Loser has to dump a can of fruit pie filling inside clothing of their choice, with an additional can for every 24 hours that passes between someone declaring "in" and a loser named.*
*If this goes stale again, I'll post a different challenge in a week.
Next up, winner rolls 2 x d6. 1st decides how many cans of loser's choice go into their swimwear. 2nd x 5 minutes decides how long they wallow in the mess. If both dice match then loser adds a further can to a swimcap and wears that too.
MessyLevis loses, Messyg has to pay the loss double for not following the steps of the game.
Next up, mischief night is coming, loser has to make a small Jack o'lantern, leave the guts in, add yogurt & pumpkin pie filling and stomp on it & egg themselves
BTLWoodchuck said: Loser has to make a sundae in their underpants.
Finally paying up. Ice cream, syrup, sprinkles, whipped cream, and some cherries on top. EDIT: The coldness kinda numbed me to the rest of the sensation. It was more cold than anything. It was kinda nice feeling the coldness against and between my thighs, and if I moved even a little it exposed new parts of me to the cold. I sat down and it all shifted against my groin and sloshed around, which was a moment for sure. It was not how I dreamed it would be but it was still great. It leaked out of my PVC pants so good luck to whoever loses this round!