if it was by her request.

“Pistachio, Darling, are you quite ready?” A voice from the other room called.

“A-Aah! Yes! No! I-I mean, come in, ma’am!” Pistachio couldn’t stop himself from stuttering like a fool the moment Rarity’s voice broke through his daze of deep thought. When the door to her bedroom cracked open she had a quizzical look on her face followed by one of amusement as she slipped inside. She was wearing a red fluffy robe and nothing else.

“Pistachio,” Rarity said with a little laugh of her own. “I thought I told you to lay on the bed and get yourself ready.”

“I’m sorry,” Pistachio said. “It’s just your sheets look so nice and expensive a-and I didn’t wanna mess them up. Plus I’m still new at this whole thing I… I guess I was thinking too hard and forget to strip.”

Rarity giggled again. She always had a way of making Pistachio feel like his worries were silly. She approached him and took him by the hand before dragging him over to the bed. She forced him to sit down, wrinkling the perfectly made sheets.

“Sorry,” Pistachio said. “I guess I’m nervous.”

“This is just for fun, Darling,” Rarity said as she reached down to the top button of Pistachio’s button-up shirt. “Listen to me, you tell me if I go too far, hmm? The last thing I want is to push you too far.”

“I will, ma’am,” Pistachio said. It was probably the dozenth time Rarity reminded him of something like that.

“What was our safe word?” Rarity asked.

“Red, Ma’am,” Pistachio said.

“Good boy,” Rarity said as she undid the last button on the shirt. “Now, what are you still doing in those clothes?”

Pistachio giggled as he felt his face flush. He got the message to do as he was told and slowly stripped himself. He could feel Rarity’s eyes glide over every inch of his freshly exposed skin as he removed his shirt, pants, as well as his socks. Soon enough the only thing left on him was a pair of black boxers that were a little baggy on him.

“Like this?” Pistachio asked.

“Almost,” Rarity said.

The unicorn’s horn lit up, and suddenly straps flew up from each corner of the bed. Without warning two grabbed Pistachio by the wrists and yanked him back, which caused him to let out a yelp. Two more straps came for his ankles and spread his legs apart.

“Oh, gosh,” Pistachio whined and shut his eyes as he felt a blush consume his face.

Rarity was quiet for a few moments as if waiting for Pistachio to say their safe word. After he didn’t and he gained the courage to open his eyes once again he looked over to see Rarity smiling down at him. She looked so sweet yet also devious in a way that made the young stallion’s heart skip a beat.

Rarity opened up her robe to reveal underneath she was wearing a black set of lingerie with a pattern that just barely was thick enough to mask her nipples. Pistachio stared with wide eyes as Rarity slid onto the bed beside him before taking a finger and poking the end of his nose.

“It’s rude to stare,” Rarity said.

“S-Sorry!” Pistachio said as he turned his head away.

Rarity giggled in a way that told Pistachio she was just teasing him. The finger touching his nose suddenly drug down past his lips and over his neck before trailing all the way down to his bare chest. That finger then slid to the side, and when Pistachio realized what Rarity was doing he suddenly tensed up. That finger made its way to his armpit and the very first thing Pistachio did was let out a yelp.

“Eep!” Pistachio cried out. On instinct alone, his arm jerked down, but the bindings that Rarity had put in place kept it up and utterly exposed.

“Ohohoho, silly boy,” Rarity said. She leaned over Pistachio’s body and settled fingers down with each hand into either one of Pistachio’s bare pits. She didn’t move yet, but pressed hard enough for Pistachio to feel fear tingle through his body. The way she was leaning over him caused her breasts to be right in his face. It was impossible to have his eyes open and not stare, but at the same time, he was too frightened of her fingers resting inside of his pits to close them.

“E-Ehehee!” Pistachio was already giggling.

“I’m not even tickling you yet,” Rarity said.

“I-I cahahan’t help it!” Pistachio whined. He couldn’t stop squirming in his bindings on the bed. It wasn’t like his one back home that creaked and whined with every little movement. This bed was soft and felt amazing on his body and didn’t make a single noise no matter how much he wriggled.

“You can’t?” Rarity asked. She was starting to tease him now as she began to drag her fingers tediously slow through his pits. “Can’t hold back even a little? Not even for me?”

“EEEEHEEE!” Pistachio let out a shrill squeal the moment he felt Rarity’s fingers so much as twitch. He tried after that yelp escaped to silence himself by biting his tongue and puffing up his cheeks, but that must have made him look awfully silly because Rarity started giggling at him. After a few moments of that, he managed to remain mostly quiet, but then his lungs started to ache from withholding air for so long. Poor Pistachio began to shake his head back and forth faster and faster until finally, his lungs felt as though they were going to burst.

“Eeheheee! Ahahaaa! Ra-Rarity pleheheease! Ahahaha not there! Eheeee no no no!”

“Good try, Stachy,” Rarity teased as her fingers picked up more and more speed. “But my little tickle toys never stay quiet for long!”

Being called Rarity’s tickle toy of all things made the poor stallion feel light-headed. That, or he was still recovering from holding his breath for so long. Either way by this point the poor boy couldn’t stop now that he started, and if Rarity so wished she could keep him giggling for hours on end.

“Such a tender, soft body,” Rarity teased. “Mmm, it’s like you were MADE to be my little tickle toy~! Ooh, even all those years working on the farm couldn’t make you toughen up!”

“E-Eheheee! Rarity pleeease!” Pistachio whined.

By now Rarity’s fingers were running down Pistachio’s body grabbing his ribs or his sides at random. She kept squeezing him all over telling him how soft he was, and the poor boy for the life of him just couldn’t stop giggling like mad. What made it all the worse was the poor boy couldn’t even look down at the torment happening to his body without staring right at Rarity’s lingerie-clad figure which only flustered him all the more.

Rarity’s fingers found their way down to Pistachio’s helpless sides and tickled up and down. The poor colt let out a girlish squeal and tugged helplessly at the two bindings that kept his wrists high above his head. How in Equestria could it feel so ruthlessly awful to have soft fingers dig and squirm around his flesh?

Pistachio knew he could handle more than most ponies. On the farm, he worked even when he was exhausted to get the job done even when his body ached, and pleaded for him to stop. He knew how to handle pain, but tickle torture wasn’t pain. Being tickled was having the most embarrassing reaction on earth ripped forcefully out of your lungs while you were helpless to do anything but flail helplessly. It was having the most beautiful mare he had ever seen touch every inch of his body and being forced to admit to her he was soft and tender and couldn’t even stand being poked in his sensitive pits. It didn’t matter how tough he thought he was when he was squealing and yelping at every little poke and prod Rarity gave his upper body.

“My, you are a cute one,” Rarity said when she finally permitted to give Pistachio a moment’s break. She swirled just a single finger around and around his belly button, which caused his belly to tremble and quiver as he fought back the urge to laugh from even that. “You sure you don’t want to say the safe word?”

“I-I’m su-urhehere!” Poor Pistachio giggled.

“Really?” Rarity asked. “Even if I tickle somewhere mean?”

“Mean?” Pistachio asked nervously. Rarity had stopped using her finger to swirl around his belly now. She was leaning down like she had before where her breasts were in full view once again, so to be polite Pistachio shut his eyes and turned his head away.

Little did he know the depths of how mean Rarity could be when she wished it. She had picked up fully on how blushy and flustered he got when her body was exposed to him and used the moment to glide her fingers down lower than he would expect. While poor Pistachio was trying his best not to stare rudely at his mentor’s body she positioned it so her hands were right between his thighs with fingers curled in like deadly claws ready to strike.

Then without any proper warning; she struck. She attacked Pistachio’s inner thighs with both hands at once digging her fingers in and clawing like mad. Her fingers ran and raked from where his underwear hid his crotch down to his knee, but focused primarily on the middle section.

“BAAAHAHAAA! RARITY RARITY AHAHAAA!”

Poor Pistachio was so caught off guard he couldn’t think to do anything but scream. He tried to pull his legs together but the bindings Rarity had crafted kept him so still that he couldn’t protect his vulnerable area. Occasionally Rarity would poke at his underwear between his legs or even slide her fingers down to try to tickle his butt over the fabric. There was just no protecting himself whatsoever. Every poke made him blurt out yelps and gasps without fail each and every time between his helpless laughter. Suddenly Pistachio knew entirely what she meant when she had called this sort of tickling ‘mean’ before.

After a few moments of this where Pistachio was just non stop yelping and blurting out every cry and whimper he could; Rarity’s fingers began to go lower. They traveled down his legs before suddenly her hands were gripping both of his ankles.

“Ah!” Pistachio gasped. He was left panting staring up at Rarity who was sitting on her knees towering over him with a devious sort of look on her face.

“Having fun, Pistachio?” Rarity asked.

“Yes, Ma’am,” Pistachio answered between heavy breaths. “You’re really good at this…”

“Oh, I try,” Rarity said with a playful giggle. Her hands slipped further down his legs until they fell to both of his heels. As soon as her fingers so much as touched his feet he tensed up. Rarity must have sensed this because the playful deviousness in her smile only grew.

“Sensitive feet?” Rarity asked.

“A little,” Pistachio said.

“A little?” Rarity asked.

Rarity’s horn began to glow, and then in a poof of smoke a makeup brush appeared in her hand. It was a really fancy kind with the handle encrusted in jewels. The hair at the end looked impossibly soft and seemed to almost glow. Rarity grabbed Pistachio by his left ankle and held it firmly before placing the tip of the brush’s hairs against the tops of his toes and letting the brush fall down the length of his sole.

Poor Pistachio never stood a chance.

“Eh-Eheheee!” Pistachio cried out. “Ohohohooo! Ahahaaa!”

The giggling just came out so strong he couldn’t help himself. The poor stallion was a mess. The hairs were even softer than they looked.

“I think you’ve been a naughty boy, Pistachio,” Rarity said in a sing-song sort of voice. “Lying to me about your feet. A little sensitive? A little?”

As if to punish Pistachio for ‘lying’ Rarity took the makeup brush and swished it ferociously back and forth across his toes. That drove the poor stallion into a giggling fit he feared he might never recover from. He swore he could feel every hair and touch of that brush as it ran between his wiggling toes and tickled him senseless.

“E-Eheheee! I’m sorry! Ahahahaa I’m sorry Miss Rarity! Eheheee! Ma’am— EEEHEHEE!”

Poor Pistachio could hardly stand one of his feet getting the treatment of that brush, which made it all the more awful when he felt Rarity’s magic grab for his other ankle.

Rarity grabbed Pistachio by both of his feet at once. The rope around them vanished as a magical hold gripped him by the ankles and held his feet together side by side with his knees still bent in the air. His soles were now directly in front of Rarity’s face and there was nothing he could do to protect himself.

“Ahh!” Pistachio gasped as he felt something soft. He looked up and could see a brightly colored feather appear between his toes. It began to saw back and forth, titilating the ticklish nerves along the way. While that was happening the makeup brush Rarity was holding in her other hand ran up and down his feet exploring every inch.

“E-Ehehehee! Ahahaha nohohooo!” Pistachio whined loudly.

“Oh, Pistachio, Darling,” Rarity said with a tone that sounded like fake sympathy to the helpless stallion. “You didn’t tell me your feet were so sensitive even my peacock feathers would make you laugh so adorably! Oh, you’re in trouble now, Mister!”

All this talk of being in trouble and having to be punished as a result of owning a pair of ticklish feet was driving poor Pistachio a bit crazy. The poor boy was living out his fantasy more vivid than any of his fantasies could have predicted, and not once had the thought of squealing the safe word out between his other howls of laughter even crossed his mind. Rarity was the perfect pony to torment him with such ruthless affection. She seemed to adore every moment she could force a squeal out of the helpless stallion.

Pistachio and his ticklish feet were subjected to the onslaught of feather tickling for a solid ten minutes. Rarity seemed to never grow the least bit bored with swishing the feather up and down and forcing the makeup brush along the underside of his toes, and the helpless Pistachio’s endurance from years on the farm was once again biting him in the butt as he was still squirming and giggling with the same level of vigor as when he had started. The soft tickling was a low level of intensity that was impossible for the stallion not to laugh at, but tolerable for long periods of time.

It wasn’t until the soft tools were taken away did Pistachio have a moment to think clearly. He was breathing hard, but the smile on his face certainly wasn’t a leftover from the tickling.

“For a first timer you’re doing wonderfully,” Rarity said as she leaned down on the bed beside Pistachio. She took a finger and teasingly swirled it around his chest.

“Thanks,” Pistachio said. “This is really fun…”

“Want to cap off your first session with something a bit more intense?” Rarity asked.

“Intense?” Pistachio asked. His voice came out cracking a little, which embarrassed him to no end as he felt his face flush.

Rarity’s horn glowed again as she lifted her hand right in front of Pistachio’s eyes. Another puff of smoke and a new object appeared in her grasp. A hairbrush that looked just as fancy and expensive as her makeup brush had. It was white with a wide combing area that could cover one of his entire feet at once. She turned it over and pressed the non-comb end of the brush against Pistachio’s cheek. His heart skipped a beat as Rarity leaned in and put her lips so close to his ear that he could feel her hot breath trickle down his neck.

“I want to lotion up those adorable feet of yours,” Rarity said. “And then scrub them with this brush until you SCREAM that safeword at me.”

“Oh, gosh,” Pistachio whined softly. He felt light headed at that threat. He could already imagine how awful it’d feel and how violently he’d thrash and how loud he’d laugh… Why oh why did that excite him so much?

“You don’t need to say yes,” Rarity said as she pulled herself up. “But every moment you don’t say that safeword we both know is a moment you love being my tickle toy.”

Pistachio was unsure if he should feel excited or terrified. He had been a giggling mess at soft tools over his feet, but that brush? That would surely kill him. If not kill him it’d drive him insane. He watched helplessly as Rarity used her magic to drag over a glass vial full of a lotion far too expensive for Pistachio to normally afford. Rarity dabbed some of it into her hand and then pressed her lotion covered fingers against Pistachio’s foot.

“Ah!” The stallion gasped again.

Even the sensation of Rarity’s fingers pressing into his foot to evenly spread the lotion around made him want to giggle. He could hardly keep his eyes off of that makeup brush in fear Rarity might do something mean again and tickle him before he was ready. Soon enough his feet were prepped, and poor Pistachio could do nothing but wait as he squirmed in place.

Rarity lifted the hairbrush, and in response Pistachio squeezed his eyes shut. He felt something touch his foot and…

“Ahahaaaa! Ahahaaa!”

Pistachio cried out with laughter for a solid five seconds before he realized nothing was actually happening. He cracked open his eyes to see that Rarity had placed the flat end of the hair brush against his foot and was currently looking at him with an expression that was clearly trying her best not to crack up laughing.

“Y-You tricked me!” Pistachio whined.

“I couldn’t help it,” Rarity said. “You looked so nervous.”

“You’re so mean,” Pistachio whined.

“Oh, Sweetie,” Rarity said before turning the hairbrush over. “Yes. Yes I am.”

In retrospect he should have seen this coming… but once again Rarity had managed to catch him entirely off guard as the hairbrush came down and began scrubbing against his feet. This time when Pistachio laughed it came out for real, and not just because of nerves.

“BAAAAHAHAHAAA! AHAHAHAAAA!”

This time the laughter came out of him like a force he simply couldn’t control. He had never been tickled seriously before, and certainly never with a tool as evil as this hairbrush. He could however confirm he wasn’t being dramatic with how fearful he had been, because the sensation was even worse than he could have ever dreamed of.

The feathers and makeup brushes felt like heaven compared to this. The rough bristles on Rarity’s brush sank deep into the flesh of his soles and didn’t just tease his ticklish nerves, but actively attacked them with malicious intent. The brush was so wide that even if Rarity was scrubbing it wildly it was nearly impossible not to hit every spot at least once.

“AHAHAHAA RARITY PLEEHEHEASE! EHEHEEE NO NO NOHOHOOO!” Pistachio screamed his pleas as loud as he could as Rarity hyperfocused on the balls of his feet. All she had to do was drag the hairbrush from left to right to make the poor stallion scream at the top of his lungs.

During the first few moments of torment Pistachio had attempted to scrunch his toes, but Rarity wouldn’t even allow that. She pulled them back with her magic and make sure every inch would experience her wrath. While the hairbrush ran along his arches she would use her nails to scratch the underside of his toes.

Soon enough poor Pistachio’s feet were as red as his cheeks. All the scrubbing had caused them to blush, yet even still Rarity showed no mercy. Even as Pistachio’s eyes grew wet with laughing so hard and his wrists ached from how many times he had mindlessly yanked down at his wrist restraints she didn’t slow down her torment.

Rarity was right; she truly had no intention of slowing down until that safe word came squealing out with a laugh. She would likely tickle Pistachio until he had lost every shred of his sanity to ticklish madness if he let her. Pistachio had no choice but to plead for her mercy and hope that she listened.

“REHEHEEED!” Pistachio cried out when he truly could stand it no longer. “REHEHEEED! EHEHEEEE!”

Rarity stopped tickling at once, but even as she did the intensity of the torture was enough to keep Pistachio laughing for several moments more. His feet tingled with the memory of the raking of the brush even as Rarity released her magic and gently placed his heels back onto the bed. Still giggling as he fought to catch his breath Rarity smiled down at Pistachio.

“Oh, dear,” Rarity said. “Hold on just one moment, Darling.”

Rarity stood up and hurried away before returning quickly with a glass in her hand. She got down onto the bed and used her magic to make Pistachio’s bindings vanish. She propped him up in her arms so he could rest leaning into her. He didn’t realize just how much strength he lost until it became apparent he would just crash back onto the bed if he didn’t accept her support.

“Water?” Rarity asked before pressing the glass up against Pistachio’s lip. He took several large drinks before pulling away to gasp. Rarity chuckled as she used her magic to float the glass away to the bedside table and embraced Pistachio in her arms.

“Thanks,” Pistachio said.

“It’s not healthy to let yourself get pushed that far,” Rarity said. “Only you can know your limits, I can only listen.”

“I know,” Pistachio said sheepishly. “But… It was really hot. I didn’t want it to stop.”

“Ohoho,” Rarity chuckled before placing her fingers at Pistachio’s belly and teasingly stroking along it to produce another giggle. “Seems I have a little tickle mascocist on my hands. Next time I might not be so kind, I’m warning you.”

“Promise?” Pistachio asked.

“Oh, you little…” Rarity said.

Suddenly her horn began to glow again and Pistachio felt his ankles become trapped. Her let out a frightful gasp as Rarity’s arms wrapped around him firmly. She was bigger than him, and it trapped him in place. Suddenly the peacock feathers from before returned to his feet, at least four of them, and they all began to stroke and graze against his tender arches once more.

“Ah! Ehehehee! Rarity! Ahahaaa!”

“My adorable little Pistachio, you should know not to egg me on!” Rarity said. Her arms only tightened around Pistachio. “Now I’ll have to feather your feet till you learn to be a good boy and stop getting me so worked up!”

“Eheheee! Ohohohoo gohohooosh!” Pistachio whined. “Eheheee! I’m a gohohoood boy!”

“What was that?” Rarity asked. “Couldn’t hear you!”

“Eheheee! Rarity!” Pistachio cried out as the feathers slipped between his toes. “Eheheee! Pleheheease!”

It seemed that his next session with Rarity might be starting sooner than he thought.