pants and underwear pulled down by a girl

DownUp (+20 rating, 64 votes)
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In 5th grade there was a named Jessica who I think maybe liked me, but anyway she would always come up behind me at recess and times like that and she’d try to pull down my pants in front of everyone! She didn’t ever actually get them down, since I could usually tell she was there just before she started pulling, but a couple times she came close by getting them down almost to the bottom of my shirt, which was still a little embarrassing cause everyone knew she almost depantsed me, and they laughed.

One day I decided to try a trick, and so when Jessica came up behind me and I saw her, instead of grabbing my pants to keep them up I reached out and I pulled down HER pants, all the way to her ankles!!! I couldn’t believe it actually worked, and all the kids around us were real surprised by what I did and we could see Jessica’s underwear, and she screamed and turned red and pulled her pants up again with everyone around laughing at her. Later she whispered to me that she wouldn’t take it easy on me anymore since I humiliated her like that, but she never got me before so I wasn’t afraid.

Well, the next day at recess Jessica snuck up behind me SO quiet I didn’t hear her, and before I knew it she pulled my pants down to my ankles! Now it was ME who was standing there in front of everyone in my underwear, with everyone laughing at me. I reached down fast to pull up my pants, but I guess Jessica wasn’t done humiliating me, cause when I reached down she reached out and grabbed onto my BOXER SHORTS, and started pulling them down my legs!!!!!!!! Oh my gosh, I couldn’t BELIEVE what was happening to me, how humiliated I felt!!! I grabbed onto my sagging boxers to stop her but then Jessica grabbed my SHIRT and tried to lift it up, which woulda let EVERYONE see my privates, so I grabbed my shirt to stop her and she started pulling my underwear down again, and she kept switching between the two like that until she had my boxers all the way down to my ANKLES!!!!!! I felt like I was gonna faint from being embarrassed that whole time, my face was burning red in humiliation, and everyone else was standing around wondering if Jessica was going to show them everything I had! After my boxers were at my ankles she grabbed my shirt and tried to pull it up, and I was panicking trying to keep my private parts, well, private, and just when my hands were about to give away and my shirt fly up, Jessica stopped and smiled, and said to me You got what you deserved because I never REALLY tried to pull your pants down before, I was only teasing then. Now you’re feeling REALLY embarrassed like you made me yesterday. You should remember that I pulled down your pants and your shorts in front of the whole grade, and remember that I coulda pulled up your shirt easy and let them see you naked if I wanted. I could still do it, too. She pretended she was going to, but she didn’t. And she walked away and let me pull up my pants and underwear, feeling TOTALLY humiliated. That day was my most embarrassing moment ever. I still get red when I think about it!