I still don't think there was anything wrong with how I looked, I did all the work and the result remains exactly the same so whether you can actually say any of these new looks and styles were successful is a moot point. Had there been a dramatic improvement it would be easy to say it was really worthwhile, the ONLY real improvement I have got from this whole exercise is a friend who exactly accepts me for who I am.
Contacting a woman after a first date is not like diffusing a bomb. If a woman is interested in you she generally makes it easy for you to see each other again.
So figure out a time-plan for yourself based on what you want not what you think he is likely to do. Maybe you can sit tight for six months longer and see what happens (or maybe only 3 months -- but don't make it more than a year). When that time is up, if he hasn't popped the question, you bring it up, "you know I want to get married and have a child of my own. I need to know whether that's something you want too." And if it isn't what he wants you'll have to accept that. Don't try to change his mind. Don't go back to him, pretending like the conversation never happened.
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