A group of our friends made a poker bet (both male and female) where the winner would get to choose what the loser has to do and post it to this sub. A woman won and a man lost. She is making the loser dress in full drag, and walk down a low traffic path in the woods asking passer by's (mostly men) if they would like to play a game.
The game consists of the "participant" picking a random sealed envelope. They open it up and whatever is on the card inside, the "crossdresser" will have to do. And then take a pic/video of the act and post it in the main thread (which I will make) once he/she is out in the woods this weekend.
We need ideas for the cards. And also the crossdresser will be in an extremely slutty outfit. We did a test run of what she will look like and may post the pic if this blows up enough. He/she actually is quite passable….
Here are some we have come up with so far, just about nothing is off limits. The more embarrassing the better. The participant reads the cards to the CD.