Girl Front Wedgie Stories

Girl Front Wedgie Stories

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Printed from https://www.writing.com/main/interactive-story/item_id/1949215-Babysitting-my-sister/map/1452
A teenage boy gets more than he bargained for during babysitting
Created: August 25th, 2013 at 4:21 pm
Modified: July 10th, 2022 at 1:27 am
This choice: Give her a wedgie · Go Back...
Your sister was very angry at you. Thinking fast, you moved your arm around her back grabbed at the back of her pants. Feeling the waistband of her pink cotton panties, you grabbed that instead, and gave it a sharp upwards tug.
"Eek!" Kelsey screamed.
You pulled harder, so hard it made a small tear in her waistband. Her rage turned to humiliation and she blushed.
"Sis, like it or not, I'm in charge now. You piss me off you get a wedgie... or worse." You said, smiling.
This was going to be a very fun and interesting next three months.

Kelsey frowned.
"I'm gonna get you back for that." She grunted.
You laughed at her. She was a small and weak little girl and you were a big tough teenage boy. There was nothing she could do to you.
"Are you trying to threaten me? You want another wedgie, kiddo?" You said.
Kelsey panicked.
"I.. no... I was just..." she stuttered.
Smiling, you grabbed at the front of her panties' waistband and pulled up. The fabric of her underwear uncomfortably dug into her crotch.
"Ow! Stop it, you're hurting me!" Kelsey yelped.
You stood up, dangling her by her wedgied panties. A large tear was forming along the front now. You had the biggest smile on your big stupid face in years.
"Listen, I'm serious when I say I'm in charge around here. You can be a good girl and behave, or you can be bad and make this into a living hell. Or heaven for me, I quite enjoy punishing you." You said.
You dropped her back on the couch.
"Oof!" She said as she hit the cushions.
You stood tall above her, asserting you dominance and superiority. She pathetically picked at her wedgie.
"Now, get off my couch. You're banned form the TV for the next hour and a half." You said.
Conveniently you action movie was an hour and a half long. Now you could watch it in peace.

Kelsey squirmed and crawled away.
"Get outta here! Scram!" You said.
She ran of to her room, whimpering pathetically. You enjoyed all the explosions and violence the TV brought to you without her obnoxious behavior.

An hour later Kelsey came back.
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Ty's Expanding Story 84 story chapters Your Dragon 72 story chapters New to this world! 18 story chapters Remote control 138 story chapters In Diaper 2,566 story chapters Stay Tuned 40 story chapters -Dylan & Cole Sprouse WG & Growth Story- 153 story chapters Simpson Expansion 154 story chapters Random Stories 8 story chapters Jealous Regression 556 story chapters
Ty's Expanding Story 84 story chapters Your Dragon 72 story chapters New to this world! 18 story chapters Remote control 138 story chapters In Diaper 2,566 story chapters Stay Tuned 40 story chapters -Dylan & Cole Sprouse WG & Growth Story- 153 story chapters Simpson Expansion 154 story chapters Random Stories 8 story chapters Jealous Regression 556 story chapters
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Posted by
in pain and emarassed

on 2005-02-17 00:08:54
Posted by
illini2442

on 2007-07-05 01:31:40
Posted by
tightywhities

on 2007-10-11 01:28:39
Posted by
Dimentio

on 2008-05-09 21:56:47
Posted by
leahyrain

on 2008-05-10 22:03:10
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a week ago i had a sleep over my "friend" were over (they were prentending to be my friends). Well they thought it would be fun to torment me (While my parents were outfor the week). they look for me briefs ok when they find them they hold me down and force me to wear 9 of them. Then they tak me into the kitchen and make me drink fvie cups of water and poor water on my briefs till they are see through. they tie me hands behind my back stuff a dirty brief in me mouth and duct tape it shut then grabin the front and back of me brief and hang me there on two hooks in my basment. then they invite girls i like fromm school and they all laugh and start spanking me $%!@ then they leve me there untill the next day it was so painful and the worst wedgie ever
So earlier this week I had 2 friends stay over and i decided to wear briefs while they were over(I just was working out and I only work out in my briefs) So I just got done drinking a water and said I had to go to the bathroom. then they started to jump on me. They strip me down to just my white hanes briefs and they go and get 1 gray FTL brief and 1 red hanes brief. they take me to the attic and hang me on a hook for 2 hours until they all rip and I fall. I wet myself in the process.
My older bro Jacob he's 18, locked the door so my parents couldn't go in. then he gave me an atomic wedgie then he gave me a hanging melven and my boxers were still on my head. then he would kick me in the balls every time I said something. then he took all of my clothes and threw them outside he left me thre for 5 hours. my parents never found out. He gives me bad wedgies everyday
(Okay, will first of all, my parents have a job, where they go out all of the time, and are like NEVER around. So my 5 older brothers get to be in charge of me ALL the time! They all hate me for wearing tighty whities =( It really sucks! So they give me the worst wedgie experiences ever when my parents on gone, click on my account name if you ever want to see other wedgie stories i have posted on here, or if you want to know some other stories, just ask me. I do this to get my anger out, and it works!)
Well, it was a week after my 11th birthday (Im now 13, almost 14) And my parents had gone out to Mexico i think, for a buisness trip, so my older brothers were in charge. They come barging in my room saying "Hey baby bro, guess what time it is?" And since i know what is about to happen, i try to get up and run away, but they all tackle me to the ground and strip me to my underwear. Then they get about 10 pairs of my underwear, and force me to put them on. Then they take me to the basement, and give me a hanging wedgie. They laugh and say "Let's see how long it takes until he wets himself!" So they all agreed that they will kick me in the balls 50 times each or until i wet myself. If i managed to not wet myself, they said they won't do anything else to me. I didn't get to far, only until my 2nd brother came up to kick me... They then give me a bouncing wedgie, while one of them goes to get some eggs. Then they crack them and have them go down my underwear. But the last one they cracked over my head. They then take me down, and have me get in the car, and then they drive me to a store. They buy me some diapers, and then they have me pull ALL of my briefs down so im naked in the store! Then they flip me and put the diaper on me. And then just to make things worse, they pull the back of the diaper down and start spanking my azz!!! They each did it 30 times, and then they took me into the car. When we got home, they tried to give me an atomic wedgie in the diaper, but it just turned out to be a very painful wedgie, luckily it ripped. So they flipped me on my stomach and said "For ripping your diaper, you get some more spankings!" And they each spanked me with a freakin wooden spoon, 30 times each... Then they had me put on about 5 pairs of briefs, and they gave me an atomic wedgie, they got all of them over my head! (maybe 2 or 3 ripped) Then they put a leash on me (We had a dog) and they told me to go and walk up and down the neighborhood. They had all their neighbor friends (and mine) come and watch me. I was so scared that something might happen. Then, for no reason they start to spit on me! It was so disgusting!! When i had gotten home i started to cry. My brothers just said "Suck it up! We're doing you a favor of making you stronger... and learning not to wear that fu* ed up tighty whities!!!" They had our dog (bull dog) come, and they told me to lie down (It was really hard to since i still had an atomic wedgie) they let the dog come on top of me, and they told me to wait until she drools, or else things would be worse then they planned! It took about a minute for them to be satisfied with how much she drooled on me... Then they told me to come outside, but first they put on the rest of my briefs. They then gave me an hanging wedgie from our tree!! They told me that is where i would sleep for the night, unless it rained. Then they went in, got me some food and a cup of water, and they go inside. Well, the next morning they woke me up with buckets of cold water. They told me this would be the last day, if i cooperated.... So they give me a bouncing wedgie, and they said when my underwear ripped they would do the rest, IF it ripped... It took an hour, and they were getting impatient, so they just pulled my legs to the ground and held it there. A few pairs of underwear ripped, but it still hurt like $%!@, and i was still hanging. They laughed, seeing i was starting to cry. So they go in, get some bags and put rocks in them. Then they tie them to my legs! (10 bags of rocks) The wedgie got a lot worse. But then they pushed me up, and i thought they were done with the wedgie, but instead they put rocks in my underwear, and then they let me down.... IT HURT SOOO BAD!!!! They laugh, and then they start giving me a bouncing wedgie!! After a bit, they decided to let me down, but they still keep the rocks in my underwear, and the bags tied to my feet. Once im down, they try to give me and atomic wedgie, with all the pairs of underwear that they can get over my head. They tell me to go run around the house, and they showed me a pile of mud, and tell me when i finish, to jump into the mud pile, and if any of the underwear on my head comes off, they will "torture" me for an extra day. So i was careful enough not to have a pair come off, but when i was on my 2nd to last lap, a pair had came off my head. I was so scared, that i even tried to get it back on. But my brother saw, and he said "Hey guys! Look what happened to wedgie boy!" So they all come, and tackle me. They picked me up and threw me into the mud, saying "Call your self a {gay azz tighty whitie boy who wants another day of wedgie torture} ten times while rolling around in the mud!" I cried while saying it, and had to roll around in the mud =( They just laughed and said "Okay, another day of wedgie torture it is!" Before they did any thing else, they got me some food and water, and told me to hurry, or else. I asked them if i could have a towel to get the mud off my hands and they said "No, if you really care if there is mud on your food, then eat crap!" Well, i tried to wipe the mud off, but one of my brothers just came up and kicked me in the balls yelling "Hurry up dammit!!!!" So i hurried, and it tasted bad, but it was better then nothing i guess. After i was done, my brothers took me to the hose, and washed me off, take the rocks off me, and then they all grabbed me and took me into our parents room. They said we were going to go swimming, but first I was gonna get a makeover.... They put lipstick, nail polish and other stuff on me, like mascara... Then they put me in 6 different pairs of my underwear, and they drive me to the pool. They take me in the locker room, open one of the lockers, and hook my briefs to a hook. They each kick me in the balls 10 times, so that i would wet myself... Then they put a lock on the locker, take out some handcuffs and lock my arms behind myself and put a note on me saying "Do whatever you like to me!" They say they are going to go swimming and they say "Call for help, and you will have wedgie torture until mom and dad come back!" So i had to hang there, but there was a clock so i could see what time it was. A WHOLE bunch of people passed (It was about 2:00PM, the popular time for people to go swimming) they either laughed, pulled on my legs, spanked me, and slapped me. (I had wet myself even more because of all the stuff that happened....) One dad came by, and laughed saying "Your life must suck whoever did this to you!" and he just went away. I was so embarassed... a group of guys came by, about the age of 16... They all stared at me and laughed. One kid dared his friend to suck my $%!@... He ACTUALLY did!!!!! I COULD NOT BELIEVE IT!!!! I was cursing out my brothers for making me go through this. They then started to kick me in the balls saying "Kids should never wear tighty whities! Unless they aren't gay!" So then i got the feeling that they were gay. While one of them were kicking me in the balls, the rest said that they should do something else to me. All of a sudden, THEY START TO PEE ON ME!!! I cursed them out, and they just laughed. One of them went to the lost and found, got some lost shorts, and took a $%!@ in it. Then he put in on my head! IT WAS SO GROSS!!! I started to hate my life. (I live in Chicago, where there are a lot of gays, so i should have seen this coming i guess....) They pulled on my legs and kicked me in the balls a few more times, then they left. About half an hour later, my brothers came, and it was about 4:53PM. They just burst out laughing, and i told them a bunch a fking gays came and did this stuff to me. They said i deserved it for wearing tighty whities though! I got so mad, and started to cry yelling at them, telling them to let me down. They just laughed and started to flick my balls, until they hung out on the side. They said since i cursed, they were gonna go hang out in the hot tub until 5:30. They said if i cursed them out again, then they would do the same thing tomorrow, except worse. I was still crying out of anger, because that was probably the worst thing that has happened to me... so far =| Well, kids and adults came by, and some even took pictures. a few guys came through, and they just start laughing, they leave for 5 mins, and come back in with a few girls (Im guessing their friends or girl friends) They all are laughing at me, and a girl came up and slapped my $%!@. Then all the other girls and guys come up asking "Are you gay?" "Why do you have makeup on?" And "Your friends or family must hate you" They keep on slapping my balls. Then they agree to go swimming, so they leave. My brothers came in around 6:00, and they said "Sorry we're late, we just wanted to make sure you got enough torture from kids" They open the locker and unhook my wedgie. Then they give me an atomic, but while they are getting the other pairs on, i kicked one of them in the balls, (I would've punched, but i was handcuffed) He starts yelling and cursing in pain. I try to run, but 2 of my brothers start running after me, and they literally tackled me. Then he gives me a dragging wedgie against the floo
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