Wyatt kicked and thrashed with no results. As usual, he was at the mercy of this older brother.
“DAAaamMMITTT SHAUN LET ME DOWN!” Wyatt screamed as his older brother held onto the waistband of his neon orange bikini briefs.
Shaun graduated from high school two years earlier. After being tormented both freshmen and sophomore years, Wyatt hoped some peace would finally arrive as Shaun went off to college. Yet here he was yet again in a dangling wedgie in front of all his classmates.
Wyatt had started to walk to the bus, and before he could even spot his older brother waiting around the corner of the courtyard, he had him by the underwear.
“Awwww what’s the matter, Wyatt? Are you embarrassed you got your panties in a bunch in front of the Cheer Squad again?” Shaun taunted his brother through grinning teeth.
A few 100 onlookers passed as they made their way to the busses, not a staff member in sight. Most of them stared awkwardly, some pointed, and a handful of them laughed, including the cheer squad.
“Holy shit! His underwear is the same colour as our uniforms!” Heather, the head cheerleader, laughed as she whirled around her bright orange pleated skirt.
Wyatt screeched like a fox in heat, “SHAUN! LET ME DOWN LEEETTT ME DOOOWNNN LEEEEETTTTT MEEE DOOOOOWNNNNN!”
Shaun tightened his grip on the black waistband that contrasted the bright orange hue.
“It’s hard to believe with a voice like that you’re a Senior! I thought you were 17, not 11!” Shaun jerked up hard on Wyatt’s undies, the elastic finally snapping in his strong grip, sending Wyatt tumbling to the pavement hard on his ass.
Tears welled up in Wyatt’s eyes are his tailbone cracked against the grey concrete. “FUCK YOU SHAUN! YOU’RE SUCH A FUCKING JERK!”
Before he could even register that something was happening Heather strolled up behind Wyatt. She unscrewed the cap of her cherry-red Gatorade, dumping it over Wyatt’s head and soaking his favourite white graphic tee.
Hardly able to contain her laughter Heather spoke down to Wyatt, “I really think cherry red is more your colour dear…” As she walked away from the boys she blew a kiss to Shaun, running to catch up with the rest of her clique.
Wyatt sat dejectedly on the ground. He thought the world had graced him with a moment of peace. He was wrong.
“Welp little man…” Shaun spoke from directly behind Wyatt, “Gotta roll! I am headed to the beach this weekend! Enjoy the walk home commando…”
“Huh…?” Wyatt began to get up.
Shaun forced his weakling brother to the ground again by placing a firm hand onto his should, then giving a firm pull upwards to what was left of the poor teen’s undies. The shredding pain that assaulted his asshole was bad enough, but the real kicker was how the fabric twisted his ballsack around as his undies exited the back of his pants in one fell swoop.
“OOOOOOOooooooWWWWWWWwwwwWWWWW!!!!” Wyatt’s cries echoed throughout the school quad as Shaun casually strolled away.
It took Wyatt 45 minutes to walk home from missing the bus. If walking home without underwear on wasn’t bad enough, it has also started to downpour, leaving his completely soaked.
As he entered the house he threw down his book bag and walked into the kitchen to grab something to eat when he was greeted by a familiar sight.
“Mom and Dad are gone this weekend, don’t wait up Loser! -S…”
The note was scribbled on a post-it note that was stuck to his shredded bright orange undies that Shaun had attached to the fridge door with a magnet.
“AUGH! THAT’S IT!!!” Wyatt ripped his undies off the fridge, noting the bright red stains from Heather’s sports drink, as well as the oxidized red blood spots on the seat. This wasn’t the 1st time one of Shaun’s wedgies had given him rug burn bad enough to draw blood. But he was sure as Hell this was going to be the last.
Wyatt fired up Discord and shot a message to his usual group chat of friends.
GROUP NAME: IRON CLADD SKINNY LADDS
WhyMan2003: Guys, are you free this weekend? I need a favour.
VeetsFeetsStank: Sure man, what’s the plan?
JoJosYoYos_02: Does it have anything to do with that monster wedgie Shaun gave you? LMFAO.
WhyMan2003: You saw that and DIDN’T HELP ME? WTF Joey!!!
JoJosYoYos_02: Okay 1) I was already on the bus and 2) Your brother is scary as fuck…
VeetsFeetsStank: Can confirm… >.<
WhyMan2003: I guess it’s better that my undies are pinned to our fridge than yours…
JoJosYoYos_02: Dude you buy the gayest underwear xD Seriously, bright orange Calvin Klein bikini briefs? At least I don’t own fancy boy’s undies!
VeetsFeetsStank: Uhm, don’t you wear tight whities Joey? >.<
JoJosYoYos_02: … ~.~ *ANYWAYS…*
WhyMan2003: Will get back to what Veeto just said in a bit… BUT UNTIL THEN… I need your guys’ help getting back at Shaun. I am sick and tired of his bullshit. This is the last time I am going to sit back and let him humiliate me. He’s going to the lake house this weekend, I want to make him feel just as humiliated as I did.
VeetsFeetsStank: Okay? Whta’s the plan broseph?
WhyMan2003: Let’s all meet up at my place in 30, Joey we’re taking your car, I can cover gas money. I’ll explain on the way there.
JoJosYoYos_02: You got it mate. Now are we all going commando, or is that just you? ;)
VeetsFeetsStank: You’d better go commando or I’ll pull those TWs so hard you’ll be spitting up cotton for a month…
JoJosYoYos_02: *Gulp* Commando it is then…
WhyMan2003: xD
*** The Group Chat Has Gone Idle ***
The three nerds sped up Highway 56 for close to two hours going over their plan to get back at Shaun. Over the years he had humiliated each of them in different ways, each of them wincing as they reminisced over their wedgie nightmares.
Freshman year Shaun got Veeto good with a hanging wedgie. The short and stocky Italian hadn’t yet hit his growth spurt, and he was easily overpowered. He had been walking the track after school waiting for his cousin to pick him up when Shaun spotted him. The older guy rushed Veeto to the ground with a massive thud, covering his light grey hoodie in bright green grass stains. He dragged Veeto by his hood over to the soccer goal post and used Veeto’s own belt against him, looping it through the leg holes of his dark blue briefs and securing him over the post with the buckle, leaving him hanging a good 6 feet off the ground. It took hours for anyone to find him. Eventually, the Janitor cut him down and gave him a lift home.
Joey hadn’t joined the friend group until sophomore year, but that didn’t leave him unscathed. Shaun had been taunting Joey for weeks, jumping out at him and pretending to go in for a punch just to keep the lanky guy on his toes. After three solid days of peace, Joey thought he was in the clear and made the mistake of relaxing a bit. As Joey was walking into PE through the locker room entrance, Shaun ran out from behind the last row of lockers and pinned him down onto the cold tile floor. With one huge yank, he had ripped the FTL briefs right from his body. If that wasn’t enough insult to his ego, he then stripped him of his silky blue gym shorts, slipping a neon blue man thong over his exposed cock, and ran off with his gym bag, leaving him to be found by his classmates in nothing but a grey wife beater, black socks and a thong wedgied so far up his ass it was tickling the back of his throat.
And Wyatt, well he got the worst of it all. As far back as he could recall he had been getting wedgies from Shaun. His parents always played the “boys will be boys!” card. His dad even advised him to try and get him back a few times, which of course was a fruitless effort. He could recall the worst wedgie he ever got from Shaun. It was a few days after his 13th birthday…
*Four Years Earlier*
Wyatt sat on the dock just past the lake house. The evening sun was dipping down into the horizon, and he was absolutely lost in thought. The majority of the trip had been fairly quiet. He’d begged his brother to just leave him alone for the long weekend. It was his birthday and that’s all he wanted. When he felt footsteps come tumbling down the creaky wooden structure we tensed up a bit.
“Sup dweeb?” Shaun sat down next to Wyatt almost tipping over the bucket of Earthworms their dad had placed on the end of the dock for fishing.
“Dude be careful! Dad would be pissed if you knocked his bait into the water.” Wyatt said turning his head to look his brother in the eyes. Even at 15, Shaun looked so much bigger and stronger than Wyatt. He had rippling muscles, big pecs, and a sandy blonde hair that made every girl he met just swoon. He wasn’t even jealous of his brother, he just wanted him to leave him alone for once in his life.
There was silence between the two brothers, Wyatt splashing his feet gently in the murky lake water, his head rested against the pillar that was at the end of the dock. He exhaled gently as get felt Shaun get up from his spot and start to walk away.
“Don’t tell me what to do you fucking nerd! Just because you’re a teen now doesn’t mean you’re not a freaking loser!” Shaun’s voice cracked slightly as he pulled Wyatt up by his bare arm. The sunlight glinting off the sweat that poured down his bare chest.
Wyatt hear the distinct “ting” of the metal handle hitting the aluminum bucket that the bait was kept in. Shaun spun Wyatt around, keeping a firm grasp on him.
“What are you doing?!” Wyatt managed to spit out the words as his breath left his lungs too quickly.
“Happy birthday you chump!!!” Shaun made a half-hearted attempt as insulting the poor kid.
No sooner than he could blink, Shaun pulled the back of Wyatt’s basketball shorts and Hane’s TWs open and dumped half of the bucket of Earthworms down the back, and half the worms down the front. Using the small bit of twine their dad kept tied to the bucket for keeping extra louvers, he tied Wyatt’s hands together.
“LET ME GO! LET ME GO LET ME GO LET ME GO!!!” Wyatt screamed out, knowing no one but his brother could hear him this far out.
Shaun lifted Wyatt up above the post at the end of the dock, lowering him down onto it so his waistband caught it, leaving him in a hanging wedgie over the water.
“So long worm boy…” Shaun walked back up the dock, not before pulling Wyatt’s pants off and throwing them into the water.
Wyatt cried as his slightly too large TWs slithered with thick, live worms. He thought for sure that they would be crushed under his body weight, but most of them stayed in his undies alive. Their wet, slimy texture running over his ballsack, under and over his dick, and in between his butt cheeks. The pressure on his inner thighs from the undies was starting to make his legs feel numb, and so he kicked hoping maybe they would break and he could escape.
“Come on dammit!” Wyatt whimpered out tears, trying to ignore the disgusting feeling of worms making their rounds in his most private piece of clothing.
He bounced himself just right and the fabric tore. But rather than sliding off the top, it tore a hole, sliding him down the post further, and now he was waist-deep in the water. Wyatt was an avid fisherman, he knew what was coming next…
Slowly but surely the small lake fish found their way to the shallows, and started to nibble and munch at the waterlogged pair of tighty whities. At first they were just little nibbles, them little bites, then hard bites, then hard bites with teeth.
“OW! OW OW OWIE OW!” Wyatt cried out as he felt something large bite at the tasty meal doing the happy dance in his pants. Whatever this fish was, he was determined to get at these worms. The bites on his thighs stung as the murky lake water got into the wounds. As he cried more his vision blurred, and he begged out loud to anyone for this nightmare to be over.
He thrashed around in the water, and suddenly the fish stopped circling him. Wyatt took in a sigh of relief. Though that sigh only lasted a moment. As Wyatt got a feeling for his surroundings he noticed something someplace it shouldn’t be. A fat, juicy earthworm has wriggled its way into his ass hole, most likely to escape the grasp of the fish. He screamed out, painfully ripping his hands from the twine restraints in a blind panic and pulling himself up onto the dock. He ripped his TWs from his body, flinging them and the remaining worms into the lake as he shoved his fingers into his ass to pull out the worms who were trying to make his ass hole home.
At the other end of the dock sat Shaun with a video camera, capturing the whole ordeal. Before Wyatt could even cuss him out, Shaun charged down the dock full speed and pushed him deep into the murky waters completely naked.
*** Present Day ***
Wyatt turned to Joey in the driver’s seat and Veeto in the back.
“You all know the plan, right? Everyone understands what to do?”
Joey spoke up, “Yep, when you give us the signal we’ll come from around the backside of the house…”
Wyatt nods in affirmation.
“And you’re sure this dirt you have on him… it’ll be enough?” Veeto asked sheepishly.
“I know it will be…”
Each of the guys got into their assigned positions. Wyatt took in a deep breath, he could almost feel his balls ache in anticipation for another brutal wedgie. If all goes according to plan, hopefully not.
Wyatt knew exactly where Shaun would be. Naked, sprawled out proudly on the sand. He had absolutely no shame when it came to his body, and this was one of his favorite pass times.
Wyatt walked along the beach, his heart racing in his ears, trying his hardest to ignore his brother’s half staffed cock.
Without even opening his eyes Shaun spoke.
“I thought I said not to wait up. Come for another wedgie? Maybe an atomic this time?” Shaun said casually as he propped himself up on his arms, still fully naked, looking at his brother.
Wyatt’s palms were sweating. The cell phone in his pocket felt like it weighed 500lbs. But somewhere he found the strength to speak up.
“I am tired of your bullshit Shaun. You’re always putting me down, treating me like shit, and making me feel awful just for existing. You think you’re such a badass because you belong to a Frat and drive a decked out car to people up in to get drunk college skanks with. You’re the freaking loser here, and this whole thing stops right now…”
The words seemed to hit the ground around him like atom bombs.
Slowly, Shaun rose from his spot. His naked body intimidating but so vulnerable. He looked down at his brother, Wyatt was a good 6 inches shorter than Shaun. He eyed him up and down like he was thinking of what he could do to top this afternoon.
“Yeah wedgie boy?” he paused taking a step closer to Wyatt, “Or WHAT?”
Shaun lunged at Wyatt, easily pinning him to the ground, pushing his face down into the dirty, gritty sand right where his sweaty naked body had just been. Wyatt could smell his brother’s cock stank even through the hot sand.
“HUH? WHAT ARE YOU GOING TO DO WEDGIE BOY? ARE YOU GOING TO TELL ON ME? ARE YOU GOING TO FUCKING CRY AGAIN?” Shaun was pissed that his serene weekend had been interrupted by his shrimpling of a brother.
Shaun reached into the back of Wyatt’s cargo shorts and gripped onto the waistband of his TWs scoffing as he saw the crisp white fabric.
“Bitch do you ever learn?” Shaun mocked him for the millionth time.
Shaun started to pull upwards, shocked at the strength of the fabric. He strained his back a bit pulling upwards and keeping his feet planted, one on Wyatt’s back.
“COME ON FUCKERS! RIIIPPPPP!!!! RIPS DAMMIT RI - - -”
Shaun’s alpha boy tantrum was cut off by Wyatt’s muddled screams.
“I know about DirtyIrishKing!” he yelled between mouthfuls of nasty sweaty sand.
Shaun gave one huge tug, sending Wyatt’s balls up into his abdomen, and then those words registered in his brain.
For the first time all day, Shaun got quiet.
“Wh-hat? You know about what???” his face turned a bright shade of red and his cock started to twitch.
Wyatt got up, not even bothering to dislodge his wedgie.
“Two weeks ago you borrowed my laptop without asking, and you left it on the dining room table, remember?” Wyatt started, still out of breath, “Your email was logged in, and I was going to log you out, but an interesting message came in just as I started. Your ‘friend’, Phil, you know the one? Yeah he wanted to know if you were interested in doing another ‘Gay For Pay’ job for him. All of those lovely pictures of you with that burly bear of a man, his cock in your ass. You made a lot of money doing that…”
Shaun’s face grew a look of violent panic…
“Now, I was going to let it go, close it, pretend I saw nothing at all. Sometimes we make bad choices out of desperation. I’d know, sometimes your wedgies are so bad I shove ice cubes up my ass. I walked away from the laptop to grab a snack, and before you left to back home you came up and gave me… Oh? What was it again?” Wyatt asked, staring Shaun dead in the eyes…
“… Uhm…” he gulped, “A-an atomic wedgie…” his eyes cast down at the floor.
Wyatt continued his monologue, “That’s right… An atomic wedgie. An atomic wedgie that caused me carpet burn on my taint so bad I had to put Neosporin on it because it was bleeding. For a week, whenever my ballsack his my taint I wanted to cry. So I watched you walk away laughing, and I pulled the ruined undies from my head. And you know what I did Shaun?”
Shaun shook his head, gritting his teeth hoping his thought was wrong.
“I saved all those photos. They’re backed up on a hard drive, and a USB, and a backup Google Account. They’re also on my phone. Now, you’re going to do two things. You’re going to do EXACTLY WHAT WE SAY, and you’re going to leave us all alone. OR I am going to send all the evidence, digital and hard copy to your frat house, and let them decide what to do with them, and you, next…”
Shaun was sweating bullets at this point. Both Veeto and Joey were waiting in position for the signal.
“So what do you say DirtyIrishKing? Are you going to cooperate?”
Shaun sat and thought long and hard about what his brother had said. This was going to ruin him, no doubt. It wouldn’t matter at all to his frat brothers that he couldn’t make rent or feed himself. He needed that money and he got blasted on poppers. None of that would matter to them. He’d be kicked out, humiliated, he’d never fuck a girl in this town again. Hell, he’d probably be on the receiving end of a horrific wedgie himself…
He gulped down his pride, and for the first time in his life, he felt small.
“Okay… Who are the others in this ‘we’, and what BS are you subjecting me too?” Shaun asked sheepishly, trying to avoid making contact with his brother.
Wyatt gave the signal for his friends to come over.
“Oh great, Skinny Genes and the Italian Brick…” Shaun groaned as the two approached.
Wyatt got in his brother’s face, shoving him hard in the chest with an open palm.
“Shut the fuck up Shaun! Call them by there names or we’ll make this 10x worse!”
Joey pulled out a crisp pair of tighty whities from the back pocket of his cargo pants. They were several sizes too large for any of them, but that was all in the plan.
Joey spoke, holding the TWs like a flag above Shaun’s head.
“You’re going to put these on, and you’re going to get a taste of your own medicine. It’s going to hurt like a bitch. Maybe if you cry it’ll go by quicker…”
Veeto stepped in, his lumbering frame looking up at the terrified Shaun.
“Then we’re going to take this all the way home. We’re going back to your frat house, and we’re going to watch you throw out every single hot pair of underwear you own. Then we’re going out and you’re replacing them with TWs. Cheap ones too. On the waistband of all of them, you’re going to write ‘wedgie me please!!!’ in sharpie. And you’re not going to wear a belt with your jeans anymore.”
Wyatt finished it all of, “Got it, wedgie boy???”
TO BE CONTINUED…
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