College Story (Patreon)

Back with another true story. This time from college. Yes, college the land of hookups and in this case wedgies. This story was during one of my last semesters. I had a class for this girl, whom we will call Bri. We didn’t interact much in class, we did a little but not much.

That was until I found her on Okcupid (another OkCupid related wedgie). We flirted and of course talked about truth or dare, which led to wedgies. She did some pictures of her undies, briefs with some lace and typically beige or pink with like flowery patterns and lace around the leg holes. Nothing to crazy, but right up my alley.

We made plans to hangout on one of the last days of the semester, so she was packed. Her roommate, who was her best friend, agreed to give us plenty of space. It was my first and only time in a door room.

Now, Bri was a bit chubby, not a negative just not the world’s best body. She was a bit pale; her hair was mostly blue with some purple in it. She looked alright, like a very punk rock face.

She started out strong, very strong. We’re talking about truth or dare again and she wanted to pants me. So, she did. Except she got shorts and underwear. I was not ready for that. I quickly pulled up and it was my turn and she was getting a wedgie.

She turned around. She was in a tank top and short shorts. I was surprised to pull out a black thong. I had expected some larger underwear, but I wasn’t there to judge even if I was a bit disappointed. We went back and forth; she gave me a weak wedgie. And disrespected my Batman boxers.

She could tell the wedgies were a huge selling point and indulged. She agreed to let me rip her thong off. We went to face her standing mirror. Her facing it with me behind her. She was so embarrassed, very clearly laughing at the idea of getting a big wedgie. I gripped that black thong like it was the pull starter to a lawn mower.

The thong offered no resistance as I yanked up. It got wrecked as it ripped to shreds. I pulled it up and over her head, pulling it free. She laughed as I handed it back to her. She laughed and got a new pair of panties on. White with black polka dot boyshorts. They had black lace around the waistband and leg holes.

I made sure she didn’t put shorts back on as she playfully got some more wedgies. Not hard ones, but well worth it as I got to see her get to her tippy toes. We fooled around some more, she did shit on my chest butt facing towards me as we fooled around, leading to some more wedgies.

We kept teasing the idea of her modeling her underwear for me, but only got one more pair. These were a black pair of boyshorts with white lace around the leg holes. She put on a pair of red short shorts and here was another perfect moment. We were still half assing playing truth or dare and she picked dare.

I dared her to give herself a wedgie.

Of course, she obliged. This is where I was being a bit of a sneak. I was laying on the bed of her dorm. She turned around to do it and I pulled out my phone and went to snapchat. I was going to send it to her after she did it.

Now, I am sure many of us have been there where either in real life or over video calls or messages, you dare or ask of whatever a girl to give herself a wedgie. She gives a small tug, maybe just pulling the waistband out of her pants.

Bri didn’t go that route.

She reached in, grabbed the waistband but instead of pulling up, she did the small tugs to get as much fabric in her hands as possible before the yank up. Then, she gave one great self wedgie. She hiked them up there like she had practiced. Like bottom of bra strap, leg holes out, fabric stretched so you could see through them a little bit.

I ask “now what are you doing” because my goal was to get her to say wedgie along with giving herself one. If I could change one thing, I didn’t get that on the snap (I’m a sucker for a good mention). She turns around, sees I am recording and wags a finger at me playfully. She still had one hand on her panties which turned into a huge whale tail.

We fool around some more; she fixes her wedgie. We make plans to hangout again (didn’t happen she was sick, then a summer apart she had no interest in talking to me anymore). She walks me to my car. We kiss and here is where you think it ends.

No, as my car was parked next to the softball field. I had some friends on the team as they were practicing, I could see them looking at me with Bri. We kissed but as we did, I reached down her pants and gave her one last forceful wedgie, full in view of my friends on the field. I am pretty sure they saw but we never talked about it. Bri was a good sport as liked a bit of rough housing like that. And that is how that experience ended.