Dear cranberry:
You feel “so quiet and awkward around him… inadequate”. He is “older, very extroverted, very experienced” and already called you weird. This means to me that if you date him, you are likely to submit to this older, louder, confident man.
Not that he is indeed confident or even experienced with what matters in life, but you believe he is, and he acts like he is. This is a recipe to the following: the quiet, awkward, inadequate… weird one submitting to the dominance of the older, extroverted, experienced one.
Not a good idea, I say.
anita