Alternate Titles:

Tricks and Wedgies

A Nightmare on B. Crack St.

The chilly October Breeze nipped at Moore's legs, the skirt of her Little Red Riding Hood costume not even making it past the bottom of her ass cheeks. Beside her, Nala confidently strutted in her Boa Hancock cosplay, the flowing cape trailing behind her as they knocked on another door, bags of candy at the ready for their nostalgic haul.

“Remind me again, why do I have to wear this stupid Little Red Riding Hood costume again? You know my… I don’t wear skirts for a reason, and it’s really cold out tonight,” asked Moore, quick to correct herself and not say her ass was too big for the costume.

“Because your phat ass ripped your Booster Gold suit,” Nala replied bluntly, “I told you not to order from that app, seemed sketchy and too cheap” 

“Hey! My a- butt isn’t… p-phat,” Moore tried to sheepishly push out as a reply.

“And as for the cold, just be sure to warm yourself up when you get back to your dorm. Don’t want you catching a cold and having to call in Thicc from work tomorrow,” Nala said as she smacked her friend’s ass cheek for emphasis on that last sentence.

“Eeek! Hey! Ugh, whatever. Let’s just finish up on the next street and go home quick. I don’t want to be out too late, don’t know who can pop out at any moment,” said Moore as they started towards the end of the street and towards the corner to the next road.

But as they rounded a dark corner, their laughter faded, quickly replaced by tension in the air. Standing under a dim streetlight, blocking their paths, were 2 familiar figures. Kady Thompson and Cathleen Sullivan. 2 bullies they've run into countless times, and judging by the smirks on their faces, or Cathleen's did look more shy once she locked eyes with the equally shy looking Nala, tonight's tricks were far from over.

“Well, well, well. What do we have here?” Asked Kady, as she prowled closer to the pair dressed in a wolf suit and a torn, raggedy version of her normal clothes.

“Looks like two… DORKS wandered into… our territory,” Cathleen was barely able to say as she nervously strutted around the pair, kicking her legs pretty far to the sides as she kept her hands in her pockets and leaned back, allowing the pink feathered coat she was wearing to flap in the breeze, obviously trying to walk like the character she was dressed as, Doflamingo. The reason she kept pausing mid speech was because she had trouble talking and looking at Nala’s somewhat exposed assets in her revealing costume. Both tasks clearly taking up too much of Cathleen’s already limited mental space.

“... Yeah, I’m just gonna ignore that, and do what we were planning to do, sooo~ anyways…” Kady says as she reaches up and grabs two large handfuls of watermelon themed cotton before yanking Moore to the tips of her toes. To say the pink cotton with black spots “escaped” the confines of her skirt wouldn’t really be correct since said skirt didn’t really cover her ass, but I digress since a similar action was happening to Nala’s gray thong, but at the shaking hands of Cathleen.

Moore and Nala’s faces contorted into identical expressions of shock and pain as their waistbands were yanked up. In sync, their feet left the ground as they both let out yelps and cries of pain.

As their underwear stretched higher, both girls flailed, trying to maintain their balance. Nala gritted her teeth and let out small insults under her breath in between her yelps of pain at the cotton floss drilling itself into her asshole, while Moore’s eyes went wide as a deep shade of red spread across her cheeks (the ones on her face).

Moore whimpered and clutched the bottom of her skirt as her face scrunched up, and she looked around, trying to make sure there was no one around to see what was happening to her as she bit her lip to try and hold back her tears as the fabric painfully dug into her skin. She squeezed her eyes shut, hoping it would end soon. Next to her, Nala tried reaching behind herself to grab onto the middle thread sawing her in half and yank it down to little success. If this had been anyone else, the track star usually would of tried to fight back, maybe throw an elbow or two behind herself, step on toes, anything to free herself of her current predicament, but lately, she hasn’t been able to bring herself to do that whenever Cathleen’s been giving her wedgies, which has been a lot more often lately.

“S-seriously, Cathy? Aren’t w-we past the middle school phase of giving wedgies?” asked Nala as she shot a glare at her crush, her cheeks flushed despide herself.

“Sorry, cutie, but it’s nothing personal,” replied Cathleen

“You seem to be enjoying this FAR too much for that to be true,” Nale retorted back as she felt her bully’s knuckles grazing the top of her skull and the middle thread of her thong bisected the bun on her head. Cathleen hesitated for a moment, watching Nala’s expressions for any hint that she should stop, but the smirk tugging at the corner of her mouth showed her amusement.

“It’s just a little bit of stretching,”

Moore and Nala gasp and let out small cries as their waistbands crept over their heads, their cries overlapping to form a symphony of discomfort. Moore could feel her face burning, the cotton was pressing against her forehead now, and her arms were frozen to her sides, too scared of retaliation from struggling or fighting back. Nala, on the other hand, was practically flailing. Her cheeks were burning but her eyes darted to Cathleen’s smirk, and she felt her heart pounding in ways she didn’t want to admit.

SNAP!

And with that, the two nerd’s underwear snapped against their noses, locking them into atomic wedgies as their heads were pulled back from the pressure. After being in their panty prisons for a few moments, the girls felt hands grab their waistbands and pull them back up and off of their heads. This brief moment of respite and generosity almost tricked them into believing they’d simply be given these quick atomics, freed, then let go to go about their business. Oh how wrong they were.

SCHLICK!

That was all Moore could hear before she felt a cold, wet finger plunge into her unguarded left ear and start twisting, coating her ear canal with the liquid one could only assume was Kady’s saliva. And before Moore even had the time to squeal of have any sort of reaction at all, she heard Kady spit on the waistband of her watermelon colored boxer briefs that was still in her other hand before shoving that into her right ear, grabbing the waistband with her finger that was already in her left ear and pulling out, somehow dragging the wet waistband though her head without causing any damage to Moore, other than her bruised ego and shattered self-esteem from the bullying session she was forced to endure. As she began shivering at the feeling of the cold slug that was her waistband crawling through her ears while shooting up her back as a searing line of pain, a yelp was yanked out of Moore as she was forced to bend over and point her titan sized ass cheeks to the sky as her head was forced between Kady’s thighs.

While that was going on, Nala wasn’t fairing much better. As soon as her thong was pulled off if her head, her bully readjusted her grip to the sides of Nala’s thong before pulling to the sides and up, easily forcing her arms into her giant leg holes as Cathleen just kept yanking on the thong, trying to get them over Nala’s shoulders, which was a relatively easy feat considering she was a couple of inches taller than her, and how stretchy Nala’s thongs tended to be. And as she let go of the underwear, allowing them to snap onto Nala’s shoulders, Cathleen grabbed the back of Nala’s head as she forced her to bend over while she herself turned her back to the scantily dressed nerd and dropped her pants a little, exposing her own ass as she shoved Nala’s unprepared face into it.

A few feet away, Kady rolled her eyes as she looked down at the wobbling flesh that was Moore’s ass as she swiftly yanked on her stretched out underwear, eliciting more small cries from the weeping woman as after a few quick yanks, Moore was already crying for her mommy as the spit from the Super Wet Willy Wedgie she experienced earlier trailed down her face and pooled below her, as she felt Kady’s butt cheeks rest on the back of her head.

“Honestly, you’re such a cry baby,” Kady muttered with a bored smirk before gripping Moore’s underwear with both hands and began yanking away like crazy as she casted a glance over at the One Piece cosplayers not too far beside her.

Cathleen tugged on Nala’s thong gently as she looked behind herself, her voice dropping into a teasing whisper.

“How’s this thong treating you, Boa?”

Nala’s face began to burn again, and much hotter this time as her pride began to flair up and she gripped both sides of Cathleen’s ass as she tried to force her face free of its pillowy prison, but that was all in vein as her captor was just ever so slightly stronger than her and with her hand on the thong, pulling towards herself, she was able to keep Nala’s face wedged between her own cheeks.

Cathleen bit her lip as she glanced down at Nala’s trapped body.

“I… uh, I guess you’re really… caught up in me now, huh?” she laughed, the sound coming out more like a nervous giggle, “Betcha… bet you, uh, never imagined we’d be this close, heh,”

A muffled groan came from Nala. Her head was shoved too far in to hear properly, and the burning sting of the wedgie was too much for her to focus on attempting to hear anything Cathleen was saying.

A pink blush appeared on Cathleen’s face as she stumbled through another sentence.

“I, uh… I thi-think you’re really… uh, cool Nala,” che said, barely above a whisper, and especially quieter than the muffled cries of agony resonating from Nala as she felt another yank on her thong, “Maybe… maybe we could hang out sometimes? You know… without all of the… tugging?”

But all she got in return was another yelp followed by some unintelligent sounds, leaving Cathleen to wonder if any of her words even made it through. She let out a nervous laugh, trying to fill the silence.

Kady simply rolled her eyes, choosing to ignore the terrible attempt at flirting happening beside her. She had bigger things to focus on. As she took a step back, getting off of Moore’s head and letting her head go of its thigh prison, she also pulled the underwear out of Moore’s ear.

PLOP!

As the waistband was pulled out of her ear with a sickening plop, Moore couldn’t stop herself from the briefest glimmer of hope that her suffering was finally, truly over, before she felt a familiar sensation again, killing all hope for a brief interaction, as she felt her underwear biting into her, every inch of the fabric stretching to the limit as her waistband returned to its previous place between Moore’s top lip and her nose. And in another swift motion, Kady quickly grabbed the front or Moore’s underwear and ripped it up her crotch before letting go of the fabric as it snapped against the back of Moore’s head.

It took a moment for this pain to catch up with Moore’s brain, but once it did, she let out the biggest scream she’s ever had that night, as her privates were cut in two by her own underwear. The pain sliced up her front like a zipper being ripped open the wrong way.

Not too far from where Kady was trying to corral Moore as she ran around, screaming like the final girl of a horror movie, tripping over herself and all, Cathleen spotted a nearby tree with a relatively low hanging branch, and it just gave her a new idea for how to bully her crush. As she pulled Nala from between her cheeks, she dragged her over to the branch and pulled her arms from out of her thong before quickly climbing up the tree to the branch. As Nala began the process of dewedgieing herself, she was quickly yanked off her feet once more by her thong as Cathleen reached down to pull her up, shifting her grip once again to grab both sides of the thong instead of just the back. As she did this, she pulled the leg holes over the branch to her, threading the branch though the gigantic leg holes, leaving Nala in a hanging wedgie, but instead of simply jumping down to the ground, Cathleen instead jumped down onto Nala’s back as she sat down and began swinging back and forth, creating a Swing Set from Nala and her thong.

Nala’s legs, which previously kicked in desperation to get down, quickly turn into frantic desperation kicks as it felt like a bear trap was shoved up her ass and every swing made its jaws clamp down harder on her injured ditch.

“Weee!” cried Cathleen as she continued swinging back and forth on her new swing, “This is actually kinda fun!”

“Hey, Cathy! Hurry up! Don’t wanna be out here all night! Gotta finish this up!” Kady shouted.

“Aww, boo!” replied Cathleen as she hopped down from her seat and prepared to get Nala down, “I was just having fun! And you know how I feel about this plan!”

“Well, too bad, you lost the coin toss, so we do my idea” 

“Ugh, fine!”

And with that, the two bullies undid their respective nerd’s wedgies for the final time that night as they brought them together and forced them to face one another while still keeping a grip on their underwear. Before Moore or Nala could say anything, they felt their faces get grabbed as their cheeks (the ones on their faces) were pinched inwards, forcing them to make duck faces as their heads were mushed together, forcing them to kiss. But before either one of them could pull away, their underwear were pulled on again and looped over the other one’s head, first Moore’s underwear over her own and Nala’s heads, then Nala’s thing reached over and touched the back of Moore’s head, thus locking them in a make-out wedgie. And because of their height differences, both girls were at uncomfortable angles as their underwear ripped into their cracks and they were forced to kiss.

“There. Now come on Cathy, it’s getting late. Let’s get back to your house so we can finally see that new movie, Nightmare of Split Creek”

“Okay, but I’m taking Moori’s candy. We all know she doesn’t need any more fat going to that planet sized ass of hers,” said Cathleen as she snatched up Moore’s discarded bag of candy and began walking away, not wanting anyone to know the only reason she took the bag was as retaliation for Moore being the one to kiss Nala and not her, “God, I wish that was me”.

The End

Description:

"Okay, heads I win, tails you lose"

"Deal"

"Tails, you lose. We're giving them a make-out wedgie if we run into them tonight"

"Ugh, you always win coin tosses!"

"Hey, you just gotta get better at this, Cathy"

She will never realize how she's being duped.