The first wedgie I was told to do was a simple back and forth wedgie. I was told to yank hard at the front of my underwear, and then the same at the back, for 30 seconds.
I started off yanking the back pretty hard, and I instantly felt the pain (and pleasure🤭) of my underwear digging into my ass, it started to burn before I could even think about pulling on the front. The combination of pain and pleasure started to turn me on and I felt my dick get hard right as I was about to pull the front of my boxers, I yanked hard again this time at the front and suffered as my boxers crushed my dick and balls into my body, I kept going pulling as hard as I could endure on both sides until I was done, after which I yanked hard once more at the back to lock the wedgie in place as I started writing her an update.
By the end my balls and ass were crying out for help but it was worth it :))
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Some quick wedgie dares :)) (+ update)
RandomRecently just been speaking to someone and doing wedgies again, so here's a couple stories of how they went DM me if you want to give each other, or give me, dares!