on the street. If someone from outside who does not know the rules, yes, the Rabbi won't talk to her, unless her life is in danger. Even so, he will reach for someone else to help.
Regarding Jesus in the First Century, to eat with tax collectors was one thing to chit-chat with a woman in public something else much different, unless she was his wife, as in the case of Mary.
I am very glad to hear that if Jesus was married, that would change nothing to you with reference to him. IMHO, it would rather enhance his credibility as a serious and loyal Jew that he was.