[leeroc101]

Go out to a suburban, quiet-ish neighborhood at night with your FWB driving. During the car ride, you should be blindfolded. At their direction, while the car is driving around this neighborhood, you will strip each item of clothing off and toss it out the window. Once naked, and away from your last item, stop the car and remove the blindfold. Keep only your phone on you for emergencies. Then your FWB will drive away and park somewhere unknown to you. Your task is to find all of your clothes and the car. After 30 minutes, time is up and your ride is heading home with or without you and your clothes.

It's up to you and your FWB to decide how difficult this will be. Will they be around the corner or further away? Will your clothes be on a street or two or scattered all over? Only thing I suggest is boundaries for where the game is out of bounds.

Edit: for extra humiliation, wear your collar, anal hook, and your ankles cuffed.