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Go listen to some music. Maybe it’ll distract you from the fact you’re a nerd that wears his dorky undies on his head
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When your bully demands an underwear check, you drop everything and do it or else you’ll get punished. And even if you comply, you still get punished because you’re wearing nerdy tighty whities 🤣
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Squirm around all you want, it’ll only make it worse. You aren’t getting down till those whities rip
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@jmdcj3rd in his nerdy Tighty Whities. Everyone go make fun of him!
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Tyler had exactly two minutes of peace after the locker room door slammed shut behind him. He had just finished changing when the locker room pranksters struck. With a swift shove, they tossed him out into the hallway, laughing as they locked the door behind him.
Wearing nothing but his white Jockey briefs and a panicked expression, he pounded on the door. “Guys, come on! This isn’t funny!”
Muffled laughter echoed from the other side. Classic prank. The team’s favorite—tossing someone out in their underwear and locking the door. Tyler had hoped being new wouldn’t make him a target. He was wrong.
Then it happened.
BRRRRRRING!
The bell. The one that signaled the end of sixth period. The one that meant hundreds of students were about to flood the hallways.
Tyler froze. His eyes widened. “Oh no.”
He bolted.
With only seconds to spare, he dashed down the hall, bare feet squeaking against the linoleum as he ducked around a corner. He pressed himself against a wall, praying no one had seen him yet. The hallway remained eerily quiet… for now.
He peeked out, looking for an open door or a janitor’s closet—anything.
Then came the sound of voices. Deep, familiar ones.
Tyler turned and nearly ran straight into a group of senior guys. Tall. Loud. Confident. They stopped mid-conversation, staring at him in disbelief.
“Are you seriously out here in your tighty whities?” one of them said, squinting.
Tyler felt his face turn scarlet. He opened his mouth, then closed it. There was no explaining this.
Another senior smirked, crossing his arms. “Dude, you look like a kid who lost a bet. What’s next, a cape?”
Tyler backed up, his heart racing. “I—I got locked out.”
“Oh, we figured,” one of them replied with a laugh. “Who thought it was a good idea to send you out like that? You’re practically begging for a wedgie!”
“Seriously, man,” another senior chimed in, grinning. “Those are little kid undies! What are you, five years old? You might as well be wearing superhero pajamas!”
The group erupted in laughter, and Tyler tried to shield himself with his arms, but it was futile. The seniors stepped closer, their taunts continuing.
“Look at this nerd! Running around in his tighty whities like it’s totally normal,” one said, shaking his head in mock disbelief. “I bet you’ve got matching socks with cartoon characters on them too!”
Tyler felt his cheeks burn as the laughter surrounded him. He could barely think as they closed in on him, grabbing his arms and pulling him forward.
“Come on, let’s show everyone!” one of them shouted as they dragged him toward the exit.
“Wait, no! Guys, don’t!” Tyler protested, but their laughter drowned out his pleas.
They burst through the doors and headed straight for the flagpole. Tyler tried to wriggle free, but their grip was too strong.
“Up you go!” one of them said, hoisting him up by the waistband of his briefs.
Tyler’s cheeks burned hotter than ever as he dangled in the air, the crowd of students gathering below, pointing and laughing.
“Look, it’s our very own flagpole decoration!” another senior shouted, and the crowd erupted in laughter.
As the seniors stood back, leaving Tyler suspended there, he felt a mix of humiliation and disbelief. The laughter echoed around him, but all he could think about was how to get down.
“Come on, guys! This isn’t funny!” he shouted, but they just continued to laugh and take pictures.
Finally, after what felt like an eternity, one of the seniors smirked. “Alright, we’ll leave you up there for a while. Enjoy the view, kid!”
And with that, they turned and walked away, leaving Tyler hanging there, the laughter of his classmates ringing in his ears.
He was mortified, but as he dangled, he realized he had unwittingly become part of a wild school story.
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What's the most painful wedgie you've got?
The most painful wedgie was probably when a few friends and I got the idea to do a 5 day wedgie war. We had a points system made and everything and at the end of the 5 days the winner got to give to loser a wedgie that we decided on collectively. There was me, Matt, Jacob, and Trav. So the points were made up in a way that any normal wedgie front or back just a basic pull was worth one point. Anything that took a little more like a squeaky clean or piledriver would be 2 points and if it involved a prop (tied wedgie, propeller, hanging) it was 5 points. If someone found themselves stuck in a wedgie the points for it added up. I think it was every half hour was an extra 5 points.
Now to the story. It was the third day into the war and we had all gone to the pool, there’s a pretty big water slide that they leave unattended and we all went right for the slide. It was a slower day at the pool that day and Matt decided to take advantage of that. Just before I went down the water slide Matt grabbed the mesh of my trunks and pulled them up my crack so hard I yelped a bit. Trav was just getting to the top of the stairs when he saw Matt pulling on my trunks and had the brilliant idea to take the string from the front of my shorts and tied the mesh to a bar on the side or the slide entrance.
By this time Jacob made it up to the top as well so three on one I wasn’t standing a chance when it was just Matt, but all three…. they ended up tying my trunks to the top of the slide and tossing me down, I have never had that much momentum behind a wedgie like that and the thin mesh was surprisingly strong but I heard it ripping. So did Trav. Now Trav isn’t a very small guy, he’s built like a rock and I think he’s somewhere in the 275 range. I started to really panic and honestly didn’t even feel the pain from the mesh digging into my crack, when I heard him say “I bet I can get him down” I knew exactly what he meant and sure enough within 3 seconds I had Trav rushing past me grabbing my ankle in the process. I felt him land and then the slow tearing noise. Finally the mesh gave and we took off down the slide, we hit the water and I was pulled out by the flap of mesh still sticking out the back of my shorts.
I didn’t hear the end of that one for a few months at least but that was probably the most painful wedgie I’ve had so far.
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Wedgie Time at The Gym
Friday's were a good day for me as they are most people. Why were they normally good for me? Well my Fridays always started at 5:30am I'd go to the gym, I'd go the gym, work a shorter shift at work, and then going out to the bar with friends to shamelessly hit oh hot older men who's wives didn't know they were at a gay bar. I'd pull one every once in a while. I give him the best orgasim of his life and then send him back to his wife in shame.
This Friday was different, though. I slept through my alarm and was late to work. I shot out of bed. Put on whatever clothes were on the floor and ran out the door. I got to work and saw a text from my mates that they all had to cancel at the last minute. I am a little relieved that I didn't need to rush after work to get ready for the evening. I figured I might as well go to the gym after work instead. So after work, that's exactly what I did. I'd never been to the gym on a Friday evening. I walk in past the cardio floor and make my way to the locker room. It was a ghost town no one in site except for one older gentleman seeming to be in his mid to late 50s. I paid him no mind as I got into my gym clothes and headed to the weights. I had a greeaat workout. I had been so in the zone that I didn't notice the same man from the locker room was working out near me. I thought it was a little strange considering the emptiness of the gym. I went back to the locker room, stripped down to my briefs, wrapped a towel around my waist, and headed to the steam room. A few minutes go by, and guess who decides to also take seem the man from before. He's got salt and pepper hair on his head chest and face maybe 6 foot at least. He looked like the kind of older man I'd pick up while out at the bars. Not completely ripped, wide body with a bit of a gut, and an ass the won't quit. He sat on the bench just below where I was sitting. His loosened his towel just a bit. I look down and see a bit of hairy ass crack pocking out. Just below it was the waistband of a pair of Goodfellow underwear. I wanted to see what else was underneath, but as my hand started to move toward his underwear. Before I really registered what was I was doing, I heard a deep "hoop" come from the man. I realized I had a handful of his briefs.
I let go, "I'm so sorry, mate. I don't know why I did that." He stopped me and turned chuckling a little and said, "I haven't been wedgied like that since I was in school." I smiled, released. Looked and noticed a small tent pitched in the front of briefs. "That turn you on?" I say smiling wider. "Well... uhh..." with a tone defense in his voice. I pulled my towel open to reveal the growing bulge in my underwear. He looked down and smiled. "Looks like you also enjoyed it. Dominating an older man turns you on?" He said. "It looks like it." I said.
He looks at me and touches my thigh. I look at him and ask "Does daddy need more cotton up is ass?"
He nodded slightly, turning to knees and putting his head in my croch, rubbing his face into my covered penis and ball's Igrabbedb the back of his underwear again and started to pull. While I pulled, he used his teeth to free my throbbing dick from the briefs that concealed it. He we both moaned whole he slurped and I pulled. I let one last moan and twitch with an explosion of cum down his throat and he shivered as he filled the front if his briefs with his cum. He kisses me on the mouth adjusts his towel and mine. Just as he sits down an employee of gym opens the steam room door to let us know the gym was closing. We start to leave his underwear hanging out the back of his towel and adrenaline pumping. We made it back to the locker room and put our street clothes back on. I get to my car and open my bag to make sure my headphones were there. That's when I found a not with a phone number on. I sent a text stating who I was. Not even a 10 seconds later his response containing an address and 😘 emoji. I put into my maps I put my car in first gear. As I drive I think about all things I'm gonna do to this man. I start to feel the front of my pants get tight again.
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