Belt Wedgie

For this dare you will need two belts; ones that fasten anywhere will work better than ones with holes, but those work too.

Put one belt through the legs of your undies in the back and one in the front. Now connect the belts criss-cross: The belt that comes out by your left leg in your back gets connected with the belt that hangs down at your right leg in the front. The belt at your front left leg gets connected with the belt part from the back of your right leg. Now tighten them down as tight as you can! While not required, pictures will get you more points.

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