I have been single all my life. I am well aware that this is partly caused by my lack of initiative, and my apprehension. But on the other hand, to continue with the theme here, if I had my first relationship with Whatever(or someone like her) that would be pretty wild. I don't know if it makes sense to throw oneself so completely into such a radical proposition, especially as the first attempt.
And what's your Enneagram type? I suspect there's more at work here than ENTP and INTP.