>>>MY COMMENTS:

I think that the basic idea is good, but I'd say that you're
probably better off seeing who can get the most email
addresses - instead of seeing who can get shut down.

If you go out with the specific idea of being rude, crude,
a jerk, etc. I think you're working on the wrong outcome.

I get what you're saying about how this might make you "numb"
to future rejection...

But I think you'll learn a lot more if you take the approach
of "We're each going to approach 50 women today, and let's
see who can get the most email addresses". Focus on what you
want, not what you don't want.