Wedgie story
This is a true story about the time I bit off more than I could chew when it came to getting a wedgie. Growing up I moved around a lot, different schools and states every few years. I wore tighty whities growing up so getting the occasional wedgie was something I was no stranger too. However I had never received one at school.
This would change at this school. During my first year I remember a specific time one of my classmates asked to go to the bathroom. A few moments later he returned complaining to the teacher that one of the boys in another grade (I think he was two years older but not sure) gave him a wedgie while he was in the restroom. I remember hearing this and jetting my eyes over to him and the teacher. He then lifted his shirt up to expose what the older student had done to him. It wasn’t much, but you could tell he had just received a wedgie based on the exposed fabric of his tighty whities protruding from his jeans. I can’t remember super well, but I remember seeing his FTL waistband contrasting against his dark skin.
I couldn’t believe what I was seeing. Ever since I can remember, I always had a fascination with wedgies and especially the embarrassing connection that tighty whities had with them. My heart began to race, “someone in my class just received a tighty whities wedgie? How can I have that happen to me?” Again, I wore tighty whities already, but receiving a wedgie was always something I didn’t want to happen in public. The embarrassment of being outed as a tighty whitie wearer would be crushing as one of the new students at school. But to know I could potentially find myself receiving one at school was a thrill I had to figure out.
Later that day I asked the kid, let’s name him “Jalen”the story about the wedgie he received. He told me the story and more importantly the other kid who did it. Let’s named the wedgie giver “John.” Now I knew who gave him the wedgie, now. I just had to figure out how to get him to wedgie me next. Instantly an idea popped into my head. The school that I went to was a small private school that one of my parents worked at. The afterschool parent pickup was always outside at the playground behind the school. I was consistently one of the last kids picked up from this, and John was as well. I knew that this after school recess you could say, was the best opportunity for me to receive a wedgie from John without the whole school knowing.
It took me a couple weeks to build up the bravery to actually put this plan into action. After seeing how Jalen was picked on for receiving a wedgie AND now being teased for wearing tighty whities by our classmates, I really had to make sure nobody was around if I got a wedgie from John. Now unlike Jalen if I was to receive a wedgie, I definitely wasn’t going to tell the teacher in front of the entire class and brandish my slightly tugged on tighty whities. I waited and waited for the right day an opportunity. Slowly day by day I would try and be around John slightly, maybe annoy him a bit one day so that when the perfect day came I could try and make it happen.
Finally, the day came where me and John were the last two boys at pickup. It was a bright and sunny day from what I remember. We were near this small rock climbing wall that was slightly hidden from the rest of the playground. I had scooped this place out in the weeks leading up and would always try and hang out around this area. Usually we played tag or some sort of variation and used the rock wall to climb or as our home base to not get tagged. As soon as the last boy besides me and John got picked up I knew I had to try and act quick. Luckily for me we were just playing a game we called jail tag where if you got tagged you had to go to “jail” basically freeze tag. John was usually the tagger since he was a bit older than me and some of the other kids. I had escaped from the jail cause the kid who just got picked up freed me before he left.
This was my chance, while John was distracted by the other kid freeing me and running to the safety of his parents picking him up, I quickly pulled down my jeans slightly and up on the waistband of my hanes tighty whities to ensure they would be exposed. Once John returned I made sure to make a huge deal about being freed and mocking him that he wouldn’t be able to catch me. I turned around and basically stuck my butt out towards him and teased him. I made sure my shirt was slightly lifted, this way I ensured I exposed my tighty whities and hoped this would act as a giant WEDGIE ME billboard for John. It worked to perfection. The next thing I know I felt one of John’s cold hands latch onto my white Hanes waistband.
“Oh no, oh no no no” I quickly exclaim. My face blood red, I couldn’t believe I was about to receive a wedgie. I tried to hide my smirk from all the excitement as I received the pull of the wedgie. “Ohhh!” I proclaim, I felt the leg holes of my tighty whities instantly shoot out from my pants. Still quietly smiling because I achieved the wedgie from John I so desperately craved. I stumbled forward expecting to fall to the ground. This is when my smile disappeared as quickly as it happened. I felt another huge yank from John, now pulling me back closer to him. This is when I realized I got more than I bargained for. I felt his second hand grip my waistband. I let out a loud yelp as he proceeded to give me a wedgie so intense it lifts me off the ground. My mood has instantly changed, the wedgie I was receiving turned into my own personal hell. I feel my feet touch the ground, hoping that was the end of it. Regretfully I feel John regripping the back of my tighty whities. Now he has two full handfuls of my hanes white briefs and is reloaded for another yank. “YEEEEOOOOUCH!” I can feel the rug burn instantly between my butt cheeks as John hoists me up again. I hear my underwear stretching and popping, forever stretched out from their original shape. My eyes start to water from the intense pain. I cry out for mercy. “Please stop! Please stop!” I tearfully exclaim. It felt like I was held above the ground for hours. “JOHN!” Shouted across the playground, “time to leave.”
I flop onto the mulch of the playground, the teacher outside in charge of pickup had no idea that John had just brutally given me a mega wedgie. He laughs at me and comments on what had just happened. “Next time, make sure I don’t catch your tighty whities sticking out.” I lay still, still processing what had just happened to me. I finally stand up and brush myself off. My briefs are still hiked all the way up my butt crack. The wedgie was so deep I had to unbuckle my jeans so that I could fully dig the underwear out. Now I begin to reflect on what John had said to me. Am I going to receive wedgies like that from John more often now? Is he going to tell everyone at school I wear tighty whities? Shame and embarrassment instantly fill me, what did I just do?
Unfortunately for me, John did give me a few more wedgies throughout the school year and my tighty whities secret was revealed, just like my classmate Jalen. Luckily for me however John moved away the following school year and then I moved away a year later giving me another clean slate at another school.