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Cautionary Wedgie Story
Donny hurried home. He had just finished his last class and wanted to get back home as soon as possible so that he could do what boys his age usually do. That is **, play video games, and sleep. However today was special, it was the release date of a DLC for one of his favorite games. He was wearing a blue and white striped polo shirt, tucked into a pair of khaki cargo shorts. Donny didn’t know it but, a sliver of the waistband of his white briefs was showing from his back. The waistband read his name “Donny” which was sown in by Donny’s mother, much to his embarrassment. Donny turned to look at the large clock in the front of the school. “** I need to get home” He whispered to himself. He jogged along for a few seconds before stopping and realizing that he could take the dry creek bed, which ran behind the school, to get back home faster. “Yes that could work!” He said to himself while never actually taking that route home before. Donny's mother warned him of taking short cuts through dangerous parts of town. Something about not knowing who you might met or something like that, that Donny couldn't ready remember because he wasn't paying attention when it was told to him. Donny, naive as he was, paid this no mind and continued on his way.
Donny was scrawny, weak, and short. This hindered his athleticism and made slow and clumsy. Despite this he moved as fast as he could through the small forested area. There were rolls of houses hidden behind walls of trees and every so often he could here the sound of cars driving by. “Not much further now.” he said to himself as the creek bed began to bend into his cul-de-sac. He was almost there when Donny heard a loud yell.
“Hey, dork miss me!” Donny turned his head in terror as he stared his old bully in the face.
“Maxine!?” Donny gasped and froze still in his place. Maxine slithered towards him. She was at least 6 feet tall, had beautiful black skin and had a very domineering presence. Donny had unknowingly wondered into the back of Maxine’s backyard.
“What are you doing here?” Donny said frightened.
“Just moved back into the area a week ago and was just working out when I saw you.” Maxine retorted with a smirk.
“I’m guessing you live close huh?”
Donny didn’t answer and instead look at the ground.
“So that’s a yes I’m assuming.” Maxine said and she stepped towards Donny. “Please, I just wanna get home without any trouble.”
“C'mon Donny were neighbors now and it’s been years since we last met, let’s catch up on old times.”
Maxine stood tall over Donny and quickly spun him around. She noticed the top of his briefs poking out. “Heh, you still wear tighty whities? And they have your name on them? I’m sorry but you deserve this.” With that she yanked Donny’s undies up to his mid back with both hands. Donny squealed and tried to escape but it was no use. Maxine played basketball and was very strong. She held his briefs with her right hand and pantsed him with the left hand for further humiliation. Donny’s groans were echoing throughout the woods but not a soul heard. She spanked him ** his bare ** with her free left hand. Donny squealed in pain and began to say “please Maxine, ugh, I can’t take anymore.” Maxine became slightly annoyed and retorted “I’ll say when you’ve had enough!” Maxine hated being told what to do.
Maxine gripped Donny’s underwear once again with both hands, and with three powerful yanks, pulled his underwear up his mid back then shoulder blades and finally to his ears. Donny could feel his underwear tearing into him and it burned like fire. His ** were being squeezed tighter and tighter as well. Maxine chuckled at the pain she was putting him through.
“You’ve gotten fatter, and your ** are bigger. Their stretchy yet firm, soft but also rugged... I wonder if I can pull off an atomic now?” Maxine smirked.
”No please no!” Donny cried.
Maxine grunted and began using more strength. She grabbed him by the neck with her left hand to hold him steady and started to hike the underwear higher. Donny looked above him and saw his pearly whites loom over his head. He knew what was to happen next and he accepted his fate. Maxine finished her onslaught by bringing the underwear down on top of Donny’s head and hooking his briefs under his nose.
Donny was now blinded, humiliated, and in agony. The pain shot up Donny’s ** like a gun. He cringed. It exploded in his ** as if he’d been kicked there. It made him dizzy. It made him reel. The pain was like a thousand needles that had been dipped in alcohol had been jammed through his skin. Maxine couldn’t contain her laughter as Donny squirmed.
“One last thing dork, before I let you go.” Maxine said.
“What?” Donny asked concerned.
“I’ll be taking you shirt.” She then tore Donny’s polo shirt clean off by grabbing the collar and pulling downwards.
“Oh and your shorts.” She said as she grabbed Donny’s khaki shorts from underneath him. With one last hard spank to the **. Maxine sent Donny off, wobbling into the sunset in excruciating pain and while also blinded by his briefs. Donny was humiliated and his day was ruined but he learnt a powerful lesson; Mama does indeed know best.
Stupid story