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Stop your worrying and get on with it! She sounds like a nice girl, you sound like a good guy - there is never a 'good' or 'bad' time to start a relationship.
It reminds me of an old sailor's saying:
"If you wait for perfect weather, you'll never get in the boat."
So quit worrying about making things just so - none of that matters in the slightest and is no more than an excuse for you to not do something daring and exciting.
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