Babysitter Wedgie Stories
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Babysitter Wedgie Stories
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Rated: E · Interactive · Adult · # 2123747
Your female babysitter gives you wedgies while your parents are on vacation
Modified: June 11th, 2022 at 10:37 am
This choice: At home · Go Back...
You never really did understand why Heather, your current babysitter, hated you. Perhaps it was your family's wealth? Or maybe your own beauty that sent droves of boys at you. Then again. Despite being 3yrs. older and more endowed, she still couldn't compete with you. "It's her own fault for being such a bitch anyway" you thought. You were a gamer cheerleader, a strange blend but the people at your school (Minus Heather of course) didn't mind it. You have c-cup breasts, long glowing blond hair, twin mountains for a butt, and compared to Heather (Who had D cups, shoulder length raven hair, bubble butt, and generally snobby) you were a bubbly, cheerful, and overall happy person who was easy to get along with. However you're not as athletic compared to your friends and especially to Heather, and you were quite a klutz. She hated you for that, as you quickly stole her popularity away, leaving her a rather unknown person, at least compared to you.
You were bullied everyday by her, sometimes with wedgies, others with pantsing and the occasional spankings. Despite that you always tried to be her friend, and in a way you succeeded, as despite "hating: you, she quickly beat the hell out of a trio of new bullies once when they decided you were an easy target. So in a way she was your friend. Besides. You don't mind the wedgies too much, they felt nice, specially the way your soft panties rubbed your clit. And the humiliation felt nice too, as well as the spankings.
Which brings you to your current situation. A glowering Heather currently your baby sitter while your parents were off in vacation for 2 months or so. It's the start of Christmas break at least. Currently you are in nothing but your large pink bra, and a generic pair of gigantic granny panties, as those types of panties are the only ones you can wear that feel moderately normal and comfortable. Hence why your drawers are filled with nothing but large granny panties and bras. You were laying on your stomach on the sofa, waiting for Heather to start your wedgie session. "Usually she would've started by now. Wonder what's taking so long. Is she preparing a special wedgie for me?" Giggling quietly to yourself you waited.
Then you felt Heather's athletic fingers gripping your waistband, and suddenly you felt the panties invade your clit and ass as she pulled with all her might! Yanking you off the ground as Heather used her strength to being bouncing you, pleasuring you as you felt your large stretchy panties invade your anus. You especially loved the way she talked to you, and you could feel yourself getting wet, thankfully Heather was too distracted to notice your unfortunate "mess".
"Man. You must really love wedgies dontcha you nerd if you wear such big and stretchy panties. Good thing for you I'm going to give you a...
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Code lyoko wedgie 60 story chapters Galactic Patroller Quest 12 story chapters Women Prison Wedgies 15 story chapters
Code lyoko wedgie 60 story chapters Galactic Patroller Quest 12 story chapters Women Prison Wedgies 15 story chapters
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Printed from https://www.writing.com/main/interactive-story/item_id/2123747-Babysitter-Wedgie/map/12
Rated: E · Interactive · Adult · # 2123747
Your female babysitter gives you wedgies while your parents are on vacation
Modified: June 11th, 2022 at 10:37 am
This choice: At the High school · Go Back...
Emily is the very definition of "Girly-girl". With a generous allowance from her wealthy parents, she's able to buy the flashiest, frilliest outfits in order to stand out and above her peers. It was because of this, she was the most popular girl in school during her freshman year, the new girl who could buy everyone's attention and affection. However, as the years went on, people got used to all the pink frills and sparkles, and stopped giving her the attention she demanded. Now in her senior year, she can hardly get people to even look her way, a far cry from the crowds of fans she used to have. And now she's on the hunt, desperate for a solution.
Currently, Emily is finding herself wandering the halls of Underwood High. She's wearing her lucky, pink and white maid cosplay dress1 today, and unfortunately it isn't bringing Emily the most luck, and she doesn't even earn a glance from the busy students. However, the sounds of a rowdy crowd instantly perk Emily's ears up, and she follows the sound until she finds a group of people circled around something. There's too many people in the way for her to see what they're all excited about, so she pushes her way through the crowd until she finds what is riling them up: one of the cheerleaders was in the process of giving one of the well known nerds of the school, Pearl, a monster wedgie!
Emily watched as the blondie gripped and stretched Pearl's massive white granny panties, ripping and pulling until the white fabric was firmly pulled over the squealing nerd's chin.
'This is what got so many people together? A wedgie?!' Emily thought to herself, excitement brewing in her heart as a spark of inspiration began to bloom. She instantly pulled herself from the cheering crowd, driven by the possibility that it would be her next that they would be ravenous for. She was on the hunt for one girl: Desmona. It was well known around Underwood High that Desmona was one of the most infamous bullies around, normally people would want to avoid the Amazonian woman at all costs, but Emily was not a normal person.
After half an hour sprinting around the school, at a surprising rate too given that she had on tall, plastic high heels, she finds Desmona at the back of the school, squatted down and spray-painting an anarchy symbol on the brick wall. Even crouched down, Desmona had an intimidating aura, her long blonde hair was pulled into a long braid like a viking warrior, and if she were standing upright, she'd be at least 6' tall. Her intimidating stature is only amplified by her black biker leather outfit2.
"DESMONA! I'LL PAY YOU TO GIVE ME A WEDGIE!" Emily suddenly burst around the corner, startling the anarchist.
"GAH!" Desmona squawks, flinging her paint-can out of sheer reflex. The can sails through the air and directly bonks right into Emily's forehead. The impact completely stuns Emily, making her flop right onto her back in a comedic way onto the grass.
"What the hell do you think you're doing, you crazy bitch?" Desmona leans over and asks the sprawled out girl. However, Emily doesn't stay down for long. She suddenly springs back up to her feet, making Desmona need to jump out of the way.
"I've been looking for you! You're exactly what I need to get popular again! I'll pay you $20 to give me a wedgie in front of the school." Emily chirps happily, pulling out her wallet and revealing her large stash of cash. After processing what Emily said, Desmona certainly was skeptical, until she laid her eyes upon Emily's small fortune.
"Make it $50, and you got a deal." Desmona crosses her arms, expecting Emily to begin bartering the price.
"Done!" Emily doesn't even hesitate to pull out a $50 bill, as she's hellbent on getting that damn wedgie. Desmona blinks in small bewilderment, but gently takes it from Emily's outstretched hand.
"Alright, lets get going, Princess. You know what you're getting yourself into? I'm not going to hold back." Desmona warns as she begins to walk with the strange, frilly dressed girl.
"Absolutely... Although, I've never really gotten a wedgie before. How bad could it be?" Emily asks with innocent curiosity, making Desmona chuckle.
"So, you're paying me to take your wedgie virginity too? Don't worry Princess, I'll make sure it wont be forgotten." Desmona ruffles Emily's hair a bit, making Emily coo with delight.
"Wonderful, I knew I could count on you!" Emily's excitement only grows exponentially as they enter the entryway of the school, which was already a gathering place for many of the students as lunch was starting.
"Well, it's time for me to do my part of the bargain. Let's get started." Desmona cracks her knuckles before gripping the back of Emily's dress.
"Wait, those aren't my panties, I told you to give me a--"
SHHHHRRRIIIIIIPPPPP
Without any warning, Desmona rips off Emily's dress, tearing the fabric like a wet napkin, and leaving the girly-girl in utterly nothing but a pair of frilly white panties3 decorated with a small chibi bunny onto of an equally adorable unicorn. Instantly, Emily's face turns to a vibrant beet red as the cold air makes her skin get covered in goosebumps and her soft pink nipples of her B-cup boobs perk up. However, before Emily could even react to cover herself up, Desmona grabs two greedy handful's of Emily's frilly panties and heaves them up, driving the stretchy fabric deep up Emily's ass as she gets catapulted off her feet by a mega wedgie. The sound of her dress being shredded already gained a lot of attention, but the shrill, ear-piercing squeal that followed as Emily gets bounced up and down like a yo-yo grabbed the entire floor's attention.
"Oh my god! Look at Emily! Desmona's made that annoying rich brat her little bitch!"
"What kind of childish little panties are those! She's just begging for a wedgie with those!"
The crowd begins to hoot and holler as Emily is utterly wedgied and humiliated in front of them. The ripping pain cleaving up Emily's ass and the exhilarating sensation of being the center of attention is almost too much for her to handle, as this was even more than what she could have dreamed would happen.
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Women Prison Wedgies 15 story chapters Code lyoko wedgie 60 story chapters Galactic Patroller Quest 12 story chapters
Women Prison Wedgies 15 story chapters Code lyoko wedgie 60 story chapters Galactic Patroller Quest 12 story chapters
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It was Saturday and Ella almost begged her parents not to go to work. But they had to work nights tonight. She said that she didn't like Kylie. Her parents told her she was fine and walked out as Kylie walked in. Ella's parents drove away. "Guess what time it is." Kylie said. "Now turn around now." Kylie demanded. Ella did as she was told. Kylie reached into Ella's jean pants and grabbed her undies (white and black checkered with emojis and pink outline) and pulled them high. "Nice undies." Kylie said. Ella asked what she would do to her. "I dunno what kinda wedgie do ya want?" Kylie asked. "Can you rip my undies?" Ella asked. "Well i have a hook and rope in my car. I can hook your undies on the hook draped over a tree." Kylie said. "Yeah." Ella said. So Kylie got the hook and rope and draped it over a tree then hooked Ella's undies. Then she pulled the rope. Ella's waistband started tearing from the fabric. Her undies were ripping. She was giggling. Her undies countinued ripping until the waistband ripped off. "Now go in and change and i will put a frozen pizza in t
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