I felt my legs shake and began to whimper slightly, which made all the cheerleaders coo.
“Awwww he’s afraid!” Francine said, “Sandy you brute!”
“How shameful. You scared the poor boy already.” Sarah teased.
Even Valerie got in on it, shaking her head. “Ugh don’t scare our wedgie boy! We’re just here for some fun.”
“Ehhh? You wanna die?!” Sandy said angrily. “I haven’t even touched him yet!”
“Scary…” “Scary…” “Scary…” “Scary…” all four girls said at once, much to Sandy’s annoyance.
“Ugh! Whatever.” the cheerleader said, taking my briefs from Sarah’s grasp. “Alright wedgie boy brace your butt and get ready for the wedgianator!”
“The whaAAAAaaaa~!!!” my words of confusion were swept aside as Sandy launched my tighty whities upwards! I let out a loud scream before it broke into a mindless whine and moan of pain.
“Damn! These tighty whities are stretchy!” Sandy commented, “What brand are these?”
“They’re t-the [Tighty-Whities Brand]!” I managed to squeak out.
Sandy smiled, “Thanks! I’m going to buy a whole shipload of these for my boyfriend!” she cackled manically like a villain, “I’m going to destroy that cute butt of his!”
“L-Lucky him!” I retorted before shrieking as Sandy bounced me up and down. I heard audible pops and tears but my briefs stayed stubbornly intact.
“Wow, you truly are a wedgie boy. This wedgie bait’s still intact?” Sandy exclaimed in astonishment. She shrugged, “Whatever. Sorry fishy.”
I didn’t even manage to say anything, only groan as she let me down onto my feet and stepped on the heels of my shoes. Then she tugged hard! I let out a renewed set of screams as Sandy launched my underwear up into the skies!
She kept pulling and began grunting as she strained herself. Then…
Pop.
Creak.
Teeeeeeear!
“OWIE!” I squeaked out as Sandy tore my briefs right out off my poor butt!
I fall onto my knees squeezing my legs together to soothe the fire in my loins. At the same time I heard the cheerleaders begin bickering behind me.
“-you jerk you tore his underwear-“
“-so it’s fine if y’all do it-“
“-gonna wear now-“
“Hey freshman,” Valerie spoke up. I look up to find her apologetic face, “How do you…uhhh…feel?”
“Peachy…” I retorted.
“Heh yeah…listen…I was just joking around with you…” Valerie said sheepishly while I sweat dropped at her.
“There’s actually no wedgie boy position…and we’re very sorry…” she bowed down, “Please forgive me. You can go now…after we help you find some underwear.”
“…it’s fine…” I muttered. I blushed even harder when I said, “I don’t mind…”
“Eh?”
“…I don’t mind being the team’s…ugh…wedgie boy…” I admitted. It was kind of fun despite the pain and I admit, spending time with the cheerleaders didn’t seem so bad.
“Heh…really?” Valerie giggled. “Well girls!” she turned to her team, “Let’s welcome our wedgie boy to the team!”
Suddenly I was surrounded by five very cute cheerleaders who hugged and dog piled me, even Sandy who gave me a congratulations for surviving her wedgianator without crying.
“Alright team.” Valerie spoke up, “Let’s address the elephant in the room…who’s got some underwear for our wedgie boy?”
I blushed hard as the cheerleaders all glanced at eachother.
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