Welcome to your Wedgie Hell

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Kinks in this story will include the following:
Wedgies
Swirlies
Underwear gagging
Degrading
Bondage___________________________________

You gulp as you arrive at the school gates, feeling an instant regret towards signing up to attend "The Wedgie Hell Experience" for 5 whole days. Wedgies have always been a sense of comfort for you, from the day you've discovered your wedgie love to the day you had your first wedgie meet. The thoughts of what'll occur in this school fill your head with both Instant Happiness and Instant Regret, Especially after you had to sign an actual Waiver for this experience.

You walk into the school gates, being greeted by the sounds of a poor Nerd getting his whities ripped off him by two jocks. The Transportation for this experience was kind enough to give each Attendee a pack of tighty whities, specifically for the jocks to tear into when they destroy you. You look over and see there is a map on the billboard, showing the layout of the school grounds. After a minute of searching you find the Dorm rooms for the Attendees on the map, shocked by how many names are listed on the map legends. The thought of reliving your highschool past being stuck in your throat as you can barely even speak when you feel meaty hands grip your Boxer briefs.

"Thought you could get away without a quick ripping to get you started off with your experience?!" You hear the jock tease before your boxer briefs are yanked and ripping within seconds as he pulls the fabric more and more with all of his might, the pain in your ass feeling pleasurable but also irritable. You feel one last quick harsh yank to your boxer briefs before they are ripped up your crack and over your head, the fabric being shoved into your mouth as the Bully laughs at your current condition. "How's that fabric taste, Loser" he says as he spins you around to face him, giving small tugs as the front as you taste the fabric that was up your butt.

"Now get out of here before i make you regret this experience!" He says with a harsh tone and Cracking his Knuckles, intimidating you enough to quickly take the underwear out of your mouth and sprint to your dorm room as you quickly open the door, shutting and locking it behind you.

You let a quick sigh in relief out before getting startled by your roomate who walks in from the bathroom, his hair soaking wet. You both maintain eye contact for a while before he laughs, "You to?" He asks noticing your waistband over your head and around your neck. You've never been one for Social Interaction so this encounter sets off your suspicion alarm, but as a kind gesture you give a small chuckle to him before you walk past him, entering the bathroom as you pull the Pack of complimentary tighty whities out of you're bag and slip them on after throwing away the leftover shreds of your ripped boxer briefs.

You exit the bathroom before you look over and see your roommate on the floor, his briefs being yanked by 2 muscular jocks as they laugh at his groans of agony. You gulp as you slowly start backing up, not realizing you've backed up into the same Jock who ripped your boxer briefs off of you to begin with. "Fuck me." You think to yourself before your grabbed from behind and forced back into the bathroom, the jock getting you on your knees infront of the toilet as you try your best to plead and reason with him. Growing up You've never would've thought you'd be given a Swirly, Especially being an Adult. The thought of getting your first swirly filling your head before being interrupted by the swift motion of your head being dunked into the toilet bowl, your ass on fire as you feel your briefs ride up your crack. A swirly was bad enough but a Swirly and Wedgie Combo was the most Intolerable thing you could've imagined.

A couple of seconds later, the toilet is flushed before your brought up to catch your breath. One swirly was enough for most..but this Jock decided One was not enough for you before your head is dunked back into the toilet Bowl, repeating the same Motion over and over until your dunked into the toilet 10 times. The feeling of wanting to be bullied remains but slowly Shrinks as you realize that your fantasy may not have been as good as it seems, but you can't seem to get the craving for more out of your mind. Your head is lifted up from the toilet bowl as your barely even able to comprehend whats happening, tired from the swirlying and the motion of your head being dunked amd pulled back up from the toilet. You gulp as you get the urge to finally say something to the jocks holding you and your roomate captive, but interrupted yet again this time by the pair of boxer briefs you threw away being shoved into your mouth.

Your grabbed by two of the jocks in your room before they hang you up on a coat hook, leaving you moaning and groaning as they all laugh at your predicament. "Shit man, Even my little brother isn't as nerdy as you! Your a fucking grown ass man!!" The head jock teases as he starts to duct tape your hands and Arms together, followed by your feet and legs being tied.

You look around as you try and locate your roomate before seeing him on the floor with an Atomic over his chin, by the looks of his Atomic and Red Butt cheeks you can tell he was put through the same amount of Humiliation you endured. "Well it's about time we leave you and your boyfriend here, me and my boys got a frat party to attend to." The Head jock says before shoving a piece of tape over your underwear gag, ensuring you won't be able to spit it out and call for help. You watch every single one of the jocks who were in your dorm leave, each of them teasing you Name after name no matter it be "Nerd" "Loser" or "Wedgie boy"

The door is shut before you hear the groans of your roomate, he stands before taking the atomic off of his chin. "L-Let me help you...fuck, my asshole is on fire.." you hear him say as he slowly limps over to you, quickly cutting the tape from your legs and arms As he lifts your briefs up and off of the hook, setting you down on the ground. You quickly take the tape gag off of your mouth, followed by the underwear gag as you throw it on the ground. "You ok man? Heard you being swirlied in there...i can't even imagine how that was, especially with me being a germaphobe" You hear your roommate ask you as your distracted picking your wedgie, Almost sure your asshole is bleeding from the Wedgie. "Yeah man, my Asshole is most likely not gonna recover for a week or two but I'll live" you give a small chuckle at him as he smiles back.

"I don't believe we've PROPERLY met but anyway..My name is Samuel, what's yours?" Samuel asks before laughing "Wait it's Y/N isn't it?" You look at him as you raise an eyebrow. "How'd y-" you're about to say before your interrupted by him saying "your name was on the waistband of your boxer briefs, also your name is on the plaque outside of our door" You look at him as your a blushing mess "Y-Yeah, nice to meet you..A-Anyway can we just watch some TV and hope they don't visit again? My asshole needs a rest" He chuckles at your statment and nods in agreement. Your first Day of The Wedgie Hell Experience was alright as it was going both good and bad for you. Regret will still follow you for signing up for the experience especially knowing anything can happen at anytime and anywhere, but knowing you have Samuel by your side as a friend and Company..you feel you'll be perfectly Fine staying for the next four days.
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Hello all, Wedgie Evy is finally back with the POV stories. I know it took me a while to finish but i finally completed the long awaited chapter 7

Please be sure to leave any recommendations and feedback in the comments and share my stories around!! Hopefully I'll be able to add more POV Chapters throughout the next couple of months before i start school in july.

As always, Stay Wedgied and Stay Nerdy!!
Love, Wedgie Evy💕

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⏰ Last updated: Oct 06 ⏰

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