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

R-1C

"N-Naru... wants you to help him, [Reader]..." Narutaro says in between grunts.

"Alright, Naru~" You chuckle with a mischievous grin on your face.

"You and your cute ass better be prepared, nerd."

Each one of your hands then grips on opposite sides of the wedgied boy's legs.

Before you give him the wedgie of his life, you take a quick look at his face. He looks pained, but happy. You lock eyes and his show eagerness and excitement, almost as if they're saying 'I wonder what this next wedgie is gonna be like!'.

Then, after a brief pause, you viciously pull downwards on both of Narutaro's legs.

"IIEEEK— Hnngh~!" The harsh tug causes the pink haired boy to gasp and whine as his ass gets split by the white cotton. You can hear the seams of Narutaro's briefs start to pop and tear, and a small hole starts to emerge on the tighty whities.

But, this small hole still isn't enough for the both of you.

So you harshly jerk on Narutaro's legs again and see his little balls get crushed by the white briefs once again which makes him make more cute whimpers. The seams of his tighty whities get destroyed bit by bit and the hole on them widens a bit more.

You continue to do this, each pull of Narutaro's legs getting quicker and harsher. Each pull makes Narutaro moan, the front of his briefs wetter with what hardly can be considered pre-cum, and the tighty whities themselves tear apart more and more until...

RIIIPPPPP!

"Uwah~!" Narutaro falls from his hanging wedgie, but luckily, you were able to catch him.

"Haah... Haah... Th-Thank you, [Reader].." He says with an o-face. You look at his lower half and you see his bare cock dripping with cum, the floor being stained with the seminal fluid. You also see a ripped fragment of his tighty whities still stuck within the crevices of his abused ass.

"Aww~ You look like a cute rabbit with that cotton tail of yours." You jokingly tease.

"Here, I'll pick your wedgie for you." You say as you slowly slide the piece of ripped underwear out of Narutaro's butt and toss it into the trash.

"Tha..Thank you."

"You've been naughty, Naru~ Cumming so much from a wedgie~"

"Naru is... naughty?" He says with a dazed look as he falls to the floor with his legs crossed in a w shape. He must be tired from all the excitement from his wedgie lesson and the cumming from said wedgie lesson.

"But~ You took your wedgies so well today like a good boy, Naru." You say as you ruffle the boy's pastel pink hair, like a light noogie. The cute boy giggles happily.

"—Now let's get you and this place cleaned up. Oh, and you should probably put on a new pair of undies. I can see your little weewee from here~"

Narutaro's eyes widen as he looks down and sees his exposed penis. His face turns as red as cherries and he covers his privates with both his hands.

"O-Okay, [Reader]! Na-Naru will change!" He said, flustered.

"And.. Naru will help you clean! It was Naru's fault for... um... cumming everywhere... Th-Thank you for the wedgies today, [Reader]!"

"Don't worry about it, Naru. Here's your pants." You toss the Narutaro's undone pants to him, and he manages to catch it.

Narutaro changes into a fresh pair of undies and slips his pants back on. Then, the both of you cleaned up the room, wiping the floor of Narutaro's cum and taking Narutaro's ripped tighty whities out of the coat rack and into the trash.

"Hey Naru..." You say as you dispose of the ripped tighty whities.

"Hm? What is it, [Reader]?"

"Why don't we go underwear shopping next time? Y'know, cause I ripped your tighty whities and all. Plus, you could really go for stretchier undies. And don't worry. I'll pay for the replacements."

"B-But Naru couldn't possibly let you pay for his new undies!"

"Come on, let me do this for you."

"Are you really okay with that, [Reader]...?"

"Obviously. I'm the one who offered."

"Okay, [Reader]. Thank you so much."

"No problem. I'll just contact you on Lietzenger again the next time I'm free, okay Naru?"

"Mhm!" The boy nods in response.

"Well, it's getting late. See ya next time, Naru."

"Bye, [Reader]! Let's do this again sometime! And... I hope you can teach me more about wedgies!"

"I won't back out of the promise. I'll make sure you'll have a fun time for our next sessions~"

You end the night leaving Narutaro's home, making one more promise to the boy.
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MetaNotes:
+20 Narutaro_Dominance
+5 Narutaro_Trust