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

D-1A

"—No." You respond in the same firm tone as Tadashi spoke in.

"What...?"

"I don't want to leave you alone. You've said it yourself; you're the biggest wedgie nerd." You say, taking several steps closer to him. He tries to back away, but you won't let him. You grab his wrists and hold them up to your chest.

"And it's my job to give your nerdy ass the wedgies it so desperately needs. I did promise you I'd give you as much wedgies as I can."

"I know you want this as much as I do, Tadashi. We've both worked too hard to get what we so deeply wanted, and I'm not going to let you chicken out of our arrangement just so you could save face." You say firmly, staring him deep into his eyes.

He slowly averts his eyes from you, his face painted with a light pink. A sign of quasi-submission.

"–If not to save face as student council president, if not to be just a normal, honorable person that Tralcrieie students can look up to... Then tell me, [Reader], what do you think I want?" The brown haired boy says with a hint of venom in his tone.

"Again, you've said it yourself; You want me to give you wedgies until you can't feel your butt anymore, don't you?"

"Th-That's...!"

"—And that's still what you want, isn't it?"

You let go of the older boy's wrists and your hands travel to his backside. You quickly dip your hands into his uniform's slacks and curl your fingers into his already stretched out tighty whities. You slowly pull upwards on his tighty whities, making sure he savors the feeling of white cotton entering his already sore and wedgied hole.

Upon feeling more of his undies enter his crack, the boy squirms in place and blushes in embarrassment.

He lets out a short gasp. He's covering his mouth, probably biting his lip underneath to prevent any other erotic sounds from coming out.

"Feels good, doesn't it, Tadashi?"

"..."

"Answer me, prez~ I don't have all day, you know." You say, delivering a rather sharp tug to his white briefs.

"Mmph..! Mmh..." He grunts and whimpers, the pain of the wedgie rendering him unable to hold back his noises.

You let go of the back side of Tadashi's tighty whities, switching your hands' position to grip the front of his briefs instead.

"I said answer me." You said, trying to intimidate the boy from the student council. You punctuated the last two words with two corresponding yanks.

"Auughhh... Haahh... I-It... feels good." The blushing boy moaned and mumbled while cupping his balls.

"Hm...? I didn't quite catch that. Say it louder for me, prez." You yank on the white briefs once again.

"A-Ahhh~...! I-It feels good! The wedgies feel good!" Tadashi blurted out.

"That's a good nerd. Keep it up and I'll reward you with some butt-numbing wedgies, just as you like them."

"Now against the wall, you fuckin' nerd." You command, letting go of the front of the boy's tighty whities.

"Nnh..." He submissively obeys with a whimper, turning around and pressing his body against the wall.

He thoughtfully presses both of his hands up against the wall at head level as well. He's even going as far as to curve his back in a way that shows off his wedgied ass. His tighty whities hang right there outside of his slacks, unpicked and unkept.