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For those who don't know, the " cocky and funny " approach deals with being humorous and challenging at the verbal level. Some swear by this approach however, the challenge is that not everyone can be funny. Learning humor takes a great deal of work, and timing skill. Learning to be cocky or challenging is another specialized skill the involves innuendo, double entendre, and especially subtlety. I believe this last area is where you're finding the challenge.