Insecure men are clingy men that seek approval and don't take alot of initiative in their lives and I know that isn't attractive.
I think the point robx is that you can't make an insecure man secure by telling them initiating sex will make them appear more secure.
They have to get to a place where they feel secure and that requires detachment and at this point I agree that dating might help too. You just can't fake it and that is basically what you are proposing because it just isn't real.