Never Been Wedgied

William's time at high school had been rough due to all the wedgies, swirlies, pantsing and other bullying he had received. But that was all in the past. When he entered his final year of high school all his older bullies had finished school, so his life completely changed. The bullying stopped, he made a friend and even started to crush on her, despite her already having a muscular, handsome boyfriend.
His friend was named Sophie and she was beautiful, charming and funny. She could of easily been one of the popular girls if she wanted to, but refused to act fake like them. Instead she liked to be childish and joke around with William. Despite both of them having turned 18, they liked to be silly with one another and make jokes.Half way through the year, the 2 of them were messing around in the gymnasium during a free period they had. They ate chips and watched some of their classmates (including Sophie's boyfriend, Aaron) play volleyball in a P.E. class, until the teachers asked them to leave the gym.
They headed towards the exit and past the changing rooms. As they passed them, Will looked at the changing room doors with a pained expression as he remembered the bullying he had suffered in that room in the past. Sophie saw this and started to poke fun at him."How many times have you hung off the wall in your tighty whities in there?" She asked with a smirk."It didn't happen that many times!" Will replied defensively, before continuing "besides, its high school, you probably got wedgied too. Or were you the one giving wedgies?""Nah, I've had a pretty boring high school life, never been wedgied and never wedgied anyone." She explained.
"NEVER?" Will said loudly, shocked at this revelation. "Your joking! But seriously, its better to have a boring high school life than an embarrassing one" he continued."Not really" Sophie replied with a smirk, and before Will could respond she lunged forward and yanked his school shorts down to his ankles. Will quickly grabbed on to his underwear as they began to slip down with his shorts, but he managed to keep them up around his waist.
Sophie began to laugh as she saw her best friend's black and yellow Batman briefs on full display.Will quickly tried to cover his ** with his hand and pulled his shorts back up, turning red with embarrassment."If you want excitement I guess you could always cause some" he said, "like this!" He lunged forward and like she had done, he yanked her skirt down to her ankles to reveal her pink and white **. He burst out laughing when he saw the cartoon design on her underwear, here was a grown woman wearing Strawberry Shortcake ** that barely contained her round **.Sophie squealed slightly and tried to cover up, bent down and pulled up her skirt.
"That was not what I was expecting" said Will, a plan hatching in his head.He reached forward and grabbed a hold of the underwear in her skirt. He gave it a quick tug to lodge it between her cheeks before letting go."How was your first ever wedgie?" He asked her mockingly."Not fun" she replied while pulling at her underwear, trying to remove her wedgie. "You are so going to pay!"Will didn't realize what was happening when Sophie dashed towards him. She pulled at his shorts and pushed him over backwards. His legs flew into the air and his shorts were tugged off the end of them.As Will sat up he saw Sophie, shorts in hand, run into the girl's changing room. He got to his feet and ran into the changing room after her. As he walked through the door he spotted Sophie across the room, but she was no longer holding his shorts in her hand. Will walked through the room towards her, avoiding all the pink, white and light blue backpacks that filled the room. He noticed that the girl's locker room was much nicer than the boys, and it didn't smell as much like sweat and cheap deodorant.
He reached the part of the room where Sophie was standing and asked for his shorts back, but she smiled and shook her head. Will smiled back at her and grabbed at her waist. He pulled her Strawberry Shortcake ** up as hard as possible and she squeaked at the pain. He kept pulling up until the legholes of the ** appeared above the top of her skirt. He then readjusted his grip and pulled from the legholes until the ** were up to the back of her neck. He stepped up onto a bench seat at the edge of the room and lifted Sophie into the air by the back of her **. He hooked the back of the ** onto a bag hook and let go, leaving Sophie hanging from the hook with a pained expression on her face."Ahhh" she said, wincing in pain. "Okay, this is worse."Wait!" Will said quickly, before stepping forward and pulling off her skirt. He stepped backwards, throwing her skirt to the side and looked at her."Now its as embarrassing as it could be" Will said happily. He looked at his best friend suspended from her childish **, red faced and couldn't help but admire her curves, even in such an embarrassing situation."It could be worse" she said in reply and pointed down towards him. He looked down to where she was pointing and almost died from embarrassment when he realized that when she removed his shorts, Sophie also managed to take off his underwear. He covered up his ** with his hands and flushed red with embarrassment.She laughed at him.
"It was an accident, I swear" she said to him, sounding slightly apologetic."Although after what you just did to me, I'm not even that sorry about exposing your little tic-tac **" she continued, less apologetically, regaining her cheekiness."It's not that small!" Will said nervously in response. He looked around the changing room to try to find his clothes, and within a few seconds he spotted a pair of grey shorts just like the ones Sophie had pulled off him and walked towards them, still covering himself with his hands.As he went to grab the shorts, he heard movement in the hallway and the door began to shift open. Will panicked and grabbed the underwear out of the shorts without even looking at them and pulled them up his legs. Before he could put the shorts on, the door swung all the way open and Sophie's boyfriend, Aaron, walked into the girl's changing room.Will tried to cover himself as best he could considering he was only wearing underwear on the bottom half of his body."What are you doing in the girl's locker room?" Will asked Aaron."I was going to ask you the same thing" Aaron began in response, "but based on what you're wearing, you belong in here."Will looked down at his underwear in confusion, only to realize that he was not wearing his black and yellow Batman briefs like he expected, but was instead wearing a pair of bright pink 'Hello Kitty' **. He screamed in shock and looked back at the shorts he thought were his, but found that the shorts actually belonged to one of the girl's who had changed out of them for P.E. class.
Two of Aaron's friends followed him into the changing room and laughed at both Will and Sophie in there predicaments."Did he hang her up there?" asked one of Aaron's friends, pointing to Will."I think so" replied Aaron, trying to get his girlfriend down from the hook on the wall."I did, but..." started Will, trying to defend himself, but he couldn't finish his sentence before the boys advanced on him.
"Please don't hurt me!" yelled Will as both of Aaron's friends grabbed him. They dragged him back to where Sophie had just been hanging and started to pull upwards on the ** Will was wearing. They lifted him off the ground by the girly underwear and bounced him several times until the ** were stretched up above his head. They lifted the underwear and hooked it onto the wall, just like Will had done to Sophie.Will looked around the room for help from Sophie, but she had left the room with Aaron already. The boys let go of Will's underwear and he remained suspended by the **. They searched around the room and found his Batman briefs and a lacy, black thong. They used his briefs to tie his hands behind his back and shoved the thong into his mouth, gagging him.The two friends of Aaron left the changing room, laughing, and left Will hanging there unable to move or speak.He struggled, wriggling from side to side to try to worm free, but only ending up making his wedgie worse.
His situation became a thousand times worse when Will once again heard footsteps and voices in the hallway just outside the changing room, and they were moving towards him. Will struggled as the changing room door swung open and when all of the girls from the P.E. class noticed he was hanging there in a pair of **, the room erupted in laughter.The girls pulled on his legs, slapped him all over, took photos and videos, and mocked him until they were bored. The girls got changed, some even getting changed in front of him, and then left him hanging alone in the changing room.
He was left there, gagged and bound, until the teachers came to check the changing room. To make matters worse, given that he was in the girl's changing room, the teacher that found him was the young, hot, female sport teacher who all the guys drooled over. Her reaction to finding him was a mixture of concern and a struggle to resist laughing at him.After being let down from the bag hook, Will undid the underwear binding his hands, took the thong out of his mouth and unpicked the wedgied **. He picked up his shorts which were left in the locker room after everyone else had left and put them over the stretched out Hello Kitty **. He would of liked to change back into his own underwear, but that would mean taking of his underwear in front of his teacher, which was not an option for him. Instead he went into the bathroom and changed back to his own briefs, waiting for a second with the ** in his hand before going home early for the day.
When he got home he threw his bag on the floor