I want lauren jackson to stomp on me barefoot after a basketball game! She's 6'5" and has size 13 feet!
It depends form a social situation. If you are in college and/or young adult it is simpler to ask someone form the same generation in a form of bragging/challenge/dare. You may also want to act overly drunk on some music concert/festival. Keep in mind following things if the person does not know you, do not get her scared, do not isolate her from the sources of help (she may think that she may need help), accept refusal, do not be wired and do not beg.
Well, I'm a girl and id say, look good, don't have long greasy hair, use AXE and don't expect them to 'trample' you cause they wont