I'm about to get wedgied I lost a bet and I need wedgie ideas... Preferrably something to do with a hanging wedgie
have somebody hang you by super stretchy XL briefs, preferably Calvin Klein pro stretch. then, while you are hanging, have somebody jump onto you, holding his arms around your waist so neither of you are touching the ground. the added weight will absolutely WRECK your butthole.
Hook up 50 bottle rockets to the edge of you underwear and light them and when they blast off they'll pull your underwear at the same time. My uncle tried this once, make sure to have a fire extinguisher handy and always wear your safety goggles.
Get a motor hoist; the old kind with the pullies and chain cranks, put the hook into the back of your undies and then have someone pull you up...
