Pick Me! ~Choose Your Wedgie Boy~ (Chapter 1)

Prologue, Part 3

Touma turned around and said;

"C-Can you... give me a wedgie?" Touma asked with a blush.

He pulled up his shirt, revealing white fabric that peeked from his pants.

"Did I hear that right?" You thought to yourself.

You admit to yourself that his begging was cute, but that doesn't change the fact that this was one of the weirdest requests you've heard.

Suddenly, you recall the dream you had. You refuse to awknowledge it was real. That you're actually the "Wielder of Wedgies".

But maybe this was just a coincidence, maybe he's just a really weird dork.

This complicated flurry of stress-inducing thoughts makes you lash out at the weirdo.

"What?! No, you dork– I'm not gonna give you a wedg—"

You don't even have the chance to finish your sentence, as time looks as though it stopped and a growing pain in your head and chest caused you to drop to your knees.

Then, a familiar figure approached you. The you who is still in pain.

"Oh my, you still continue to doubt me? Even as I demonstrated my power to you in your dreams, even as you hung by your dorky undies?" The spirit of the former wielder of wedgies laughs and says with a shit-eating grin on his face.

This was real. You are his successor. The new wielder of wedgies is now you.

"Maybe I should challenge you a little bit. I'll give you 24 days, or until friday in 3 weeks to complete the mission. Should you fail, you'll turn into everyone's wedgie boy as the new wielder of wedgies." The spirit says sadistically.

"Good luck, wedgie boy." He says, whispering into your ear. He lets out a soft chuckle before disappearing.

Without a chance to object, you accept the mission's new condition, his words ingrained deep within your soul. And now, you have fully accepted your fate and your mission.

With the spirit's disappearance, the pain you felt subsides, and time reverts back to a fixed point.

Touma turns around and said, just like before;

"C-Can you... give me a wedgie?" Touma asked with the same cute blush and expression.

And so, as per the mission, you comply.

"Sure. Dork~" You said, whispering that last word into his ear. Might as well have fun with it.

You grip on Touma's waistband and swiftly pull it up. Sure enough, he's wearing tighty whities yet again.

Bent over, Touma cups his crotch, and squeals in response to his whities tightly encasing his crotch and lodging itself deeper into his butt.

"–Ah! [Reader]~" He exclaimed, the tone of his voice higher than usual.

"You like that, nerd?" You say to the wedgied Touma. Your face still close to his, your arm still gently tugging on his undies.

Touma whimpers and nods. But you decide that's not enough.

"Say you like wedgies out loud, Touma." You sadistically instruct while holding his wedgie in place.

"I-I– Hngh— l-like wedgies! P-Please... ngh... pull harder, [Reader]!" Touma says, admitting his pleasured and masochistic feelings. Your yanks causing him to grunt and whimper mid-sentence.

"Good boy. Consider your wish granted." You affirm to your new wedgie boy.

You switch your grip onto his tighty whities' legbands and start bouncing him. Touma's legs have now left the floor as your arm suspends him by his undies. His briefs have now placed themselves deeper into his abused hole. Touma moans in pleasure as he feels the wedgie burn on a part of his butt and the pressure on his balls.

"How do you like this bouncing wedgie, dork?" You purr into his ear, sending shivers of arousal to Touma's body.

"I-I... looOOVE IT— Ah– B-Bounce me by my undies more, [Reader]!" He responds, shrieking mid-bounce.

God, he's so adorable when he begs like the wedgie dork that he is.

His begging was so satisfying that it gave you an urge to bounce him harder and stretch out his whities until it rips.

However, that thought was interrupted by the bell that signified that lunch was over and that the next class would be starting shortly.

You let go of Touma's tighty whities. The stretched out undies bunched up and reached from the inside of Touma's pants all the way out to his lower thigh. The wedgie has left Touma panting and as he looks back at you, you can see drool coming out of the side of his mouth and a tent pitched in his pants. He must've really enjoyed that wedgie.

Its both amazing and terrifying to see what the wedgie affinity curse can do to someone.

Touma puts the bunched up undies back in his pants, but doesn't pick his wedgie this time.

"C'mon [Reader], let's go back to class." Touma says while blushing and walks back to the classroom. You follow him, processing what just happened.

The rest of the day is uneventful, and you head back home. The only thing you can think about is who your next wedgie disciple should be.

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MetaNotes:

+50 Touma_Dominance
+10 Touma_Trust