New Story: The Fantasy

Wedgies feel so amazing.
 

To be so powerless. To have the most intimate pair of underwear you have pulled and used against you gives me a thrill unlike any other. To be dominated by your peers in such a way.
 

I love it when bullies force me up against the lockers in school. I let out little whimpers and pleads, but its all for show. I purchased tighty whities just for them, after all. And today is no different.
 

A small crowd gathers as I’m held in place, my arms pinned by my side so I can’t fight back.
 

The bully who will give me the wedgie will taunt me as he steps closer, mocking me for being a nerd. He knows I deserve the wedgie he’s about to give to me, and I know I deserve it too.
 

The crowd chants ‘Wedgie! Wedgie! Wedgie!’ to encourage the bullies, to let me know that my humiliation and pain is all a show to them. The bullies, eager to make sure the spectacle is as good as possible, forcibly pulls my shorts down.
 

My cheeks flush red despite myself as I feel the wind rush between my legs, my underwear-clad bum sticking out for them all to see. The tighty whities are brand new, fresh out of the pack. They shine like snow in front of the watching audience, hugging my large, bubbly rear end tightly. The waistband is thick and easy for grabbing, perfect for wedgies. My name is written plainly and noticeably in big black marker, upping my nerd status to hilarious levels for the bullies.
 

I squirm as I feel the large hands of the bully grip the waistband, pulling it up just a little bit, hiking ever so slightly to get the briefs prepared for the punishment they’re about to endure. I have no idea how he’s going to do it. He could pull sharply and powerfully, causing me to gasp and kick in protest. He could give slow, sharp tugs upwards repeatedly, causing me to bounce up and down. I have no idea. And the waiting makes it ever so more enjoyable.
 

Finally, he decides. I bite my lip and groan as I feel him slooowly pulling up on my underwear, agonisingly so. My tighty whities slowly sink between my buttcheeks, rising like an elevator. Next stop; Wedgie town. I’m forced to remain in place by the other bullies, making sure my bum is facing the laughing crowd. My cheeks burn bright red in humiliation as I feel the bully’s hands press against my back, letting me know just how high they had reached.
 

I feel the burning begin as he reaches half-way up my back, never letting up for a second. The fabric rubs against my hole and causes me to gasp in hidden arousal, the wedgie finally hitting its mark. At the front, the cotton is beginning to press tightly around my crotch, cupping my cock and balls in a soft, yet snug embrace. The rubbing of the fabric against the tip of my penis causes blood to begin rushing, slowly giving me an erection the more it strokes.
 

The bully grins at my reactions and nods to the others, who step back and leave me standing there, hands against the locker and butt out, free to wedgie. I stand in place like a good nerd; I know trying to run away will only make it worse.
 

Without warning, I feel him yank up harshly on the back of the tighty whities, stretching the waistband up to my shoulder blades. I let out a yelp of shock and pain as the crowd jeers, encouraging the bully to humiliate me more.
 

That sharp tug made me moan and groan in ecstasy as I feel the briefs push against my most intimate of areas, forcing me onto my tiptoes. Between my legs I can feel the cotton burning my crack, the friction rubbing back and forth with each new pull the bully makes to the underwear. My erection has reached its maximum at this point and is beginning to drip with pre-cum into my underwear, soaking the front. At this point, it’s impossible to hide, and the bully notices my change of tone.
 

He pulls me back by my underwear and forces me to face the crowd. I whimper as the crowd erupts with laughter at the clear sign that I’m enjoying my humiliation at the hands of my bullies. I cover my front up but it’s too late. Everyone knows.
 

The bully decides it’s time for the finishing blow to my self-esteem. With the help of the other bullies, he pulls me up off the ground in one hard hoist. I let out a loud moan in response, squeezing my crotch in pleasure as I sink deeper into the wedgie.
 

My toes no longer touch the ground as they hold me up, gravity working in their favour as my tighty whities are pulled deeper and deeper into my buttcrack. The pain from having my rear end flossed is indescribable, yet I’m too aroused to care. I want more. And the bullies give it to me.
 

Without warning, I am bounced up and down roughly, up and down like a toy being abused by a toddler. I’m no more than their plaything at this point, made to jerk and gasp and moan and squirm for their amusement.
 

The constant rubbing between my legs and the pressure around my cock is impossible to ignore. My moans become higher pitched and louder as the bully knows what’s coming next, like he has a direct line into my mind.
 

I hear his voice echo as my moans increase, getting closer and closer to cumming with each new painful, agonising bounce.
 

”Yeah, you gonna cum you little nerd? Gonna jizz your pants over a wedgie, right here where everyone can see you? God you’re such a loser, aren’t you? Just a horny little loser. Go on then, cum, you nerd. Cum whilst getting fucked by your own underwear. It’s all you deserve.”
 

With one final bounce, I’m pushed over the edge. I let out an enormous moan as I shoot my load into my tighty whities, the bullies continuing to bounce and laugh cruelly at me as I cum over and over, soaking my nerdy briefs with my spunk...
 

I breathe heavily as I climb down from my intense orgasm, and stare up at the ceiling. As the horny fog clears from my mind, I look around my room with a sigh and a groan. No bullies, no crowd, no wedgie. This sucks.
 

Before I’m able to fully appreciate the process of coming down from my orgasm slowly and nicely I hear my mum call for me downstairs.
 

“STEVE! YOU’RE GONNA BE LATE FOR SCHOOL!”
 

“Just gonna hop in the shower mom!” I call back, quickly sliding out of bed and grabbing clothes as I go, taking a moment to stare at all the boxers in my drawers. Not a pair of tighty whities in sight.
 

Maybe one day.
 

END