>You are Anon in Equestria
>You are also broke.
>You are also a tickler, although not an infamous one. Most of the town is totally ok with it as long as you don't disturb them.
>So you are Broke Anon the Tickler in Equestria.
>You need a job like you usually do.
>After months of working, you know almost certainly when and where most ponies were.
>The pay was decent, it could keep you up for a while, but sometimes you longed for a time when you didn't have to keep job hopping.
>You checked the clock. 8:30.
>Rainbow Dash was sleeping.
>Applejack was bucking apples.
>Pinkie Pie was setting up at Sugarcube Corner.
>Twilight was already up, she mentioned going to Canterlot. She did give you a train pass, so you could get to her if you rushed.
>Fluttershy was finishing up feeding her animals.
>And Rarity was going to be taking care of Sweetie Belle today.
>Of course, you did remember Cheerilee needed help for a field trip.
>The postal service always needed workers.
>Of course, if you really wanted to, you could go find that magician again...
>Where to go...?
>You grabbed the train pass off your nightstand.
>The train was going to leave soon. you might as well have a bite to eat.
>You splattered a giant glob of peanut butter and jelly on two pieces of bread and shoved the sandwich in your mouth.
>You had to hurry, you were gonna be late to meet up with the princess!
>You know, this seems really familiar...
>As soon as you got to the train station, you found Twilight and her dragon friend just about to board the train.
>You flashed your pass to the conductor, making it in the car as soon as you finished licking your lips of the peanut butter.
>"Oh! It's Anon! Hello!"
"Hello, Twilight-senpai."
>"What?"
"...I said Twilight and Spike."
>You sat down next to Twilight, catching your breath.
>"Well, Anon, I'm glad that you decided to come with me to the meeting?"
>Wait, what meeting?
>Aw man, you volunteered into doing something boring. Maybe you could sneak out and meet the local Canterlot ponies...
>After hearing Twilight go on a lecture about royal duties or whatever, Spike had long fell asleep.
>It was a pretty long ride, and eventually, even the princess fell asleep,
>You looked around, it was an empty train car.
>You could take advantage and tickle one of them again...
>Yeah, ticklish royalty all the way.
>You lightly stroke the princess's mane, making her ear twitch as she snores.
>These ponies are like dogs and cats...
>These moments are particularly great moments because you can tickle and tease a princess all you want, and it's ok because you're friends.
>Anywhere else and you get your head shot off.
>You started tapping your fingers on her back, making sure not to wake her.
>She shivered, shifting her body away.
>You looked over to Spike. He was clearly too far gone to wake up.
>You saw her wings open up slightly.
>Out of all the times you tickled her, her wings weren't a spot you managed to get.
>It was usually her hooves or belly that were your favorites.
>Although you do know that Fluttershy and Rainbow Dash had ticklish wings, you wondered if the princess was no exception.
>You wiggled a finger in each of her wing pits.
>"Heeheehee..."
>Sweet.
>It would be nice to just let her sleep the whole way, just lightly tickle her while she dreams.
>Or you could just wake her up and have a princess under your tickling fingers.
>You grinned evilly as you gently placed your fingers in her wing pits.
>Time to wake up, Princess...
>When you dug your fingers and vibrated in her wingpits, she nearly jumped up into the air.
>"G-GAHAHAHAHA!"
"Wakey wakey, Princess~"
>"Hahahahaha! A-Anohohohohon!" She tried to crawl away, but your tickling was too powerful.
"What's wrong? Is the regal Princess Twilight's great weakness that her wings are suuuper duper ticklish?" You teased, making her blushed.
>"Plehehehehehease! Stahahahahahahap!" She cried, still trying to push you away.
>Your wiggling fingers moved from pit to tip and back, giving Twilight different levels of ticklishness.
>After five minutes, you decided to let her go, leaving her a giggling mess on her seat.
>"Ah...A-Anon...p-please...d-don't do that...during my meeting...please..."
>You nodded, knowing that she'd probably do some serious damage if she wanted to.
>By the time Twilight caught her breath, the train arrived at Canterlot.
>You, Twilight, and Spike hopped off the train, looking around.
>Twilight pointed towards the castle, "I'm going to have the meeting there if you need to see me for anything. Don't go too crazy exploring the city."
>You looked around, a plethora of possibly professional and prestigious ponies awaited.
>But Twilight was already going towards the royal castle. Possibly to meet the princesses.
>Or, you could prowl the new area...There may be celebrities...
"Could I get a map of the place, Twi?"
>"Sure thing Anon." Twilight smiled, her horn glowing.
>She levitated a rolled up piece of paper to you. Unraveling it, you found where you were in this big capital of Equestria.
>You waved goodbye to Twilight, exploring the town.
>It was truly an extravagant place. Ivory towers, golden spires...
>Ahead of you were many paths. Looking at the map, you determined each of the four paths went to some tourist attractions or places to pass the time.
>The first path went to some coffee shops and restaurants.
>The second path went to a racetrack.
>The third one went to an art gallery and theater.
>The fourth one led straight to the castle where Twilight was.
>As you walk to the racetrack, you notice it's made out of clouds.
>Also it's above a cliff.
>As you walk to the racetrack, you notice it's made out of clouds.
>Also it's above a cliff.
>Luckily the seats were stable on the cliff side.
>Probably.
>You were about to take a seat, but you heard a some arguing behind the stands.
>"You think you're better?"
>"I know I am."
>"You think one little race is gonna cement your place over me?"
>"It sure is a good start!"
>Upon inspection, you saw that it was two Wonderbolts.
"Hey, what's going on?"
>"Well, Fleetfoot thinks she's a better flier than me."
>"And Surprise thinks that she's better."
>"She's only won one more race and that somehow makes her better" Surprise grunts, glaring at her.
>"Well how about this, after the race we let this guy decide the loser's punishment!" Fleetfoot grins, pointing at you.
>Well, you already had an idea in mind...
>"Fine! What's your name, guy?"
"It's Anon." you smirked, there was no way you could lose in this situation.
>"Alright, Anon...you've gotta think of a great punishment for her when I win!" Surprise smiles, poking your chest before walking towards the track.
>"She's totally gonna lose..." Fleetfoot whispered in your ear before following.
>You decided to take a seat in the front. One of your Wonderbolt acquaintances was going to get a punishment she'd never forget...
>"Fillies and gentlecolts, welcome to the Wonderbolts Derby! The competitors are taking their places at the starting line, and the race will begin momentarily!"
>You leaned forward, watching the two racers you betted on.
>After a buzzer, the racers were off. Your eyes darted back and forth, desperately trying to catch up. After a minute, it was already over.
>"And the winner is..."
>You shook your fists in anticipation, as if rolling dice.
>"Swift Sky!"
>You looked at the finish line, both Surprise and Fleetfoot looked at each other in shock.
>You waved at them, smirking.
>After they left the stadium, the both grabbed you and dragged you into their changing room.
>"Anon, I won, right? You saw how I beat her!" Fleetfoot shook you.
>"No way! I totally beat her!" Surprise said.
>You tapped your fingers together like an evil villain.
"I don't know...You did both agree on whoever lost...As far as I see it, you both lost!"
>"What?" They both said in exasperation, both mortified and angered.
"Now now, you made the rules!" You wagged your fingers.
>You grabbed the rope you always carry in your bag, ready to tie up the losers.
>What position are you tying them up in?
>Taking your bits of rope, you tie them both spread-eagle to a nearby bench.
>They didn't show much resistance, strangely, although they were about to very soon.
>You plucked a feather from each of their wings.
>Four feathers in your hand, you smiled at the two Wonderbolts in your captivity.
"Hey girls, guess what your punishment is?"
>They looked at the feathers with wide eyes.
>"Oh no...oh no no no no no!"
>You faced Surprise, putting the feathers on the base of her hooves.
>"Oh no, please! No no no no no!"
>You smiled, taking a long stroke down her hooves.
>"Nohohohohoho!"
>Oddly enough, her laughter sounded strangely like Pinkie Pie's...
>You let the feathers glide up and down her hooves, making the Wonderbolt squeal and struggle.
>It was a good thing you tied those ropes tight, because she was a kicker.
>"Please!" She pleaded. "I'm sohohohohohorry!"
"Sorry for what?" you chuckled, "Is there something you want to be sorry for?"
>"Yehehehes! Fleeheeheeheetfoot's the better flyer!" She laughed. It was obvious she would do anything just to make you stop tickling her.
"Oh, but the fun has just begun..." you teased, continuing to stroke her sensitive hooves.
>"Stahahahahap!"
>After enough tickling, Surprise's wings started flapping, brushing against Fleetfoot's sides.
>"H-Hey! Q-Quit it!" She giggled, trying to scoot away.
"Interesting..." you mused.
>Putting the feathers on your ear, you leaned forward to scratch Fleetfoot's sides.
>"Gahahahaha! Cut it out!" She laughed, flapping her wings as well.
>Surprise started laughing uncontrollably, soon, both Wonderbolts were tickling each other with their wings.
>You smiled, sitting back for a minute. They could technically keep tickling each other at this rate. If they stopped, you'd just add some encouragement.
>"Anon! Plehehehease! Stahahahap it!" Surprise laughed. Seems that unlike Pinkie Pie, she hated being tickled. Wasn't gonna stop you though.
>By the time the two eventually stopped tickling each other, you wanted to get things rolling again.
>You walked back up to the trembling two.
>"P-please...no more tickling..." Surprise begged.
"Well, I guess Fleetfoot really is better..." You taunted, trying to play to her competitive side.
>"Yes, please...she is...just let me go..."
"...Alright, five more minutes with the two of you."
>The two of them looked at each other in horror.
>You dig your fingers in their wingpits, making them jump.
>"NOHOHOHOHOHOHOHO!"
>You grinned, seems wing pits are a very tickling spot for pegasi.
>They kept begging and pleading for you to stop, but you didn't listen, only hearing their laughter.
>Five minutes passed, and you decided they've had enough.
>You untied them, but they still laid on the ground, trying to catch their breath.
"See, I think you learned a valuable lesson: Competition can come with a price."
>The two of you just glared.
>You laughed nervously, starting to back away.
"So yeah, I'll...see you someday soon."
>You started booking it until you made it a safe distance away. There was a good chance they'd beat you up given the chance.
>You looked around, there was still time to explore Canterlot.
>There was the art gallery, the theater, or the castle.
>By the time you made your way to the theater, it was already getting dark.
>This would probably be the last place you could visit before Twilight came and forcibly dragged you away.
>Might as well make the most of this.
>Looking around, it seemed like there was nopony there.
>But strangely, there was something coming from inside the theater.
>Seems like somepony was practicing in there.
>You leaned in closely to hear what was playing...
>Yep, that was definitely some electronic music.
>You could feel the beat pulse through your body.
>Strangely, it was left unlocked.
>You pulled the doors open and witnessed the vast hallways and stairwells leading to multiple theaters.
>There wasn't a single pony in sight, yet the music still beat on.
>Eventually you followed the music.
>The beat seemed to get more intense as you approached. As you pushed open the door, it was like a soundwave slammed you in the face.
>It was loud.
>"Aw yeah, someone came to hear me practice!" You managed to hear over the blaring music.
>You looked around, the theater seemed to have all the seats removed in space for flashing floor tiles.
>Unicorn magic can do a lot for interior renovations, apparently.
>You looked over to the DJ, over at the booth.
>It was a white unicorn with neon blue spiky hair on one side, and purple streaked glasses.
>She should be fun to tickle silly.
"Well, how about I give you a hoof massage?"
>She glanced in your direction. "What? Are you serious? I just met you and you're already offering something like that?"
>You shrugged.
"I'm just good at it, I guess."
>She looks skeptical, but pats the seat next to her. "Alright then, all yours."
>You sat down as she offered her hooves to you.
>You started to rub her underhoof, and quickly you felt her melt in your hands.
>"O-oh man... you really are good at this..." She lays back on the couch, her hooves twitching.
>You continued to rub up and down her hooves, making her grin.
>Then it was time to get to the real action.
>You lightly wiggled a finger at the underside of her hoof.
>"Ahaha...H-hey, that tihihihickles..."
>Perfect...
"Oh, does it?"
>You began to tickle faster, making her nearly kick you in the face.
>"Q-QUIT IT!" she screamed.
>Of course, you didn't listen, as you pushed her hooves aside to blow a raspberry on her belly.
>"G-GAHAHAHAHAHA!"
>After a few raspberries, you let up to breathe, wondering where to strike next.
>"O-Ok...y-you had your fun, now d-don't tickle me again..."
>You put your fingers on her flank, right where her cutie mark was. You began tracing around the music note, wiggling your fingers along the lines.
>"F-FUHUHUHUHUHUCK!" She laughed, actively trying to get away.
>You finally stopped, watching her put her glasses back on to hide the tears from her laughter.
>"Oh man, that was...kinda refreshing actually."
"What, really?"
>"Yeah, sometimes the stress gets to me, I mean, a hoof massage was fine, but that was a bit different. I kinda liked it, to be honest." She grinned, playfully punching you in the arm.
"So...what are you saying?"
>"Duh, I wanna be tickled again!"
>You shrugged. You weren't going to complain about this.
"Alright, you got anything to tie you up with? Maybe some rope or something?"
>"Eh, All I have is this duct tape." She says, casually pulling out two full rolls of duct tape.
"Guess that'll do."
>You spread her hooves apart and taped them to the ground with several layers of tape. She tested the bonds, proving she was truly immobile.
>You wiggles your fingers teasingly, making her squirm as you approached her white belly.
>Then you struck. Your fingers dug deep into her soft belly.
>Immediately, she started bucking in her bonds as she screamed.
>Her tail began to slam against the floor.
>"FUHUHUHUHUHUCK!"
>You quickly moved to one of the sweet spots, her cutie mark.
>She began to tear up from laughing too hard.
>It was astounding how ticklish these flanks were.
>They were probably as ticklish as Pinkie Pie's...
>...Everything, really.