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Literature
Kanji wedgies Yosuke
“Why me, man?!” Yosuke cried as the white briefs were driven further into him by Kanji’s merciless strength. He certainly wasn’t expecting this to be how his day went when Kanji asked him to hang out and suddenly, he was being attacked with his own underwear in an almost vengeful manner.
“You were exposed, so I took the chance! Plus, I can use it as payback for all the jokes you’ve made about me!” Kanji audibly grinned as he yanked the briefs up again. Yosuke let out a groan as the briefs squished what they were supposed to hold in place, the legbands grinding and digging into his body.
Kanji put a hand on Yosuke’s shoulder and drove the waistband that was wrapped tightly around his knuckle further up Yosuke’s back. The older boy held onto his crotch as the fabric covering it thinned and continued to get tighter, chafing roughly against his skin. The absolute worst part of all this? The few students that were walking by the river ba
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Literature
Deku's Explosive Wedgie
“K-Kacchan, please don’t- AAAHHG!!” The cries of Izuku Midoriya filled the courtyard as his light green briefs were yanked forcefully from his pants. He held onto his crotch for dear life as it was brutally and mercilessly crushed by his own underwear. The menacing laugh that came from the attacker only made it more humiliating.
He thought being in UA High School would have meant he’d get some respect, but nothing between him and Katsuki Bakugou had changed. Just like in middle school, Bakugou would persecute him and Midoriya would end up on the receiving end of another painful wedgie. Bakugou jerked the briefs up again which forced Midoriya to stand on his tiptoes, his eyes slightly shone with tiny tears in the corners of his eyes.
“Dumbass Deku! You think you can be a hero when you cry over a wedgie?!” Bakugou taunted. Somehow whenever Bakugou was happy, the wedgies were far worse than when his anger was in control. Midoriya squirmed in an almost d
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Literature
Mondo's and Ishimaru's Wedgie Bonding
“Bro, are you sure about this?! Such a thing…I give out detentions for such things and you wish me to give you one?!” Ishimaru exclaimed. It wasn’t odd for him to be called into Mondo Oowada’s room, but the request for the two to wedgie each other was a surprise.
“I saw it on the internet that it’s supposed to some sort of bro-bonding shit-“ Ishimaru gave him a look when he swore “-says that you grow closer because you trust them to give you a wedgie. Told Momota about it and apparently, he’s gonna do it too. Just gotta rip each other’s underwear off.”
“I am still unsure…but if you are sure of this, then I will agree to it, though it will be difficult since it is against my moral compass!” Ishimaru nodded.
“Then why don’t I wedgie you first?” Mondo suggested. Ishimaru paused before sighing and turning his back to the biker. “I’ll make it quick, don’t worry bro.&
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Literature
Hope's Peak Wedgies: Kaito
“Now, strip.” The gambler ordered. Kaito Momota clicked his tongue but proceeded to slip his jacket, button-up, and t-shirt off. “The pants too.” Momota hesitated, playing with his belt a little. “…I mean, I don’t mind leaking the photo. I’m sure the school would love to hear of your…’meetings’ with that boy detective.” Celes grinned as she tapped the camera by her side.
Momota cursed under his breath, he thought nobody would have been around. He was more worried about Saihara than himself though, so… ”Fine.” He spat, undoing his belt and letting his pants fall to the floor. Celes let out a quiet giggle at the sight. The man who liked to portray himself as a jock-ish ‘bro’ character was standing in her room in a pair of white briefs. Possibly the nerdiest underwear he could have opted for.
Momota’s face flushed when he noticed the smirk on Celes’ face. “There. I
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Literature
Hope's Peak Wedgies: Gundam
The boy’s changing room filled with the strained groans of Gundam Tanaka as the briefs that he rarely chose to wear, except for days they were doing PE, were being jerked roughly into his butt. It was a very sudden turn of events, one moment he was ignoring the yelling mechanic who was blaming him for something to do with Sonia Nevermind, the next thing he knew, Souda had wrapped the fabric of Tanaka’s underwear around his fist and used his other hand to push Tanaka against a wall so he couldn’t escape the assault.
The white waistband jerked and grinded against the front of the victim’s body, just above his pelvis whilst everything that was supposed to be protected by the underwear was being crushed against him. Tanaka tried to go onto his tiptoes to try and relieve himself of some of the pain but it only allowed the fabric to shift and cause a sharper burning sensation to his butt.
The mechanic pushed away from the wall, and jerked Tanaka to the side by his und
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Literature
Hope's Peak Wedgies: Togami
“You! Togami!” The Ultimate Imposter stomped down the hallway towards to Heir not in any of his disguises. “You have some things to explain to me!”
“Well, if it isn’t the Ultimate Cheap Imitation. Is there a reason you’re bothering me?” Togami asked the question but acted like he didn’t care about the answer.
“I tried to go to my favourite local restaurant, but it was closed down, when I asked about it, I found out it was bought out by the Togami corporation! What’s the meaning of this?!”
Togami chuckled slightly. “That restaurant was failing. I bought it to turn into a new building for the corporation. It’ll be better off like that.”
“Nonsense! That restaurant had some of the best seafood in the whole city! You have no appreciation for it’s food!” The Imposter retorted.
“Should I care? There are plenty of restaurants you can stuff your face with. Now, I don’t want an
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Mature content
Hope's Peak Wedgies: Saihara :iconoverthe:overthe 5 2
Literature
Hope's Peak Wedgies: Jin and Koichi
Jin rubbed his forehead and groaned. He had been up for far too long last night and was feeling it the next day. That’s the last time he leaves paperwork for the cultural festival to the last minute. His friend, Koichi grinned slightly, tapping the flask strapped to his belt. “Another long night, Jin?” The scout grinned when he asked. Jin hated it when he had that look on his face. “You should have left it to the student council. I keep telling you that.”
“Murasame-kun already has a lot to deal with, this was the least I could do for the council.” Jin argued. “And I doubt you’ve done anything to help your class prepare for it?” Koichi tipped his hat down. “…thought so. Don’t lecture me, Koichi.”
“You’re always so uptight about things. I wish you’d loosen up.” Koichi got up and stood at the side of Jin’s desk.
“I took over this school from Tengan-kun because he trusted
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Literature
Hope's Peak Wedgies: Ishimaru
Ishimaru enjoyed having a feeling of authority in Hope’s Peak. Being the Ultimate Moral Compass, the teachers had him as the head of the school’s disciplinary committee. It wasn’t much of a surprise considering how he was the head of the disciplinary committee in his middle school, but he was humble about being given the position. It had been quite a shock to him when he found out classes at the school were not compulsory, and it took a lot of work to convince the rest of his class to come to class every day, especially the typical troublemakers. Kuwata, Oowada, Hagakure…
But the fact they all came of their own volition spoke volumes of Ishimaru’s ability to communicate with his classmates. That had to count for something.
“Oi, Ishimaru!” The door to the classroom slid open and Kuwata stomped into the room. It was empty other than those two, the final bell had rung already but Ishimaru volunteered to stay behind to clean the classroom.
“A
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I wanna be able to get some more stories out there, but I also want to give myself a bit of a challenge. So, I'm asking you all for your own wedgie prompts to give to me and I will try to write as many of them as I can.

What you can give me as part of the prompt:
-Giver (Can be male or female though I find males easier to write)
-Receiver (Has to male. Sorry to those who like female wedgies)
-A scenario if you so wish to give me one (Can include reason for the wedgie happening, or the location)

I'll be able to do it for the following fandoms just because these are what I'm most familiar with
-Danganronpa (naturally)
-Boku no Hero Academia
-Fairy Tail
-Fire Emblem (Awakening, Fates, & Echos)
-Xenoblade Chronicles
-Persona 4
-Others that I am probably forgetting right now but you can ask me about it in the comments

So if you wanna give me a prompt go ahead! Make it challenging for me

Activity


“Why me, man?!” Yosuke cried as the white briefs were driven further into him by Kanji’s merciless strength. He certainly wasn’t expecting this to be how his day went when Kanji asked him to hang out and suddenly, he was being attacked with his own underwear in an almost vengeful manner.

“You were exposed, so I took the chance! Plus, I can use it as payback for all the jokes you’ve made about me!” Kanji audibly grinned as he yanked the briefs up again. Yosuke let out a groan as the briefs squished what they were supposed to hold in place, the legbands grinding and digging into his body.

Kanji put a hand on Yosuke’s shoulder and drove the waistband that was wrapped tightly around his knuckle further up Yosuke’s back. The older boy held onto his crotch as the fabric covering it thinned and continued to get tighter, chafing roughly against his skin. The absolute worst part of all this? The few students that were walking by the river bank that, instead of intervening, were laughing or taking pictures. This was it. Yosuke’s life was over. The entire school was gonna see him getting wedgied by someone younger than him, and in the nerdiest undies possible.

Though Kanji didn’t seem to take this fact into account as he took the waistband by both hands and gave another tough yank. Yosuke let out another cry, the white strip of fabric that was attacking his butt went rigid as the waistband reached the base of Yosuke’s neck. “Oi, Senpai, you ever had an atomic wedgie?” Kanji asked.

The colour drained from Yosuke’s face at the question, the pain was already toe-curling, the thought of it getting worse was not what he needed right now. A series of ‘no no no’s came as a beg from Yosuke though they were cut off by another sharp tug on his tighty-whities, forcing a choked yell to spout from the back of Yosuke’s throat.

Each tug caused another pained noise to come from Yosuke, his face contorting with pain as the briefs raised higher and dug deeper into his butt. When his vision went white, it took him a moment to realise it was his own underwear covering his eyes rather than his vision blanking from the pain.

Yosuke stumbled in the atomic wedgie, each step causing the briefs to rub against him in a different way. He felt himself lose his footing before a cold splash rushed over him. He’d fallen into the river, which caused the students watching to laugh harder at him. Standing up was even more painful, both physically and emotionally. His face flushed when he heard the clicking sound of the students’ phones taking pictures and the now drenched briefs rubbing over his body was uncomfortable in more than one way.

“Alright, take a good look at this!” Kanji swung his arm around Yosuke when he stepped back onto the bankside. His tone suddenly shifted into the voice Yosuke had heard when he first met Kanji. That rough-and-tough delinquent voice. “Anyone who keeps those photos gets it ten times worse than him, got it?! Now fuckin’ scram!” He stomped his foot down. The shocked students took a moment to process it before most of them ran away, others quickly deleting the photo before following.

“Y…you told ‘em to delete it?” Yosuke forced the waistband off his head, the fabric hanging out the back of his pants. “But…why?”

“I’m getting payback, but you’re still my friend. Besides-“ Kanji yanked up the wet briefs one more time, quickly, but rough enough to earn a squeak from Yosuke, “-the wedgies you’re gonna get at school for the next two weeks because of this? That’s enough for payback for all the jokes you’ve made about me.” He let go and walked off, leaving a drenched Yosuke to worry about the next two weeks of his school life.
Kanji wedgies Yosuke
Just a little short story this time. It was a basic prompt of Yosuke getting a wedgie from Kanji for being a dork, but I went a bit deeper since Yosuke spends some points of the game joking about Kanji.

All characters belong to their rightful owners
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“K-Kacchan, please don’t- AAAHHG!!” The cries of Izuku Midoriya filled the courtyard as his light green briefs were yanked forcefully from his pants. He held onto his crotch for dear life as it was brutally and mercilessly crushed by his own underwear. The menacing laugh that came from the attacker only made it more humiliating.

He thought being in UA High School would have meant he’d get some respect, but nothing between him and Katsuki Bakugou had changed. Just like in middle school, Bakugou would persecute him and Midoriya would end up on the receiving end of another painful wedgie. Bakugou jerked the briefs up again which forced Midoriya to stand on his tiptoes, his eyes slightly shone with tiny tears in the corners of his eyes.

“Dumbass Deku! You think you can be a hero when you cry over a wedgie?!” Bakugou taunted. Somehow whenever Bakugou was happy, the wedgies were far worse than when his anger was in control. Midoriya squirmed in an almost dance-like way when Bakugou lifted him up to dangle the poor boy by his underwear.

A wretched feeling welled inside Midoriya as the briefs dug deeper into him, he desperately hoped his shoes would hit the ground though it seemed Bakugou wasn’t going to allow that to happen. Bakugou, whilst keeping him in the area, moved to hold Midoriya by the legbands of his briefs which slipped into a T shape. The thin strip of underwear attacked Midoriya’s defenceless butt like a wire cutting deeply into him. The pressure against his crotch was unbearable that a few tears had begun to fall down his cheeks.

Bakugou clicked his tongue at this. Which was never a good sign. Midoriya dropped down to the ground momentarily before Bakugou threw his arms up again and bungeed Midoriya into the air. Repeated the action several times earned painful yelps that could only have been satisfying to Bakugou

Midoriya let out pleading cries of ‘stop’ and ‘please’ but it seemed to fall on deaf ears as the next time Midoriya hit the ground, Bakugou reached around and grabbed the front of Midoriya’s briefs which had travelled above his pants-line. The victim didn’t even have a chance to process what was about to happen until Bakugou yanked the front of the briefs up.

Midoriya let out a yell as the front sliced him down the middle, the briefs now acting like a saw against his most sensitive areas. The melvin only lasted for a few moments before Bakugou lowered the front and yanked the back of the briefs back up, the fabric once again moving to attack Midoriya’s bruised butt, the victim let out a strained groan. The pain was causing him to screw his eyes shut.

Bakugou began to lower the back and raise the front again, continuing the flossing motion which caused the legbands and fabric to chafe and grind over the defenceless Midoriya who was too distracted by the pain to fight back. His legs twisted together to try and block the fabric from moving but it only succeed in making the briefs cut deeper into him.

Bakugou let go of the front of the briefs and furrowed his brow. The briefs were too stretched to lift him up now from this level, even from the legbands, and he wasn’t fully satisfied yet. His eyes wandered over to the tree they were standing by. A wicked grin crawled on his face as he pointed one of his hands to the ground a few initial sparks flying from his palm. Before Midoriya could force out a question, his underwear skyrocketed up with a force more powerful than anything he’d been subjected to before.

He was jetted into the air by the stretched briefs, Bakugou had used his explosion to propel them into the air, the resulting pain caused Midoriya’s eyes to almost roll back into his head and his vision went white for a few moments. The freefall gave him a few moments of relief from the previous assault. Bakugou landed on a thick tree branch with Midoriya’s waistband still tight in his grasp so when the victim dropped, he fell straight back into the wedgie, hanging far from the ground.

Midoriya let another cry of pain and kicked his legs about which only let the wedgie seep into him further. Now holding onto the waistband with both hands, Bakugou jerked his arms up and down, bouncing Midoriya and causing the tears to become uncontrollable at this point, his eyes and cheeks had both went red because of the wedgie’s painful and humiliating power.

Each bounce earned a new grunt to mix in with the sob from the broken-down hero in training. Slightly satisfied now, Bakugou reached down and grabbed the fabric between the legbands and went over to the end of the branch. “See how you like this, nerd!” He said as he slid the briefs onto the branch so that the branch would go through the legholes and hold Midoriya in the air by the fabric between the legbands.

“K…Kacchan…” Midoriya struggled. Bakugou jumped down and looked up at the helpless victim who he had just mercilessly destroyed with the wedgie he wouldn’t be easily recovering from. Just one more thing…

Midoriya’s entire face flushed when Bakugou pantsed him just to add insult to injury. The tiny part of the fabric left to cover his front only showed the outline of everything they were completely crushing. Bakugou them grabbed onto Midoriya’s legs and pushed him away so he’d begin to swing from the branch, the creaking briefs still finding ways to hurt him in more painful ways.

“See you later, Deku!” Bakugou said mockingly as he walked off, laughing to himself. Midoriya hung limply from the tree branch, letting the tears fall. All he could hope for now was that none of the girls would see him in this state…
Deku's Explosive Wedgie
First wedgie story not for Danganronpa! I liked this prompt and it got me to want to write it immediately, so this took me about...2 hours? And it's just under 1000 words. And just as an fyi, characters are aged up so they aren't 15 here

The prompt was for Bakugou (or at the least the idea I received from the comment) to give a rather brutal wedgie to someone, and I figured Midoriya was the most obvious choice as a victim since Bakugou pretty much acts like a bully to him most of the time anyway. This is probably just punishment for when Bakugou gets pissed at him.

Characters belong to their rightful owner
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I wanna be able to get some more stories out there, but I also want to give myself a bit of a challenge. So, I'm asking you all for your own wedgie prompts to give to me and I will try to write as many of them as I can.

What you can give me as part of the prompt:
-Giver (Can be male or female though I find males easier to write)
-Receiver (Has to male. Sorry to those who like female wedgies)
-A scenario if you so wish to give me one (Can include reason for the wedgie happening, or the location)

I'll be able to do it for the following fandoms just because these are what I'm most familiar with
-Danganronpa (naturally)
-Boku no Hero Academia
-Fairy Tail
-Fire Emblem (Awakening, Fates, & Echos)
-Xenoblade Chronicles
-Persona 4
-Others that I am probably forgetting right now but you can ask me about it in the comments

So if you wanna give me a prompt go ahead! Make it challenging for me

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overthe
max taylor
United Kingdom

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:iconandyeah:
Andyeah Featured By Owner May 23, 2018  Hobbyist Digital Artist
Thanks for watching :clap:
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:iconoverthe:
overthe Featured By Owner May 23, 2018
No problem! Saw you were thinking about male wedgie stories and I wanna keep an eye out. I know you're known to be a good writer so I could probably learn from reading your work
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:iconandyeah:
Andyeah Featured By Owner May 23, 2018  Hobbyist Digital Artist
Glad to hear it. I enjoy helping other writers by example.
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loigiu Featured By Owner Aug 14, 2017  Student Traditional Artist
Thank you for the fav °w°
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R-U-F-U-S Featured By Owner Mar 24, 2017
Thx for the watch😁
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RockNRollRaptor Featured By Owner Feb 9, 2017  Hobbyist General Artist
Thank ya kindly for the fave!
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Remixer123 Featured By Owner Jan 6, 2015
thanks 4 the fave ^^
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:iconoverthe:
overthe Featured By Owner Jan 7, 2015
You're welcome! :)
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THEMRCAGDL Featured By Owner Oct 25, 2014  Hobbyist General Artist
Thanks for the fav!
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:iconoverthe:
overthe Featured By Owner Oct 26, 2014
you're welcome :)
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