Here is a hypothetical Question: Who do you think is more insecure?
Guy A:
Has a lot of money and KNOWS how to attract women. He's cocky and funny but knows "the game". He has been in a few relationships, both long term and short term but these days doesn't keep a girl to long either out of boredom or the fear she's getting bored. He also has big dreams and ambitions, I.E. Making films or something of that nature.
Guy B:
Makes an average living for his age but doesn't have a lot of money or ambition in life. He has had his share of women but is head over heals in love with a woman who has left him a couple times only to ask for him to come back. I.E. "I think we should see other people" when she meets another guy then "I still love you" when that guy stops calling.
For the sake of this exercise lets say they are both really good looking guys.
One thought I want to put fourth is I do believe the answers people reply with will be partially based on gender though I wouldn't make a prediction as to what those replies will be. Thanks for your answers!