Painful Wedgie Dare XD

by Dez Kimura
(Evansville, Indiana)

Hi, I'm Dez and I'm 14. I got this dare from my wedgie buddy and so I want to share it. She dared me to wedgie myself from a tree and to make it worse than ever.

The dare is also to put toothpaste in my underwear while doing the wedgie, so I went into the woods behind my house and picked a tree with branches I could climb. One of the branches was just taller than my head so I took my toothpaste from my pocket and squirted half the tube into the back of my undies, then I climbed up and sat on the branch.

Already the toothpaste was smearing everywhere, I Hooked my bungee cord around the branch and put the hooks in the leg-holes. When I tried to lower myself down easy, I lost my grip and fell giving myself the most painful wedgie I've ever had!!!

My underwear didn't even rip a little because they're the thick kind. I screamed and my butt hurt SO freaking bad but I couldn't climb back up. I tried to bounce and rip them but it just hurt my butt even more. I tried hanging on to the tree and it helped a little but I couldn't keep my grip and fell back down.

I wanted to scream for help but I decided I'd rather torture my butt crack than let my mom find me like this. It took me a long time but I finally flipped upside down. Only I slid down and now the bungee cord was hanging me upside down by my ankles and the bottom half of my was naked.

Eventually, I kicked out of my shoes and landed on my head wich hurt. Then I got my pants and underwear out of the tree and went back inside with seriously hurting rug burn and toothpaste smeared in my butt. I need to think up a really good dare to get her back with.

Help me with yours ideas.

Comments for Painful Wedgie Dare XD

Average Rating starstarstarstarstar

Click here to add your own comments

Jul 09, 2017
by: Anonymous

wear a mask so she dont know its u tire her up and put hot food in the front and back of her undies the hook them up in a tree wait for them to rip then let her leave or if she falls a sleep carry her home but dont pick her wedgie take pictures if u want. extra fun strip her to bra and panties. tell her it was u the next day

Nov 17, 2016
by: Misty

Did it hurt to have toothpaste in your undies? I'd think that it would be super painful, like if it were a mint. The burning sensation kind of makes me wonder.

Click here to add your own comments

Join the community and write your own page! Simply click here and contribute to Wedgie Techniques, Videos and Stories.

Share this page:
Do you like this page? Please show it to everyone! Here's how...

Would you prefer to share this page with others by linking to it?

  1. Click on the HTML link code below.
  2. Copy and paste it, adding a note of your own, into your blog, a Web page, forums, a blog comment, your Facebook account, or anywhere that someone would find this page valuable.

How to Get Girls to Play Dares

how to get girls ebook coverpage

Truth or Dare Stories EBook

Truth or Dare Stories ebook coverpage

List of 195 Dares

List of Dares ebook coverpage

Become a Member

A List Of Links