My First Wedgie

I have had an interest in wedgies ever since I was little. I saw a cartoon character receive one from the stereotypical cartoon bully and was fascinated by them. I was about six years old when I received my first wedgie. I was at a friend's house and his older cousin was over. We were watching something on the TV in my friend's bedroom while our parents were downstairs. I don't remember how the subject but at some point, I asked my friend if he had ever gotten a wedgie before. My friend looked up at me and raised his eyebrows as if to tell me to stop talking.

"Yeah", he said. Staring straight forward, ignoring his cousin, who was three years older than us.

"Why?", the cousin asked. "You want one?"

I did not respond to his question. All three of us sat on my friend's bed and continued watching the show. A couple minutes into the movie I felt some fingers digging in the back of my pants. It was the cousin. He rounded his fingers around the waistband of my white briefs and slowly lifted them upwards. My underwear was slowly tightening into my butt, and this was the first time I ever experienced what a wedgie felt like. It felt weird and uncomfortable, but it didn't hurt. Within a couple tugs, the leg holes of my briefs were completely exposed, and I was successfully wedgied. The cousin was laughing as he hoisted me upward, but I didn't make a sound. I didn't like the feeling of being lifted by my underwear, but I didn't want to give him the satisfaction of submitting to defeat or plead for him to let go. So, I just sat there and took the wedgie.

After a couple more tugs the cousin realized that he was not getting the reaction he wanted. So, he stood up on the bed while still clutching my briefs and tugged again as hard as he could. I looked up and let out a simple exhale of breath at the height of his biggest tug, letting him know I understood that he was stronger, that I was the one getting wedgied. He let go of my briefs. My bottom sunk back into the bed, and I stood up and turned and looked at him. He wasn't laughing, he wasn't making any last-minute movements to punch me or give me another wedgie, he just stared at me as I was staring at him. I then turned and went into the adjoining bathroom to fix myself. As soon as I closed the door, I heard my friend snickering under his breath.

"What are you laughing at?", the cousin said as I was adjusting my briefs. I remembered at that moment thinking that I wanted to wedgie the cousin back. I decided against though. While the wedgie itself fascinated me, I also remembered feeling intimidated by my friend's cousin. He didn't tease me into asking for the wedgie, and he was also almost quiet as he was pulling at my waistband. That was what alarmed me. Despite this, the excitement of understanding what a wedgie felt like outweighed the discomfort towards this cousin.

I heard some shuffling around and seconds later I heard my friend grunt fast, as if he just received a quick tug from his older cousin, and sure enough when I stepped out of the bathroom, my friend was lying flat on the floor. His cousin was holding him by his black boxer briefs as he sat on top of him. My friend responded how the cousin likely thought how I'd respond. As he tugged at his cousin's underwear, my friend would reply with an "eek" or and "ugh" sound and would sometimes plead for him to stop. The cousin laughing kept tugging away at his cousin's underwear knowing that there'd be a reaction upon each tug. Once the cousin was finished torturing his younger cousin, he did one last tug on the boxer briefs before letting go quickly so that the waistband would snap back on my friends back. But the boxer briefs were so far up my friends back that the waistband (grey with multiple faded Hanes logos across) snapped on the middle of his back. The cousin, after slapping my friends butt, got off him and laid down on the bed My friend then slowly stood up and looked to me apologetically. As he started walking toward me, the cousin quickly jumped off the bed and approached his cousin. Since the TV was still playing the movie, and the cousin was wearing socks, my friend couldn't hear him approaching. Before I could warn him, the cousin had my friend by his waistband again, this time pulling him straight up, lifting him off the ground. It only ended up being one tug, but that one tug was very effective. My friend cried out loudly at the highest point of this wedgie, and then the cousin brought him down, again letting go of the waistband from a fair distance so that it'd snap.

My friend ran past me and into the bathroom. Closing the door quickly. I listened carefully in case I heard him crying, but I didn't. Before the cousin wedgied me, my friend tried to warn me to not mention it, so clearly, he'd been wedgied by his cousin before. My friend left the bathroom underwear fixed just as our parents opened the bedroom door. They heard his mid-wedgie scream and were for a moment briefly concerned. The cousin told them everyone was fine and that my friend was just scared of something in the movie. I don't remember what the movie was, but our parents seemed to buy this story. When they looked to me to confirm the story was when I felt a hand resting gently on my lower back, slowly gripping onto my underwear's waistband. I had sat on the bed when the parents came and since both the cousin and me were facing our parents, that left his hands gripping my underwear obstructed from our parents' view. As soon as the parents left the room and the door closed, the cousin pulled on my briefs swiftly yet forcefully lifting the upper half of my body to its highest posture. This time, the wedgie hurt. Still, I wasn't going to let him win. I turned and looked at him, attempting to come across defiant. The cousin let go of my underwear and I stood up and went to the bathroom again to adjust my briefs.

I remember that the wedgies stopped after that. I don't remember much else. But what I do remember was catching a glimpse of the cousins red boxer briefs as he bent over to get something at some point during the movie. I remembered wanting to wedgie him to. But I didn't. It wasn't the time, and I knew that I'd likely be on the receiving end of more if I even attempted. Still, it was something I remembered, and it was the beginnings of my thoughts and actions related to wedgies.