Start off by lathering your fingers with a liberal amount of toothpaste and slowly begin to stretch out your asshole. Work your way up until you can fit 4 of your fingers in comfortably.
Now, lie on the floor against the wall or bed and lift your legs over your face so that your ass is facing the ceiling. Lather one of your larger toys (any large phallic household item will also do) with toothpaste and begin to fuck your butt with deep thrusts, pushing your toy all the way in and out. You must do this slowly so that you can really feel your asshole being completely loosened.
When you can no longer stretch your butt anymore, grab a pre-sliced lemon and squeeze the entire contents of two halves of a lemon straight down your asshole while holding a gape.
Finally, grab some pens and give them a nice sloppy blowjob. You must fit 8 regular pens all the way inside your butt simultaneously for 3 minutes. If you manage that, you can end the dare. If not, stretch your ass even further with a larger toy - with lemon juice and saliva as the lube - and try again until you succeed.
|