Once it became clear that I wasn’t going to get into trouble for giving this jerk a huge wedgie, I decided to give him his just desserts. I switched my grip from his waistband to grabbing at his legholes and stretching them up!
As he was taller than me, it was a pretty awkward situation as I forced Cassidy into his tippy toes while I myself was on mine. But nevertheless I was determined to make this loser get what he deserves and I’ll admit, I was just having too much fun!
“This is for calling my butt fat!” I said angrily, forcing the tighty whities higher to reach his head. Cassidy must’ve realized what I was trying to do as he squeaked and protested loudly.
“No! S-Stop! I’m n-not getting an atomic wedgie l-like some nerdy l-loser!” he cried out, but it was fruitless for him.
His stubbornness however was quite annoying as he repeatedly shook his head away from his approaching briefs. As such I gave repeated yanks to his tighty whities to little avail, as he kept whining and moaning. I admit I was getting pretty annoyed and frustrated and that’s purely why I began to raise my palm and slapping him hard on the ass!
Smack!
“E-Eeeeeek! D-Did you just s-spank m-me????” Cassidy gasped.
“Yeah! A-And I’ll keep d-doing it until I give you an atomic wedgie!”
Smack!
Smack!
Smack!
“O-O-Okay okay o-okay! F-Fine!” Cassidy finally relented just as I was about to land one more smack on his butt. I admit I was kind of disappointed as it felt nice to slap his butt and watch it jiggle…
With a victorious grin, I yanked his tighty whities up higher and stretched them over the brunette’s blushing face. It was funny seeing his briefs mold over his face, particularly when his glasses were imprinted too!
But as he stood there moaning beneath his new mask, I admit I felt pretty bad. Did he really deserve getting an atomic wedgie from me simply because he called my butt fat and was a little rude? I did bump into him first…
Suddenly remorseful, I sighed as I shyly got closer to him.
“Uhm…so…I…think we got off in the wrong foot…and well…I’m sorry…for giving you a huge wedgie…” I apologized, reaching up to grab at his tighty whities.
Turns out, taking his atomic wedgie off was a bit more challenging then I thought but we eventually managed to do it. Though his glasses ended up smudged and his formerly straight, neat hair was now messy. I stood there remorseful as Cassidy groaned and held his butt, his tighty whities flowing out of his jeans like a beavertail. A very long one.
“Uhm…f-friends…?” I offered shyly, extending a hand.
Cassidy glared at me before sighing, looking away as he grabbed my hand. “Fine…but just because you’re the first person I’ve met…when I find someone cooler I’m dumping you for them.”
I couldn’t help but giggle. “Really? I’m the first person to meet you? And wedgie you? Hehehe…wow you’re an even bigger loser than I thought!”
In hindsight I should’ve chosen my words better because Cassidy glared at me and before I could placate him, he grabbed my shoulders and turned me around. I let out a small gasp and whimper as he reached down my jeans and grabbed at my tighty whities.
I felt a tinge of fear, anticipation, and phantom pain as he prepared to rip my butt a new one when—
“Boys, you only have a minute before class. You don’t want to be tardy on your first day.” Miss Hazelwood tutted.
I let out a sigh as I felt Cassidy scoff and let go off my tighty whities, leaving them slightly hanging out more than before.
“Ugh. What a chore. Come on…[Anon],” Cassidy said with a smirk, making me blush.
“What? You write y-your name on your waistband too.” I pointed out, making him stutter.
“T-That’s my mom! I’d never do something so uncool…” he protested.
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