Wedgie 101

by Steel Stud

Rating: mature
Tags: Romance, Self Insert, Fluttershy, Equestria Girls, Sex, Random, Slice of Life, Alternate Universe, Comedy
Length: 3152

story Steel Stud will be creating a wedgie web series after Rainbow Dash wouldn't leave him alone saying that it'll be great but read as he gets in way over his head as he tries to comprehend what's the inhabitants of Equestria obbesion with him

Read as I give wedgies to the mares and stallions of Equestria for fun but i might be going into something a little bit deeper than that. Set in 3rd person

And thanks to mlpfunfictionwriter for helping me edit

Ps keep in mind that if you comment insults (saying that this is a piece of garbage) you will be blocked. Disliking this is fine, so is commenting ways of improving on my work and making it better is fine too, but just commenting down right insults is not and will end up with you being blocked from my content which is something I'm aloud to do.

Warning: This contains Wedgies, stripping mares/stallions, spanking, aged up fillies and colts (Diamond Tiara, Button Mash etc.. To name a few), and Equestria Girls characters (Sunset Shimmer, Sci-Twi etc...)

Published 2017-04-02 03:40:01 UTC
Last updated 2017-04-11 18:41:25 UTC

Rarity

"Hello there world", I said with a smile on my face as I talked to the camera addressing the audience of my first video. I was wearing my standard athletic attire; a plain black muscle shirt and gym shorts.

"Is that the best you can come up with?" Questioned my rainbow friend as she floated next to me. She was a cyan-blue pegasus mare with a rainbow mane and tail and magenta eyes bearing a competitive smirk. She was wearing a light blue short-sleeved shirt and white gym shorts with streaks of red, blue, and yellow adorning the sides. She was also wearing a pair of fuzzy rainbow socks on her hind legs as a final accessory to top off her outfit.

"Oh Rainbow darling lay off him, keep in mind that this is his first video after all", said a white-coated unicorn mare with a purple accentuated mane and tail. Her cerulean eyes flicked toward me and for a moment it almost seemed as if she was peering into my soul with that charming gaze of hers. She was wearing a baby-blue dress that rested about a quarter-inch off the ground paired with matching socks that reached up to her hind legs.

"Well, I guess you're right" the cyan mare chuckled with a roll of her eyes.

"Thanks, Rarity, now where was I?" I asked myself have lost my train of thought.

"You were about to tell our lovely viewers how you were gonna pull on our undies darling" Rarity said with a small blush as she reminded me.

"Oh yeah, as Rarity just said, I'm going to give these two mares wedgies" I motioned to the two mares on camera who at this point were blushing quite a bit. "Why don't we get started with our favorite fashionista." I turned the camera slightly to reveal a table that had been previously out of the camera's view and motioned for her to lean over the side of it. I picked up the camera to get a good angle as I lifted the bottom half of her dress revealing a pair of black boxers. Her underwear of choice was littered with little red hearts and yellow smiley faces as well as a red trim around the waistband and leg holes. Her name was even sewn in red letters just below the waistband along with a big orange bow just below her name.

"Well look what our friend Rarity is wearing today folks", I said with a whistle as she blushed bright red as I yanked the skirt down and had her kick it off to the side. "No need for that anymore, now give the viewers a good wiggle!" She blushed even harder as she complied. Watching her butt jiggle with each movement of her hips with the taunt fabric encasing her posterior felt like torture. So not wanting to prolong it, I took a good portion of the black fabric in each hoof.

"You ready beautiful?" I asked the porcelain mare and smiled when she nodded, apparently too embarrassed to say anything else. And that's when I sent her boxers skyrocketing as I lifted her off the ground, her big bubble butt swallowing the black fabric as she let out a high pitched squeal. I moved the camera around to get as many angles of my beautiful subject as possible. From her blushing face to her forelegs which were firmly gripping the corners of the table as to not fall face-first into the said table. Her big jiggling ass swallowed more and more of the black fabric with every bounce I gave her.

"These are surprisingly stretchy boxers cutie what are they made of?" I asked the blushing mare as her face got even redder at the 'cutie' remark. God do I love it when they blush like this.

"They're..made Ah! Of Unf! A special mix Ack! Of polyester, silk, and elastic!" She managed through squeaks and squeals as I kept up my bouncing. At this point, her boxers looked more like a pair of stretched out panties as I moved my hooves to grip her leg holes to get better leverage. After about a minute more of non-stop bouncing; her boxers were at her upper back.

With a sly mischievous grin, I positioned the camera right in front of her and with my magic and ripped the rest of her dress off to reveal a glittery red sequined bra. Her face was entirely red at this point as I moved the camera around as I unhooked her bra before rehooking them through the leg holes of her boxers. I continued to bounce her as she now was holding her crotch and eventually heard a couple of moans of pleasure.

"Oh is our little marshmallow mare liking their wedgie?", I asked in a teasing tone as I kissed her ear and watched it twitch at the sensation as I placed one hoof on her shoulder, and with the other I yanked up hard on her boxers, getting it over her head as the waistband snapped down over her chin. Unable to poke through the polyester mix; her horn made a tent around the fabric nullifying any magic flow. Then I thread her forelegs through the leg holes of her boxers and removed both her socks before using them to tie her forelegs and hind legs together. Lastly, I tucked her tail under the back of her bra, and as the piece of resistance yanked the form of her stretched out boxers which lay just below her breasts and tied them to the front of them before stepping back to admire my work as she stood there unable to do anything but stand there with her legs bound together, tail tucked under her bra with said bra on display. The back of her once comfortable and non stretched boxers now on full display over her head and resting on her chin stopping any way of getting them off without assistance.

"Now give the audience a little spin to show that off cutie!", I cheered which she slowly did before giving the camera a little booty shake. Her undies audibly creaking in stress as she turned around and shook her hips to show off her soaked legs and crotch before being lifted with a squeal of surprise and dropped on a coat hook nearby.

"Now I'll let the naughty mare hang out to dry as I get our next guest, Rainbow Dash!", I said before turning the camera for the audience to see that the mare was already in position; bent over the table and with her ass sticking out.

Author's Note

Pls be kind and not comment down right insults and plz inside comment on what I can approve on.

Rainbow Dash

Author's Note

Italics mean they're thinking
Will also be switching between 1st, 2nd and 3rd person P.O.V.
UP next is Starlight And Fluttershy.
Then The Shadowbolts In The Equestria Girls Universe

Rainbow Dash

"You ready Rainbow?" Asked the stallion as he gripped two hoof fulls of the magenta panties with white clouds decorating them.

"Ready as I'll ever be," Rainbow said as the blush on her face grew as to empathize her statement she pantsed herself revealing her firm but still a bubbly ass to her crush why am I doing this again? Oh, right I'm here because I suggested it so I could get closer to him and maybe get the guts to tell him how I fill about him before the others do I looked back at him and blushed before giving my hips an extra wiggle.

"Ok, you asked for it!" He said as he gave a mighty yank that sent her underwear into the depths of her flank.

"iiiiiiiiiiiiiiieeeeeeeeeeeeeeeeeehhhhhhhhhhhhhh" was what came out of her mouth as she wasn't expecting him to be this strong ow ow ow ok ok this hurts more than I realized I thought as my panties reached my shoulders in a second how are they already at my head as they were already a few inches above her head and was almost ready to be into an atomic any second ok I'm really glad I didn't wear that thong or else I'll be split in half, but if this means that I can possibly become his marefriend than the pain is worth it she thought as Steel snapped the waistband over her nose and into her mouth, the panties pulled her head back as she stumbled trying to find her balance when she did the viewers could get a good look at her vulnerable form.

"Ok folks look at the beaut we got in front of us today folks," I said as I observed the atomised mare a good before they had to wipe away some drool from my mouth.I really need to be careful or else they might think I'm weird for starring

"Ok let's move on," I said as my horn glow with my crimson magic as ripped off her shirt to reveal a sequin rainbow bra that looked like it should belong to a filly, not a full-grown mare hhhmmm would never have thought Rainbow would wear something like this. And her boobs are huge though not as large as Rarity's or F- I shook to get rid those thoughts as reached forward and took another hoof full of the front of her panties and slowly but surely lifted her off the ground before bouncing her watching as her C-Cup breasts bounced in tandem with my own.

Oh! Sweet Celestia! This hurts so much but I need to get through this if I want to impress him. Ooohh man, I should have changed after my workout all I can taste is my sweat and plot. the bouncing continued for another minute or so as the front of her magenta panties were already at her chin before he took off her socks and used one to bind her forelegs behind her back and the other to bind her wings to her body to immobilize her.

Ok Rainbow just a little bit more and it'll be over she thought to herself as her panties reached over her as her pony ears poked out the leg holes. After a few more seconds he snapped the front over her head before quickly tying them to the front of her bra and hooking her up next to Rarity.

"There you go, folks, two hanging beauties and what's this it appears that out fashionista fell asleep while I Wedgied Rainbow. Well that's all for today mares and gentlecolts" I said as I positioned my head between them "And tomorrow I'll be getting two more mares to wedgie don't know who but I'll try to get them" I finished before finally shutting off the camera I then went and got Rainbow down first and let her out of her wedgie before going over and started to get Rarity down as Rainbow pried her undies out of her ass.

I just managed to pull her off and wake her before Dash asked.

"How did you like giving us wedgies Steel?" As she tried to adjust her own underwear into a more comfortable position.

"Well it was fun and it gave me an excuse to look at yours and Rarity's hot plots," I said without really thinking. When I realized what I said I tensed up as Rainbow Dash immediately stopped her picking I could fill Rarity tense up as I haven't put her down yet. At that, I placed Rarity down and un-wrapped her as I rushed to get them out of my house as I was really embarrassed.

"Ok see ya!" I rushed as I pushed them out the front forgetting I didn't give them back their clothes in my rush.

"Did he?" Rainbow asked

"Yes," Rarity answered her blush darken to nearly black, "I think we should go before somepony see's us" at that they both rushed home to get some clothes on.

Fluttershy Part: 1

"Hello again everypony!" I said as my two victims shuffled nervously next to me.

"Are we really doing this?" Starlight Glimmer said as she stood to my left. She was wearing a black tank top, light blue short skirt top stopped at a inch below her crouch, purple leg warmers on her hind legs, and a green head band.

"Yes Starlight we are, and don't say I didn't warn you as I told what we're doing today" I informed the horned mare.

"I know you said you were going to give us wedgies, but can you be gentle please?" Asked the mare who was currently trying to hide behind her mane.

"You know you don't have to do this right Fluttershy?" I asked the shy mare.

"Oh yes I know but I'm fine with that as long as you are gentle" She replied. she was wearing a yellow sun dress with orange polka dots and a white belt at her wider than average waist, she also had yellow shoes on her hind hoofs, she also had a orange flower in her mane.

"Ok let's get started Fluttershy do you mind going first?" I asked her with a smile on my face.

"Oh ok where should I stand?"

"Well would you mind spreading out on your stomach?" I said as I positioned her on the floor in a perfect "X" as I lifted up the skirt I was surprised to see a shiny emerald green thong on the shy mare's flank. "Well would you look at that I didn't know you wore thongs Fluttershy" I said as I draped the skirt over head which I'm pretty she was grateful for that.

"Ok one more thing" I said as I lifted the dress to reveal her bra that matched her thong as well as put said dress in a position that trapped her to the point she wouldn't be able to get out by herself.

"Ok here we go, and don't worry Fluttershy I'll be gentle" I said as I slowly but surely lifted the thin material that was deceptively stretchy as I had lifted it off the ground about an foot before her butt started coming off the floor and when she did start to come off the she was MUCH! Lighter than I thought, heck I've lifted leaves heavier than she was. It took me a minute
but I got her underwear up to around my chest as I was taking my sweet time as to not hurt her before I stopped to admire her beauty. She was currently hanging from nothing but a thread that cut, she also had her flank resting against my stomach but at the time I could've cared less as she was breathing unusually heavy, her hind legs were twitching every so often and from what I could see of her (which was from the bottom of her shoulder blades down) she was sweating a lot.

"Are you ok Fluttershy?" I asked her worry evident in my voice.

"Oh I'm fine really, it's just I..." Her muffled reply was cut short as the next part was said too low for me to hear from my position.

"What was Fluttershy?" I asked again as I was still worried that I was hurting a friend.

"I said I liked to be..." She said the last part a little bit louder this time but still inaudible.

"What was that I couldn't hear you?" I said as I was slowly lowering the shy mare back to the ground. I could hear her take a deep breath before she screamed at what could be the top of her lungs which was still just above a whisper.

"I LIKED TO BE WEDGIED!!" She screamed as she launched her head back unaware that I was inches away from her head trying to hear what she said which caused our heads to collide with a surprising amount of force.

"Ow!" I yelped in surprise as I dropped her the rest of the way to the ground which was about 5 inches as I held my nose in more surprise at what she said more than pain at the collision while Fluttershy just laid probably in either pure embarrassment or regret as her thong laid limp at her mid back before she slowly started to sit up as her skirt fell just enough to let me and the camera Starlight was filming with to see her madly blushing face.

"I'm sorry, I shouldn't have said that I'll just go!" She quickly said as she tried to run away but fell on her back as she slipped on the stretched out thong and as she couldn't get back up as her own dress restrained. She tried to get back up but only managed to wiggle from side to side like a turtle stuck on it's back before I helped her back onto her hooves as well as pulled the dress completely off to reveal her half naked body to us.

She tried to cover herself but only managed to cover her chest as she looked away trying to hide her face as she lost all interest of running due to her naked self. I couldn't help myself and studied the beauty in front of me, she was half naked with one hoof covering her beautiful blushing face, fear clearly evident in her big lovely blue eyes as she looked at me waiting for my response, her other hoof covering her F (DDDD) sized breasts that were covered in the shiny emerald green fabric of her bra, her lean sexy hourglass figure, her long beauty and slightly sweaty pink mane lined her face in a way that said "beautiful", her delicate wings that were stretched in all their glory, her long beautiful and also slightly sweaty tail that swished from side to side, the green material of the thong that was buried deep within her plot and wedged just enough within her groin to reveal her moist lips, and her delicate frame that made her look perfect in my eyes.

"Um... Steel? You there?" I could hear Fluttershy ask. After what felt like forever but was actually 2 minutes of staring I just leapt forward surprising the mare in front me and embraced her as I kissed her passionately. I could feel Fluttershy as I kissed with all my heart.

Author's Note

If you're wondering what Fluttershy's shoes looked look at the ones she wore with her gala dress in "The Best Night Ever" except orange also didn't want this to long so it's going to be my first two parter and Fluttershy is gonna pop in more chapters than most other characters who would only be wedgied once or twice as she is going to be a main character of this story from now on.